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How to Sail a Boat

Last Updated: May 13, 2022 Approved

This article was co-authored by Nitzan Levy . Captain Nitzan Levy is a Sailor, Social Entrepreneur, and the Founder of Sailors NYC, a recreational sailors’ club based in Jersey City, New Jersey that specializes in cruising boats and a variety of community programs. Capt. Levy has over 20 years of sailing experience and has sailed in many places around the world including: the Atlantic Ocean, the Mediterranean Sea, The Caribbean, and the Indian Ocean. Capt. Levy is a U.S. Coast Guard Licensed Master of vessels up to 50 Tons with Auxiliary Sail and Assistance Towing Endorsements. Capt. Levy is also a NauticEd Level V Captain Rank Chief Instructor, an American National Standards Assessor, an SLC instructor, an ASA (American Sailing Association) Certified Instructor Bareboat Chartering, and an Israeli licensed skipper on Boats for International Voyages. There are 9 references cited in this article, which can be found at the bottom of the page. wikiHow marks an article as reader-approved once it receives enough positive feedback. This article received 25 testimonials and 92% of readers who voted found it helpful, earning it our reader-approved status. This article has been viewed 964,850 times.

For centuries, the sea has captured the spirits of sailors and adventurers all over the world. In his poem "Sea Fever", John Masefield claimed that all he needed was "a tall ship and a star to steer her by" to feel complete. Breaking into the sailing world can be challenging, but this article will help guide you through the ebb and flood of the nautical world. As a note, this article will help get you started, but it cannot be overstated that before you begin, have an experienced sailor show you the standing and running rigging on your boat and their functions before you venture out on the water on your own.

Gaining a Basic Knowledge of Sailing

Step 1 Know the different parts of a sailboat.

  • Block: This is the nautical term for a pulley.
  • Boom: The horizontal support for the foot of the mainsail which extends aft of the mast. This is what you want to watch out for when changing directions in a sailboat. It can give you quite a wallop on the head if it hits you.
  • Bow: This is what the front of the boat is called.
  • Centerboard: This is a (usually fiberglass) plate that pivots from the bottom of the keel in some boats and is used to balance the boat when under sail.
  • Cleat: Cleats are what lines (or ropes) get fastened to when they need to be kept tight.
  • Halyard: Lines that raise or lower the sails. (Along with the sheets, aka running rigging.)
  • Hull: The hull is the body of the boat and consists of everything below the deck.
  • Jib: This is the sail at the bow of the boat. The jib helps propel the boat forward.
  • Genoa: A foresail which is larger than a jib.
  • Keel: The keel is what prevents a boat from sliding sideways ("making leeway") in whatever way the wind is blowing and stabilizes the boat.
  • Line: Lines are ropes. They are everywhere on boats. There is only one "rope" on a sailboat, the bolt rope which runs along the foot of the mainsail.
  • Mainsail: As the name implies, this is the mainsail of the boat. It is the sail attached to the back of the mast.
  • Mast: The mast is a large, vertical pole that holds the sails up. Some boats have more than one mast.
  • Painter: This is a line positioned at the front of small boats. It is used to tie the boat to a dock or another boat.
  • Rudder: The rudder is how the boat is steered. It is movable so that when you turn the wheel or tiller, the rudder directs the boat in the direction you would like the boat to go.
  • Sheets: The lines that control the sails. (aka running rigging.)
  • Spinnaker: The usually brightly colored sail used when sailing downwind or across the wind.
  • Stays and Shrouds: Some wires make sure the mast stays upright, even in very heavy winds. (aka standing rigging.)
  • Stern: This is the term for the back of the boat.
  • Tiller: The tiller is a stick attached to the rudder and is used to control the rudder.
  • Transom: This is what we would call the butt of the boat. It is the back part of the boat that is perpendicular to its centerline.
  • Wheel: The wheel works the rudder, steering the boat.
  • Winch: Winches help tighten the sheets and halyards. When these lines are wrapped around a winch (in a clockwise direction), a sailor can turn the winch with a winch handle, providing mechanical advantage which makes it easier to bring in the lines.

Step 2 Know about the different kinds of sailboats.

  • Sloop : Sloops are the most common type of sailboat (when you think of a sailboat this is probably the one you picture in your mind.) It has a single mast and is rigged up with a jib in the front and a mainsail attached to the back of the mast. They can range in size and are ideal for sailing upwind.
  • Catboat : A Catboat has a mast set up near the front of the boat and is a single-sail boat. They are small (or large, for that matter) and easily operated by one or two people.
  • Cutter : Cutters have one mast with two sails in the front and a mainsail on the back of the mast. These boats are meant for small crews or groups of people and can be handled relatively easily.
  • Ketch : A Ketch has two masts, with the second mast called the mizzen mast. The mizzen is shorter than the mainmast and is in front of the rudder.
  • Yawl : Yawls are similar to ketches with the difference being that their mizzen masts are located behind the rudder. The reason for this placement is that the mizzen on yawls is for keeping balance, rather than for moving the boat forward.
  • Schooner : Schooners are large sailboats with two or more masts. The mast in the back of the boat is either taller or equal in height to the mast at the front of the ship. Schooners have been used to commercially fish, transport goods and as warships.

Step 3 Know common terms used on a sailboat.

  • Port: When you are facing the bow (the front of the boat) the side to your left is the port side.
  • Starboard: Starboard is the right side of the boat when facing the bow.
  • Windward: As the name might imply, windward is the direction from which the wind is blowing, upwind.
  • Leeward: This is also called ‘Lee’. This is the direction to which the wind is blowing, downwind.
  • Tacking: Tacking is when you turn the bow of the boat through the wind so that the wind switches from one side of the boat to the other. This is when you most need to be mindful of the boom, as the boom will swing from one side of the boat to the other when you tack (you don’t want to be in its way when it does that.)
  • Gybing (Jibing): This is the opposite of tacking, which means that it is when you turn the stern (or back) of the boat through the wind so that wind shifts to the other side of the boat. This is a more dangerous maneuver in a strong breeze than tacking since the boat's sails are always fully powered by the wind, and may react violently to the change in the orientation of the boat to the wind. Care must be exercised to control the boom during this maneuver as serious injury is a possibility if the boom travels across the cockpit uncontrolled.
  • Luffing: This is when the sails begin to flap and lose drive caused by steering the boat into wind or easing (loosening) sheets.

Step 4 Understand navigational buoys.

Preparing The Boat

Step 1 Perform a detailed visual check.

  • Check the lines ( running rigging ) that raise and control the sails ( halyards and sheets respectively). Make sure that they are separated, not wrapped around each other or fouled on anything else, and that they all have a figure-eight knot or other stopper knot on the free ( bitter ) end so they cannot pull through the mast or sheaves.
  • Pull all lines out of their cleats and off their winches. There should be nothing binding any line; all should be free to move and be clear at this point.
  • If you have a topping lift—a small line that holds the back of the boom up and out of the way when the sail isn't in use—let it out until the boom sags downward freely, then re-tie or re-cleat it. Watch out for the boom; it's just swinging around at this point; it will cause a painful "clunk" if it happens to hit you or your crew. The boom will return to its normal, horizontal position when you hoist the mainsail completely.
  • If so equipped, be sure that the tiller is properly attached to and controls the rudder. Your sailboat is now prepared for you to hoist the sails!

Step 2 Determine the wind direction.

  • If your boat doesn't have a windex, tie a couple of nine-inch pieces of old cassette tape, VHS tape, or oiled yarn to the shrouds—the rigging cables that hold up the mast. Place them on each side, about four feet up from the sides of the boat. These will show you from which direction the wind is blowing, although some sailors find cassette tape to be just too sensitive for this purpose.

Step 3 Point the boat into the wind.

  • If your boat has a motor, use the motor to keep the boat pointed into the wind while you hoist sail.
  • Here's a handy tip: if the water is not deep at your dock, or if you have no side pier, walk the boat out away from the dock and anchor it into the sand, and the boat will automatically point itself into the direction of the wind!

Hoisting The Sails

Step 1 Attach the sails.

  • There will be a small line ( outhaul ) attaching the rear corner of the mainsail ( clew ) to the end of the boom. Pull it so the foot of the main is taut, and cleat. This helps the mainsail have a smooth shape for the air flowing over it.
  • Hoist the mainsail by pulling down on its halyard until it stops. It will be flapping around ( luffing ) like crazy, but that's OK for a short period of time. (Excessive luffing will drastically reduce the life and durability of the sail).
  • The leading edge of the sail ( luff ) must be tight enough to remove folds, but not so tight as to create vertical creases in the sail.
  • There will be a cleat in the vicinity of the halyard where it comes down from the top of the mast. Cleat the halyard. Using the jib halyard, raise the front sail ( jib , genoa or simply the headsail ), and cleat the halyard off. Both sails will be luffing freely now. Sails are always raised mainsail first, then the jib, because it's easier to point the boat into the wind using the main.

Step 2 Adjust your heading and sail trim for the wind.

  • Turn the boat to the left ( port ) or right ( starboard ) so it's about 90 degrees off the wind. This is known as a beam reach .
  • Pull on the main sheet ( trimming ) until the sail is around 45 degrees away from straight back ( aft ). This is a safe place for the main while you trim the jib.
  • You will start moving and tilting ( heeling ) away from the wind. A heel of more than 20 degrees usually indicates that you're being overpowered. Releasing the mainsheet momentarily ( breaking the main ) will lessen the amount of heel, and you will return to a more comfortable sailing angle of 10 to 15 degrees.

Step 3 Trim the jib sheets.

  • The jib will form a curve or pocket; trim the sail until the front edge just stops luffing. Keep your hand on the tiller (or helm ) and stay on course!

Step 4 Trim the mainsail.

  • If you or the wind hasn't changed direction, this is the most efficient place to set the sails. If anything changes, you have to adjust them in response.
  • You have just entered the world of the sailor, and you will have to learn to do many things at once, or suffer the consequences.

Sailing Your Boat

Step 1 Watch the front of the sail edge on the main and jib.

  • When the wind is at your back and side ( aft quarter ), it's called a broad reach . This is the most efficient point of sail as both sails are full of wind and pushing the boat at full force.
  • When the wind is at your back, you are running with the wind . This is not as efficient as reaching, because air moving over the sail generates lift and more force than just the wind pushing the boat.
  • When running with the wind, you can pull the jib over to the other side of the boat where it will fill. This is called wing-on-wing , and you have to maintain a steady hand on the tiller to keep this sail configuration. Some boats have a "whisker pole" which attaches to the front of the mast and the clew of the jib which makes the jib much easier to control and keep full of wind. Be sure to be vigilant of obstacles and other vessels, as having both sails in front of you blocks a significant portion of your view.
  • Be careful —when the boat is running, the sails will be way off to the side, and because the wind is basically behind you the boom can change sides suddenly ( jibe or gybe ), coming across the cockpit with quite a bit of force.
  • If you have a wind direction indicator at the top of your mast, do not sail downwind (run) so that the wind indicator points toward the mainsail. If it does, you are sailing with the boom on the windward side ( sailing by the lee ) and are at high risk of an accidental jibe. When this happens the boom can hit you with enough force to knock you unconscious and out of the boat ( overboard ).
  • It's a good practice to rig a preventer (a line from the boom to the toe rail or any available cleat) to limit the travel of the boom across the cockpit in case of an accidental gybe.

Step 3 Close reach.

  • On most sailboats this will be about 45 degrees from the wind direction.
  • When you've gone as far as you can on this tack, turn the boat through the wind (or changing direction by tacking ), releasing the jib sheet out of its cleat or off the winch drum as the front of the boat ( bow ) turns through the wind.
  • The main and boom will come across the boat. The mainsail will self-set on the other side, but you will have to quickly pull in the jib sheet on the now downwind side to its cleat or winch, while steering the boat so the mainsail fills and begins to draw again.
  • If you do this correctly, the boat won't slow down much and you will be sailing to windward in the other direction. If you're too slow tightening the jibsheet again and the boat bears off the wind too much, don't panic. The boat will be pushed sideways a little until it gains speed.
  • Another scenario would be to fail to put the bow of your boat through the wind quickly enough and the boat comes to a complete stop. This is known as being in irons , which is embarrassing, but every sailor has experienced it, whether or not they'll admit it is another story. Being in irons is easily remedied: when the boat is blown backwards you will be able to steer, and as the bow is pushed off the wind you will achieve an appropriate angle to the wind to sail.
  • Point the tiller in the direction you wish to go and tighten the jib sheet to windward, ( backwinding the sail ). The wind will push the bow through the wind. Once you've completed your tack, release the sheet from the winch on the windward side and pull in the sheet to leeward and you'll be on your way again.
  • Because speed is so easily lost when tacking, you'll want to perform this maneuver as smoothly and quickly as possible. Keep tacking back and forth until you get to your destination.

Step 6 Go easy when learning.

  • Reefing almost always needs to be done before you think you need to!
  • It's also a good idea to practice capsize procedures on a calm day too. Knowing how to right your boat is a necessary skill.

Step 7 Sail safely.

Storing the Sails

Step 1 Lower and store your sails.

Community Q&A

Community Answer

Comprehension Quiz

  • Try learning to determine the wind direction using your ears. Let the wind blow onto your back, then slowly turn your head left to right and back until you feel it "equalize" over your ears. Once you find that point, you now know the wind direction, and using this method, you can understand the wind more without having to use your eyes. [7] X Research source Thanks Helpful 2 Not Helpful 0
  • Know how to read clouds and the weather they may bring. [8] X Research source Thanks Helpful 2 Not Helpful 2
  • If something bad happens—too much wind, man overboard, etc.—remember that you can bring the whole thing to a halt simply by pulling all three sheets out of their cleats or off their winches. The boat will (mostly) stop. Thanks Helpful 3 Not Helpful 0

learn how to sail a yacht

  • Going overboard is a serious matter, especially if you are alone. Cold water, currents, and other boats all can account for serious dangers, and if the sails are up, the boat will take off much faster than you might expect. Additionally, many boats float so high on the water ( freeboard ) that it is difficult to climb in or haul people in without assistance. When sailing at night, always wear a shoulder-mounted flashlight and strobe emergency signaling device, which makes it much easier for a SAR (Search And Rescue) crew to spot you in the water. Thanks Helpful 36 Not Helpful 4
  • In sailing, your very life may depend on doing things before they need to be done, when they first cross your mind. If you wait until it needs to be done, it may be too late or very difficult. Follow your instincts. Thanks Helpful 30 Not Helpful 5
  • Remember the old maxim "It's better to be on the dock, wishing you were on the lake, than to be on the lake, wishing you were on the dock". Don't let enthusiasm overcome your good judgement on a day you should not go out. The apparent wind while tied alongside at the dock may be very different out on the water. Many novices (and experienced sailors, for that matter) get into trouble venturing out when there is too much wind to sail safely. Thanks Helpful 4 Not Helpful 0
  • It is highly recommended that you at least have working knowledge of the nomenclature of the boat and have done some reading of in-depth material before attempting this sport yourself. Some highly recommended reads are: The Complete Idiot's Guide to Sailing , Sailing for Dummies , and Sailing the Annapolis Way by Captain Ernie Barta. Thanks Helpful 2 Not Helpful 0
  • Know how how to use VHF radio to make a Mayday call from a Marine Vessel . In an emergency, it is usually the quickest way to summon help. Cell phones may be used, but VHF will be able to contact a nearby vessel much more quickly should you need assistance or be able to render same. [9] X Research source Thanks Helpful 2 Not Helpful 0

Things You'll Need

  • A life vest (Personal Flotation Device) is mandatory on all boats for all passengers. (A pealess whistle attached to the PFD is an excellent idea!) You should wear one at all times. If you have children with you, they should wear one even when you are at the dock.
  • Every vessel, regardless of length is required to have a certain amount of safety gear aboard. This ranges from an anchor with sufficient rode, flares, and other equipment as may be mandated by the Government. These regulations are for your safety and should be adhered to.

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Tie up a Boat

  • ↑ http://www.lovesailing.net/sailing-theory/sailing-basics/parts-of-a-boat/parts-of-a-boat.php
  • ↑ https://www.boats.com/resources/sailing-101-sailboat-types-rigs-and-definitions/
  • ↑ http://www.discoverboating.com/resources/article.aspx?id=243
  • ↑ https://www.uscgboating.org/images/486.PDF
  • ↑ https://www.cruisingworld.com/learn-to-sail-101#page-2
  • ↑ https://www.discoverboating.com/resources/how-does-a-boat-sail-upwind
  • ↑ https://www.dummies.com/sports/sailing/finding-the-winds-direction/
  • ↑ https://weather.com/news/news/read-clouds-meteorologist-20130826
  • ↑ https://www.boatus.org/marine-communications/basics/

About This Article

Nitzan Levy

To sail a boat, start by performing a detailed visual check of the cables and ropes that support the mast. Next, determine the wind direction by referring to the wind direction indicator at the top of the mast, then point the boat into the wind. Secure the bottom front of the mainsail and jib to the shackles on the boom and bow of the boat, then trim the jib sheets and mainsail before letting out the main sheet! For tips on monitoring wind indicators, read on! Did this summary help you? Yes No

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Learning How to Sail 101

  • By John Rousmaniere
  • Updated: May 4, 2020

points of sail

Points of Sail

“The idea of sailing a boat upon the sea can seduce even the happiest farmer or mountain climber. There is something about boat and water that sends romance churning in our hearts, and simply the sight of a boat can inspire a reverie.”

I wrote those words in the first edition of my sailing manual, The Annapolis Book of Seamanship , in 1983. They’re still there today in the updated fourth edition, published in 2014. And yet, as deeply as I feel about boats, I’m certain that when you’re afloat, romantic and magical thinking is no substitute for basic skills and fundamental knowledge.

To quote some other words I wrote back then: “Limitless in her poetry, a sailboat is still restricted by the realities of wind and sea.” Here I’ll describe some important basic skills when learning to sail for dealing with a few of those realities, including some tips and tricks of the seaman’s trade that I have learned and that should make you a more able, safe and confident skipper or crew.

How to Start Sailing

The very first step when you go sailing is to properly prepare yourself for the sometimes demanding and harsh elements you will encounter on the water. Take a wide-brim hat, a waterproof jacket, nonskid sneakers and, of course, a life jacket that fits you securely. Wipe on a gob or two of high-SPF sun lotion, and take the tube with you so you can continue to apply it lavishly. Those who suffer from motion sickness should consider taking a medication, preferably one that you’ve tested for side effects. Before heading out, write up a float plan including your itinerary and important contacts and share it with your friends and family, or your sailing club.

The most unsettling moment of a new sailor’s first day learning to sail often comes when you climb on board and feel the boat move under you. There’s plenty of reserve buoyancy, but if the boat’s small and skittish, you should step into the center of the cockpit. A bigger boat can be boarded via the side deck, but even it may sway and settle a little. Forget about looking graceful. Take advantage of any handhold you can grab.

Once everyone is on board, the skipper must assert command. To quote a wise captain and safety instructor, Karen Prioleau: “When leadership is obscure, tight situations get even tighter.” Assignments are made, gear is stowed, the bilge is pumped, an inspection is conducted to see that all is in order, sails are prepared to hoist, and plans are made to get underway. If the boat has a motor, it can be used to get away from the mooring or dock into open water before setting sail. But for now, let’s concentrate on getting underway on an engineless boat. Start by setting the mainsail, the big sail. The line to the boom (called the mainsheet) must be well eased so the sail, once set, spills wind (luffs) and doesn’t fill prematurely. The boom will flop around, so keep your head low and consider controlling it with a line called a preventer.

Trimming and Tacking a Sailboat

learn to sail

When the skipper says to cast off, up goes the jib, the smaller sail on the bow, also with a loose sheet. Casting off under sail is a little complicated because the boat isn’t moving, which means the rudder has little to no effect. That’s why the boat must be steered with the sails until there’s enough speed (or “steerageway”) for rudder steering. When learning to sail, start with the boat hanging off the mooring or pier; the sails will luff because the wind is blowing from directly ahead. If you’re looking at the bow, you’ll feel the wind on both ears. That angle is sometimes called the “wind’s eye.” Trim the jib—using the winch to bring the sail in, not let it out—to the side opposite the one where you want to sail. If you want to head off to the port side, you “back the jib,” or trim it to the “wrong” side. As the backed jib pulls the bow off, cast off the mooring. Once the wind is on that side, trim the jib to the correct side while also trimming the mainsail as the boat accelerates. In this way, the sails help steer the boat.

An entertaining and educational exercise is to sail a boat toward a buoy or other target on a reach, with the wind coming from the side (or beam) of the boat, and do a series of slow weaves as the sheets are eased and trimmed. When the skipper at the helm and the sail trimmers are in sync, everything goes well (see Figure 1). If you get nervous, slow down by easing the sails until they are just half-filled with wind.

Practice changing tacks. If you start off with the wind coming over the starboard side, you’re on the starboard tack. If the wind is on the port side, you’re on the port tack (see Figure 2). One of the two ways to change tacks is called “coming about,” or “tacking.” The helmsman starts the process by saying, “Ready about,” and after the crew answers that they’re ready, “Hard alee.” With a strong, fluid shove of the tiller or turn of the steering wheel, the bow passes through the eye of the wind and comes off onto the new tack (see Figure 3).

The other way to change tacks is to jibe, pulling the tiller or wheel in the other direction, easing the sheets out, and swinging the stern through the wind’s eye until the boom swings across (see Figure 4). The steerer’s commands are “stand by to jibe” and, after the crew acknowledges, “jibe-ho.” The boom will come across suddenly and rapidly, so all crewmembers must be careful to duck their head as they trim the mainsail and jib to the new sides.

Since we are talking about steering, this may be the place to encourage you to steer from the windward side of the tiller or wheel. The windward side (closer to the wind direction) is higher than the leeward side (farther from the wind) when the boat is heeling, so you will have greater visibility to see “puffs” of wind (the dark shadows moving across the water) as they approach.

Using Telltales

One phenomenon of sailing is that as the boat speeds up or slows down, the wind seems to change direction and force. That’s because there are two types of wind. One, called “true wind,” is the breeze you feel when standing still. The true wind’s velocity and direction are the same for all nearly stationary objects. But if one of those objects moves (like a boat does), its motion affects the true wind to create “apparent wind,” which is felt by people on the moving object.

Sails are trimmed to the apparent wind. You can gauge the apparent-wind direction and force by feeling it on your skin, reading it on an electronic instrument, or seeing it on a telltale, which is a short length of yarn tied to one of the boat’s side stays (shrouds) that support the mast. While all those devices indicate the wind direction, none of them tells you if your sails are trimmed correctly for that direction.

Sails are airfoils, with a deep curve that redirects the apparent wind to produce a force that pulls the boat forward (somewhat like a wing lifting an airplane off a runway). Side force is absorbed and redirected to forward force by the airfoil-shaped fins under the boat, the centerboard and keel. As airfoils, sails should be trimmed to suit the wind, and the boat should sail the most effective angle to that wind.

A simple, effective indicator of that sailing angle is a set of short lengths of special telltales—yarn or ribbons—that are sewn or glued to sails. Some telltales are placed on the jib, near its leading edge (the luff), on both sides of the sail. Ideally, there should be three pairs of jib telltales at equal intervals up and down the sail’s luff. But one pair about halfway up the sail should do the job. Other telltales are secured, one at a time, on the trailing edge of the mainsail (the leech), or at least at or near the second batten from the top. The jib telltales on both sides of the sail should stream aft most of the time, with the windward ones lifting slightly from time to time. The mainsail leech telltale should stream aft about half the time. If your telltales behave differ­ently, try steering closer to or farther off the wind, and experiment with sail trim. An inch or two of sail trim or ease can get them flowing again and make the boat sail faster.

Sailing Rules of the Road

Once you’re sailing, you may be near other boats and worried about who is under an obligation to alter course to avoid a collision. The basic rule is that more maneuverable boats must give way (change course) to avoid boats that are less maneuverable and that, therefore, may continue on their course, giving them right of way. (These are sometimes called “stand-on vessels.”) Usually powerboats must give way to sailboats, but all smaller boats, sail and power, must give way to big ships in a narrow channel and other vessels requiring room to maneuver.

There are a few other basic rules. When one boat is overtaking another, no matter what type, the overtaking boat must give way. When boats under power meet each other bow to bow, they each should turn to starboard so they pass port side to port side. And when sailboats are sailing near each other, without engines turned on, the one on the port tack (with the wind coming over the port side) is obliged to give way to the one on starboard tack. But even if the rules give you the right of way, proceed just as sensibly and defensively as you would when you face the realities of wind and sea at other times in open waters.

Once you’ve mastered these basics, get out on the water as often as possible to hone your skills in all conditions. One of the great things about sailing is that no matter how many miles you cover, there’s something new and different to experience every time you set sail. Congratulations on taking the first step toward what, for so many of us sailors, has become an enjoyable, lifelong pursuit.

Renowned sailing writer John Rousmaniere has logged over 40,000 nautical miles of bluewater sailing, including nine Newport-Bermuda races. This article is based on material from the fourth edition of his comprehensive sailing manual, The Annapolis Book of Seamanship (Simon & Schuster, 2014).

  • More: How To , learn to sail , sailing 101 , seamanship
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A Beginner's Guide to Sailing a Sailboat

Key Information for Beginners and Sailors

There are many ways to learn to sail:

  • You can just jump in a boat with a friend and try to learn from experience
  • You can sign up for a formal course at a sailing school
  • You can buy or borrow a small sailboat and do it all on your own

No matter which way works best for you, it helps to understand the boat and what's involved in sailing first before you're out on the water, where suddenly you might get into trouble.

The Basic Steps of Sailing

Sailing involves both specific knowledge and skills. The following are the basic steps of learning to sail- as much as you can learn while not actually on a boat. You don't have to follow this order; skip ahead if you already know some of the basics. If you're mostly new to sailing, you might want to proceed through these steps like chapters in a manual.

  • Understand Basic Sailing Terms. To get into sailing, you have to understand the words that are used to talk about the sailboat and the skills used to sail. Start here with a review of basic sailing terms. Don't worry about memorizing everything as many of these terms and concepts will become clearer as you read on about how to do it.
  • Learn the Parts of the Boat. Before you go on the boat, it's helpful to know the words used in different parts of the boat. Even if you have an instructor, he or she won't say "Grab that rope over there and pull it," but instead will say "Haul in the jib sheet!" Review the basic boat terms you'll need to know.
  • Start an Online Course. Now you're ready to learn more about what all those parts of the boat are used for. Here you can start an online learn-to-sail course by learning more about the parts of the boat along with a lot of photos, so you'll see what to do.
  • Rig the Boat. Read to go sailing now? Hold it a minute- you have to rig the boat first by putting on sails and making other preparations. Here again are a lot of photos of what to do on a typical small sailboat used by beginners.
  • Review Basic Sailing Techniques. OK, now you have the boat ready- so what do you do now to make it go? Manage the sails to go in the direction you want by learning basic sailing techniques.
  • Discover How to Maneuver. Sailing in a set direction is reasonably easy, but eventually, you'll have to change direction. That often involves tacking and gybing. Take a moment to learn what's involved in these critical maneuvers.
  • Recover From a Capsize. Now you've got the basics down. But did anyone ever tell you that small sailboats often tip over if the wind is gusting? Be prepared and carefully see how to recover from a capsize .
  • Dock or Anchor the Boat. Now you're out there sailing and you've got the boat under control. Learn how to go faster, dock or anchor the boat and use some of the equipment you've ignored so far. Take a look at some of these additional sailing skills.
  • Practice Tying Knots.  For thousands of years, sailors have used times where it is cold or raining by doing things like tying knots. Knots are important on a sailboat and you will need to learn at least some basic sailing knots to sail at all.
  • Sail Safely. At this point, plus practice on the water, you're good to go. However, it's good to remember that water is a dangerous place. Learn the basics about sailing safety. Staying safe makes it easier to keep having fun out there.

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The Best Way to Learn to Sail (With or Without Boat)

Did you know that you can learn to sail even if you don't have your own boat? There are many options available to help you develop your skills and build confidence on the water, and some of them don't cost money. This article will introduce you to these ways to learn to sail, with or without a boat.

To start learning to sail, you can try out dinghy sailing, which can help you quickly grasp the basics of sailing. If you don't have access to a boat, consider joining a local sailing club or enrolling in a sailing course through an organization like the American Sailing Association.

In addition to taking courses and joining clubs, you can also leverage online resources like free sailing courses, sailing simulator games, or even video tutorials to supplement your learning. So, anchor aweigh and get valuable hands-on experience and expert guidance.

  • One of the basics of sailing you need to learn is operating the sails in different wind directions.
  • Practice makes perfect, so don't be discouraged if you need some time to master the skills and techniques required to sail confidently.
  • Invest in sailing courses and certifications, so you can enhance your skills, ensure your safety, and maximize your enjoyment of sailing adventures.
  • Put yourself out there and take advantage of the resources and people available in sailing clubs.
  • Regular practice and being part of a sailing community can greatly accelerate your learning process and make it a more enjoyable journey.

learn how to sail a yacht

On this page:

Learn to sail with a boat, learn to sail without a boat, get started to learn to sail, practice makes perfect sailing, additional learning resources for sailing, progressing your sailing skills.

If you're lucky enough to have access to a boat, you can jump right into hands-on learning. Begin by familiarizing yourself with sailing theory, reading books and watching tutorials about sail trim, navigation, and boat safety for a solid foundation. Next, consider signing up for a sailing certification course to ensure you're learning sailing practices and techniques correctly.

Once you've got the basic theory down, it's time to get some hands-on experience by practicing on your boat. Start small—sail in calm waters and familiarize yourself with how the boat handles. As you gain confidence, you can gradually increase the difficulty of your sailing experience.

Understanding your boat : Before you set sail, it's important to understand the different parts of your boat and how they work. This includes the sails, mast, rigging, keel, rudder, and other components. You should also familiarize yourself with the boat's safety features, including life jackets, flares, and emergency equipment.

Basic sailing techniques : There are a few basic sailing techniques that every sailor should know. These include tacking (turning the boat into the wind), jibing (turning the boat away from the wind), and trimming the sails (adjusting the sails to catch the wind). You should also be familiar with the points of sail, which describe the different angles at which the boat can sail relative to the wind.

Wind direction : Understanding wind direction is crucial for sailing. You should always sail with the wind, and adjust your course and sails accordingly. Be aware of changes in wind direction, and adjust your sails and course as needed.

Navigation : Before setting sail, you should plan your route and be familiar with the waters you'll be sailing in. This includes understanding any hazards, such as rocks, shoals, or other boats. You should also be familiar with navigation tools, such as charts, compasses, and GPS devices.

Safety : Safety should always be your top priority when sailing. This includes wearing life jackets, using safety equipment, and following basic sailing rules and procedures. Always be aware of weather conditions, and be prepared to return to shore if conditions become unsafe.

learn how to sail a yacht

Don't have access to a boat? That's okay; there are still plenty of ways you can learn to sail. Just like with a boat, you should begin by learning sailing theory. Use online resources and study materials to get a feel for sail trim, navigation, and boat safety.

Simulators and games : You might want to try a sailing simulator to get a sense of what it's like behind the helm. There are a variety of sailing simulators and games available that allow you to experience the thrill of sailing without leaving your home. These range from simple mobile games to more complex, realistic simulations that can be played on a computer or gaming console.

Virtual reality : Virtual reality technology has made it possible to experience sailing in a fully immersive way. With a VR headset, you can feel like you're actually on a boat, experiencing the sights, sounds, and sensations of sailing.

Charter options : There are many companies that offer boat charters, ranging from small sailboats to large luxury yachts. This allows you to experience the thrill of sailing without the expense and responsibility of owning a boat. You can also consider joining a sailing club or school. This will provide you with the opportunity to participate in sailing lessons and learn from experienced instructors. Some clubs may offer boat rentals, giving you the chance to practice on your own as well.

Crewing opportunities : Volunteer as crew on someone else's boat. Many sailing enthusiasts offer crewing opportunities, where you can join them on their boat and learn the ropes of sailing. Many boat owners are more than happy to have an extra hand on board, and it's a great way to learn from experienced sailors while gaining practical experience.

learn how to sail a yacht

Understanding sailing basics

Familiarize yourself with key sailing terms , such as port, starboard, aft, and bow. You'll also want to understand how the wind interacts with the sails. Start by taking an online learn-to-sail course to see pictures and gain a clearer understanding of the boat's components and their functions. Another useful resource to learn the basics is the Sailing Basics course from Udemy .

Safety and equipment for sailing

Sailing requires proper safety precautions. Some necessary safety equipment includes life jackets, flares, fire extinguishers, and first aid kits. Ensure that all equipment is in good working condition before setting sail. Additionally, never go sailing without a skilled companion, especially when you're just starting.

For a practical approach to learning, consider trying dinghy sailing , which helps you quickly understand the basics of sailing and how sails work in different wind directions. If you're serious about advancing your sailing skills, consider joining the American Sailing Association to access live webinars and courses suited for different levels of sailors.

When it comes to choosing a sailboat, you'll want to start with one designed for beginners. Keep in mind that learning to sail a basic boat is relatively simple when you're in the right environment. Check out these best sailboats for beginners and consider renting or borrowing a boat to help you get started.

learn how to sail a yacht

Regular sailing sessions

Try to fit regular sailing sessions into your schedule, as consistency is key to mastering the necessary skills. The more time you spend on the water, the better sailor you'll become. Be patient with yourself, and try to practice different sailing techniques each time you go out on the water. This will not only improve your sailing skills but also help you become more confident and comfortable sailing in various conditions.

Joining a sailing club to practice sailing

Sailing clubs bring together people who share a passion for sailing and are eager to learn from one another. This is a fantastic way to gain access to boats, meet experienced sailors, and benefit from regular practice sessions. Many clubs also offer training courses, and their members are usually more than willing to provide advice and share tips with beginners. Moreover, most sailing clubs organize races and social events, creating an enjoyable and supportive community for those looking to improve their skills.

Aside from hands-on training and formal courses, there are many other resources available to help you enhance your sailing skills and knowledge. In this section, we'll cover two main subcategories: Books and Online resources, and Sailing Forums and Communities.

Books and online resources to learn sailing

Sailing books and online resources can be a great way to learn about sailing techniques, safety measures, and even the history of sailing. One of the most popular online resources for learning to sail is NauticEd , where you'll find two free courses covering Basic Sail Trim and Rules of Prevention of Collision at Sea.

If you prefer a more traditional print-based approach, many books cater to all experience levels and cover various aspects of sailing. These books can be a treasure trove of knowledge, including some that focus on sailing-specific topics like weather, navigation, and even maintenance advice for your boat.

Sailing forums and communities

Joining sailing forums and communities is an excellent way to connect with other like-minded individuals and expand your knowledge through shared experiences. You can ask questions, share your own experiences, and learn from others in these forums.

Two popular sailing forums are Cruisers Forum and SailNet Community , both of which host discussions on various sailing topics, from technical aspects to cruising destinations. By getting involved in these communities, you'll not only build relationships with other sailors but also stay up-to-date with the latest trends, news, and innovations in the sailing world.

Remember to always approach these resources with an open and friendly attitude, as the sailing community is filled with knowledgeable, helpful individuals willing to share their experience with newcomers. Don't hesitate to take advantage of these resources to further your sailing journey and make the most of your time both on and off the water.

As you continue to learn and grow in your sailing journey, there are several key areas you can focus on to improve your skills. In this section, we'll explore crewing on larger boats, mastering navigation, and understanding meteorology.

learn how to sail a yacht

Crewing on larger boats

Joining the crew of a larger boat can be a fantastic way to build experience and learn from more seasoned sailors. By crewing for an experienced captain, you'll gain hands-on exposure to various aspects of sailing, such as sail trim, navigation, and boat safety. Additionally, you'll learn how to communicate effectively with your fellow crew members and become more comfortable with the natural flow of larger vessels.

Mastering navigation

Solid navigation skills are crucial for any sailor. Familiarize yourself with charts, compasses, and the basic principles of coastal navigation. Many sailing schools offer lessons specifically focused on navigation, allowing you to gain confidence in your abilities. As you progress, consider delving into the use of GPS devices and chartplotters to further enhance your navigational capabilities.

Meteorology

Understanding weather patterns and their impact on sailing conditions is essential for a well-rounded sailor. Begin by learning the basics of how to read weather reports and forecasts. Then, try observing the wind and weather conditions during your sailing trips to hone your skills at predicting what's to come.

Additionally, you can explore more advanced topics, such as synoptic chart interpretation and ocean current patterns. Being familiar with meteorology will not only improve your sailing skills but also help you make safer decisions on the water.

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BoatSailor

Boat Sailor

How to sail a boat: a beginner’s guide.

how to sail a boat

Sailing a boat is a thrilling and adventurous activity that allows you to connect with nature and harness the power of the wind. As a passionate sailor, I have spent countless hours navigating the open waters and honing my sailing skills. In this comprehensive guide, I will share my knowledge and provide you with valuable insights on how to sail a boat, whether you’re a beginner or looking to improve your sailing techniques.

Getting Started

Choosing the right boat.

Before you set sail, it’s crucial to select the right boat that suits your needs and experience level. Factors to consider include boat type, size, and whether you prefer a monohull or a catamaran. Beginners often find smaller boats easier to handle.

Safety First: Essential Gear and Precautions

how to sail a boat

Understanding the Basics

Parts of a sailboat.

To sail effectively, you must know your boat inside out. Learn the names and functions of essential components such as the mast, boom, mainsail, jib, and rudder. Understanding your boat’s anatomy will make handling it much easier.

Wind Direction and Sail Trim

One of the fundamental principles of sailing is harnessing the power of the wind. Grasp the concept of wind direction and how to adjust your sails accordingly for optimal performance. Proper sail trim is key to sailing efficiently.

Setting Sail

Preparing the boat.

Before setting sail, inspect your boat for any issues or malfunctions. Check the rigging, lines, and sails for wear and tear. Ensure everything is in working order to avoid surprises on the water.

Hoisting the Sails

Learn how to hoist your sails properly. Each sail has a specific procedure for raising it, and knowing these steps is crucial for a successful journey. Take your time to practice until you can do it with confidence.

Steering and Navigation

Using the tiller or wheel.

Steering a boat may seem simple, but it requires finesse. Understand how to use the tiller or wheel to control the direction of your vessel. Practice maintaining a steady course to avoid oversteering.

Navigating with Charts and GPS

how to sail a boat

Sailing Techniques

Tacking and jibing.

Changing direction while sailing involves two primary maneuvers: tacking and jibing. Master these techniques to navigate efficiently and safely. Tacking involves turning your boat into the wind, while jibing involves turning away from the wind.

Upwind and Downwind Sailing

Understanding the difference between upwind and downwind sailing is essential. Learn how to adjust your sails and trim for optimal performance in each situation. Upwind sailing requires a different approach than downwind sailing.

Handling Wind and Weather

Reading the wind.

To become a skilled sailor, you must develop the ability to read the wind. Pay attention to wind indicators on your boat and the behavior of the water. Understanding wind patterns is essential for successful sailing.

Dealing with Changing Weather Conditions

Weather can be unpredictable, and sailors must be prepared to adapt. Learn how to respond to changing weather conditions, including sudden storms and shifting winds. Safety should always be your top concern.

Anchoring and Mooring

Dropping anchor.

Anchoring is a skill every sailor should master. Learn how to choose the right anchor for your boat and how to drop it securely. Anchoring allows you to rest, swim, or explore when you’re not under sail.

Tying Up at a Dock

Docking can be challenging, especially in tight spaces or strong currents. Practice your docking skills to avoid collisions and ensure a smooth arrival at your destination.

Maneuvering in Tight Spaces

Docking techniques.

Docking in crowded marinas or tight spots can be nerve-wracking. Learn techniques such as spring lines, bow thrusters, and pivot points to maneuver your boat gracefully in confined spaces.

Avoiding Collisions

Safety on the water includes avoiding collisions with other boats, structures, or underwater hazards. Understand the right-of-way rules and maintain situational awareness to prevent accidents.

Safety on the Water

Man overboard drills.

In emergencies, knowing how to perform a man overboard rescue is crucial. Practice man overboard drills with your crew to ensure a quick and effective response in case someone falls overboard.

First Aid and Emergency Procedures

Be prepared for medical emergencies by having a well-stocked first-aid kit on board. Learn basic first-aid procedures and emergency communication methods to handle unexpected situations.

Maintenance and Care

Cleaning and maintaining your boat.

Proper maintenance ensures your boat stays in top condition. Regularly clean and inspect your boat, including the hull, rigging, and engine, to prevent wear and damage.

Winterizing Your Sailboat

If you live in a region with cold winters, learn how to winterize your sailboat to protect it from freezing temperatures and ice. Proper winterization is essential for preserving your boat.

Improving Your Skills

Sailing courses and resources.

Continuous learning is key to becoming a proficient sailor. Consider enrolling in sailing courses, reading books, and watching instructional videos to enhance your skills.

Practicing Seamanship

Experience is the best teacher in sailing. Spend as much time as possible on the water to refine your seamanship skills. Practice makes perfect, so don’t hesitate to take your boat out frequently.

Sailing Etiquette

Right of way rules.

Understanding right-of-way rules is crucial for safe and respectful sailing. Always yield to vessels with the right of way and follow established maritime etiquette.

Respecting the Environment

Sailors should be stewards of the sea. Dispose of trash properly, avoid disturbing marine life, and be mindful of the environmental impact of your activities.

Enjoying the Journey

Sailing is not just about reaching a destination; it’s about enjoying the journey. Explore different sailing destinations, immerse yourself in the beauty of nature, and create lasting memories with your fellow sailors.

Sailing a boat is a remarkable experience that offers a sense of freedom, adventure, and connection with nature. By following the steps and tips outlined in this guide, you can embark on a rewarding journey to becoming a skilled sailor. So hoist your sails, catch the wind, and let the open waters lead you to new horizons.

How long does it take to learn how to sail a boat?

Learning to sail varies from person to person, but with consistent practice, you can acquire basic sailing skills in a few weeks. Mastery comes with time and experience.

What’s the best way to prepare for sailing in rough weather?

Check weather forecasts before sailing, have appropriate safety gear, and be prepared to reef your sails (reduce their size) to handle strong winds. It’s also wise to stay informed about changing weather conditions while on the water.

Can I sail alone as a beginner?

It’s advisable for beginners to sail with experienced sailors or take sailing courses to build confidence and knowledge. Solo sailing is best attempted after gaining experience.

Are there any age restrictions for learning to sail?

There are no strict age restrictions for learning to sail, but children should be supervised, and some courses may have minimum age requirements. Sailing is a sport suitable for people of all ages.

What are some must-have items to keep on board while sailing?

Essential items include life jackets, a first-aid kit, a VHF radio, a navigation chart or GPS device, spare lines, and a basic tool kit. Always ensure you have enough drinking water and snacks on board as well.

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Michael Thompson

Embarking on a lifelong love affair with the sea, I found solace and exhilaration in the art of sailing. From navigating treacherous waters to harnessing the wind's untamed power, my passion has evolved into a mission to inspire others. Join me on a voyage of discovery as we explore the vast horizons of sailing's timeless allure.

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How to Sail: The Ultimate Sailing Guide for Beginners

Learning to sail can seem like a daunting process. Besides just learning how to sail a boat, the terminology of boating is completely different, and most of what needs to be learned can only be acquired by doing, meaning practice is required. But before you head out on the water, you can increase your knowledge by reading up on sailing , which will further help to keep you safe while on your boat. Discover our ultimate sailing guide for beginners !

(Guide via Jen Reviews )

Sailing Defined

Sailing is the art of taking a boat, turning off the motor, and harnessing the power of the wind to make the boat go where you want it to go. It might seem difficult, but it is really very simple, provided you take the time to understand how the boat utilizes the power of the wind. More than likely your boat will also have a motor (for times when there is no wind), but we will mainly focus on the actual process of sailing, and how that can be achieved.

Before you leave the dock

Before you head out on your own boat (or before you go to purchase a boat), search online and find the nearest sailing school or yacht club. You can find the local sailing school where you can take one on one sailing lessons, or even take an instructor out on your boat to show you the ropes, and how to safely sail. There are also free classes you can take online, which can better prepare you for learning the basics of sailing.

learn how to sail a yacht

Make sure and check the weather before heading out. If there is a storm headed your way, or in the direction you want to go, it might be prudent to wait a few days until calmer weather is in the forecast. It also can be quite boring to head out on the water if there is no wind, as you will be forced to motor the entire time.

dummy guide to sailing

Dress for the weather, but be sure and bring lots of layers. Even if it’s hot out, while out on the water there is nothing to shield the wind, so it might seem colder than on land. Always have a jacket , hat, sunscreen, long pants and or shorts, shoes, and bring lots of water and snacks. Better to be over prepared than under prepared.

ultimate sailing guide

Make a Checklist

Make a checklist for necessary equipment you will want to bring with you on the boat (or even things that are US Coast Guard required). This could include items such as:

  • Life Jackets
  • Drinking water and snacks
  • Sunglasses, hat, jackets, extra clothing
  • Engine fuel and spare parts
  • Chart ( handheld GPS as well)
  • Bucket (can be used to bail water, clean off the boat, or as a restroom if need be)
  • USCG required equipment for the boat
  • Sound signals (whistle or fog horn)
  • Fire extinguisher
  • Visual distress signals (flares or flashlight at night )
  • Navigation lights (required at night, or if visibility is reduced)
  • Anchor and chain/line
  • Extra line (mooring or various other uses)
  • Fenders (Plastic hard ‘balloons’ that keep your boat from bumping on the dock)
  • VHF radio and cellphone
  • First-Aid Kit and booklet
  • Tool Kit and Knife
  • Lifesling or throwable buoy
  • Radar reflector
  • Ditch kit (full of life saving necessities in case you have to abandon ship)
  • Life raft of some sort (depending on where you are sailing, and the size of your vessel)

These are all useful and necessary items to have stocked on your boat: some are required by the Coast Guard , and some are just common sense. It might also be helpful to bring a sailing buddy when you head out, to assist with docking, hoisting the sails, or just giving a second opinion in case something should occur.

Know your boat

Before heading out on the water, make sure and inspect as much of your boat as you can: understand where the lines (ropes) are going, how the sails are hoisted (lifted) and lowered, and where the safe places to walk or sit will be once you are out on the water. This article will discuss the basic terminology (with important words defined in bold), and try to explain as much as you need to know about the basic parts of your sailboat.

Let’s start with the simple terminology first .

When you get on your boat, and are facing towards the front of the boat, that would be forward, with everything behind you being aft. The very front of the boat is the bow, with the aft part of your boat called the stern. The left of the boat is the port side (think left and port both having four letters), with the right side being the starboard side. That seems simple, right? So let’s keep going.

The mast is the vertical pole that supports the sail. If you only have one big sail, there will only be one mast. Some boats have more than one mast, but sailboats always have at least one. The horizontal pole that comes off the bottom part of the mast is called the boom (which is also the sound it makes when it hits you in your head… be careful of this one!).

The tiller is a horizontal lever arm that turns the rudder (steers the boat), and is either by itself or is attached to the wheel, which is what you use to steer the boat. Standing in the boat you will be on the deck, but if you go inside the boat you will be below-deck. The sides of the boat are called the hull, and the draft is the distance from the surface of the water to the deepest part of the boat underwater (important to know if you don’t want to run aground).

The lines that hold up the mast on the starboard and port sides up to the top of the mast are called the shrouds, while the wire that runs from the mast to the stern is called the backstay, and the wire that runs from the mast to the bow is the forestay (also called the headstay). The beam is the width at the widest point of your boat, and the total length overall is the horizontal length from the tip of the stern to the tip of the bow (necessary to know depending on where you want to dock or store your boat).

It may seem like quite a few terms to know, but while being on a sailboat everything is called something different. But we are only concerned with the most important terms at the moment.

When you start putting up a sail, you will be pulling on a halyard . If you are putting up the mainsail (largest sail that is attached to the mast), you will be pulling on the main halyard. To let the sail move towards the starboard or port side of the boat, you will let out the main sheet (line that is attached to the bottom aft section of each sail, which moves it side to side). You may need to use a winch, which is a round drum that increases your power capabilities to pull on a line (rope).

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How To Sail a Boat

By: Zeke Quezada, ASA Learn To Sail

There is a cloak of mystery that surrounds sailing. You might be on a picturesque beach and you see a sailboat off in the distance or you might be in a marina and you notice how the wind gently moves a schooner across the water. It makes you wonder, How To Sail A Boat?

Sailing a boat is part art and part skill but few activities offer such a variety of pleasures as sailing. Something special occurs when you cast off the lines and leave your cares at the dock. While technology dictates so much of our lives these days, sailing is still fundamentally the same as it always has been. You, the sailor, relying on your feel and mother nature helping you along with wind and water. Sailing a boat is easier than you think.

While you are fantasizing about sailing the seven seas in your own private yacht, getting over the initial hurdle of learning how to sail a boat is as easy as taking a lesson or doing a little research.

learn how to sail a yacht

What You Will Learn in ASA 101

ASA Can Quickly Get You Started on How to Sail a Boat :

  • Take our free online sailing course – it’s easy and fun and you’ll learn all about the world of sailing, one that some see as a sport and others choose as a lifestyle.
  • Download the ASA Sailing Challenge App and you’ll be on a virtual boat sailing your own vessel almost instantaneously. While playing a simple game you’ll learn some basic principles required to learn the art of sailing. Can you learn how to sail a boat from an app? Well, yes and no.
  • Find a sailing school near you and take a beginning sailing course. ASA 101 teaches you the basics of sailing and gets you well on your way to sailing your own boat.

learn how to sail a yacht

What Else Will You Need to Know to Sail a Boat?

The Language of Sailing You should know a few sailing terms so bone up on the language of sailing with these sailing terms that everyone should know . You will now refer to things as being on the port side and you’ll question if that rope is really a rope or if it is a line. The language of sailing is your calling card into the sailing club!

The Points of Sail You’ll need to know where you will be going so use our handy quick guide to the Points of Sail.

Points of Sail Diagram

Learning the points of sail, and how the sails look and the boat feels on each one, is fundamental to becoming a competent sailor.

Some Handy Tips for The Beginning Sailor You can take a look at some of these beginner tips on how to sail a boat from Sailing Made Easy, The Official Manual for the ASA Basic Keelboat Sailing Course.

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The 5 Best Sailboats For Beginners

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Last Updated by

Daniel Wade

December 27, 2023

Sailing is a fun activity for people of all experience levels. In fact, learning to sail a basic boat is relatively easy—in the right environment, you can start cruising with minimal experience.

However, the idea of a beginner commanding a 55-foot ketch in the middle of the Atlantic Ocean is a bit ridiculous. Even though virtually everyone can sail, beginners should learn the basics in a controlled environment—and on the correct boat.

Boat size doesn’t necessarily affect its beginner-friendliness, because sailors need to take into account factors such as rig simplicity and handling characteristics. 

Many beginners make the mistake of picking the wrong boat to begin with, which can lead to frustration and turn them off of sailing forever.

To mitigate these issues, this article will cover the best sailboats for beginners —so you can get on the water and start sailing safely and comfortably.

Table of contents

‍ Best Rigs for Beginners 

There are many types of sailboat rigging , and some are more beginner-friendly than others. Unfortunately, some of the most aesthetically pleasing rigs are also the most complicated. 

Eventually, sailors can acquire enough skill to master complex rigs, but it’s best to start simple. 

Arguably, one of the simplest sailing rigs is the Lateen Rig. This rig consists of a mast, boom, and spar, along with a single halyard and mainsheet. With only two ropes in its simplest configuration, the Lateen Rig makes an excellent starter sailboat, and it will be featured on this list. 

For larger boats, the Bermuda Sloop rig is an excellent choice. This rig is quite common and includes a jib for a larger sail plan.

For those who desire a slightly more robust (but single sail) layout, the gaff-rigged catboat is also an excellent choice. This versatile craft (and rig) has a large and relatively simple single sail, which is easier to handle than multiple sails.

Top Five Sailboats for Beginners 

Now, we’ll go over the top five sailboats for beginners . These boats will descend in order from smallest to largest, but not by the level of experience needed.  

Remember, just because you’re new to sailing doesn’t mean you have to settle for a boat that’s too small. Beginners can handle larger boats with some training, and some are easier to handle than their smaller counterparts.  ‍

The following boats were chosen because of their handling characteristics, low cost-of-ownership, and simplicity, as all of these factors are important for choosing the best beginner sailboat.

5) Sailing Dinghy

The sailing dinghy is the quintessential starter sailboat. These tiny, lightweight, popular, and highly affordable little craft is easy to operate and relatively difficult to capsize. The popular Optimist Sailing Dinghy, while designed for children up to the age of about 15, can be used (sometimes hilariously) by adults as well. An Optimist-style dingy is a great option for beginners over the age of 15, as boats of this style can be found in a variety of sizes. The sailing dinghy is a very popular youth racing sailboat, especially in the United States and the United Kingdom. While it’s not particularly fast, this little boat has wonderful handling characteristics and is relatively difficult to capsize. This open-cockpit boat uses a centerboard and detachable tiller and can be beached or carried atop a car without much hassle. The mast is removable, and all parts are easily stowed. Overall, the Optimist and its copycats are a remarkable little craft, equally useful as a tender for a larger boat or a standalone beginner sailboat.

Dinghy rigs vary between builders, but many use the simple Spirit Rig. The rig consists of a single sail and mainsheet, along with one mast, boom, and spar. The leech is stiffened by battens, and ties along the luff secure it all to the mast. Hoisting and securing the rig is easy, and lines are secured to the boat by a cleat. This simple rig has plenty of sail area for most places, and sailors can secure the mainsheet to a block or simply hold it in their hands.

The price of sailing dinghies can vary widely depending on multiple factors. Professionally-made sailing dinghies start around $3,500 new, and plywood kits are available for around $1,000 to $2,000. Used dinghies (including Optimist sailing dinghies) can be found on Craigslist for as low as a few hundred dollars. 

{{boat-info="/boats/vanguard-sunfish"}}

The Sunfish is a brilliant little sailboat, and a very fast boat indeed. This little racing dinghy, while only 13 feet in length, can be an enormous amount of fun for beginners and experienced sailors alike. The best way to describe the handling of a Sunfish is, ‘tender,’ though it’s not difficult to master this little boat. For its size, the Sunfish has a relatively large sail area and a very shallow draft. This boat has a small cockpit and can be controlled easily by a single person. The large sail plan of the Lateen-Rigged Sunfish makes for excellent performance in light winds and amazing speed on windy days. The Sunfish is a lightweight fiberglass boat with a simple rig and is a great step-up from a sailing dinghy. It’s possible to learn how to sail on this boat, but every sailor who’s spent time on a Sunfish will probably recommend bringing a towel. The boat is relatively easy to capsize for beginners and it heels aggressively, but these characteristics can teach sailors some important lessons. The heeling characteristics of the Sunfish can help beginners get accustomed to the feeling and help them understand the limits of a sailboat and how to avoid capsizing.

The Sunfish features a Lateen Rig, which has some shared characteristics with the simple Spirit Rig. The Lateen Rig has a single spar, mast, and boom, and is easy to set up and dismantle. The mast is removable as well, making stowing and transportation relatively easy. The large sail plan of the Sunfish makes it ideal for lakes and other areas where the wind is sporadic or very low, and the boat can be safely handled in many conditions. The boat is great for racing and learning and is also available in a Bermuda rig. The Sunfish is recognizable by the distinctive fish logo in the top corner of the sail, and the classic rainbow sails striping.

The Sunfish is still commercially manufactured. You can purchase one new from the factory for around $5,000 today, and options are available to make the boat your own. While the boat is designed to be sailed by a single person, two adults can purchase this boat and use it together comfortably. Used Sunfish prices vary, but a fully-outfitted boat in good condition can cost upwards of $1,000. They hold their value well, and they’re a great choice for beginners. 

{{boat-info="/boats/vanguard-laser"}}

The Laser is considered by many to be the Sunfish’s main competitor. The two boats are the same length (13 feet 9 inches) and share many of the same handling characteristics. However, the boats do have some notable differences. Many people consider the Laser to be a step-up from the Sunfish in difficulty, as the boat handles much more like a racer. The Laser has been used in the Olympics for racing. The laser is small and simple enough for beginners but requires skill to operate. Beginners can learn a lot from sailing a Laser and have an enormous amount of fun in the process. This fast little boat is simple and easy to set up but handles like a racecar.  If you’re a beginner on a laser, you’ll probably capsize at some point—which isn’t always a problem if you’re in a controlled environment, as the boat can be righted easily.

The laser is a Cat Rigged boat. This means it has only one mainsail and no headsails. The simple rig has a mast and a boom and is very easy to set up. The sail area of the laser is relatively large and designed for speed in high winds. The rig combined with the overall design of the sailboat makes it handle tenderly, which may be off-putting to some beginners. Regardless, it’s still a blast to sail for beginners with some experience.

New Laser sailboats start around $6,000 which is slightly more than the Sunfish. This simple centerboard cruiser is constructed as a race boat, which can explain some of the price increase. Used Laser sailboats are available on the market, though usually not as common as the Sunfish. Used Laser prices vary widely.

2) Gaff-Rigged Catboat

The gaff-rigged catboat isn’t a brand of boat—it’s a style of a sailboat that was once a popular workboat on the New England coast. This boat, which has only one mainsail and no headsails, is available in a wide range of designs. Catboats are famous for their handling and power and make a great sailboat for beginners. These vessels are available with centerboards, keels, cabins, and in open designs. Most catboats range from 15 to 19-feet long and can be built from wood or fiberglass. Catboats are easy to handle, and one who learns on a small catboat can easily transition to a larger one. Besides being one of the most easily recognizable sailboats, catboats are also some of the most versatile. A catboat can be just as suitable for lake cruising as it is for coastal waters.

The most common type of catboat rig is the Gaff Rig. This classic and robust rig is more complex than the simple Spirit and Lateen rig, but it’s more suitable for a ‘proper ship.’ The Gaff Rig can provide similar power as an equivalent Bermuda Rig, with much more elegance and a shorter mast. Many sailors prefer the classic Gaff Rig for its handling characteristics and durability.

It’s impossible to specify the price of catboats because they vary so much in design and size. New catboats (between 15 and 25-feet) can be purchased for less than $20,000, and used boats are numerous and varied. Cabin catboats tend to cost more, especially new—some run for more than $50,000 with a high level of amenities, including a head and galley. Numerous catboat plans are available online, and sailors report constructing them (usually of plywood) for just a few thousand dollars.

1) West Wight Potter 19

{{boat-info="/boats/west-wight-potter-19"}}

The West Wight Potter 19 is a fiberglass sailboat designed for safety, easy handling, and beginner-friendliness. This 19-foot trailer-sailor features a cabin with a vee-berth, a simple rig, and a retractable keel. The West Wight Potter 19 could potentially be the best cabin sailboat for beginners, and certainly one of the safest—the West Wight Potter 19, according to the manufacturer, is quite literally unsinkable. The hull is filled with buoyant materials, allowing the boat to be flooded and remain afloat. However, unsinkability isn’t the only characteristic of this boat that makes it ideal for beginners. The rig is simple and easy to set up, and the handling characteristics are excellent. The boat is not prone to aggressive heeling and handles confidently in a variety of conditions. While one generally wouldn’t consider it to be a blue-water cruiser, it’s still extremely capable—one sailor even sailed this vessel from California to Hawaii , which is over 2,000 nautical miles. The theoretical hull speed of this boat is around 5.4 knots, but it actually has a tendency to plane and achieve higher speeds. It’s a flat-bottomed cruiser, making it easy to beach and transport with its retractable keel and removable rudder. The West Wight Potter 19 is a great introduction to large sailboats and carries amenities normally reserved for boats at least 1/3 larger.

The West Wight Potter 19 is a Bermuda-Rigged sloop. The sail plan is sufficiently large to propel the boat in a variety of conditions, but not so large that it overpowers the boat. Sailors can single-hand the boat with ease, and set up and takedown are easy and require no special tools. The boat handles well in a variety of conditions and is well-known for its superior stability. The rig comes apart easily and can be stowed and trailered by one person.

The West Wight Potter 19 has been produced and sold commercially since the 1970s, and the used market has plenty of boats available, generally starting around $5,000. New West Wight Potter 19 sailboats are remarkably affordable compared to other boats with comparable characteristics. The West Wight Potter 19 is manufactured by International Marine in California. New sailboats start at just shy of $25,000. Owners can add an enormous range of extra features to their boats, including a hull-strengthening ‘blue water’ package, a stove, a head, electrical power, spare parts, and much more. The boats are highly customizable and can be outfitted for weekender sailing or long-term liveaboard cruising.

How to Pick a Sailboat

Picking a sailboat for beginners doesn’t have to be difficult.  Before deciding on a boat, consider your experience level and location.

If you only have access to rough ocean, it may not be the best idea to get an open dinghy.

If you live near a lake, a Sunfish could be a great way to start.

Also, consider your budget. If you’re looking for a $50 sailboat, you can probably find one, but it won’t be ideal.

If you have just a few thousand dollars to spend, you can set yourself up nicely with a little research .

Also, consider what you want to do with the sailboat. Recreation, fishing , cruising , and exploration are options, and require different kinds of boats.

Whichever you end up choosing, make sure you try it out and can sail it comfortably.

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How to Sail a Yacht: The Beginner's Guide to Yachting

Posted by: GJW Direct   |   Feb 9, 2022

How to sail a yacht: A beginner’s guide

Sailing a yacht isn’t, unfortunately, something you can master simply by reading an article. Like anything worth learning, it takes hard work, perseverance, and passion. There are, however, things you can do to prepare yourself before you take your maiden voyage. Here are our top tips for beginners looking to learn how to sail a yacht.

Talk to experienced sailors

The first step on your sailing journey should be to learn from the masters. If you’re not yet sure how to get started or want some insider tips, experienced sailors can help put you at ease. Make sure to ask questions and keep notes – you never know when that advice might come in handy.

Learn the basics

Before you even step aboard a yacht, there are some boating basics including words and terminology you should be aware of. This terminology may refer to parts of the boat that you’ll be responsible for operating or monitoring or may be vital safety or geographical information. To get you started, we’ve broken down the basics below

Yachting terminology

Port = Left of the yacht Starboard = Right Bow = The front of the yacht– the pointed end Stern = The back of the yacht – the wide end Main sail = The big sail Jib = The small sail at the front of your yacht Mast = The main beam holding up your sail Boom = Pole running at a right angle from the mast Line = Rope used on board your yacht Knots = The metric used to measure your yacht’s speed and wind speed

There are plenty more terms you’ll need to get your head around, if you need more information – check out this handy A-Z guide. If you want to learn more about the types of yacht , and how much a yacht costs check out our guides.

Be a passenger

The best way to learn other than sailing is to be a passenger on board a yacht. While you’re still learning, get on the water as much as possible with more experienced sailors, observe them to understand the dynamics of a crew, how they handle challenges, and how you can apply that to your own sailing. You’ll also be able to see how all that terminology you’ve learnt works in practice and why it’s important to know before you set sail.

Get involved with your local yachting club

Once you’re ready, one of the best ways to get started in learning how to sail a yacht is to get involved with your local sailing or yachting club. They’ll be able to assess your current knowledge and competencies and set out a plan to get you out on the water. You’ll also be able to meet like-minded people and link up with potential future crew members. Want to find out more? Visit the Royal Yachting Association’s website to get started.

Preparing for your first voyage

Before you get on board, make sure you’re ready for your voyage – that means wearing the correct clothing – waterproofs and hats if required – and especially stocking up on suntan lotion if the weather outside looks warm. Read back your notes, and keep in mind everything you’ve learnt so far – but also be prepared for it all to go out of the window once that first wave hits!

Setting sail

On your first voyage, you’ll be with more experienced sailors who can coach you as you take off. Once you’ve stepped on board, your skipper will assign tasks. It’s vital that you listen to your role and understand what tasks you must take on during the voyage.

Before you set off, you’ll raise the main sail. At this point, the boom might swing from side to side so watch your head! Then, as you cast off, you’ll raise the jib which will help you control direction as you start sailing. Now you’re on the water, you’ll start to learn terms including trimming and tracking, which are methods of controlling and manipulating your sails to adjust speed and direction according to wind conditions. Now, let your sailing adventure commence!

Whether you’re a new yacht owner, or an experienced sailor GJW Direct yacht insurance offers comprehensive cover for a range of different vessels. Policies are subject to exclusions and limitations.

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Stepping into the world of sailing for the first time is exciting and exhilarating. The courses in the RYA Yachtmaster training scheme will help you learn to sail and build confidence, become a useful crew member and even learn how to skipper a sailing yacht and manage it’s crew. 

Most courses can be taken either on your own or with friends and family, including children provided they meet our minimum age recommendations. There are also flexible options allowing you to do the course in one go or split over several days or weekends. 

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Our practical on-the-water courses build confidence, teaching you everything from basic terminology and safety tips to how to skipper a yacht and manage its crew. You can enter at any level, provided you have the correct level of experience. 

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We also have 5 advanced tutorials covering sail twist, sail depth and more, so you can squeeze every bit of speed from your virtual sailing boat. The tutorials are voiced by the amazing Hannah White, the Guinness Book of Records holder for the fastest sailing dinghy crossing of the English Channel.

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The Best Places to Learn How to Sail, From the Greek Islands to the Florida Keys

Posted: March 21, 2024 | Last updated: March 21, 2024

<p>Sailing is one of the best ways to explore some of the most beautiful, <a href="https://www.cntraveler.com/story/cruises-to-remote-destinations?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">untouched coastal destinations</a> around the globe. But from the outside, learning how to sail might seem like an intimidating—and expensive—pursuit.</p> <p>However, learning to sail isn’t as difficult as it might seem. And contrary to what some may believe, “sailing is for everyone,” Zeke Quezada, the Director of Communications at the American Sailing Association (ASA) tells <em>Condé Nast Traveler.</em></p> <p>“It is important to understand that anyone can sail, and it is really easy to learn,” Quezada says. “Sailing is not just for the affluent; head into a community sailing club at your local marina, and you'll have options to get out on the water for little to no cost.”</p> <p>While mastering the art of sailing takes consistent practice, hopeful captains looking for a crash-course to jumpstart their journey may consider a <a href="https://www.cntraveler.com/gallery/best-new-cruises-in-the-world-hot-list?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">sailing vacation</a>. These educational charters allow you to fully immerse yourself in the <a href="https://www.cntraveler.com/gallery/best-cruise-ships-gold-list?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">nautical lifestyle</a>—and you can earn official certifications along the way. On these types of trips, “you have a qualified skipper on board who is offering instruction, as well as advice on how to become a safe and confident sailor,” Quezada explains. “The best part is that you can have your family onboard, and everyone is having a vacation while you check off the bucket list item of learning to sail.”</p> <p>When planning your first <a href="https://www.cntraveler.com/story/best-all-inclusive-cruises?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">sailing trip</a>, look for trips and schools that offer credentialed schools and instructors; organizations such as ASA, US Sailing, and the Royal Yacht Association are internationally recognized. By following these certification tracks, you can become licensed to sail a charter without a captain on board, also known as a “bareboat charter.” Though not required in some places, a bareboat certification makes it much easier (and safer) to <a href="https://www.cntraveler.com/story/best-boat-rental-services?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">rent your own boat</a>.</p> <p>No matter which route you take, <a href="https://www.cntraveler.com/galleries/2014-10-20/top-cruise-lines-readers-choice-awards-2014?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">sailing</a> is a lifelong skill that will open doors to a community of people passionate about getting out on the water and protecting the oceans. “Most importantly, you will learn how to sit back, turn off the phone, and feel the wind in your hair and the sun on your face,” says Quezada. “You might start listening to Jimmy Buffet as well.”</p> <p>Below, we’ve rounded up the best places around the world for learning how to sail—including destinations in <a href="https://www.cntraveler.com/gallery/best-hotels-united-states-canada-gold-list?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">North America</a>, <a href="https://www.cntraveler.com/story/best-places-to-go-in-europe-2024?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Europe</a>, <a href="https://www.cntraveler.com/story/best-places-to-go-in-asia-2024?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Asia</a>, and <a href="https://www.cntraveler.com/story/best-places-to-go-in-australia-new-zealand-and-the-south-pacific-2024?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Australia</a>—plus, the sailing courses and trips to book in 2024.</p><p>Sign up to receive the latest news, expert tips, and inspiration on all things travel</p><a href="https://www.cntraveler.com/newsletter/the-daily?sourceCode=msnsend">Inspire Me</a>

Sailing is one of the best ways to explore some of the most beautiful, untouched coastal destinations around the globe. But from the outside, learning how to sail might seem like an intimidating—and expensive—pursuit.

However, learning to sail isn’t as difficult as it might seem. And contrary to what some may believe, “sailing is for everyone,” Zeke Quezada, the Director of Communications at the American Sailing Association (ASA) tells Condé Nast Traveler.

“It is important to understand that anyone can sail, and it is really easy to learn,” Quezada says. “Sailing is not just for the affluent; head into a community sailing club at your local marina, and you'll have options to get out on the water for little to no cost.”

While mastering the art of sailing takes consistent practice, hopeful captains looking for a crash-course to jumpstart their journey may consider a sailing vacation . These educational charters allow you to fully immerse yourself in the nautical lifestyle —and you can earn official certifications along the way. On these types of trips, “you have a qualified skipper on board who is offering instruction, as well as advice on how to become a safe and confident sailor,” Quezada explains. “The best part is that you can have your family onboard, and everyone is having a vacation while you check off the bucket list item of learning to sail.”

When planning your first sailing trip , look for trips and schools that offer credentialed schools and instructors; organizations such as ASA, US Sailing, and the Royal Yacht Association are internationally recognized. By following these certification tracks, you can become licensed to sail a charter without a captain on board, also known as a “bareboat charter.” Though not required in some places, a bareboat certification makes it much easier (and safer) to rent your own boat .

No matter which route you take, sailing is a lifelong skill that will open doors to a community of people passionate about getting out on the water and protecting the oceans. “Most importantly, you will learn how to sit back, turn off the phone, and feel the wind in your hair and the sun on your face,” says Quezada. “You might start listening to Jimmy Buffet as well.”

Below, we’ve rounded up the best places around the world for learning how to sail—including destinations in North America , Europe , Asia , and Australia —plus, the sailing courses and trips to book in 2024.

Sign up to receive the latest news, expert tips, and inspiration on all things travel

<p>The <a href="https://www.cntraveler.com/story/where-to-eat-stay-and-play-in-the-british-virgin-islands?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">British Virgin Islands</a> and <a href="https://www.cntraveler.com/sponsored/story/americans-can-leave-their-passports-behind-to-reconnect-with-this-caribbean-paradise?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">US Virgin Islands</a> are some of the best training grounds for novice sailors “because of their line-of-sight sailing, predictable wind, and sailor-friendly destinations,” Quezada says. “In the BVI, you can learn to sail and have a beach vacation simultaneously.”</p> <p>If you’re looking to get your bareboat license, there are several ASA-certified sailing schools in the BVI and US Virgin Islands. <a href="https://cna.st/affiliate-link/3qWb9ebJmvAykTPuCAMuQmJCtNYHeP2tSqKHGQsjySq9oFNgP2ZxWtPwMfQ1ybGrtkKCtJzV7opXbFBSY5mDCFjrp52g2NQpAj9jsLpxDsf5377Szsdu1s1PN2BMK689VmZDm32YeqrJv" rel="sponsored">Offshore Sailing School</a>, one of the world's preeminent sailing institutions, offers fast track courses for all levels of sailing. Alternatively, charter a captained catamaran, one of the most popular ways to explore the Caribbean.</p><p>Sign up to receive the latest news, expert tips, and inspiration on all things travel</p><a href="https://www.cntraveler.com/newsletter/the-daily?sourceCode=msnsend">Inspire Me</a>

The Virgin Islands

The British Virgin Islands and US Virgin Islands are some of the best training grounds for novice sailors “because of their line-of-sight sailing, predictable wind, and sailor-friendly destinations,” Quezada says. “In the BVI, you can learn to sail and have a beach vacation simultaneously.”

If you’re looking to get your bareboat license, there are several ASA-certified sailing schools in the BVI and US Virgin Islands. Offshore Sailing School , one of the world's preeminent sailing institutions, offers fast track courses for all levels of sailing. Alternatively, charter a captained catamaran, one of the most popular ways to explore the Caribbean.

<p>Warm temperatures, calm turquoise waters, and consistent easterly winds make the <a href="https://www.cntraveler.com/gallery/florida-keys-top-resorts?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Florida Keys</a> one of the best places to learn to sail in the US. Stay at the Key Lime Sailing Club and cottages resort on Buttonwood Sound in Key Largo and take lessons at the <a href="https://www.americansailingacademy.com/">American Sailing Academy</a>, located onsite.</p> <p>Alternatively, outdoor education organization Outward Bound, which offers program scholarships, is hosting a <a href="https://cna.st/affiliate-link/qsSkLvaohicBddXbkpp7ZBHEu2SDmRAGX7rTf64KAq5GUxjxyWPzxsFMxbAMz6YphwMz6xt9dgSVV4XR31RJRTH6jYN9DE6mqEPeVdN2bbGJKsLDeQw5SUDzTkqMLYTSKBWv98LLAdwKXt2rej3M8Jqb4k3De3VxZ7x2QRsCgawU9mqt3STTuErv" rel="sponsored">Florida Keys sailing excursion</a> for adults in March/April 2025. Participants will live on a 30-foot open sailboat for slightly over a week learning beginner, intermediate, and advanced skills in chart and compass navigation, small boat seamanship, weather observation, and anchoring.</p><p>Sign up to receive the latest news, expert tips, and inspiration on all things travel</p><a href="https://www.cntraveler.com/newsletter/the-daily?sourceCode=msnsend">Inspire Me</a>

Florida Keys

Warm temperatures, calm turquoise waters, and consistent easterly winds make the Florida Keys one of the best places to learn to sail in the US. Stay at the Key Lime Sailing Club and cottages resort on Buttonwood Sound in Key Largo and take lessons at the American Sailing Academy , located onsite.

Alternatively, outdoor education organization Outward Bound, which offers program scholarships, is hosting a Florida Keys sailing excursion for adults in March/April 2025. Participants will live on a 30-foot open sailboat for slightly over a week learning beginner, intermediate, and advanced skills in chart and compass navigation, small boat seamanship, weather observation, and anchoring.

With its calm, clear waters and warm Mediterranean climate, the Ionian sea offers ideal conditions for beginner sailors. Quezada recommends sailing down the western coast of Greece and the island of Corfu, where <a href="https://cna.st/affiliate-link/6hMwZ5F1cAhMhgQn9oATrfJ1oJx97a24hTE6Qo4fLhtNC2ZfEUUnmLx6yMnoUWfrSM5zpWoXaff7kEmbGaxZ3JXsEvihZsbDUt8x3vz5bLPy6GfPQ7wZp9paasQsh1CZrvALbk" rel="sponsored">Fairwinds Sailing School</a> offers “learn to sail” vacations from April to October. For a route closer to Athens, join a flotilla and hop between the <a href="https://www.cntraveler.com/gallery/best-greek-islands-to-visit?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Argo-Saronic Islands</a> in the Aegean Sea, but be aware that the Meltemi winds, which are especially strong during July and August, can make for trickier sailing conditions in this region.<p>Sign up to receive the latest news, expert tips, and inspiration on all things travel</p><a href="https://www.cntraveler.com/newsletter/the-daily?sourceCode=msnsend">Inspire Me</a>

Greek Islands

Sail through crystal clear waters between a whopping 971 uninhabited islands in the Sea of Cortez, located between the <a href="https://www.cntraveler.com/story/a-five-day-road-trip-through-central-bajas-artsy-towns-and-pristine-beaches?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Baja peninsula</a> and mainland Mexico. <a href="https://www.nautilussailing.com/destinations/sailing-lessons-in-mexico/">Nautilus Sailing</a> offers liveaboard courses on catamaran and monohull ships for sailors looking to earn their ASA 101, 103, 104, and 114 certifications from January–June and October–December. The curriculum covers sailboat terminology, engine operation, docking procedures, sail trimming, navigation rules, anchoring, weather, and maritime safety, among other skills. Plus, expect to encounter some stunning marine life, including sea turtles, whale sharks, dolphins, and humpback whales.<p>Sign up to receive the latest news, expert tips, and inspiration on all things travel</p><a href="https://www.cntraveler.com/newsletter/the-daily?sourceCode=msnsend">Inspire Me</a>

Sea of Cortez, Mexico

<p>There’s no better way to experience a quintessential <a href="https://www.cntraveler.com/gallery/best-weekend-getaways-in-new-england?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">New England</a> summer than by sailboat. The sailing season in the Northeast runs from April to October, with ASA and US Sailing accredited schools located in major metropolitans like <a href="https://www.cntraveler.com/destinations/new-york-city?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">New York City</a> and <a href="https://www.cntraveler.com/destinations/boston?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Boston</a> as well as coastal enclaves like <a href="https://www.cntraveler.com/story/where-to-eat-stay-and-play-in-newport-rhode-island?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Newport</a> and <a href="https://www.cntraveler.com/story/where-to-eat-stay-and-play-on-cape-cod?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Cape Cod</a>.</p> <p>For adults seeking a basic introduction to the sport, US Sailing offers <a href="https://cna.st/affiliate-link/23Up7xC9e31HocNiQh7E27Hs6kzMckiAViXvFFU5aT4K4Csu7pYNbgHddZ2oxhqUv3r8VzUyKK5bRAZc8ACfz8izupmhBKjDiKZepiZniraGgpqtv9vXLMfD71PHrRaTu1kuwU6iZUACRTv1kgzAbA5M6dsLrMY" rel="sponsored">“first sail”</a> lessons in dozens of locations up and down the Eastern seaboard. Pull on a striped sweater, pack a bottle of rosé, and you’re good to go!</p><p>Sign up to receive the latest news, expert tips, and inspiration on all things travel</p><a href="https://www.cntraveler.com/newsletter/the-daily?sourceCode=msnsend">Inspire Me</a>

New England

There’s no better way to experience a quintessential New England summer than by sailboat. The sailing season in the Northeast runs from April to October, with ASA and US Sailing accredited schools located in major metropolitans like New York City and Boston as well as coastal enclaves like Newport and Cape Cod .

For adults seeking a basic introduction to the sport, US Sailing offers “first sail” lessons in dozens of locations up and down the Eastern seaboard. Pull on a striped sweater, pack a bottle of rosé, and you’re good to go!

<p>Croatia’s <a href="https://www.cntraveler.com/story/croatia-road-trip-along-dalmatian-coast?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Adriatic Coast</a> is home to a vibrant sailing community with picture-perfect weather conditions. Beginner sailors will appreciate the gentle winds of Dubrovnik, the Split Islands, and <a href="https://www.cntraveler.com/story/sailing-kornati-islands-croatia?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Kornati National Park</a>, whose sheltered coves and bays supply calm and predictable winds. Enjoy incredible natural wonders only accessible by boat, like the famous Blue Cave.</p> <p>Student sailors can earn beginner, intermediate, and advanced ASA certifications aboard 8-day <a href="https://cna.st/affiliate-link/5562jUBkjoEKArhzrbgC62GDyQqQ2hWgRB2cRmcNaRdd2si9Y7MuUne2GffU3tDsKABSfiqXvEk5G8nz6cTbskLAwu7Pj31ETNPzEGPPG6L1qqaSqAQe7KY6aDe11Qx7TADrodLEMe1UVNnQLyAkGkiX9UiyC8yrZpAiAApG9SKSpD9RiRpXhWLXzUE5W4AuVJk5tS1CE" rel="sponsored">learn to sail vacations</a> in July, August, and September 2024. Hosted by American Sailing partner Sailing Virgins, the catamaran and monohull ships—each a minimum of 40 feet with 3-5 cabins—visit the <a href="https://www.cntraveler.com/gallery/the-most-beautiful-islands-in-croatia?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Croatian islands</a> of Brac, Korčula, Šćedro, Komiža, Vis, and Hvar.</p><p>Sign up to receive the latest news, expert tips, and inspiration on all things travel</p><a href="https://www.cntraveler.com/newsletter/the-daily?sourceCode=msnsend">Inspire Me</a>

Croatia’s Adriatic Coast is home to a vibrant sailing community with picture-perfect weather conditions. Beginner sailors will appreciate the gentle winds of Dubrovnik, the Split Islands, and Kornati National Park , whose sheltered coves and bays supply calm and predictable winds. Enjoy incredible natural wonders only accessible by boat, like the famous Blue Cave.

Student sailors can earn beginner, intermediate, and advanced ASA certifications aboard 8-day learn to sail vacations in July, August, and September 2024. Hosted by American Sailing partner Sailing Virgins, the catamaran and monohull ships—each a minimum of 40 feet with 3-5 cabins—visit the Croatian islands of Brac, Korčula, Šćedro, Komiža, Vis, and Hvar.

The <a href="https://www.cntraveler.com/gallery/best-beaches-in-thailand?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Gulf of Thailand</a> offers lovely year-round sailing conditions, making it an accessible and exciting destination for both beginner and advanced sailors. Most sailing schools and marinas in Thailand are based in Pattaya. <a href="https://sailingschoolthailand.com/sailing-courses/zero-to-hero-info/">Island Spirit Sailing Schoo</a>l offers an eleven-day “zero to hero” course that combines crew and skipper training, including land-based and overnight sea lessons.<p>Sign up to receive the latest news, expert tips, and inspiration on all things travel</p><a href="https://www.cntraveler.com/newsletter/the-daily?sourceCode=msnsend">Inspire Me</a>

Gulf of Thailand

Located in Northeast Australia, the <a href="https://www.cntraveler.com/story/all-the-new-places-to-stay-in-australias-whitsunday-islands?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Whitsunday Islands</a> are a year-round sailing mecca and idyllic gateway to the <a href="https://www.cntraveler.com/story/great-barrier-reef-model-for-destinations-threatened-by-climate-change?mbid=synd_msn_rss&utm_source=msn&utm_medium=syndication">Great Barrier Reef</a>. Brisk southeast trade winds blow throughout the winter season, attracting sailors from across the country to annual sailing races hosted on Hamilton Island and Airlie Beach. For beginner sailors, Mainstay Sailing offers <a href="https://www.mainstaysailing.com.au/#courses">introductory courses</a> certified by the internationally-recognized Royal Yacht Association out of the Coral Sea Marina.<p>Sign up to receive the latest news, expert tips, and inspiration on all things travel</p><a href="https://www.cntraveler.com/newsletter/the-daily?sourceCode=msnsend">Inspire Me</a>

Whitsunday Islands, Australia

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  • Navigating the Deep Blue: A Comprehensive Guide to Offshore Sailing

Blue water sailing is the ultimate dream for many sailors. It's the practice of sailing across open oceans, far from the sight of land, relying on your skills, equipment, and wits to navigate the vast, unpredictable seas. This guide aims to provide you with all the essential knowledge and insights needed to embark on your own offshore sailing adventure.

What is Blue Water Sailing?

Blue water sailing refers to voyaging on the open ocean, typically beyond coastal waters. It's characterised by long distances, often involving weeks or even months at sea without sight of land. This form of sailing requires a special set of skills, a robust boat, and meticulous preparation. Coastal sailing usually involves staying within a day's journey from the coast, where help and supplies are readily available. Offshore sailing, on the other hand, means being self-sufficient, prepared for the vast and often isolated ocean environment where assistance can be days or even weeks away.

The Allure of the Open Ocean

Why do sailors yearn for the open ocean? It's the call of adventure, the serenity of the vast blue expanse, and the challenge of navigating the high seas. Ocean sailing offers a sense of freedom and a connection with nature that's hard to find elsewhere. Many seasoned sailors recount tales of breathtaking sunsets, encounters with marine wildlife, and the sheer thrill of overcoming the elements. These stories inspire and fuel the desire to take on the blue waters.

Preparing for Blue Water Sailing

Preparation is crucial for blue water sailing. Essential gear includes:

  • A well-maintained boat
  • A reliable navigation system
  • Sturdy sails
  • Safety equipment like life rafts, EPIRBs (Emergency Position Indicating Radio Beacons), and harnesses

Safety at sea is paramount. This involves thorough boat checks, regular safety drills, and having a well-thought-out emergency plan. Understanding and practicing man-overboard procedures, fire drills, and abandoning ship protocols can save lives.

Choosing the Right Boat

Not all boats are suited for offshore sailing. Key features to look for include:

  • A strong hull
  • Reliable steering systems
  • Ample storage for supplies
  • Comfortable living quarters
  • Stability, ease of handling, and durability

Brands like Hallberg-Rassy, Oyster, and Beneteau are renowned for their blue water sailing yachts. These boats are built to withstand the rigours of the open ocean, offering both safety and comfort.

Navigation, Weather, and Provisioning

Navigating the open ocean requires more than just a compass. Modern sailors use GPS, electronic chart plotters, radar, and traditional methods like celestial navigation. Knowing how to use these tools is crucial. Weather can be unpredictable, and understanding weather patterns is essential for safe passage. Learning to read weather charts, recognising storm signs, and having access to up-to-date forecasts are vital skills. Provisioning is an art. It's about balancing space, weight, and nutrition. Non-perishable foods, canned goods, and freeze-dried meals are staples. Water storage and purification systems are equally important. Planning meals for long journeys involves ensuring a balanced diet while minimising waste. Vacuum-sealed packs, rationing, and creative cooking can keep meals interesting and nutritious.

Read our top notch articles on topics such as sailing tips, lifestyle and destinations in our Magazine .

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Life Onboard and Communication

Life at sea follows a routine. Watch systems, where crew members take turns being on duty, are crucial for managing fatigue and maintaining a vigilant lookout. Daily tasks include navigation, maintenance, and meal preparation. Long periods at sea can take a toll on mental health. Keeping morale high involves regular communication, engaging activities, and ensuring everyone has rest and personal space. Mental well-being is as important as physical health. Staying connected with the outside world is crucial for safety and peace of mind. VHF radios, SSB radios, and satellite phones are standard equipment. They help with weather updates, emergency calls, and keeping in touch with loved ones. In emergencies, knowing the right communication protocols can be lifesaving. Regularly testing equipment and having backup systems ensure you can call for help when needed.

Sailing Skills and Challenges

Offshore sailing demands advanced skills. These include:

  • Sail trimming
  • Handling heavy weather

Mastering these techniques ensures a safer and more efficient journey. Storms and rough seas are part of ocean sailing. Knowing how to prepare for heavy weather, manage sail configurations, and handle emergencies like hull breaches or medical issues is critical. Mechanical issues can arise unexpectedly. Basic knowledge of engine repair, electrical systems, and sail repair can prevent minor problems from becoming major crises. Fatigue and seasickness are common challenges. Establishing a watch system, ensuring adequate rest, and having seasickness remedies can help manage these issues.

Environmental Considerations and Destinations

Sailing should be environmentally friendly. This means minimising waste, using eco-friendly products, and being mindful of your impact on marine ecosystems. Respect for marine life involves not disturbing wildlife, adhering to sustainable fishing practices, and avoiding pollution. Being a responsible sailor helps preserve the oceans for future generations. Some of the most popular ocean sailing routes include the Caribbean Sea, the South Pacific, and the Mediterranean. Each offers unique challenges and breathtaking scenery. Exploring lesser-known destinations can be equally rewarding. Places like the Azores, the Indian Ocean islands, and remote parts of Alaska offer incredible experiences away from the usual sailing crowds.

Blue water sailing is an extraordinary adventure that combines skill, preparation, and a love for the open ocean. Whether you're a seasoned sailor or a novice dreaming of your first offshore voyage, the knowledge and insights shared in this guide will help you navigate the vast seas with confidence and joy.

So what are you waiting for? Take a look at our range of charter boats and head to some of our favourite  sailing destinations.

I am ready to help you with booking a boat for your dream vacation. Contact me.

Denisa Nguyenová

Denisa Nguyenová

Gone With The Wynns

Learning How to Sail (again)

We set sail for what we thought would be a leisurely 250 nm sail from Subic to the northern part of Palawan here in the Philippines. How naïve! Mother nature had a full mix of wind and waves in store for us. It felt like we were learning how to sail all over again.

Nikki Wynn

It’s hard to believe it’s already been two months since we moved aboard CURIOSITY.  It has gone by in the blink of an eye.  On one had it feels like we should have accomplished more by now and on the other, I am shocked at everything we have managed to do.

Getting to know a brand-new vessel is a wild, emotional, thrilling and complex experience.  We find ourselves challenged, exhilarated and often exhausted (in all the best ways).  This weeks passage proved to be all that in hyper drive.

We set sail for what we thought would be a leisurely 250 nm sail from Subic to the northern part of Palawan here in the Philippines.  How naïve!  Mother nature had a full mix of wind and waves in store for us.  It felt like we were learning how to sail all over again.

KEEP CALM AND SAIL ON (WIRELESS HEADSETS)

Headsets are amazing and worth every penny. In stressful situations like docking, anchoring, mooring, packing the mainsail, etc. Being able to communicate in a calm, conversational voice is why cruisers often call them “marriage savers”.  Here’s the link to ours:   amzn.to/3IvD7jO

ROLL UP BOAT HOOK (AND DECK BRUSH TOO!)

We found this bad boy at the  Cannes Boat Show .  It is the coolest multipurpose boat hook called Revolve. It has a bunch of different end attachments so that it can be a boat hook, deck brush or camera mount.  They are made by PYI (which is the same company that sells MaxProp feathering props, Jeffa steering systems, Fendertex fenders and bunch of other cool stuff).  If you’re in need of boat gear they’ve offered a  10% discount  off most anything in their catalogue, just  use the code WYNNS.

ALL OUR BOAT GEAR (OR AT LEAST MOST OF IT)

We get so many questions about all of the gear we use and we are trying to remember to show it as we use it or at least list it out on our boat page.  But, if you see something you want to know more about, just let us know in the comments below.

  • gonewiththewynns.com/curiosity-sailboat

🙏 YOU MAKE THESE VIDS POSSIBLE

Thank you for watching!  Ups, downs, and all around, we share it all. If you like what you see, there are lots of  ways you can show your support.

Warranty Work Begins🛠️

The island of no return (sailing the philippines), why we did not register our boat in the usa, behind the lens (remote conversations).

COMMENTS

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  7. Learn How to Sail, Sailing 101

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  8. 10 Steps to Sail a Sailboat for Beginners

    Take a look at some of these additional sailing skills. Practice Tying Knots. For thousands of years, sailors have used times where it is cold or raining by doing things like tying knots. Knots are important on a sailboat and you will need to learn at least some basic sailing knots to sail at all. Sail Safely.

  9. Setting sail: A beginner's guide to sailing a yacht

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    Basic sailing techniques: There are a few basic sailing techniques that every sailor should know. These include tacking (turning the boat into the wind), jibing (turning the boat away from the wind), and trimming the sails (adjusting the sails to catch the wind). You should also be familiar with the points of sail, which describe the different ...

  11. How to Sail a Boat: A Beginner's Guide

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  12. How Do I Learn To Sail?

    This is step one in your journey to explore the world under sail. The foundation for all of your sailing education begins with this course. ASA 101 - Basic Keel Boat Sailing. Able to skipper a sloop-rigged keelboat of approximately 20 to 27 feet in length by day in light to moderate winds (up to 15 knots) and sea conditions.

  13. How to Sail: The Ultimate Sailing Guide for Beginners

    Sailing is the art of taking a boat, turning off the motor, and harnessing the power of the wind to make the boat go where you want it to go. It might seem difficult, but it is really very simple, provided you take the time to understand how the boat utilizes the power of the wind. More than likely your boat will also have a motor (for times ...

  14. How To Sail A Boat

    Learning to sail is easiest on a boat less than 25 feet long. On larger boats, it takes longer to feel the effects of adjustments made to your course or sails. Everything you learn will translate to sailing a larger vessel, but when you pull in a line or move the helm on a small boat, you will immediately see and feel what happens as a result.

  15. How To Sail A Boat: Learning The Ropes

    GYBE: (jibe) when sailing with the wind, to move the sails from one side of the boat to the other by moving the stern through the eye of the wind. WINDWARD: the direction that the wind is blowing from, also upwind. LEEWARD: the direction that the wind is blowing toward, also downwind. LINE: a rope on a boat.

  16. How to Sail a Boat

    You can take a look at some of these beginner tips on how to sail a boat from Sailing Made Easy, The Official Manual for the ASA Basic Keelboat Sailing Course. Tie a Knot. Every sailor knows how to tie a few knots so learning a few should be on your "How To Sail a Boat" checklist. Take a look at our Knots Made Easy videos to learn some ...

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  21. RYA Sail Cruising Training

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  22. eSail Sailing Simulator

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    Participants will live on a 30-foot open sailboat for slightly over a week learning beginner, intermediate, and advanced skills in chart and compass navigation, small boat seamanship, weather ...

  25. How To Sail: Tacking and Gybing -- Sailing Basics Video Series

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  26. Comprehensive Guide to Offshore Sailing

    Learn essential skills, safety tips, and insider knowledge to confidently set sail on the open ocean. Home; ... Oyster, and Beneteau are renowned for their blue water sailing yachts. These boats are built to withstand the rigours of the open ocean, offering both safety and comfort. Navigation, Weather, and Provisioning ...

  27. Los Angeles Yacht Club LAYC®

    Community Sailing is a membership category that allows you to learn the basics of sai...". Los Angeles Yacht Club LAYC® | This weeked is our Community Sailing Social Sail! Community Sailing is a membership category that allows you to learn the basics of sai... | Instagram

  28. Learning How to Sail (again)

    Asia Philippines Sailing Videos Learning How to Sail (again) We set sail for what we thought would be a leisurely 250 nm sail from Subic to the northern part of Palawan here in the Philippines. How naïve! Mother nature had a full mix of wind and waves in store for us. It felt like we were learning how to sail all over again.

  29. Why Everyone Should Do A Solo Vacation

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  30. Sailing (sport)

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