bareboat catamaran charter florida keys

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Get Away to Key West and Explore the Florida Keys by Sailboat

Did you know there's an international airport perched out in the Gulf of Mexico at Key West? Serviced by all major US airlines and with frequent flights from main airports in the East and South, Key West is so easy to get to. That's where you'll find our boat charter operators, who have a range of sail and motor boats for you to explore this unique corner of the USA.  

Along the Florida Keys the holidaymaking options are numerous. Enjoy the aquatic environment with countless opportunities to snorkel, swim, kayak, paddleboard and more, while totally relaxing on board, or ashore on one of the Keys' beautiful beaches. Enjoy an evening meal in one of the upmarket restaurants that dot the Keys, shop and enjoy the nightlife in the major centers of population, and get close to nature at one of several locations designated State Parks. 

While pandemic concerns are limiting travel options, consider Key West as your next boat charter vacation destination. Local ordinances reflect the need to keep everyone protected and make this a safe destination. The communities are welcoming and open for business. 

Some of the highlights to experience on a Florida Keys Sailing Charter Vacation 

Your Florida Keys adventure likely begins and ends at Key West, which is closer to Cuba than Miami yet connected to the US mainland by the 90-mile long Overseas Highway that's an experience in itself. Most sailing charter visitors arrive by air and take the short transfer to one of the charter bases located on the island. Famous for its coral reefs, local architecture, historic sites and nightlife, charming Key West is well worth some time before or after your charter.  

Like most charterers however, you will probably be keen to go sailing and start exploring the chain of cays that make up this most southerly part of the Continental USA. Two great things about sailing here are that distances between attractions can be as short as you'd like them to be, and anchorages are plentiful, if shallow in places. A seven-day charter Key West to Key Largo and return is easily achievable. 

Travelling out of the Stock island marina, it's less than 30 nautical miles to Baihia Honda Key, a popular stopover. In the vicinity there's a variety of stunning beaches, some say the best in the world. Looe Key has some of the best snorkelling you'll experience on your vacation. 

A similar distance to that travelled above will take you from Bahia Honda Key to Long Key, via Marathon, a major sport fishing town of 10,000 people surrounded by the bountiful sea. Stop a while and enjoy a seafood lunch, or you may prefer to do Marathon on the return. At Long Key enjoy the natural surroundings, the greenery and the birdlife. 

Perhaps after two days of sailing that have taken you from Key West more than half way to the mainland, you're ready to take it a bit easier. Less than ten nautical miles onward you'll come to Indian Key Historic State Park at Islamorada. Nearby is the San Pedro Underwater Archeological Preserve, another one of the numerous state parks along the Keys. The San Pedro was a Dutch ship sunk during a hurricane in 1733. What remains lies in 18 feet of water 1.25nm south of Indian Key, easily accessible to good swimmers. 

From Indian Key, it's a further 20nm sailing distance to Key Largo. Apart from the shops, bars and restaurants, most of the attractions are aquatic-based as they are all along the Keys. A visit to the Florida Keys Wild Bird Rehabilitation Center can be rewarding, a reminder of the fragility of nature in this delicate place. 

If you enjoy walking while on vacation, the Florida Keys Overseas Heritage Trail is accessible to many points along your sailing route. 

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The Essential Guide to Sailing Holiday Charters

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Key West Sailboat Charter Aboard the Tamboo

Our Fleet: the Tamboo

Bareboat charter ~ asa sailing courses*, ocean's edge marina key west, florida 2023 bali 42' sailing catamaran (bareboat only) 4 cabins - 4 toilets w/sinks - 2 showers 8 passengers max. or 6 passengers maximum if charterer selects and pays for a captain., *charterer selects and pays for an asa qualified captain for asa training..

Specifications

Cabins/berths Toilet w/sink Shower stalls

Beam Draft Water Capacity Fuel Capacity Engine

4 - (8 occupants max.)

23'6"

5' 227 US Gal 169 US Gal

2 x 45HP Yanmar

Interior Features

Air Conditioning

Interior Fans

Generator power

Solar power

Fridge/Freezer

Freshwater Filter

3 burner cooktop

Freshwater electric toilets

Exterior Features

Cockpit Cushions

Bimini Over Helm

Dinghy on Boat Lift

Forward Lounge

Swim ladder

Helm Lounge

Built in BBQ Grill

Fully Equipped Galley

Dishware, Silverware, Cutlery, Cooking Utensils

Serving bowls, platters, pitcher, cookware

Cutting Boards (*please provide your own cutting board, filet knife & cooler for fish*)

Small Appliances such as Coffee Maker,

Blender, Toaster, Microwave

Starter supply of paper towels, dish soap, fresh sponge

Linens & Things ​

Bed Sheets & Blankets (beds will be fully dressed upon arrival)

2 Bath, Wash & Hand Towels per guest

Starter supply of marine grade toilet paper

Navigation Equipment

Apparent wind indicator

Depth sounder

RAYMARINE AXIOM+ GPS/chart plotter

Hand Bearing Compass

Parallel rulers

Stereo/cockpit speakers

VHF mic at helm

Local charts

Cruising Guide to Florida Keys

Bareboat Charters

Bareboat charters. your sailboat. your experience.

Sail Away to Tropical Paradise: Explore the Florida Keys on a Well-Equipped Sailing Vacation

Picture this: a gentle breeze brushes against your face as you navigate the calm, turquoise waters of the Florida Keys. You’re at the helm of a beautiful sailing vessel, equipped with all the amenities you need to make your sailing vacation unforgettable. Whether you choose the Catalina 22′ for a day sail or the Morgan 33′ Out Island for an overnight trip, you can rest assured that your boat is well-equipped for your chosen adventure.

As you board your boat, you feel a sense of excitement and freedom wash over you. You’re in charge of your vacation – you get to plot your course and sail into tropical paradise at your own pace. The warm sun beats down on you, and you can’t help but feel grateful for this opportunity to escape the stresses of everyday life.

If you’re planning a multiple night charter, you can provision at one of the local chain supermarkets and enjoy your fully-equipped galley at your leisure. Or, if you’re just renting for the day, you can grab a packed lunch and set off on your adventure.

The Florida Keys offer a plethora of activities for sailors of all levels. From visiting underwater or land-based state and national parks to local beach bars and restaurants, there’s something for everyone. Take a dip in the crystal-clear waters, explore the mangrove islands, or relax on a secluded beach – the choice is yours.

Whether you choose the Catalina 22′, the Morgan 33′ Out Island, or one of our catamarans, you can rest assured that your boat is well-equipped for your chosen adventure. So go ahead, captain your sailing vacation in the Florida Keys and create memories that will last a lifetime.

Meet your yacht at our home in Soper’s Hole

“Know your charter is going to be perfect, without any drama.”

Experience exhilarating Sailing and Nature.

“Discover the Islands of the Florida Keys.”

“Morning Star Charters.”

Let the day Start and stop when and where you desire.

“The Perfect Getaway”

“Enjoy the feeling of being welcomed into the Morning Star sailing family”

Sailing at it’s best

“Morning Star Sailing Charters is the longest established Sailing snorkeling Charter company in the Florida Keys.”

Enjoy self-prepared meals from your well equipped galley while surrounded by incredible beauty

“All the water toys you could want, available to rent right here at Morning Star Charters.”

Morning Star Charters, Sailing, Snorkeling, Kayaking, Sunset Sails, Cottages and Sailboat Rentals in the Florida Keys / Key Largo. Sailing and land based Sailing Vacations.

Caribbean - Bahamas - Florida Keys - Mediterranean ~ 1-800-BAREBOAT (800-227-3262)

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Florida Keys Bareboat Yacht Charters

Welcome to 1-800-bareboat your florida keys yacht charter and bareboat charter authority..

South Florida and the Florida Keys offers some of the most gorgeous and sheltered yachting grounds in the United States. Small Islands and keys interspersed among brilliant white beaches and coves; adventure lies around every corner as you navigate your bareboat charter and luxury yacht charter through Miami , Key Largo, Islamorada, Boca Chita, Big Pine Key, the Dry Tortugas, Key West , Key Biscayne, Sugarloaf, Cudjoe, Big Torch, and all of the Florida Keys. There is a great selection of bareboat charter yachts for hire in Miami, South Florida and the beautiful Florida Keys - Key Biscayne, Dry Tortugas, Key West, Boca Chita, and other islands.

Ahh, the Florida Keys -- home of James Bond 007 movies and many others, iguanas on the beaches in the Keys, private islands,and uninhibited luxury. Just minutes from Miami and Miami Beach, the Florida keys form an archipelago that extends over 100 miles of the clearest water in the world. Come explore our numerous islands, some of which are uninhabited.

Miami, South Florida and the Florida Keys are a favorite bareboat charter and yacht charter destination for many. Sophisticated travelers rely on 1-800-BAREBOAT a division of SailAway Yacht Charters to supply them with the newest, fastest, largest, and most popular luxury yacht charters and bareboat charters and mega yacht charters in the Miami and the Florida Keys. SailAway Yacht Charters and 1-800-BAREBOAT has have the expertise to ensure the perfect vacation on the perfect yacht.

The Florida Keys yacht charter and Florida Keys bareboat charter high season runs from late November through May. The busiest time is between early February and April. SailAway Yacht Charters and 1-800-BAREBOAT will fulfill your Florida Keys yacht charter and Florida Keys bareboat charter wishes. Be it a Feadship yacht charter of the Dry Tortugas ; a Lurssen yacht charter in Miami ; or a mega yacht charter or bareboat charter anywhere between Miami and the area near Cuba.

The Florida Keys are so large and so diverse there are new, desirable yachting grounds being discovered all the time. SailAway Yacht Charters and 1-800-BAREBOAT have been operating charters in the Florida Keys for several decades and will ensure you have the bareboat yacht charter you desire for the Florida Keys yachting destination you want to visit.

MIDEM 24-27 January 2010 (Marché International du Disque et de l'Edition Musicale)

MIPIM HORIZONS (for new international markets) Cannes, France 1-3 December 2009

MIP TV 30 March - 3 April 2009 (Marché International des Programmes de Télévision)

Festival International du Film (Cannes Film Festival) 13-24 May 2009

Festival du Film Publicitaire / Lions 21-27 June 2009 Berth Applications: 12 December - 25 April

MIPCOM 5-9 October 2009 (Marché International des Programmes pour la Télévision, la Vidéo, le Câble et la Satellite) Berth Applications: 10 April - 5 July

TAX FREE WORLD EXHIBITION TFWA 19-23 October 2009 Berth Applications: 10 April - 5 July

MAPIC 18-20 November 2009 (Marché International des Professionnels de l'Implantation Commerciale et de la Distribution) Berth Applications: 22 May - 4 October

Other events:

* ICC Cricket World Cup * MipimASIA (Hong Kong) * Ankara Music Festival (Turkey) * Croatia Film Festival * Hellenic Festival (Greece) * Slovenia Festival * Antalya Film Festival (Turkey) * Barcolana Yatch Regatta (Italy) * Biograd Challenge (Croatia) * Dubrovnik International Film Festival (Croatia) * Dubrovnik Summer Festival (Croatia) * Histria Festival (Croatia)

• Florida Keys Newest Bareboat Yacht Charters
• Florida Keys Value Yachts

Catamaran Charter Key West

Bare boat chartering for your keys family vacation.

Bareboat chartering, essentially renting a boat for yourself and your party, has been a popular vacation choice in the Carribbean for quite some time.  Bareboat charter destinations can be found world-wide yet many people don't know that you can do so right here in the US.  It is so easy to reach the Florida Keys by direct domestic flights or by road trip, and the vibe and environment is much of what you find in foreign tropical vacation destinations.

Experienced sailors with or without ASA certifications can qualify to bareboat with us and captain the catamaran on their own.  We will review your sailing resume prior to your charter date, and then include a 90 minute checkout sail upon your arrival to ensure you are fully confident handling your boat.  However, if you are not a sailor and are not comfortable piloting the boat yourself, you can still bare boat charter!  Right here on our website is a list of local captains you can hire to guide you safely to all the best spots in the Keys, on your own private cruise.

This is truly the most unique way to spend a week in the Florida Keys.  When you choose to stay in a hotel or short term rental, you are land locked and must separately hire day excursions to get out on the water and see some of our amazing sights.  With chartering, you take your accommodations wherever you go!  With full kitchens, grills, plenty of food storage space, cabins and bathrooms for the whole family, there is no need to eat out every meal, nor hire day trips to the top snorkeling locations.  Each boat is equipped with snorkeling gear for everyone.  Your week includes a Key West boat slip in one of the top rated, award winning Key West resorts , and all of its amenities, rentals, and excursions are there for your use, including free transportation to historic Key West.

 Key West & Marathon, Florida

We specialize in private luxury yacht & sailing charters at affordable prices. we offer day charters as well as multi-day charters., why blue ocean yacht charters.

Blue Ocean Yacht Charters, located in Key West, Florida, makes yacht rentals affordable and life-changing.  We offer private multi-day bareboat charters to amazing destinations like The Dry Tortugas and the Florida Keys.  Just looking for a day charter?  Look no further.  We offer four hour, eight hour, and 24 hour charters as well multi-day charters.

All our yachts come fully equipped to make your private boat charter experience what you’re looking for. We offer motor and sailing yachts that provide the best boat rental experience.  

Florida Keys Yacht Charter

Embark on a unique yacht charter adventure in Key West and the Dry Tortugas. Discover history, pristine natural beauty, and thrilling offshore passages.

Discover the Florida Keys

Florida Keys & Key West: A charterers' delight with vibrant city life, the remote Dry Tortugas National Park, and underwater treasures waiting to be explored.

Key West offers more than just a lively city - it's a gateway to secluded Dry Tortugas, rich marine sanctuaries, and unforgettable offshore adventures.

Chart your course with confidence

Explore our handcrafted Florida Keys sailing itinerary.

Sail from bustling Key West to serene Dry Tortugas. Dive into history at Fort Jefferson, snorkel at Windjammer Wreck, and savor the majestic sunsets over Marquesas Keys

Florida Keys: explore what awaits you

Uncover the cruising conditions you can expect out there on the water and the various sailing seasons for this stunning destination.

Unlock in-depth Florida Keys yacht charter insights

Explore our latest Florida Keys blog posts to get a deeper understanding of its hidden gems.

What is the Distance from Key West to the Dry Tortugas?

Discover the distance from Key West to the Dry Tortugas in our guide including essential sailing insights for a successful yacht charter.

Key West Bareboat Charter | Sailing Adventure to the Dry Tortgas

Our 2021 Key West bareboat charter and sailing adventure to the Dry Tortugas. Great fishing, long passages, and plenty of history.

Sailboat Fishing Guide: How to Fish from a Sailboat

Our sailboat fishing guide has everything you need to catch some serious fish from your sailboat. Tackle, techniques, and more.

Florida Keys frequently asked questions

Have more questions? Visit our comprehensive FAQ page for detailed answers to common Florida Keys charter questions.

Key West offers a variety of provisioning options, from supermarkets to specialty stores. Visitors should plan to stock up on necessities since there are no provisioning options in the Dry Tortugas.

Sailors can enjoy steady trade winds and warm, comfortable temperatures year-round in Key West, with the best sailing conditions from December to May, avoiding the peak of hurricane season from June to November.

During the hurricane season, it's crucial to monitor weather forecasts closely and have flexible plans, as tropical systems can develop rapidly, potentially affecting sailing itineraries.

The sail to the Dry Tortugas is about 60 nautical miles west of Key West, offering a rewarding journey filled with potential wildlife sightings and the allure of visiting a remote national park. Read more here .

The offshore passage to the Dry Tortugas National Park is a unique opportunity to experience history, seclusion, and pristine natural beauty, which are not accessible to most visitors. Learn more about this here .

Explore pristine shores and hidden gems

Unveil the best of Florida Keys, from secluded beaches to enchanting islands and serene anchorages.

Florida Keys charter planning?

Consider booking with the Yacht Warriors.

florida catamaran charter

An epic adventure awaits, private sailing catamaran charters out of fort lauderdale.

EXPERIENCE CRUISES

Luxurious 4 cabin lagoon 450 catamaran, open water adventures.

Birthday parties

Romantic outings

Proposals / Anniversaries

Private tours

Corporate events

7 day bareboat with captain charters

Coastal cruising

Grand Bahama

Full bathroom with shower for each cabin

3 refrigerators including drink fridge in the cockpit

Fully air conditioned

A/C Inverters for 110v

Dinghy with outboard

Bluetooth stereo with speakers throughout

Propane BBQ

Experience Cruises

Discover sailing in comfort

Private 4 hour charter

Includes fuel and captains fees

Captain gratuity is not included

Private 8 hour charter

Captain Gratuity is not included

Private 24 hour overnight adventure

Open water adventures.

Seven day bareboat with captain charters

Low Season weekly rate

High season weekly rate, captain fee.

Captains gratuity is additional.

Fuel is additional.

We will supply you with a list of licensed captains we work with

Fun spaces to hang with friends

Set sail with florida catamaran charters in security and comfort, contact us for scheduling, get in touch.

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Sailing out of Fort Lauderdale and Fort Pierce

Ask about our Fort Pierce itineraries.

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Private Liveaboard Classes

Florida keys sailing, come sail with us.

Proud Member of the ASA

At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. “Learn to Sail” or take an Advanced Class to develop your skills. Qualified sailors can Charter our boats. A Captain will happily take you and your family on a Day Sailing Trip if you need one. Many sailing classes offered elsewhere crowd you on a boat with a group of total strangers.

At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE.

No one else except YOUR Party is ever on-board. This means you will learn more by having more time DOING, not WATCHING someone else sail. Dollar for dollar you will find more VALUE in taking your Sailing Courses at Florida Keys Sailing.

Or download the form here

Fun on the Waves

Our Classes

To learn more about the liveaboard classes we offer, visit our classes page

2 DAY BASIC FUNDAMENTALS OF SAILING

Designed for beginners who want the best introduction to the exciting sport of sailing. Students will receive a good understanding of all the “Basic Fundamentals of Sailing”. They will leave as very competent Crew Members.

3 DAY BASIC KEELBOAT “LEARN TO SAIL CLASS”

Beginner students will learn to responsibly be the Skipper of a Day Sailing Keelboat in familiar waters in moderate wind and sea conditions. Classes available are year round on demand based on your travel plans.

5 DAY BASIC COASTAL CRUISING OR 101 & 103

Students will learn to responsibly skipper and crew an auxiliary powered cruising sailboat during daylight hours within sight of land in moderate wind conditions. This Private Live Aboard Class is taught aboard our Catalina 30' or Irwin 34 Offered all year on demand based on your travel plans.

5 DAY BAREBOAT CRUISING OR 103 & 104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34. Offered all year on demand based on your travel plans. 5 Days and 4 Nights…Privately Living aboard at our Dock

3/1 DAY ADVANCED COASTAL CRUISING OR 106

Cruise a sailboat during nighttime hours in most wind and sea conditions. A Private Live Aboard Class is held aboard our Catalina 30 or Irwin 34. Offered all year on demand based on your travel plans. 3 Days and 3 Nights…Privately Living Aboard

7 DAY BAREBOAT CRUISING OR 101, 103 &104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34 This is the Class the Bareboat Charter Companies want you to have. Offered all year long on demand based on your travel plans. 7 Days and 6 Nights…Privately Living Aboard at our Dock

3 DAY FAST TACK TO CRUISING ASA 101 & 103

It’s the fastest and least expensive way to get the first 2 – ASA Certifications. Both combined into a 3 Day / 2 Night Live aboard Class. Prior sailing experience before enrolling is advised. Only $2,039 per student! And better yet…a second student enrolls for FREE!

5 - DAY FAST TACK TO BAREBOAT CRUISING ASA 101, 103 & 104

It’s the fastest and least expensive way to get these 3 - ASA Certifications. All 3 are combined into a 5 Day / 4 Night – Live aboard Class. Prior sailing experience before enrolling is advised. Only $3,599 per student! And better yet…a second student enrolls for FREE!

Testimonials

Daysailing & charters, we offer both daysailing and charters, click below to learn more.

• SAILING LOCATION: Keys Fisheries & Marina 35th St Gulfside, MM 49 Marathon, FL 33050
• By Mail: Florida Keys Sailing 5171 Overseas Hwy #504407 Marathon, FL 33050
• By E-Mail: [email protected]
• By Telephone: 305-619-0140
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Copyright© 2020 Florida Keys Sailing™, LLC

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Lagoon 40 | Bareboat Catamaran

"Hop onboard this new 2020 Lagoon 40 and explore the Keys in style!"

Click here to see all photos

3 Cabins - Miami - Florida Keys From $ 3500 to $ 7700 per week

• Manufacturer Lagoon Yachts
• Model Lagoon 40
• Charter Regions SouthEast US - Florida and Keys
• Length 11.89 m 39'0"
• Bathrooms/Showers 2
• Hull Type Catamaran
• Fuel Capacity 1917.74
• Water Capacity 523.02
• Motor HP Yanmar 2 x 45 HP
• Crew Type Bareboat

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Low Season: $ 3500 per week

High Season: $ 7700 per week

One of our charter experts will be in touch shortly to confirm the availability.

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• Departures Available From (transfer fee may apply)
• Key West FL

Lagoon 40 - 3 Cabins

Bali 4.1 - 3 Cabins (3 double)

Lipari 41 - 4 Cabins

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Marathon Sailing Charters

Marathon is located at the mid-point of the Keys Islands and boasts its own airport and beautiful beach amongst many other things. It also boasts some of the best fishing in the world. Nearby is the exotic Sombrero Reef which is protected by our marine sanctuary as it is one of North Americas only living coral barrier reefs. Boot Key Harbor is in the center of the island and is home to the City Marina which administers a 226-ball mooring field and a large anchoring area.  

KEY WEST MONOHULL RENTALS

Key west catamaran rentals, key west power catamaran rentals, key west crewed rentals, suggested florida sailing itineraries.

Catamaran Sailing Vacations in Florida Keys: Upper and Lower Florida Keys - Dry Tortugas - Fort Lauderdale, Miami, Marathon and many different stops along the way! Charter a Catamaran with no crew and drive yourself or hire professional crew for your catamaran trip.

The florida keys have become a popular destination for americans looking for a tropical sailing vacation without leaving their own country. the florida keys can be considered the american caribbean and features all the same amenities as other island destinations such as world class sport fishing, scuba diving and snorkeling, boating, sailing, kayaking and eco-tours. each of the island destinations has some special features. we invite you to visit each area individually and discover the tropical paradise in the florida keys..

Receive the rate sheets for bareboat charter companies operating in this destination.

Fill in the quick form and rate sheets by company will be delivered instantly into your inbox. Rate Sheets do not reflect current promotions or discounts. We can send you detailed proposals and charter advice upon your request with discounts.

Florida Keys Itinerary

Keys - one week.

Upper Florida Keys - 3 Days

Lower Florida Keys - One Week*

Sailing from Marathon Key you will experience the many pleasures and sites of the Florida Keys. The unspoiled coral reefs of the Lower Keys have many sites where you can tie up to a mooring ball and snorkel or dive. Hawks Channel provides fantastic sailing, as there is protection from the ocean swells but still great wind.

Dry Tortugas - One Week*

Bahamas itinerary, chain in the bahamas.

Across the Gulf Steam from Florida's east coast lies the Bimini Island Chain. These sub tropical low-lying islands are a fantastic destination for a weeklong sail. Bimini offers some of the finest SCUBA diving, snorkeling, fishing and beachcombing anywhere. These "islands in the stream" offer water clarity, which is nothing less than spectacular. You may rent snorkel gear at our office in Ft. Lauderdale if you have not brought your own. For those who are certified divers we recommend renting your SCUBA gear from Underseas Sports in Ft. Lauderdale before you head across the Gulf Stream.

The Bimini Chain is lightly populated with the center of village life located on North Bimini, in Alice Town. There are many small restaurants, shops, and bars, as well as the Hemingway Museum at the complete Angler. Marinas are abundant if you decide not to anchor out. The beaches on North Bimini offer miles of un-crowded fine white sand and snorkeling from the waters edge. Golf Carts and Mopeds are available for rent so you can explore the island. One of the most interesting dive and snorkel sites off of North Bimini is "Bimini Road", which some say is the ruin of the lost city of Atlantis.

South Bimini is primarily residential with only two marinas. The new Bimini Sands Marina is located at the entrance to the harbor and has a Customs and Immigration office so you can clear in there without having to take a taxi and ferry over to North Bimini. The other marina is located at the south end of the island. A new channel has been dredged in Nixon's Harbor that takes you into the marina. Not far from the south end of South Bimini lies the wreck of the "Sappona". This is a great snorkel and dive site.

The only other island in the Bimini's with a marina is on North Cat Cay. This is a private Island with some "high profile" homeowners. For this reason the local authorities limit the accessibility of the island for non-members. You are welcome at the Marina for transient dockage but they prefer for you to stay in the area of the marina where there is a fine dining restaurant a store for provisions, dock bar, and gift shop. It is a truly beautiful setting at the marina and we recommend this for your last night in the Bahamas. Just off the coast of South Cat Cay is a fantastic dive site. "Tuna Alley" has mooring balls and is 50' to 80' with deep caverns and crevasses in the coral.

There are many other Anchorages such as Honeymoon Harbour, Dollar Harbour. Moxom Rocks, and Nixon Harbour. Please call to speak with our knowledgeable staff for more details.

One Week Itinerary to the Bimini Islands

Day three -, day seven -, day eight -.

Obviously there can be a lot of variation on this itinerary, but it shows there is plenty to do in a week charter to the Bimini Island Chain. If you would like further information or would like to plan a different Bahamas trip give us a call and speak with our knowledgeable staff. We can provide you with a cruising guide to the Bahamas Islands as well as charts of the area.

Three heads are better than one…

Three friends met in a coffee shop on a rainy day, quit their boring corporate jobs and moved to a tropical island to live the dream. Well OK, the real story is we didn’t meet until we were already well ensconced in our Island lifestyles, and it might have been more like a tiki bar as it is Key West after all. But we really are three professional friends with perfectly aligned skills, who through a series of fortunate events ended up working together in an industry we’re passionate about. We share that passion with a team of consummate maritime professionals & land-based staff, who together endeavor to deliver a truly fine experience to our clients, and share what a special place the Florida Keys are with the yachting world at large.

Kimber Tracy

Owner, operations & sales.

Kimber was born & raised on Oahu, Hawaii. The daughter of passionate lifelong sailors, Kimber started sailing at age seven, was an avid surfer through her teens, got into scuba diving early on & worked at the Waikiki Aquarium in Dolphin & Monk Seal volunteer research programs for many years. Her first study expedition was to ID humpback whales in Alaska aboard a 65 ft. Ketch, sailing the magnificent inside passage in 1981. She has since sailed aboard every type of vessel imaginable, from a 3 masted schooner through the Seychelles, Dhows off the coast of Kenya and down the Nile, to the historic Swedish tall ship Tre Kronor over the Baltic. A lifelong love of adventure and exploration has driven her to the four corners of the world and both Polar regions, traveling thus far through over 50 countries mostly solo. She enjoyed a career as a successful entrepreneur and corporate executive in the US and Europe before a stint as a consultant for a well-established charter company ignited an interest to enter the yachting industry as a second career. Kimber enjoys the opportunity to combine her endearing love of the ocean, passion for adventure, international experience of five-star hospitality, with a genuine enthusiasm for helping people fulfill their dream of “sailing off into the sunset” in one of the most beautiful sailing grounds in the United States. Her attention to detail and desire to ensure clients have a first-class time aboard is readily apparent from beginning to end of every charter.

Captain Jon Skiffington

Owner, fleet manager.

Following in his family’s maritime footsteps, Jon came into sailing as a bucket list “must do” 16 years ago. He fostered a dream to leave the white snow behind for white sand and pursue a career in the maritime industry. He managed to cram a good deal of experience into ten years of working with boats and adventuring in and around the North East’s waters before striking out aboard his Pearson sailboat Coyote on a grand three-month adventure from Annapolis to Key West. He joined forces with Kimber in 2016 to oversee fleet management for Key West Sailing Academy and the business partnership continued growing from there. He holds a USCG 50-ton master license, is an ASA sailing instructor and brings to bear a broad experience of vessel management, along with all manner of repair & maintenance. Jon has also enjoyed a busy 35-year career as a professional musician, singer, songwriter, music educator, and toured with several acclaimed musicians in North America & Europe. He enjoys discussing the finer points of sailing with guests and when he’s not playing music with several popular Key West bands, you’ll find him sailing Coyote, enjoying another perfect tropical breeze as often as he can.

Partner, Marketing & Sales

Emily is passionate about all things coastal, beached as it were in her summers spent at the Jersey Shore, sailing and cruising with dad, her grandparents, aunts and uncles in Toms River and running around the Raritan Yacht Club in Perth Amboy catching sailing regattas. Sometimes life comes full circle. Armed with a degree in hospitality management, substantial experience in visual communications, marketing and a burning desire to live a tropical coastal lifestyle, she and her fiancé relocated to Key West where she and Kimber first teamed up in 2013. Before joining forces to master the charter industry, she had a successful career here in Key West as an events/hospitality manager & marketing coordinator for an international hotel chain and several notable Key West operations including the Botanical Gardens. In her down time, you’ll find her with her family on their boat at a sandbar, snorkeling the reef, offshore fishing or catching another famous Florida Keys sunset, all the while documenting every moment with photos. With her passion for photography and the island life be prepared to fall in love with the Florida Keys through her eyes and wanting to see it for yourself.

6651 Maloney Ave, Unit 1 Key West, FL 33040

[email protected] 800-650-6940

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

By Hannah Towey

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 American Sailing (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.

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.

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.

Greek Islands

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 Fairwinds Sailing School offers “learn to sail” vacations from April to October. For a route closer to Athens, join a flotilla and hop between the Argo-Saronic Islands 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.

Sea of Cortez, Mexico

Sail through crystal clear waters between a whopping 971 uninhabited islands in the Sea of Cortez, located between the Baja peninsula and mainland Mexico. Nautilus Sailing 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.

Sarah James

Jessica Puckett

Kimberly Wilson

Rachel Chang

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!

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.

Gulf of Thailand

The Gulf of Thailand 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. Island Spirit Sailing Schoo l offers an eleven-day “zero to hero” course that combines crew and skipper training, including land-based and overnight sea lessons.

Whitsunday Islands, Australia

Located in Northeast Australia, the Whitsunday Islands are a year-round sailing mecca and idyllic gateway to the Great Barrier Reef . 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 introductory courses certified by the internationally-recognized Royal Yacht Association out of the Coral Sea Marina.

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