catamaran charter florida

What Should I Bring?

• Directions to Echo, Cruise Ship & K.W. Passenger Info

Key West Info

• Cancellation Policies, Terms and Conditions
• Catamaran Echo Videos
• Echo 2 Private Day Charters
• Echo 3 Private Day Charters
• ECHO Upgrades
• Tasting Notes
• Sunset Cruise

$10 Off each person – Promo Code “EchoDirect”

(for Public trips only – sold by the seat)

Catamaran ECHO 2

Current public & private trips – book here online, (free shuttle to the echo 2 dock from the perry hotel).

Catamaran ECHO 3

Custom private charters – text 305-304-2633, regularly scheduled public & private trips starting soon, …is a fast and comfortable sailing machine, providing the most stable ride on the water. naturally it’s a catamaran.

And with our big bimini top, you can get all the Key West sun or shade that you want. The fresh water shower on deck comes in handy on those hot days. A private bathroom in the cabin makes a day in the wildlife refuge civilized and helps protect our tropical waters.

ECHO 2 is located at the “Key West Historic Seaport” which is downtown in Old Key West at the famous Key West Bight. The Historic Seaport “Harbor Walk” goes right around the water’s edge and leads right to ECHO’s dock along side the famous “Boat House Restaurant at Turtle Kraals”. Spend the day on the Harbor Walk before and after your ECHO trip and visit all the great shops, restaurants and bars and galleries. This is where all the locals hang out!

So come and hang out in the coolest part of town and cruise with us at Catamaran ECHO ..

ECHO'S Official Website

Wild Dolphin

Snorkeling & Sailing Adventure

Click here to read more!

Private Day Charters

2 to 19 Passengers

Sunset Cruise - Adults Only

Private Trips Available (all ages welcome)

Towel (day trips), Sun screen applied (no oil), Hat, Camera, Sunglasses (polarized best), a jacket in fall, winter, spring (even if you think it’s warm out), a small bag to secure your things, a few bucks and a Big Smile!

Echo Upgrades

Please reserve upgrades in advance while reserving here online, or by phone or email before the trip.

Directions, Cruise Ship & K.W. Ferry Passenger Info

Certificate of Excellence 2019

Read Reviews

Call for Reservations

1-888-579-4782.

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Our Activities

Catamaran Echo - Wild Dolphins! Snorkel & Sailing Adventure

Catamaran Echo - Sunset & Moët Cruise

Catamaran Echo - Private Day Charters

Catamaran Echo - Private 2 Hour Champagne Celebration Sunset Sail

Rent the best Florida catamarans

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• Florida Catamaran Rentals

Our top catamaran rentals

Key Largo, FL

Key Largo 32 foot Worldcat Multi Activity Luxury Charter up to 6 guest

Fort Lauderdale, FL

16 and 30 passenger amazing party boats .

Luxury Sailing Catamaran in Brickell

Hilton Head Island, SC

Large Group (7-20) Private Boat Charters

Fort Walton Beach, FL

30 Passenger Catamaran/Crab Island Cruise

Treasure Island, FL

Set Sail on a Brand New Catamaran

60 ft Luxury Catamaran, unlike anything in Fort Lauderdale, 5 stars!

Luxury Catamaran Lagoon 42

Bachelorette, birthday parties & family cruises

55'Catamaran Party: Sailing, Snorkeling, Paddle-boarding, Sightseeing!

30' Worldcat with a Captain in Naples, FL!

Apollo Beach, FL

296 DC World Cat

Jacksonville, FL

SEE JACKSONVILLE FROM THE WATER

Indian Rocks Beach, FL

Another Pour Decision

Sailing Cataraman 48ft "Bubble" | Sound-bath, Yoga and Meditation

Gulf Breeze, FL

Leopard 47 Sailing Catamaran

Highland Beach, FL

New Leopard 53 Foot Power Catamaran

45’ Party boat / Day Club

How to rent a catamaran in florida, find the perfect boat.

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Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for catamaran rentals

Top catamaran rentals reviews in Florida

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Catamaran Rentals in Florida

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• Florida Yacht Charter
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Featured Yachts in Florida

ROGUE | From US$ 47,000/wk

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Florida Yacht Charter Guide

Florida yacht charters have a spectacular array of unique destinations for both sailing yachts and motor yachts, mega yachts and crewed boats; from Miami, Hollywood and Fort Lauderdale to the scattered islands of the Florida Keys and the Bahamas where fishing and snorkelling spots are myriad.

Bordered by the Atlantic Ocean and the Gulf of Mexico, there are also 30,000 lakes within the state and both locals and businesses have a strong attachment to hobbies involving the water: Jet skis, water skis and kite surfers are familiar sights along the beaches while Scuba diving schools use the gentle Gulf Stream currents to teach beginners drift diving. Florida yacht charterer itineraries can follow the inter-coastal highway and select from numerous seaside towns, great secluded anchorages, excellent marina facilities and pristine beaches that stretch for miles.

To the northeast Jacksonville and Daytona Beach are both popular areas for fishing and whale watching, with the latter also home to the Daytona 500 NASCAR race with free concerts throughout the summer.

Miami is a desirable cosmopolitan destination where guests can spend hours in luxury boutiques, galleries and museums, savouring first-class fine dining or unwinding on the soft sandy beaches that stretch up the coast past Hollywood. Find your own secluded fishing and sunbathing spot among the Florida Keys, which boast a wide variety of fish in crystal clear water.

Dolphins are often observed within the warm waters around St. Petersburg, which offers quiet cruising in protected areas and at night the city has a thriving nightlife with restaurants, bars and live music. Sunsets over the ocean in Florida are often a powerful event that attracts many people to the shoreline.

The Florida Yachting Season:

Florida is ideal for yacht charters year round, however from late July to early October the east coast of America and the Bahamas can be prone to hurricanes and therefore late spring/early summer or the winter holidays prove popular times to visit. As one of the largest yacht charter grounds, there is a massive assortment of yacht charters available in Florida, including motor yachts, sailing yachts, crewed yachts, luxury catamarans and of course superyacht charters. Find a luxury charter to suit you and your group and contact CharterWorld.

The Cost to Charter a Yacht in Florida:

The price of a yacht charter in Florida varies from $24,500 USD per week plus expenses to more than $1,000,000 USD per week for a mega yacht, depending upon the size of yacht chosen and it’s on board facilities. Expenses such as fuel, food and drinks are paid in advance as an Advanced Provisioning Allowance (APA) which usually comes to 30% of the charter price depending on how much is spent. All-inclusive yacht charters are also available and cost between $ 20,000 USD and $ 50,000 USD per week. You can browse the latest Florida yacht charter special offers here , see a price list for American yachts here , or contact the expert brokers at CharterWorld directly for more information.

Florida yacht charters are not only in a beautiful and diverse yacht charter location but are also the door to a wonderland of cruising pleasure - the Florida Keys and the Bahamas .

Some call Florida the king of yacht charter vacations. Indeed, Florida does have some of the largest gatherings of charter yachts worldwide. The state of Florida is synonymous with water - it has two coastal borders in the Atlantic and the Gulf of Mexico and is home to some 30,000 lakes. Florida yacht charterers can follow the intercoastal highway; with it's myriad of secluded cove beaches, seaside towns, great anchorages and excellent marina facilities, for miles and miles.

Luxury Yacht Rental in Florida

As a superyacht charter destination that hosts international boat shows (The Fort Lauderdale International Boat Show and the Miami Yacht Show) and enjoys a position close to the Bahamas and Caribbean, Florida has a massive selection of luxury yachts in all sizes with amenities to suit the itinerary of any charter group. Contact CharterWorld for expert knowledge on the best yachts and crews in the region that will turn a great holiday into an absolutely unforgettable one.

Yachts: The Florida Charter Yachts

Please contact the friendly team at CharterWorld for prompt service and advice and the best crewed luxury yacht charters.

A superyacht charter with CharterWorld provides you with top quality luxury yachts and crews carefully selected to ensure that your holiday amongst the bustling and glamorous nightlife, deserted white sand beaches and verdant national parks is a true treat for everyone on board. Using current industry information, we can provide you with a massive array of locations and activities that reveal the very best of Florida and its culture.

Florida Motor Yacht Charters

Private yacht charter are considered one of the best ways to access all of the islands within the Florida Keys and up the western coastline to the Ten Thousand Islands Aquatic Preserve - and there's no better way to get about quickly and bring with you a massive selection of water toys than on a motor yacht. Whether you choose a smaller crewed yacht or a spectacular facilities-packed superyacht, the marinas have the facilities to cater to everything you need. See all of the Florida motor yachts here .

Florida Sailing Yacht Charters

Catamarans and mono hull sailing yachts are a graceful way to explore the mangroves and access the narrow waterways around the Florida coastline. The marinas cater to superyachts of all sizes, however there is an excellent opportunity to use your shallow hull to access sheltered anchorages for sunset meals on deserted beaches and nights under the stars. See all of the Florida sailing yachts here .

Popular Yachts

Whether it’s an exceptional chef, stunning modern interiors or a long list of on-board amenities and water toys, there are some luxury yachts on the charter market that have a stellar reputation - and availability gets snapped up fast. From exceptional classics to brand new superyachts, find out what's trending at the moment in the Florida charter grounds.

Current Florida Yacht Charter Specials - See Below

Florida yacht charter specials are available throughout the year to fill a gap or last-minute cancellation, however the end of the festive season usually offers a wide selection of superyachts ahead of the shoulder season.

Personalised Florida Yacht Itineraries

The expert brokers at CharterWorld are available to help you to create a customised itinerary for everyone in your group. Merge breath-taking destinations with local events and activities as well as the skills of your crew for lavish relaxation, adrenaline-fuelled fun or a holiday of discovery among colourful coral reefs. Gather your ideas with these example Florida yacht charter itineraries.

10 of the Best Florida Yacht Charter Destinations

When the Caribbean and Bahamas are so close Florida can be overlooked as a luxury yacht charter destination, yet the region is home to many exemplary fishing grounds while turtles, dolphins and manatees swim close to the pristine beaches.

Fort Lauderdale and Miami have both established themselves among the yachting community and those in the know don't need to stray far from the mainland for a tropical paradise or high-end shopping opportunities. Read on to discover 10 fantastic locations to visit within the Florida charter grounds that are easy to incorporate into a charter itinerary designed for everyone in your group.

1. Fort Lauderdale

Incredible beaches, impressive art galleries and the top-rated marina and yachting club draw luxury yacht charter groups year after year to Fort Lauderdale. Located directly west of the Bahamas, the airport also provides quick and efficient connections to international flights. Visitors can easily fill a day indulging in high-end shopping, savouring the high quality cuisine or sitting out in the sunshine and fishing in the bay.

If you visit in late October/early November, head to the Fort Lauderdale International Boat Show to see the industry's latest innovations and stunning superyachts.

The silky coast along South Beach is the place to be for sunbathing and people-watching, playing horse polo, jetting along on your motorised water toys or partying the night away.

The coastal clubs and bars cater to all tastes, from upbeat and noisy to laid back and sophisticated, with romantic art deco architecture along the streets. Holidaymakers should stop by at the famous Nikki Beach Club to experience for themselves the food, drinks and atmosphere that gives this place such a stellar reputation.

3. Key West

Among the Florida Keys, Key West has an abundance of islands to explore and the shallow water around the beaches and archipelagos is perfect for younger children to practise their snorkelling and kayaking. A visit on land is a must to see the Earnest Hemingway Home and Museum, the Audubon House & Tropical Gardens and the winter home of President Harry S. Truman, set within the picturesque and verdant town.

4. Key Largo

Key Largo is excellent for Scuba divers for all ability levels with gentle drift diving in the Gulf Stream for beginners, and wreck dives and sites such as Christ of the Abyss for the more experienced. Snorkelers also have the opportunity to see and swim with sea turtles, manatees and whales at such locations as the Key Largo Undersee Park.

5. Ten Thousand Islands

Only Marco Island is inhabited amongst the Ten Thousand Islands at the south-western tip of Florida, leaving an abundance of untouched verdant isles to discover by paddleboard or kayak. Snorkel with dolphins and manatee within this national wildlife refuge, then use the fine grain beaches to rest and recuperate before a romantic sunset meal at your secluded retreat.

6. Clearwater

The powder-soft white sand beach of Clearwater might be where you want to spend your whole holiday, but the area has a myriad more sights and activities to explore: Swim with dolphins, windsurf or learn how to jet ski in the crystal clear waters, then join the parties in the local bars or host your own aboard your superyacht.

Fishing is particularly good in the Gulf Stream off the coast, and charter guests can take an afternoon to laze in the sunshine while catching lunch.

7. Sarasota

The gentle waves and shallow water at Lido Key Beach make this stretch of coast a hit with young families, while those looking for more privacy for a romantic candlelit meal have Passage Key and Egmont Key State Park. Snorkel, Scuba dive and kayak through mangroves and watch schools of fish swimming beneath your group.

As a town with a burgeoning artists' community, a visit to Sarasota will be filled with crafts and opportunities to find statement pieces for your home and that memorable souvenir of your trip.

8. Sanibel Island

Nature lovers will feel reinvigorated on Sanibel Island, where the J.N. "Ding" Darling National Wildlife Refuge covers half of the land and children will be enthralled by the 250 different kinds of shells washed ashore at Sanibel Beach.

Shop at the scenic Periwinkle Place before returning to the coast to watch a captivating sunset, then party the night away on you sundeck and enjoy a cocktail under the stars.

9. Captiva Island

North of Sanibel Island, the western beaches continue and visitors can stroll along the sands for miles, snorkel with fish and other friendly sea creatures or zip through the water with the Seabobs and jet skis from the water toys collection on board. 

There is little to do but relax and play games with family and friends - a perfect escape for quality time together after visiting towns bursting with land-based attractions.

As the name suggests, this town takes its architectural inspiration from Italy and caters to the luxury lifestyle with high-end shops, golf courses and miles of white sand beach where the group can play games or take a stroll along the pier.

Fishing and dolphin-spotting are common pastimes, and attractions such as The Revs Institute for classic cars ensure that guests have something to do off their luxury yacht even on rainy days or during periods of intense heat.

Below is a selection of outstanding Florida charter yachts - for more information contact us here . 

• Florida Keys Charter Itinerary
• Browse Florida Charter Yachts
• Luxury Motor Yachts for Charter in Florida
• Luxury Sailing Yachts for Charter in Florida
• Luxury Catamarans for Charter in Florida
• Florida Luxury Yacht News

Florida Yacht Charter Enquiry

Dear Reia, We had a wonderful holliday on board off the Carrie Michelle. The yacht matched entirely our expectations and the service level off the crew was outstanding. I thank Charterworld for the professional organisation off our trip and wish you a Happy New Year. S.C chartered in Florida, Dec

Yachting Destinations close to Florida

In close proximity to Florida are a number of exciting sailing destination.

Fort Lauderdale

St Petersburg & Tampa

Yachts for charter in florida, queen miri | from eur€ 1,125,000/wk.

KENSHO | From EUR€ 850,000/wk

M/Y COME TOGETHER | From US$ 450,000/wk

WAYFINDER | From EUR€ 375,000/wk

Starfire | From US$ 288,000/wk

CARPE DIEM | From EUR€ 280,000/wk Special

STARSHIP 185' | From US$ 275,000/wk

MARIA | From US$ 230,000/wk

LADY ELAINE | From US$ 225,000/wk

GIGI | From US$ 225,000/wk

TCB | From US$ 215,000/wk

USHER | From US$ 200,000/wk

Florida Yacht Charter Specials

Special offer location: america, bahamas.

GOLDEN OURS | From US$ 49,500.00/wk

Florida yacht news.

Luxury yacht INVICTUS available for ...

Florida charter yacht REAL SUMMERTIME ...

38m superyacht GLORY offering charters ...

Remodelled superyacht PERSISTENCE ...

26m Riva motor yacht GYPSEA ready for ...

Distinctive 42m motor yacht BLUE DEVIL ...

30m motor yacht NO CURFEW available for ...

Charter yacht disclaimer.

This document is not contractual. The yacht charters and their particulars displayed in the results above are displayed in good faith and whilst believed to be correct are not guaranteed. CharterWorld Limited does not warrant or assume any legal liability or responsibility for the accuracy, completeness, or usefulness of any information and/or images displayed. All information is subject to change without notice and is without warrantee. A professional CharterWorld yacht charter consultant will discuss each charter during your charter selection process. Starting prices are shown in a range of currencies for a one-week charter, unless otherwise marked. Exact pricing and other details will be confirmed on the particular charter contract. Just follow the "reserve this yacht charter" link for your chosen yacht charter or contact us and someone from the CharterWorld team will be in touch shortly.

ST. PETERSBURG, FL & GULF BEACHES

SAILING CATAMARAN CHARTERS

Looking for Adventure?

SUNSET CRUISES

OVERNIGHT SAILs

MEET THE SAILING CATAMARAN

Come Sail with Us!

We’re so excited to share our boat with you! Enjoy your sailing or sunset charter aboard our brand new catamaran, with its modern design, ample lounge space, and plentiful amenities perfect for chilling out and enjoying the sea.

Wiley Pixie

Schedule Your Custom Charter

Experienced captains.

Our experienced captains are knowledgeable in all the best areas of St. Petersburg and its beaches, ensuring you have a fun and safe sailing charter.

Luxury Amenities

Indulge in our many charter amenities, designed to provide the ultimate in fun, comfort, and style during your sailing adventure.

Lounge Space

Catamarans are the ultimate vibe. Relax in our spacious and comfortable lounge areas, perfect for enjoying the scenery and soaking up sun.

SUNSET CATAMARAN SAIL

Tampa Bay’s best sunset view.

Embark on a breathtaking sunset sailing cruise as you watch the sun dip below the horizon and enjoy the water at its finest. With plenty of space for you and your guests to relax and unwind, you’ll be treated to an unforgettable experience, complete with comfortable lounging areas, and all the amenities you need to enjoy a perfect evening on the water. Perfect for corporate events, birthday parties, families, groups, and proposals!

DAY CHARTER SAILS

Day Sail Packages

Enjoy a full or half day charter out on the water with our custom sail packages, where you and your friends can soak up the sun, relax on the spacious lounging areas, and take in the breathtaking ocean views. With the flexibility to customize your itinerary, you can choose from a variety of St. Petersburg’s favorite beach and water destinations to anchor at, where you can enjoy swimming, snorkeling, and other water activities.

OVERNIGHT CHARTERS

Sail Under the Stars

Set sail on an unforgettable custom adventure with our overnight cruises, led by an experienced captain. Spend your nights under the stars on our 3BR/3BA catamaran, with all the amenities you need to enjoy a comfortable charter experience. From secluded anchorages to stunning sunsets and sunrises, discover the beauty of the sea and the freedom of sailing, as you explore a range of destinations from St. Petersburg to Clearwater, all the way down to Key West if you choose.

Adventure from your inbox

Top 5 Must-Visit Destinations on a Sailing Cruise from St. Petersburg, FL

Discover the best places to visit on a sailing cruise from Treasure Island, FL. Explore these breathtaking destinations, including John’s Pass Sandbar, and make your trip unforgettable!

Sunset Sailing Around Treasure Island: Your Guide to Choosing the Perfect Boat

There’s nothing quite like watching the sun dip below the horizon while out on the water. If you’re looking for a perfect way to spend an afternoon or evening in Treasure Island, sailing is an excellent option. With a number of different companies offering sunset sails, it can be tough to know which one to…

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Key West Sailing Charters

Experience the beauty and wonder of an unspoiled tropical paradise without ever leaving the Continental United States. Our Key West sailing charter destination is located minutes from all the downtown Key West attractions and Duval Street night life, yet a short sail away from pristine reefs, underwater nature preserves, and uninhabited island locations such as the stunning and secluded Marquesas. Kayak, paddle board, and snorkeling excursions will open to you the offshore beauty offered only in the Florida Keys. Our native Floridian staff knows how to find the best activities on land or at sea, to guide you as you plan a unique and customized getaway.

Our Key West Sailing Charter Fleet

Sailing cats.

Southern Cross

Fountain Pajot Elba 45

Dream Reach

Sugar Magnolia

Seawind 1260

Second sight.

Stay Glassy

Nautitech 40 open.

Ever Summer

Fountaine pajot my44, key west attractions.

Historic Duval Street

One of the most popular destinations on the island of Key West is Duval Street. Visit the Ernest Hemingway Home and Museum where you can take in some history about the writer and meet a legendary six toed cat. If you feel like taking in some nature, visit the Key West Butterfly and Nature Conservatory where there are 50 - 60 different species of live butterflies from around the world. On Duval Street, you can simply take a stroll and hear live music, see art galleries, enjoy coffee shops and great restaurants, or find unique souvenirs at one of the many boutiques.

Romantic Sunsets

Beautiful sunsets are what Key West is all about. Enjoy the soothing ocean breeze, a glass of wine, and relax to the backdrop of the setting sun on your own private catamaran cruise. Watching the sunset has become an integral part of everyday life in paradise. This is one tradition you don’t want to miss!

Crystal Clear Snorkeling

Key West offers many beaches and reefs where you can experience snorkeling in warm crystal-clear water. At Cottrell Key, see the unique sponge garden and large coral reefs. It is also an excellent place to see dolphins, sharks, stingrays, and Goliath groupers. Fort Zachary Taylor is considered one of the best offshore snorkeling spots in Key West where there are a variety of tropical fish species and living coral to see. A favorite among snorkeling enthusiasts is Sand Key Lighthouse Reef. With a remote location and strict no-take policy, the Sand Key Lighthouse Reef is one of the healthiest coral gardens in Florida.

Pristine Sandy Beaches

Craving a drink in your hand and your toes in the sand? Check out the turquoise waters at Smathers Beach. Rental shops are available with beach chairs, shade umbrellas, kayaks, jet skis and much more. Try South Beach for calm, shallow waters that are excellent for swimming and great for families. Higgs Beach is unique for its historical significance. Take a wander around, and you'll find monuments dedicated to the 19th-century slave cemetery located on the site. There is also a pier at Higgs Beach, where visitors can often spot stingrays and other marine species.

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Florida Keys Catamaran Yacht Charter

Catamaran yachts for charter in florida keys.

Browse a unique selection of Florida Keys Catamaran Yacht Charter and embark on the most exclusive luxury retreat. The tranquillity of cruising, coupled with the warm crew’s services, gourmet cuisine, and tailored itineraries, encapsulates the essence of opulence that Florida Keys is renowned for, creating unforgettable memories on the gentle Florida Keys tides.

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Introducing Vivo Per Lei 58 Leopard Catamaran flagship model Learn More

Creating unforgettable journeys on custom designed luxury catamarans learn more, luxury catamaran sailing charters tailored in every way to suit your needs learn more, key west and key largo locations sailing the beautiful florida keys, bahamas and beyond learn more, catamaran sailing charters half day, full day & overnight learn more, welcome to calypso sailing.

Calypso Sailing was established in 1988 in the beautiful Florida Keys. With locations in both Key Largo and Key West we specialize in luxury sailing vacations on a range of Leopard Catamarans, both bareboat and Captained. Our monohull sailing charters can take groups of 6 to 38 on day, sunset and overnight trips whilst not forgetting the iconic African Queen steamboat from the 1951 movie starring Humphrey Bogart and Katharine Hepburn which operates daily in Key Largo. 

Our aim is taking care of all your cruising needs 

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