Rent the best Key West catamarans

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Our top catamaran rentals

Rent a Lagoon catamaran in Stock Island, FL near me

Stock Island, FL

40' Luxury Sailing Catamaran! Offering 4 hr, 8 hr, & 10 hr charters

Rent a Catamaran catamaran in Stock Island, FL near me

Luxury 51' Power Catamaran! Offering day, overnight, & sunset charters

Rent a FOUNTAINE-PAJOT catamaran in Key West, FL near me

Key West, FL

Fountaine Pajot Elba 45

Rent a World Cat Boats catamaran in Key West, FL near me

World Cat 280 Catamaran Center Console

Rent a Catamaran Cruiser catamaran in Key West, FL near me

48' SAILING CATAMARAN! Offering day, overnight & sunset charters

Rent a Lagoon catamaran in Stock Island, FL near me

Luxury 46' Sailing Catamaran! Offers day, overnight, & sunset charters

Rent a Seawind catamaran in Key West, FL near me

Duet - 2023 Seawind 1260 - 3 cabin/2 bath

Rent a Leopard catamaran in Key West, FL near me

Leopard 44 sailing catamaran, 4 cabin/4 bathroom

Rent a TWIN VEE CATAMARANS catamaran in Big Pine Key, FL near me

Big Pine Key, FL

Twin Vee with Charter Captain!

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

Enter your desired location and date to explore our fleet of catamarans.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

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.

Boating with Boatsetter

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

Miami

Top catamaran rentals reviews in Key West, FL

catamaran rental in key west

48' SAILING...

Fantastic!!!! Tim and the Captain went above and beyond.

catamaran rental in key west

Duet - 2023...

We had a group of 12 people (plus 2 captains) and fit very comfortably on the top/main part of the boat. It was...

catamaran rental in key west

40' Luxury...

Incredible boat! The best way to see a Key West sunset. Lots of room onboard, great table set up for gathering....

catamaran rental in key west

We had a great day - thanks to Tim for all the communication before our day - ordering provisions was a home run too!...

catamaran rental in key west

Both Brian and Patrick operated the boat and were outstanding hosts to our full family.

All of us were very...

catamaran rental in key west

We had great day. The boat was in good shape and Captain Dan was awesome.

catamaran rental in key west

We had a great experience with Captain Matt in Key West on 12/26. He ensured the boat was stocked with everything we...

catamaran rental in key west

Luxury 51' Power...

The boat was beautiful and spacious. The weather was not ideal but our captain Justin and his crewmate Tyler made the...

catamaran rental in key west

We had a wonderful time! The boat and crew were fantastic!

Catamaran Rentals in Key West, FL

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catamaran rental in key west

COME SAIL WITH US!

Tom S

Help us reach 100 reviews!

Ahoy, sailors!  In an effort to provide the best experience for our guests, we would love to hear from you! How was your experience? Would you book with us again? Please leave us a review!

Adventures to Get You Inspired

catamaran rental in key west

Sail Away With Us

We're in a tv show, escape from reality.

In our episodes we are going to explore the places, people, and destinations where it “all went down.” We are here to uncover the true Key West. We hope you join us along the way!

catamaran rental in key west

The Gallery

Now it's your turn, book your adventure today, 3/4 day sail, 1/2 day sail, sunset sail, overnight expedition, dry tortugas adventure, our contest.

Get a chance to win big! On every $25 pledge per month, claim a raffle ticket for a drawing conducted every 90 days. This is your chance to win exciting prizes including a Grand Prize of a three-day trip to Dry Tortugas, worth $15,000.

GRAND Prize

First prize, second prize, third prize, let's set sail.

Historic Seaport, 120 Margaret St C18, Key West, FL 33040

(361) 459-7245

 [email protected]

Let's Set Sail!

Key West Sailing Charters With Argo Navis

Argo Navis is a 75 ft luxury catamaran — the last commercial sailing vessel built in Key West, Florida. We sail year-round from the Key West Historic Seaport offering Sunset Cruises, Brunch Sails, and Day Trips as well as Special Events. All ticketed trips are inclusive of craft beers & cocktails, fine wines, as well as light bites & heavier menu offerings, depending on the trip. Our team specializes in creating and hosting your perfect Private Charter and the vessel is also available as a venue for corporate meetings, classes, summits & seminars. 

Argo navis is part of the hindu charters family – sail as you are. .

Sailing Charters In Key West Florida

Join us on the SV Argo Navis, the only luxury catamaran sailing yacht in Key West, for 2 hours of craft food and drink pairings as the sun sets where the Atlantic Ocean meets the Gulf of Mexico. Your sail through the enchanting changing tropical colors of the sky and water includes a selection of craft beers, fine wines, six rounds of charcuterie style passed appetizers and bean-to-bar chocolates chosen by our crew with suggestions from our sommelier. We don’t play any music and never overcrowd the boat so there’s a seat for everyone to enjoy space to stretch out and relax while experiencing the tranquility of a wind driven vessel. A sunset on the water is the original nightly show, and we’ve got the best front row seats.

The Argo also offers a Best of Key West Sunday Brunch, special themed and holiday sails, and private charters for your group or event. From weddings to corporate retreats, chef dinners to birthday and anniversary celebrations to dockside meeting venues, the crew is standing by to custom create your perfect excursion with exquisite attention to every detail.

Sail as you are on the 75’ luxury catamaran SV Argo Navis for an unsurpassed experience. Book direct here on the website or call 305.509.1771 for personalized assistance. Always friendly dog friendly on all our sails. Have more questions about our sailing charters?  View our Frequently Asked Questions page here.

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Have more questions? See our FAQ here.

What Do Our Guests Say?

See more reviews.

catamaran rental in key west

PART OF THE HINDU FAMILY

Key West Sailing Charters With Argo Navis

Hindu Charters is a family-owned, local business sailing out of both Key West, Florida and Provincetown, Massachusetts. Schooner Hindu, one of the oldest, most historic wooden schooners in the Florida Keys, has been sailing out of P-Town since 1946. Built in 1925, Hindu is undergoing a top to bottom historic restoration just in time for her 100 th anniversary. To help with this enormous undertaking, all sails on our luxury catamaran SV Argo Navis support this effort.

Location Of The Boat

Get directions to the boat.

catamaran rental in key west

PROUD SUPPORTER

catamaran rental in key west

FRIENDS & COMMUNITY PARTNERS

catamaran rental in key west

SAILING SERENITY NOW

SERENITY NOW

Sailing Serenity Now Key west Catamaran

Private Charters Key West Florida

Private crewed sailing packages.

Set sail on your own private catamaran and explore the only living coral reef in the continental United States.  Sail the pristine turquoise waters of the Florida Keys and enjoy a relaxing afternoon on a secluded beach.  As a private charter you, and up to 5 of your guests, have the option to customize your adventure.

Full Day Sail  Adventure

Full Day Sail  Adventure Lunch and Optional Snorkeling

Starting at $1200

Half Day Sailing Adventure with

Optional lunch and snorkeling.

Starting at $600

Sunset Sailing Adventure with  Appetizer  and optional Snorkeling

Sailing catamaran "serenity now".

Up to 6 Passangers max

Sailing Catamaran

S/V "Serenity Now"  is a Fountaine Pajot Lipari 41.  She has a large comfortable trampoline on her bow and a spacious covered cockpit on her stern. Inside you will find a settee with seating for six along with four cabins and two large heads.

About Your Crew

Captain Tom and his wife Denise have been sailing for over two decades.   Over the course of the last three years they have sailed over 4,000 nm along the east coast of US and the Caribbean Sea.  Tom holds a USCG OUPV Captain's License.  Prior to their most recent adventure, Tom was a Research Physicist and his wife a Public Relations Manager.  Bow and Harry our French Hounds server at the pleasure of our guest or vacation at a nearby pet resort during charters.

dogs

6810 Font Street

Key West FL 33040

[email protected]

410-849-9199

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ASA Sailing School

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Sail Away Catamarans

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 Catamaran

Southern Cross

Indoses boat

Fountain Pajot Elba 45

dream reach leopard 44

Dream Reach

catamaran rental in key west

Sugar Magnolia

Honu Kai Catamaran

Seawind 1260

Second sight.

catamaran rental in key west

Stay Glassy

Nautitech 40 open.

Ever Summer Exterior

Ever Summer

Fountaine pajot my44, key west attractions.

Duval St. in Key West

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!

Key West sunset

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.

Key West south beach

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Sailing Catamarans

catamaran rental in key west

Bali 4.2 Sailing Catamaran Key West Base 4 Cabins / 4 Baths / 2 Showers 8 Max Passengers (Including Captain & Crew)

catamaran rental in key west

Leopard 40 Sailing Catamaran Key West Base 3 Cabins / 2 Baths + Convertible Saloon 8 Max Passengers

catamaran rental in key west

Daydream Believer

Fountaine Pajot Mahe 36 Sailing Catamaran Key West Base 3 Cabins / 1 Baths 6 Max Passengers (Including Captain & Crew)

Fountaine Pajot Lucia 40 Key West Sunset

Fountaine Pajot Lucia 40 Sailing Catamaran Key West Base 3 Cabins / 2 Baths 6 Max Passengers (Including Captain & Crew)

Lagoon 450 Charter Key West

Espirit de Liberté

Lagoon 450 Catamaran Sailing Catamaran Key West Base 4 Cabins / 4 Baths 8 Max Passengers (Including Captain & Crew)

6651 Maloney Ave, Unit 1 Key West, FL 33040

[email protected] 800-650-6940

KEEP IN TOUCH

Destination and charter fleet updates, special offers, and more

catamaran rental in key west

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Winner Best Watersports 10 Years Running. Enjoy Xtra Savings Up to $20*

July 4th Fireworks > View Trips

  • DEPARTURE POINT DIRECTIONS
  • SPECIAL TRIPS & EVENTS
  • SPECIAL OFFERS
  • JOB OPPORTUNITIES
  • MEDIA TICKET REQUEST
  • PRIVATE CHARTER INQUIRIES
  • WEDDING CHARTER INQUIRIES
  • ENVIROMENTAL COMMITTMENT
  • MAKE A WISH FOUNDATION
  • MEET THE CAPTAINS
  • BIKE RENTALS
  • PRIVATE CHARTERS
  • GOLF CART RENTALS
  • THINGS TO DO IN KEY WEST
  • VISIT KEY WEST
  • KEY WEST ADVENTURE GUIDE
  • BEST KEY WEST BARS
  • PLACES TO WATCH THE SUNSET
  • KEY WEST PARASAILING

KEY WEST SNORKELING

  • KEY WEST WATERSPORTS
  • KEY WEST SANDBAR TRIPS
  • KEY WEST WEDDINGS
  • FOR CRUISE GUESTS

catamaran rental in key west

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Your phone number will not be shared with a third party, nor will it be sold or used for purposes other than providing you with directions to the selected destination.

YOUR KEY WEST STORY STARTS HERE

Key West Watersports Adventure on Fury Catamaran

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Fury 10x Jet-Ski Color

  • Save up to $20* with promo code 10X

Voted Key West’s Best Watersports Company 10 years in a row, Fury is your passport to 10X the thrills! Dive into the best vacation ever, where each bucket-list moment is amplified to deliver 10X the adventure and 10X the fun. • $20 Off Jet Ski Tours • $16 Off Ultimate Adventure • 10% Off All Other Tours

10x the Fun

Fireworks over a Fury boat

  • View Fireworks from the Water
  • Food & Beverages

Join us for a spectacular fireworks display aboard a Fury Catamaran. There’s nothing more beautiful than Fireworks on the water. Join Fury as we sail out to the ideal spot to see the display. Sit back, relax and enjoy drinks, snacks and the amazing evening ambiance. 4 Great Trips! Tickets are on sale now. Please reserve your tickets early. These trips always sell out quickly!

Key West 4th of July Fireworks Cruise

Popular Trips

Aerial view of Fury's Ultimate Adventure H2.0

Key West's Largest & Only State Certified Ocean Waterpark

  • Check-in, 9:00am & 12:00pm

By popular demand, we've packed the ultimate Key West adventure into 3.5 hours! Made so you can maximize every hour during your island getaway. Choose morning or afternoon departures and tailor this exhilarating all-inclusive journey to fit your style.

New! Ultimate Adventure H2.0

two people on a jet ski

Brand New SeaDoo Jet Skis

  • Check-in, 60 Minutes Prior

Full speed ahead! Fury’s Jet Ski tour is a Key West must-do for the high energy thrill-seekers in your group. Feel the wind in your hair as you explore the island aboard one of our top-of-the-line jet skis. View varying points of interest from the sea while enjoying this scenic trek through the waters of Key West. You may even spot dolphins, sea turtles or tropical birds along the way!

Key West Jet Ski Tours

Sailboat overlooking the sunset

Key West’s Original Live Music Sunset Cruise

  • Check-in, 6:00pm

Embark on a Key West sunset cruise aboard our 65-ft catamaran departing from the historic seaport. Grab a drink and appetizers while you relax on deck as the first hints of the Key West sunset appear. Capture the changing light and watch for the amber glow as the sun dips below the horizon. Sway to live music from local island talents as you enjoy the Key West sunset.

Commotion On The Ocean Sunset Cruise

Aerial of key west catamaran reef express on the water

IT TAKES 14 MONTHS TO BUILD A STATE-OF-THE-ART FURY CATAMARAN

Experience Key West Snorkeling aboard a spacious Fury Catamaran

Image of couple on the Fury Morning Snorkel Tour

Start Your Day Aboard Key West’s Most Spacious Catamaran

  • Check-in, 9:00am

Set sail on our spacious catamaran and be one of the first guests of the day to arrive at North America’s only living coral reef. With instructions from our professional crew, you’ll descend Fury’s stairway to the sea to encounter the coral reef and a multitude of sea life.

Key West Snorkeling

key west snorkeling with four snorkelers in the water a boat with people in the background

Visit Two Living Coral Reef Locations

  • Check-in, 8:30am, 12:00pm & 5:00pm

If you want twice the snorkeling, then Double Dip’s the trip for you. Enjoy the underwater marvels of two tropical reef locations. Built for speed and comfort, Fury’s high-speed state-of-the-art catamaran means less time traveling so that you have the ability to explore double the Key West reef locations in one day.

Double Dip Snorkel Trip

Fury Corinthian Boat on Dolphin Watch Trip

Founding member of NOAA Dolphin Smart Program

Witness bottlenose dolphins frolicking in their natural habitat, then cruise to the backcountry for some snorkeling fun of your own! It’s a trip of a lifetime for nature enthusiasts, combining some of Key West’s best water experiences. With the only Dolphin SMART designation in the Keys, Fury ensures responsible dolphin observation.

Dolphin Watch Eco Tour

Aerial view of the Fury Afternoon Snorkel Tour

Afternoon Adventure Aboard Key West’s Most Spacious Catamaran

  • Check-in, 12:30pm

You don’t have to get up early to enjoy North America’s only living coral reef on Fury’s famous afternoon snorkeling trip. Experience the warm afternoon sun as our spacious Fury catamaran takes you on a journey to North America’s only living coral reef. With the help of the Fury crew, you will embark on an undersea snorkeling adventure that includes coral reefs and tropical fish.

Reef & Ritas Snorkeling Trip

Image of couple on the Fury Rum and Reggae Snorkel Tour

Reef Adventure by Day, Sunset Magic by Night

  • Check-in, 5:00pm

This Caribbean-themed trip offers two bucket list items that Key West is famous for - our tropical coral reef and amazing sunsets. Rum punch and a vibrant tropical island reef habitat await adventurers on this thrilling Fury Key West snorkel and sunset sail.

Rum & Reggae Snorkel Sunset Combo

Image of people snorkeling in Key West

THE FLORIDA KEYS HAS THE LARGEST LIVING CORAL REEF IN NORTH AMERICA

SUNSET SAILS & CRUISES

The best way to see Key West’s Famous Sunset

Aerial view of the ocean and a Fury glass bottom boat carrying guests on both top and bottom decks. Behind them is an island with homes and palm trees.

Taking Visitors To Key West’s Reefs For Over 70 Years

  • Check-in, 11:30am, 1:30pm & 5:30pm
  • Approx. 2 hrs

Key West’s only window to the sea! Join us aboard our Glass Bottom Boat and experience Key West’s vibrant underwater paradise without ever having to get wet! Through the glass panels of our spacious catamaran, you’ll get to see all kinds of marine life- and who knows, you might even spot a sea turtle or a stingray!

Glass Bottom Boat & Sunset Cruise

Fury Key West Corinthian Boat in Key West Sunset

Tranquil Ocean Setting

  • Check-in, 6:30pm

Fury’s Champagne Sunset Cruise aboard our spacious 45ft power catamaran offers guests a tranquil ocean setting in which to experience Key West’s world famous sunset.

Key West Sunset Cruise

Image of Fury catamaran sailing into Key West sunset

With several combinations to choose from, there’s something for everyone to enjoy on Fury’s Sunset Combo Trip packages. Experience the peaceful, pristine Florida Keys backcountry, snorkel the tropical reef, witness groups of playful dolphins or enjoy a captivating glass-bottom eco-tour before settling in for the main event – the world famous Key West sunset.

Sunset Combo Trips

Image of couple relaxing on a Key west sandbar

THE LIGHT YOU SEE WHEN THE SUN SETS TOOK 8.4 MINUTES TO TRAVEL TO EARTH

Explore the natural side of Key West

Image of people viewing the coral reef on a Glass Bottom Boat Tour

Key West’s only window to the sea! Stay cool and dry as you view a stunning array of tropical marine life in air-conditioned comfort aboard Fury’s Glass Bottom Boat. Through our windows to the sea, guests can witness the wonder of North America’s only living coral reef. You may even observe sea turtles, rays and fish of all kinds gliding through the crystal waters they call home.

Glass Bottom Boat

key west fury island adventure trip

Remote Sanctuary Reserved For Locals

  • Check-in, 9:30am & 3:30pm

Discover a different side of Key West as you explore a secluded paradise in the Florida Keys backcountry on Fury's Island Adventure. Tucked away between mangrove islands, shallow sandbars and clear, calm turquoise waters, we’ll transport you to a remote sanctuary normally reserved for Key West locals.

Fury’s Island Adventure Eco Tour

Image of family observing starfish in Key West

THERE ARE ABOUT 300 DOLPHINS IN THE SURROUNDING KEY WEST WATERS

PARASAILING

Featuring breathtaking bird's eye views of Key West

Image of people parasailing in Key West

Tandem + Triple Rides Largest Parasailing Fleet in Key West

  • Check-in, 30 Minutes Prior

Parasail high above the sparkling waters of Key West while enjoying breathtaking panoramic views of this island paradise. From your secure spot in the sky, you’ll float along on a warm, tropical ocean breeze. While parasailing, you may even catch a glimpse of dolphins playing in the surf. An exhilarating yet safe trip for the adventurer in all of us!

Key West Parasailing

Our most popular day on the water just got even more exciting! Check off all your vacation bucket list goals on this action packed trip. The Ultimate Adventure H2.0 has everything you can do on the water such as reef snorkeling, parasailing, jet skiing, a banana boat ride and Key West’s largest ocean water park! Breakfast, lunch and unlimited refreshments are included to make this full-day excursion a once in a lifetime experience.

Fury’s Ultimate Adventure H2.0

Six guests on a key west adventure smiling, wearing life vests, raising their hands and sitting on a banana boat out the ocean. There are waves around inflatable boat and behind them to the right, is part of an island with palm trees.

PARASAILING PROVIDES VISIBILITY OF UP TO 14 MILES ON A CLEAR DAY

JET SKI TRIPS

Be the captain of your own adventure on our jet skis

people riding jet skiis in Key West

FURY WATER ADVENTURES WAS ESTABLISHED IN 1994

KEY WEST RENTALS

Selection of land & water rentals including private charters

fury bike rental

  • Key West Most Trusted Brand

Enjoy the open-air and refreshing sea breeze of Key West with our highly popular Golf Cart rentals. Wind through the tight streets of Old Town with ease as our nimble and roadworthy rentals offer the perfect way to explore paradise, island-style. Our electric and gas-powered golf carts provide a smooth and safe ride for all!

Key West Golf Cart Rentals

Man and woman biking through Key West

  • Local’s Mode of Transportation

Kick your vacation into two-wheel drive as you pedal your way through paradise on a rental bike from Fury. Explore Key West’s historic landmarks, unique architecture and picturesque ocean vistas while cruising through town using the locals’ preferred mode of transportation.

Key West Bike Rentals

Couple on Fury bike rentals outdoors in key west

MANY REEF FISH BEGIN LIFE AS A FEMALE UNTIL THEY REACH A SUITABLE SIZE

Make It Signature

Turning Celebrations into Signature Moments

Image of Key West Fury catamaran

Completely Customizable

Elevate your event with Fury Signature Charters, where every detail is uniquely yours. We understand that your event is special, and our dedicated event planning team is here to ensure everything is executed to perfection. You can craft a custom private charter itinerary with us, blending various Fury excursions, delicious cuisine, and beverages. And because Fury has the largest fleet with the most deck space in Key West, you’ll get the variety of options you need to make your event Signature!

Key West Private Charters

PRIVATE CHARTER ON FURY IN KEY WEST

FURY HAS THE LARGEST FLEET WITH THE MOST OPTIONS IN KEY WEST

LET'S TURN UP THE HEAT ON SAVINGS!

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Sailboat overlooking the sunset

  • Departs 6:30pm

Save up to $8*

TRIP DETAILS

key west dolphin watch and snorkel during relaxing vacation

  • Departs 9:00am, 12:30pm & 5:30pm

Fury catamaran out in the ocean with guests leaning over railing to view a group of dolphins swimming nearby.

Dolphin Watch Sunset Cruise Combo

Eco Tour • Backcountry Snorkel • Sunset (Available Seasonally)

fury reef express power catamaran at sunset with pink and purple skies

Double Dip Snorkel Sunset Combo

Snorkel 2 Reef Locations • Sunset (Available Seasonally)

reef express catamaran on the water with the island and beach in the background

  • Departs 10:00am & 4:00pm

Save up to $13*

Image of people viewing the Key West waters on a Glass Bottom Boat Tour

  • Departs 12:00pm, 2:00pm & 6:00pm

Save up to $7*

Aerial view of the ocean and a Fury glass bottom boat carrying guests on both top and bottom decks. Behind them is an island with homes and palm trees.

Island Adventure & Sunset Cruise Combo

Eco Tour • Snorkel • Kayak • Paddleboard • Sunset Combo Option

Couple aboard jet ski outside on water on key west adventure

  • Departs 8:30am-5:30pm

Image of people parasailing in Key West

  • Departs 9:00am-3:00pm, 4:15pm, 5:15pm & 6:15pm

Image of Key West Fury catamaran

  • Departs 9:30am

Save up to $5*

Fury Key West Corinthian Boat in Key West Sunset

  • Departs 7:00pm

Aerial view of Fury's Ultimate Adventure H2.0

  • Departs 10:00am & 1:00pm

Save up to $16*

Image of people on the Reef and Ritas Snorkel Tour

  • Departs 1:00pm

Save up to $6*

Image of couple reef snorkeling on the Fury Rum and Reggae Snorkel Tour

  • Departs 5:30pm

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Your first boat rental

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Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $.

Set Sail in the Florida Keys & Enjoy a Perfect Day on the Water

Key West, FL

boating guide

In addition to the best offers we have for boat and yacht charters in Key West, FL, see also options available for rent in these nearby locations:

  • 23 boat rentals in Key West, FL
  • 23 boat rentals in Stock Island, FL
  • 23 boat rentals in Key Haven, FL
  • 23 boat rentals in Cudjoe Key, FL
  • 23 boat rentals in Summerland Key, FL
  • 23 boat rentals in Little Torch Key, FL
  • 23 boat rentals in Big Pine Key, FL
  • 10 boat rentals in Marathon, FL
  • 10 boat rentals in Key Colony Beach, FL
  • 10 boat rentals in Duck Key, FL

Key West, FL could be the ideal yachting playground for you

Top private boat rentals inventory in key west, fl, learn how to find the perfect yacht for you, how much is it to charter a key west, fl yacht for a day, can i pay in installments for my sailo boat rental, sustainable yachting tips.

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Blue Ocean Yacht Charters

 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.  

Cat Leopard 40 available for charter in Key West

  • Leopard 40 [Yacht Price incl. Taxes]
  • Outboard engine for dinghy
  • Yacht Insurance
  • Final cleaning
  • VAT or sales tax

Catamaran Lagoon 46 for rent in Key West

Catamaran Lagoon 46 for rent in Key West

  • Lagoon 46 [Yacht Price incl. Taxes]
  • Skipper (food not included)

Catamaran Bali 4.2 available for charter in Key West

Catamaran Bali 4.2 available for charter in Key West

  • Bali 4.2 [Yacht Price incl. Taxes]

Catamaran Summerland 40 for rent in Key West

Catamaran Summerland 40 for rent in Key West

  • Summerland 40 [Yacht Price incl. Taxes]
  • Cockpit cushion

Cat Bali 4.1 available for charter in Key West

Cat Bali 4.1 available for charter in Key West

  • Bali 4.1 [Yacht Price incl. Taxes]
  • Fishing equipment
  • Snorkeling equipment
  • Cook (food not included)
  • Beach towel
  • Stand up paddle board

Catamaran Lagoon 42 for hire in Key West

Catamaran Lagoon 42 for hire in Key West

  • Lagoon 42 [Yacht Price incl. Taxes]
  • Barbeque Grill
  • Charter tax
  • Charter certificate
  • Cruising tax
  • Administration fee
  • Fuel (for dinghy engine)
  • Charter package (Final cleaning, Bed linen, Towels, Kitchen gas, Dinghy with engine, Starter package, Damage Waiver)

Catamaran Saona 47 for rent in Key West

Catamaran Saona 47 for rent in Key West

  • Saona 47 [Yacht Price incl. Taxes]
  • Barbeque Grill (gas)

Cat Lucia 40 for rent in Key West

Cat Lucia 40 for rent in Key West

  • Lucia 40 [Yacht Price incl. Taxes]
  • Rubber Dinghy

Catamaran Lagoon 450 for rent in Key West

Catamaran Lagoon 450 for rent in Key West

  • Lagoon 450 [Yacht Price incl. Taxes]

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Catamaran Leopard 50 PC for hire in Key West

  • Leopard 50 PC [Yacht Price incl. Taxes]

YACHTICO.com brand logo

Catamaran Saba 50 available for charter in Key West

  • Saba 50 [Yacht Price incl. Taxes]
  • Dinghy with engine
  • Full board (Food + Drinks / 3 meals)

Crewed Luxury 75 Ft Catamaran in Key West

Crewed Luxury 75 Ft Catamaran in Key West

  • Custom [Yacht Price incl. Taxes]

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catamaran rental in key west

catamaran rental in key west

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.

  • Become an Anchor Captain
  • Hire Local Captains
  • List Your Boat

Basic Information

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Key West Yacht Rental

Welcome to Anchor Yacht and Boat Rentals, your premier destination for the ultimate Key West boating experience. Nestled in the heart of Key West, Florida, our fleet of luxurious yachts and boats awaits, ready to provide you with an unforgettable adventure on the crystal-clear waters of the Gulf of Mexico and the Atlantic Ocean.

At Anchor Yacht and Boat Rentals, we take pride in offering a diverse selection of vessels to suit every taste and occasion. Whether you're seeking a romantic sunset cruise, a thrilling deep-sea fishing expedition, or a relaxing day of snorkeling and swimming, our boats and yachts are equipped to make your dream day on the water a reality. Our team of experienced captains and crew members are dedicated to ensuring your safety and enjoyment throughout your journey.

Our Key West boat and yacht rentals are not just about transportation; they're about creating memories that will last a lifetime. Picture yourself sipping champagne on the deck of one of our elegant yachts as the sun dips below the horizon, casting a golden glow on the sea. Imagine the thrill of reeling in a trophy fish or the wonder of exploring vibrant coral reefs teeming with marine life. These are the experiences that await you when you choose Anchor Yacht and Boat Rentals.

Whether you're a seasoned sailor or a first-time boater, our team is here to make your adventure exceptional. So, why wait? Contact us today to book your Key West boat or yacht rental and embark on an unforgettable journey with Anchor Yacht and Boat Rentals. Your dream day on the water is just a click or a call away.

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 

catamaran rental in key west

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