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Key West Sunset Champagne Cruise

  • Key West Sunset Champagne Cruise

Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy... Read More

Champagne Celebration Sunset Cruise

  • Champagne Celebration Sunset Cruise

Get out on Key West’s beautiful shallow waters on the Adults Only sunset cruise, to sip Moët & Chandon champagne while enjoying the sunset. Included... Read More

Key West Shark and Wildlife Catamaran Tour

  • Key West Shark and Wildlife Catamaran Tour

This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to... Read More

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Catamaran Cruises?

A: According to verified reviews on Tours of Key West and TripAdvisor, the best Key West Catamaran Cruises are:

Q: What are the best kid-friendly options for Key West Catamaran Cruises Tours?

A: According to verified reviews on Tours of Key West and TripAdvisor, the best kid-friendly Key West Catamaran Cruises are:

View all kid-friendly Tours →

Q: Which Key West Catamaran Cruises have Instant Confirmation?

A: Key West Catamaran Cruises with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Key West Catamaran Cruises have Free Cancellation?

A: Key West Catamaran Cruises with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

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  • March 19, 2024

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Key West Express Logo

  • Fares, Fees & Schedule
  • Going to Key West
  • Going to Fort Myers Beach
  • Going to Marco Island
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Book Now!

The Key West Express Catamaran

   Length: 170 ft.   |   Beam: 38 ft.   |   Cruising Speed: 34 knots   |   Draft: 5.5 ft.

Key_West_Express_boat_2.jpg

Key West Express Catamaran

The 170 foot Key West Express Catamaran is our flagship vessel that is based out of the Ft. Myers Beach port of call. Built by Gulf Craft of Patterson, Louisiana , this jet drive-powered boat cuts through the Gulf waters at an average cruising speed of 34 knots. It has 3 decks of comfortable indoor and outdoor seating and is crewed by a highly skilled crew that is ready to take care of your every need.

Key_West_Express_Bow_View

Make sure to book your trip early and enjoy these on board amenities:

  • Air-Conditioned Interiors
  • Two Exterior Sun Decks, with seating
  • Interior Couches, Table-Top and Reclining Airline-Style Seating or Outside Seating, to enjoy the fantastic views
  • Full Service Galley and Bar
  • Flat screen TVs with Satellite Television
  • State-of-the-Art Electronics and Navigation Equipment
  • All Aluminum Body Construction
  • Turbo Diesel Engines with Jet Propulsion
  • Expert Crews with Years of Experience and Knowledge
  • Complete Coast Guard Certification

KWE_Sunset_Key

  Click on any photo at right to see more.

Gallery_1_Key_West_Express.jpg

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Key West Ferry Terminal in Key West

 100 Grinnell Street  Key West, FL 33040

  239-463-5733

Fort Myers Beach

Key West Ferry Terminal in Fort Myers Beach

 1200 Main Street  Ft. Myers Beach, Florida 33931

Marco Island

Key West Ferry Terminal in Marco Island

 951 Bald Eagle Drive  Marco Island, FL 34145

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Catamaran Echo - Key West

  • 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 Upgrades
  • Tasting Notes
  • Sunset Cruise

Champagne Celebration Sunset Trips

catamaran cruise key west

Catamaran ECHO 2

Catamaran echo 3.

Free Echo 3 shuttle from downtown Key West, A&B Lobster House parking lot.

Daily Public and Private Trips Below Key West Sunset & Moët The BEST Champagne, Wine & Sailing

Public trips for adults only – private trips all ages welcome, relax and enjoy the best champagnes on the water and sail into the key west sunset on this 2-hour cruise., included free onboard:, unlimited bubbly – chandon brut classic, 8 premium red and white still wines, ice cold corona, miller lite and assorted white claws soft drinks and bottled water, echo’s famous champagne-inspired “gourmet cheese buffet”, best sunset cruise, in key west, we just did our third sunset cruise with the echo…it is a must do for us when we visit key west we love the boat and the cheese/crackers/fruit plate and wine/beer/and champagne… the staff is always excellent.

catamaran cruise key west

Read Reviews

Come back here for booking, public trips – by the seat key west sunset & moët, reserved for adults only, no crowds – public trips are always 1/2 full maximum, departure times: 4:00pm – 6:30pm (seasonally), click “book now” to see pricing and reserve your seats, private charters below, private 2 hour champagne sunset sail.

(Adults and kids are welcome on private charters)

Must enter Promo Code* at check out to receive the online price. Codes not for Concierge / Broker use

Serving 3 different Champagnes

Great champagne and sunset sailing.

  • Chandon Brut Classic – Domain Chandon – INCLUDED
  • Additional Champagne upgrades available only to passengers on this trip at WHOLESALE COST*
  • UPGRADE – Moët & Chandon Impèrial (White Star)
  • UPGRADE – Moët & Chandon Rosè Impèrial

(Click Here for Tasting Notes)

* See upgrade Champagne wholesale prices in the shopping cart when booking or in your email confirmation for ordering later.

Also INCLUDED – an International selection of 8 Premium Wines

  • Cabernet Sauvignon
  • Pinot Grigio
  • Sauvignon Blanc
  • The Beach Rose

Also including ice cold Beers and Seltzers

  • Corona Extra
  • Miller Lite
  • Assorted White Claws

Accompanied by our Champagne-Inspired Gourmet Cheese Tasting Buffet

Featuring 4 delectably rich cheeses surrounded by fresh fruits and berries selected to not overpower Champagnes and wines, the best locally made smoked fish dip, crisps to provide a crunch, and fresh-baked crusty bread from an old town Key West bakery.

And of course a great sail and a spectacular view of that very special Key West sunset over the open waters of the Gulf of Mexico.

catamaran cruise key west

Dress and What to Bring

Dress is nice Key West casual to as upscale as your evening dictates. Plan any dinner reservations for at least 30 minutes after return.

On your trip bring: Sunscreen pre-applied, sunglasses (polarized best), hat, camera, and always a jacket (fall, winter, spring). Please wear soft-sole shoes (light colored soles best) or passengers can safely leave their shoes behind and make it a bare-foot sunset cruise!

No Crowds on the Catamaran ECHO

28 person sailing catamaran • exclusive seating limited to 1/2 full • from 4 to 14 people.

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?

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catamaran cruise 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.

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FRIENDS & COMMUNITY PARTNERS

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Free Trips For Kids • 5 & Under • 305-296-2554

Sunset Watersports Key West

KEY WEST SUNSET SIP & SAIL

Sunset cocktail cruise, book online & save $10, sunset sip & sail   highlights.

Sailboat INCLUDES:

Legendary Sunset Sail, Open Well Bar & Delicious Appetizers

Clock START TIME & DURATION:

Departs 6:00pm check-in 5:30pm; 2 hour trip (*seasonal time changes)

Map Marker DEPARTURE LOCATION:

201 William St Key West, FL 33040

Star Outline REVIEWS:

Over 3,875 5-star reviews, click Here to Read Reviews

QUICK   HIGHLIGHTS

See the adventure.

sunset-sail-key-west-florida

SUNSET CATAMARAN CRUISE   DETAILS

Are you ready to experience the sunset in Key West like never before? This catamaran sunset sail is consistently voted one of the best sunset cruises in Key West. As you sail off into the sunset on our luxury catamaran, grab a tropical mixed drink and dance the night away to a live performance from one of Key West’s best entertainers while enjoying the legendary Key West sunset.

This trip includes an unlimited open well bar that includes rum runners, margaritas, mixed drinks, draft beer, wine, champagne and soft drinks.

This trip also includes great appetizers for you to enjoy as you cruise off into the sunset through tropical waters aboard Key West’s newest sailing catamaran, The Sandie Cat.

FOOD & COCKTAIL   MENU

Selection of finger foods & appetizers consisting of:

  • Jamaican jerk chick sliders on sweet Hawaiian rolls
  • BBQ meatballs
  • Assortment of veggie trays
  • Assortment of cheese & cracker trays
  • Pita & hummus

Open Well Bar Includes:

  • Unlimited Well Mixed Drinks
  • Rum Runners
  • Soft Drinks

Premium Liquor Package Option: For just $19.95 you can upgrade your drink package to include unlimited mixed drinks made with your favorite top shelf liquors (Titos, Captain Morgan, Tangueray, Jack Daniels, Jim Beam or similar).

This activity is operated by Key West Snorkel, Inc.

  • Chevron down What To Bring

Please bring photo ID & credit/debit card

  • Chevron down Location

  • Chevron down Check-In Time

Please arrive 30 minutes prior to the trips departure time.

  • Chevron down Cancellation Policy

We have a 24 hour cancellation policy. Any trip canceled before 24 hours in advance will be refunded in full. Our captains assess the weather on the day of the scheduled activity. If they determine that the trip will be unsafe, the trip will be postponed or canceled. We will immediately try to reschedule our guests’ activity if possible, but we will issue full refunds if need be.

Best Deal in Key West

from $79.95   $69.95

➔ Youth (6-12): from $39.95 ➔ Child (under 5): Free ➔ Premium Bar Upgrade: $19.95 ➔ LOWEST Prices Guaranteed ➔ Over 38 Years in Key West ➔ Award-Winning Watersports Company

Book with Confidence

Check available dates:.

sandie cat boat sailing in key west

ABOUT THE BOAT

The “Sandie Cat” is a brand new state of the art 65 foot catamaran that can accommodate up to 149 passengers. This sailed catamaran promises a unique venue for your wedding, private charter, or other event. With plenty of room for guests and festivities, this sailboat always delivers a memorable experience!

This triple level catamaran gives its guests plenty of room and options to get comfortable as you sail through the Key West waters.

This boat is equipped with a fully stocked bar so your guests can enjoy craft cocktails and a selection of beer, wine & champagne, 2 above deck restrooms, an illuminated dance floor with cocktail tables, state of the art sound system, front deck that is perfect for a wedding ceremony, and a top deck with the best view in town.

Anchor Click here to see a 360° view of the boat

Sailboat 65 foot catamaran

Users Up to 149 people

Wine Full bar

Food Premium food menu available

Sunset Top sun deck & lots of seating

Star Outline Sound System, illuminated dance floor with cocktail tables, and 2 bathrooms

SIP & SAIL REVIEWS

sunset watersports key west tripadvisor reviews in key west florida

This was a great sunset cruise experience. The boat was clean and accommodating. The view of the Key West sunset was spectacular. The drinks were delicious and plentiful. I would highly recommend this trip!

Great time, well worth it. Crew were knowledgeable and helpful. My daughters (both in their 20’s) thoroughly enjoyed. The sunset sail gives great views of the island from the ocean. Highly recommend this sunset cruise!

Our family had an amazing time on the sunset sip & sail and would definitely recommend Sunset Watersports to others. All staff were fun, informative, and my daughters had a great time. Overall, an amazing company to choose for some fun on the water!

It was so much fun!! Highly recommend doing this with your friends and family. We had a blast. Honestly well worth it. Jake even took photos for us and sent them to each group!

RECENT GUEST PHOTOS

Don’t forget to tag #sunsetwatersports on your trip for a chance to be featured on our Social Media pages and follow us on Facebook and Instagram !

Don’t forget to tag #sunsetwatersports on your trip for a chance to be featured on our Social Media pages. Be sure to follow us on Facebook and Instagram for more fun photos, videos, contests, specials and more!

live music in key west

SUNSET CRUISE FAQs

  • Chevron down How long is the sunset Sip & Sail?

This is a 2-hour sunset sail with live music, appetizers and open well bar. Key West’s best priced sunset experience.

  • Chevron down What is included in the open bar?

An open well brand bar is included in the trip. The bar includes UNLIMITED rum runners, margaritas, well mixed drinks, draft beer, wine, champagne & soft drinks. We have top shelf and premium liquors available for purchase or you could upgrade to our premium liquor package for just $19.95 you can upgrade your drink package to include unlimited mixed drinks made with your favorite top shelf liquors (Titos, Captain Morgan, Tangueray, Jack Daniels, Jim Beam or similar).

  • Chevron down What is on the appetizer menu?

Included on the sunset Sip & Sail is a tasty selection of finger foods which consist of Jamaican jerk chicken slider on sweet Hawaiian rolls, BBQ meat balls, veggie trays, cheese and cracker trays, pita and hummus.

  • Chevron down Does this sunset cruise leave at different times throughout the year?

Yes, this sunset sail will change the departure time in relationship with the time of the sunset in Key West. As the sun sets earlier or later in the day, this trip will adjust the departure time accordingly.

  • Chevron down Are the drinks on this sunset sail unlimited?

Yup! This trip has a full bar onboard the boat and one of your crew members will serve as a full time bartender for the entire trip. The regular ticket includes an unlimited well bar, draft beer & wine. We do offer a premium liquor upgrade option that includes all of the premium liquors onboard the boat too. We encourage all guests to drink responsibly while they enjoy themselves!

  • Chevron down Is Sunset Watersports open during the holidays?

Yes we are! We love celebrating the holidays on the water in Key West. With that said, a lot of our tours sell out during holiday, so we encourage you to plan ahead and book in advance.

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Key West Wind & Wine Sunset Sail

  • Key West Wind & Wine Sunset Sail

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running.... Read More

Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

  • Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise... Read More

Key West Sunset Champagne Cruise

  • Key West Sunset Champagne Cruise

Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy... Read More

Key West Sunset Dinner Cruise

  • Key West Sunset Dinner Cruise

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar.... Read More

Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

  • Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran... Read More

Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and... Read More

Key West Catamaran Dolphin Watch & Sunset Sail

  • Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines... Read More

Key West Sunset Snorkel Sail

Key West Sunset Snorkel Sail

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and... Read More

Key West Dolphin Watch Sunset Snorkel Cruise

Key West Dolphin Watch Sunset Snorkel Cruise

The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous... Read More

Sunset Sip & Sail

Sunset Sip & Sail

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •... Read More

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Key West Private Wind & Wine Charter (for up to 30 guests)

Key West Private Wind & Wine Charter (for up to 30 guests)

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on... Read More

Key West Sunset Cruises Overview

Sunset Cruises

A Key West sunset cruise is a vacation must-do that adds an unforgettable experience to any Key West visit. Choose a graceful sailing schooner, a sleek modern catamaran, or a roomy dinner cruise liner with live music and all the trimmings – this curated selection of the best Key West sunset cruises offers good times set against one of nature’s grandest spectacles.

Depart the harbor in the late afternoon to enjoy an evening on the water, or combine dolphin watching, snorkeling, or a glass-bottom boat tour with sunset and the perfect end to another day in paradise. Key West sunsets are famous for highlighting nature’s grandeur as the sun sinks below the broad ocean horizon and brings on dramatic color changes of a range and intensity not seen on land. The unobstructed fetch of the light, atmospheric moisture, and other refractory factors combine to produce awe-inspiring natural beauty.

Add a chilled beverage and a loved one to share the occasion and the result is sublime. Click on a selection below to learn more about the most popular Key West Sunset Cruises.

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What type of boats are used for Key West Sunset Cruises?

A: The diversity of available sunset cruise vessels is one of the things that make Key West Sunset Cruises so special. Guests who enjoy sailing can choose a 65-foot skipjack schooner with authentic lines that replicate the sailboats used by 19th century Florida Keys fishermen and wreckers. Or a modern sailing catamaran with the stability, speed, and generous deck space these craft are known for. Power catamarans are fast and smooth, perfect watersports or dolphin-watching platforms. And of course, enjoying a buffet dinner and cocktails aboard a 65-foot custom party catamaran should be on everyone’s bucket list. For a wedding, anniversary, or other special occasion, try a private charter to have a sail or power yacht all to yourself.

All the boats used for these popular Key West Sunset Cruises are top-of-the-line designs built for safety, comfort, and fun on the waters around Key West. The United States Coast Guard regularly inspects every Key West Sunset Cruise boat, and all required safety equipment is aboard and properly updated at all times. This is luxury sunset cruising at its best, with expert local captains and crew members, high-tech navigation gear, and the latest in quiet, efficient, low-emission engines. Plus, there are those added touches to enjoy like room for cocktail and wine service, deck space for top local musicians to perform, and even a bit of space to dance on some cruises.

Q: What makes a Key West Sunset Cruise so special?

A: Something about sunset in a tropical island location inspires people to a greater appreciation for what is normally a simple daily event. The famous and elusive Waikiki sunset “green flash” draws hundreds of camera-toting tourists to the Kalakaua Avenue beach walk each evening. Maui has Mt. Haleakala, the “House of the Sun” with sunsets worth an hour drive up the mountain. Beach bar decks in Phuket Thailand get packed as early evening comes on. And sunset in Key West is definitely a big deal whether seen from land or water.

Mallory Square and the nearby anchorage waters have been a hub of activity in Key West for over two hundred years, and when hippies arrived in town during the late 1960’s, they discovered that Mallory Pier offered a perfect wide-open view to the west. The custom of celebrating the amazingly colorful ocean sunsets took hold, and now Mallory Square and the Key West sunsets are both world famous.

Visitors have been boarding boat tours out of the harbor near today’s Mallory Square since the mid-19th century. With quiet, unobstructed on-deck views, the blazing orange, red, and purple clouds along the horizon and the awesome disc of the sun visible as it slides out of sight captured attention very early on. Now, modern vessels are able to provide visitors with a nice range of specialized sunset-watching cruises to suit any taste, and the best way to find out why Key West Sunset Cruises are so special is to come aboard and try one (or more).

Q: Which Key West Sunset Cruise is best for me?

A: The only easy choice among the many popular Key West Sunset Cruises is deciding to go on one. After that, the variety of attractive options may easily lead a visitor to decide that the only solution is to enjoy more than one sunset on the water! But if a choice of just one (or two) must be made, the best strategy is to consider what you like best and who is joining you for what could easily be the highlight of any Key West visit.

Naturally, the idea of gliding smoothly over turquoise water under sail while toasting a perfect day with a cold beer, glass of wine, or cocktail is very tempting. A Sunset Sip & Sail or Premium Sunset Sail with Hors D’oeuvres and Full Bar will provide a perfect happy hour start for a couple planning an evening on the town.

For an active family, or anyone who enjoys the water, taking an afternoon snorkeling trip that winds down with a beautiful sunset (and beverages) offers the best of both worlds. A Key West Sunset Snorkel Sail is just the ticket. Nature lovers should try a Glass-Bottom Boat Tour Sunset Combo or take the Dolphin Watch Sunset Snorkel Cruise.

Looking to party with some reggae or just enjoy live music and a cocktail hour at sunset? Take a look at Rum n’ Reggae or the Sunset Party Cruise. The award-winning Key West Wind & Wine Sunset Sail is notable for its pairing of fine wines and craft beers with gourmet appetizers. Special occasions (and every Key West sunset is special) call for a Sunset Champagne Cruise or Dinner Cruise. And for the ultimate in luxury, gather family and friends or just one significant other on a 65-foot schooner and sail away on a Key West Wind & Wine Private Charter.

Q: What kind of wine is served on the Key West Wind & Wine Sunset Sail?

A: Looking for a sunset cruise with a focus on fine wine to go with the fine view? The Key West Wind & Wine Sunset Sail is a legend with locals and visitors alike. This elegant and awesome sunset cruise has pulled down top ratings on Trip Advisor for several consecutive years in addition to earning a Top Sunset Cruise designation (one of the top 2 in North America) from Coastal Living Magazine. The Wind & Wine is a cruise that stands above the rest because it is one of very few sailing excursions in the United States that offers a selection of “real” fine wines from America and around the world.

A small group will gather on deck beneath the billowing sails to enjoy an intimate atmosphere, tropical music, and the incredible Key West sunset along with 8 different wines from around the world and 5 types of domestic and imported beer. There are usually 4 red and 3 white wines plus a champagnoise open for the tasting. The charcuterie and cheese board goes far beyond simple sailors’ rations to deliver the perfect wine pairings with Dill Havarti, Smoked Gouda, fresh Mozzarella, and Brie cheeses. Caprese skewers, summer sausage, honey-drizzled green apple slices, fruit, water crackers and more make for the ultimate water-borne wine tasting session.

Q: Skipjack schooner or catamaran – which one is best for a sunset cruise?

A: Sailing schooners and sailing or powered catamarans are the two most popular Key West sunset cruise vessels. In fact, these are the most commonly used craft for all types of Key West water tours from Backcountry snorkeling and kayak tours to glass-bottom boat rides. The reason for this is simple – skipjack-style schooners and catamarans are both shallow-draft boats that are well-suited to navigating the sandbar- and reef-filled waters around Key West.

Skipjack schooners were originally designed for harvesting oysters in shallow Chesapeake Bay. Adopted for use by 19th-century Florida Keys wreckers, sailors who would race out to salvage cargo from ill-fated ships caught on the reefs around the Keys, skipjacks became very common in local waters as general working and fishing boats. Modern catamarans are adaptations of ancient Polynesian boat designs used by sea-going peoples who lived on tropical islands ringed by shallow coral reefs and lagoons. The ability to skim through the shallows and land directly on the beach was critical. Known for their stability and versatility, today’s catamarans are the fastest and shallowest-running boats on the water.

Both types of vessel provide a safe, comfortable ride and can take guests to the best places to sightsee and play in Key West waters. Do you enjoy a touch of history and the romance of a tall ship under sail? Then a schooner would be a good choice. These classic ships have been sailing out of Key West for over 200 years, and guests who come aboard a Key West schooner today are in for an award-winning luxury sunset cruise.

Catamarans also move very gracefully under sail, but a key difference is that the cat’s deck remains level at all times because the vessel does not heel (lean over under the wind power) like a single-hull sailboat. A catamaran can also offer more wide-open deck space between the two hulls. This allows for seating at tables, live music and dancing, and ease of movement around deck for enjoying the view and taking pictures. The broad, flat deck also makes the catamaran a great play boat for an afternoon of watersports and sunbathing.

Schooners and catamarans are both a lot of fun on the water, so the choice between them is mainly about a guest’s personal preference. Planned activities for the sailing trip as well as any physical limitations and the need for ease of movement should also be considered. Of course, many Key West visitors end up going out on both types of vessel to enjoy not only beautiful sunset cruises but the many other opportunities for fun on and in the water that have made Key West a world-famous tropical vacation destination.

Q: What are the best options for Key West Sunset Cruises?

A: According to verified reviews on Cool Key West and TripAdvisor, the best Key West Sunset Cruises are:

Q: What are the best kid-friendly options for Key West Sunset Cruises Activities?

A: According to verified reviews on Cool Key West and TripAdvisor, the best kid-friendly Key West Sunset Cruises are:

View all kid-friendly Activities →

Q: Which Key West Sunset Cruises have Instant Confirmation?

A: Key West Sunset Cruises with Instant Confirmation include:

View all Activities with Instant Confirmation →

Q: Which Key West Sunset Cruises have Free Cancellation?

A: Key West Sunset Cruises with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation →

Q: I need a ride! Which Key West Sunset Cruises include Hotel Pickup?

A: No problem. These Key West Sunset Cruises include Hotel Pickup:

View all Activities with Hotel Pickup →

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

Easter Ultimate Adventure H2.0 >> View Trip

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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

Aerial view of Fury's Ultimate Adventure H2.0

Key West's Largest & Only State Certified Ocean Waterpark

  • Check-in, 8:30am & 11:30am
  • Food & Beverages

Leave all the work to the Easter Bunny while you enjoy the ultimate holiday adventure with Fury! Choose morning or afternoon departures and tailor this exhilarating all-inclusive 3.5 hours of Easter Fun to fit your style.

New! Key West Easter Ultimate Adventure H2.0

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This year, take your Cinco de Mayo celebrations to the next level aboard Fury Water Adventures. We'll be spicing things up with plenty of margaritas on select trips. The real Fiesta is at sea with Fury.

Key West Cinco de Mayo

Popular Trips

  • 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

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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 Sail

  • Check-in, 5:30pm

Come sail along on an ocean breeze and enjoy some of Key West’s best musicians performing live to the backdrop of the setting sun. You’ll eat, drink and party the night away on Key West’s original live music sunset sail. So, grab someone’s hand and let the music move you as we chase down the world famous Key West sunset.

Commotion On The Ocean Sunset Sail

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

Experience Key West Snorkeling aboard a spacious Fury Catamaran

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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

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Visit Two Living Coral Reef Locations

  • Check-in, 8:30am, 12:00pm & 4:30pm

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

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Reef Adventure by Day, Sunset Magic by Night

  • Check-in, 4:30pm

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

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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, 6:15pm

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

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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

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

Explore the natural side of Key West

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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

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Remote Sanctuary Reserved For Locals

  • Check-in, 9:30am & 3:00pm

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

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THERE ARE ABOUT 300 DOLPHINS IN THE SURROUNDING KEY WEST WATERS

PARASAILING

Featuring breathtaking bird's eye views of Key West

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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

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FURY WATER ADVENTURES WAS ESTABLISHED IN 1994

KEY WEST RENTALS

Selection of land & water rentals including private charters

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  • 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

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

Make It Signature

Turning Celebrations into Signature Moments

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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 6:00pm

Save up to $8*

TRIP DETAILS

key west dolphin watch and snorkel during relaxing vacation

  • Departs 9:00am, 12:30pm & 5:00pm

Save up to $7*

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 & 3:30pm

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 $6*

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

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  • 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 6:45pm
  • Departs 10:00am & 1:00pm

Save up to $16*

Image of people on the Reef and Ritas Snorkel Tour

  • Departs 1:00pm

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

  • Departs 5:00pm

Blu Q Catamaran

catamaran cruise key west

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catamaran cruise key west

Similar Experiences

catamaran cruise key west

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

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Blu Q Catamaran - All You Need to Know BEFORE You Go (2024)

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 cruise key west

Sugar Magnolia

Honu Kai Catamaran

Seawind 1260

Second sight.

catamaran cruise 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.

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  • Sunset Sails

Tour Faqs

  • Parasailing
  • Key West Private Charters

Land’s End Sunset Sail

Land’s End Sunset Sail

Employee

$69.95 Regularly $79.95

Smiling Girl

2 Hours - With Live Music

Boat

SUMMER: 6:30PM WINTER: 4:30PM

Captain’s Choice Dolphin Watch & Sunset Sail

Captain’s Choice Dolphin Watch & Sunset Sail

$79.95 Regularly $89.95

SUMMER: 6:00PM WINTER: 4:30PM

Catamaran Champagne Sunset Sail

Catamaran Champagne Sunset Sail

$49.95 Regularly $59.95

Baby Boy

Schooner Champagne Sunset Sail

Windjammer Classic Sunset Sail

Windjammer Classic Sunset Sail

WINTER: 4:30PM SPRING: 6:30PM

catamaran cruise key west

SUNSETS KEY WEST STYLE

A local saying in Key West is “see you at sunset.” Throughout Key West’s history, dramatic sunsets have weaved their spell over visitors. Watching the sunset has become an integral part of everyday life in paradise. Leave it to Key West to raise sunset watching to an art form with Mallory Square’s Sunset Celebration, now a top attraction in Key West. Sunset watching as an organized event started out casually in the late 1960’s as a group of free spirits started meeting nightly on the working docks at Mallory Square. Mallory Square has long been a focal point on the island, starting as a meeting place for pirates, dock for merchant ships, and now with its nightly celebrations.

What began in the 1960s as a group of 30-40 regulars gathering for sunset, grew over the years in numbers with a flea market feel. Docks were overwhelmed, nearby merchants complained, and a better solution was needed. So in 1984, the Key West Cultural Preservation Society (CPS) was formed. This not-for-profit corporation’s purpose is to support the arts by managing the Sunset Celebration, Key West’s funky nightly arts festival. To further its mission, the CPS rents space to artisans and helps “preserve the spirit of the Mallory Square Sunset Celebration, its history, tradition and reality.” Each night, a new celebration begins with the sun as star performer, painting the sky brilliant colors. Joining in the festivities are jugglers, musicians, artists, tourists, food vendors, locals, fishermen and even psychics, all mingling together on Mallory Square.

Appledore

You may still be asking yourself, the sun sets everywhere, what makes a Key West sunset so special? That question is answered by experiencing it for yourself. The best place to watch the sunset in Key West is on the deck of a Sebago ship, drink in hand. Sebago takes part in this nightly sunset tradition, sailing past Mallory Square where our guests wave to the crowd gathered on the docks and watch the jugglers, musicians and other performers. Then we head for open water and sail into the sunset. As the orange sun sinks lower, casting its reflection on the turquoise sea, Sebago’s experienced captains carefully maneuver their ship to provide their guests with a magnificent view of the sunset. No need to stand on tiptoe to catch a glimpse over the crowds!

Sebago offers a variety of sunset tours on catamarans, historic schooners and even combo snorkel tours. There is sure to be one tailored to your interests and schedule. Book a Sebago Key West Sunset Tour and join in the celebration!

catamaran cruise key west

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Catamaran Champagne Sunset Sail

Lowest Price Guaranteed

Please note: After your purchase is confirmed you will receive a complete tour itinerary with check-in time, location and what to bring.

Catamaran Champagne Sunset Sail

Restrictions

  • Fun for the Whole Family
  • Back Deck Seating and Covered Shade Area
  • Best Views of the Sunset in Key West

Key West is home to some of the most spectacular sunsets in the world. Millions of visitors flock to the Florida Keys every year to take in the sights, the snorkeling, the watersport adventures, and kayaking in the backcountry during the day, but when evening comes, locals and tourists alike are outside awaiting the marvelous sunsets that end each Key West perfect day.

And of course there's no better way to end your day than on our favorite sunset tour, the Best on Key West Catamaran Champagne Sunset tour. Aboard the monumental 69-foot Marquesa, our largest catamaran, there's room for all of our passengers to recline and relax. Although the Marquesa can carry up to 125 passengers, we keep our tour limited well below that threshold for your comfort and to ensure you always have a remarkable view. Share a romantic evening lounging on the deck or relax with your family, reliving the day's activities, while sailing gently on the beautiful tropic waters.

Relaxing Atmosphere for the Whole Family

All of Best on Key West's sunset cruises provide a relaxing atmosphere to help you unwind while the warm tropical breezes glide over your body and rustle through your hair. But the Catamaran Champagne Sunset tour is the only tour that includes a cash bar so you can truly enjoy yourself with your favorite cocktail while spending time with friends, family or that special person in your life. We also provide a wide variety of complimentary drinks to our passengers on this luxury sunset cruise. Enjoy our bubbling champagne, wine, delicious margaritas, ice-cold premium beers and soft drinks.

Don't get stuck on land trying to squeeze onto the beach or crane your neck during a seaside dinner to watch the sunset -- hop aboard the Marquesa and let the captain position you for the best views Key West can offer. As we depart from the Historic Seaport, you'll be greeted with iconic views of the harbor so be sure to bring your camera. Watch the crowds being entertained at the nightly Sunset Celebration at Mallory Square Dock, and be on the lookout for the Navy Mole where cruise ships and Navy and Coast Guard vessels dock. The Marquesa is also the perfect boat for views of the silhouette of Fort Zachary Taylor against the orange-tinged sky. When the sun has expired, there's still lots to see while we return to the port. Bask in the moonlight as the stars appear, shining in the sea and glistening off your champagne glass.

To ensure you have the best sunset views, this tour's departure time changes seasonally. We depart from the Historic Seaport at 5 p.m. (winter); 6 p.m. (spring/fall); and 6:30 p.m. (summer), with boarding times beginning 30-minutes prior to the respective departure time. The Catamaran Champagne Sunset cruise is a family-friendly activity and there is no charge for children ages 5 and younger. A valid photo I.D. is required for passengers who take advantage of our complimentary alcoholic beverages and the cash bar.

It is your responsibility to make sure you are aware of and understand all restrictions pertaining to this tour before booking online or over the phone. It is your responsibility to ensure that you are medically qualified and within any limits listed below in order to participate in this activity. No refunds will be given to those who reserve a spot and can not participate due to the restrictions listed below. For more information please read our cancellation policy and terms and conditions page or call our staff with any questions regarding your ability to participate.

  • NOTICE : The discounted prices may not be available during Peak or Holiday periods. Peak/Holiday pricing is $49.95 per adult. 

Found a better price online? We will price match it. Just call our Activity concierge and ask for our price matching special.

Price Match Guarantee

Found a better price online ? We'll Price Match It.

WE WON'T BE BEAT ON PRICE!

In fact, our prices are up to 56% Cheaper*

Best On Key West is the #1 Tour and Activity Concierge in Key West

To prove it we are matching all online pricing on the tours we offer.

For price matching call

*Current Parasailing price on Carnival of $89.99 vs $39.95 with us

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Use code BAREFOOT for 10% off Guided Tours!

Barefoot Billy’s Inc.

Island Jet Ski Tours In Key West

Catamaran cruises in key west, beach rentals in key west, key west's world class watersports company, jet ski tours.

The Original Tour

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Catamaran Cruises

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  • Kid Friendly!

Dolphin Watch & Snorkel Tour

Search for wild dolphins in their natural habitat and snorkel Key West’s backcountry waters off the Seabreeze!

  • Users All ages
  • Info Up to 36 people
  • Clock 3.5 hours

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Barefoot since 1988

In 1988, Barefoot Billy established himself as the best darn suntan lotion salesperson in Key West. But Billy felt there was something greater calling to him. In 1992, a Key West legend was born: the Barefoot Billy’s Island Jet Ski Tour. Some say Billy had a unique vision to be the first to offer an around-the-island jet ski experience…others say it was a tourist on a jet ski rental that just kept going and going.

Today, Barefoot Billy’s has grown to also offer our popular Catamaran Cruises, all kinds of Land and Beach rentals, and our expert island concierge services to connect you to all the best Key West has to offer. It turns out Billy was right, there’s more to a great Key West Vacation than just suntan lotion. And with our locations in Casa Marina, The Reach, Marriott Beachside, and Garrison Bight Marina you can find us virtually everywhere!

It's Always Better When You Go Barefoot!

  • Most Popular Cruise
  • Info Up To 38 People
  • Clock 2 hours

Key West Sunset Harbor Cruise

Take in a breathtaking Key West sunset on this harbor cruise that sails past the southernmost point of the U.S. and cruises by a Civil War Fort.

  • Our Newest Boat
  • Info 1-6 People
  • Clock 2 to 8 hours

Barefoot Private Charters

Create the perfect outing for up to 6 with a custom charter! Cast off from the island and explore the unique nature surrounding the Florida Keys!

  • Most Popular Rental
  • Info 1 person
  • Clock 4 hours, multiple days

Scooter Rentals

Cruise around the streets of Key West and discover the island like a local with this fun single rider scooter rental!

The Original Jet Ski Tour

The best way to experience key west, over 2,000 excellent reviews read more customer reviews or leave your own.

I’m so happy that I booked this tour through the Marriott it was so much fun! They left right from our beach so it was extremely convenient! We booked for the 11 o’clock and there was nobody on a tour for us so we had a great private tour! Nick Bowie was so nice and accommodating my dad is 77 and didn’t go as fast as us but he would always check on him to make sure he was ok! Thanks for making our trip so memorable!!!!! Truly appreciated! Guys you must book!

My daughter, her boyfriend, and I all rented jet skis and they were so accommodating... The tour was worth it for sure. Both educational, yet they gave us plenty of time to ride around and have fun too!

We decided to take a Sunset Cruise and it was amazing! Beautiful view, lots of interesting facts, GREAT food and drinks all included. It was just what we needed after a long day of checking out Key West. The captain and first mate were great. I highly recommend booking through Barefoot Billy's!

Tour was awesome! Never felt unsafe! Jet ski's are well kept and in great shape(especially for rentals). Max our guide was great and very entertaining(note to his boss, give him a break if he's ever late). I recommend this tour to anyone visiting key west. Best bang for your buck!!

Our jet ski tour guide was Max and he was very knowledgeable about the places we stopped on our journey around Key West. We also had some free time to play around on the jet skis! The only downfall for me was my husband's went faster than mine when I tried to race him, haha. Def a great time!

First time on a jet ski and we took a double wave runner around Key West. Awesome time and highly recommended. Derek was a great guide through the water, with a welcoming staff (Bob) onshore. You won’t be disappointed. Thanks guys for a great time!

Hands down a must if you are looking for fun! We did a tour around Key West with John. He was excellent and made sure everyone was safe and having fun. It was a 2 hour trip and we stopped multiple times along the way to hear some history and fun facts.

Our cruise was spectacular! The water was gorgeous and we saw lots of dolphins. Some came right next to our boat and even swam underneath it! Then we went to another part of the ocean and snorkeled in the coral reef, the largest in the USA. We saw tons of colorful fish, it was like being in an aquarium!

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Key West Catamaran Sail and Snorkel Tour (K05)

Port of Call

Activity Level & Duration

Experience Type

IMAGES

  1. Catamaran Champagne Sunset Sail

    catamaran cruise key west

  2. Key West Catamaran Sail and Snorkel

    catamaran cruise key west

  3. Catamaran Echo, Key West Florida Sunset Cruise

    catamaran cruise key west

  4. Key West Catamaran Sunset Champagne Cruise in South Florida 2022

    catamaran cruise key west

  5. Catamaran Sunset Cruise in Key West Photograph by Bob Slitzan

    catamaran cruise key west

  6. Champagne Sunset Sailing on a Catamaran in Key West

    catamaran cruise key west

COMMENTS

  1. THE TOP 10 Key West Catamaran Cruises (UPDATED 2024)

    Key West Small-Group Sunset Sail with Wine. 981. Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers.

  2. Key West Live Music Sunset Sail

    Sail into the world-famous Key West Sunset listening to Live Music and sipping a cocktail. Enjoy spectacular views on your Key West Sunset Sail. ... Sail into the World Famous Key West Sunset aboard a FURY Catamaran! ... Glass Bottom Boat & Sunset Cruise. Taking Visitors To Key West's Reefs For Over 70 Years Departs 12:00pm, 2:00pm & 6:00pm; low;

  3. THE TOP 10 Key West Catamaran Cruises (w/Prices)

    Key West Tours 4 Hours to 1 Day. Key West Tours with Over 100 Reviews. Key West Tours with Over 250 Reviews. Key West Tours with Over 500 Reviews. Key West Tours with Over 1,000 Reviews. Key West Tours with Over 2,500 Reviews. Key West Tours Under $50. Key West Tours $50 - $100. Key West Tours $100 - $250.

  4. Key West Express Catamaran Ferry

    Enjoy a fast and comfortable ride on the 170 foot catamaran to Key West. Learn about the boat's features, amenities, and tips for your trip.

  5. Catamaran Champagne Sunset Sail

    Key West's best sunset cruise is an amazing value that includes complimentary drinks. Book 7+ days in advance and receive an additional 5% off your online booking. Enter promo code EARLY at checkout. ... Catamaran Champagne Sunset Sail 2.5 - Hour Sail Summer: 6:00pm - 8:30pm (boarding starts 1/2 hour prior)

  6. Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

    Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar ...

  7. 2024 Key West Sunset Champagne Catamaran Cruise

    Along with a captain who knows the best places to watch the sunset, you also enjoy plenty of room aboard the 69-foot (21-meter) catamaran and unlimited drinks. from. $59.95. per adult. Lowest price guarantee Reserve now & pay later Free cancellation. Ages 0-99, max of 86 per group.

  8. Private Catamaran Sailing Charters Key West Florida

    Cruise the waters of Key West on a fast and comfortable catamaran with a private bathroom, bimini top and shower. Choose from sunset, snorkeling, dolphin, champagne or lighted boat parade trips and enjoy the tropical scenery and wildlife.

  9. Key West Sunset Champagne Catamaran Cruise

    Cocktails are also available at a cash bar on board. 2-hour sunset cruise aboard a 69-foot catamaran in Key West. Look out for fish and other marine life and admire the island from the water. Enjoy a variety of wine, champagne, sangria, and beer, included in the ticket price. Sail with the captain to the best viewing points for the sunset.

  10. Key West Sunset Cruises, Key West Sailing

    Key West sunset on this 2-HOUR cruise. Included FREE Onboard: Unlimited bubbly - Chandon Brut Classic 8 premium red and white still wines Ice cold Corona, Miller Lite and assorted White Claws ... Catamaran ECHO - Key West 1-888-579-4782 The Historic Seaport Pier D • Downtown Key West, Fl.

  11. 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 ...

  12. Key West Sunset Catamaran Cocktail Cruise

    Legendary Sunset Sail, Open Well Bar & Delicious Appetizers. Clock. START TIME & DURATION: Departs 6:00pm check-in 5:30pm; 2 hour trip (*seasonal time changes) Map Marker. DEPARTURE LOCATION: 201 William St Key West, FL 33040. Star Outline.

  13. The Best Key West Sunset Cruises (w/Prices & Reviews)

    A Key West sunset cruise is a vacation must-do that adds an unforgettable experience to any Key West visit. Choose a graceful sailing schooner, a sleek modern catamaran, or a roomy dinner cruise liner with live music and all the trimmings - this curated selection of the best Key West sunset cruises offers good times set against one of nature's grandest spectacles.

  14. Key West Catamaran Cruises & Tours

    Seabreeze Charters. Snorkel, see Dolphin, or visit a sandbar with an open-air cruise for up to 40 people. Create the perfect escape with a private adventure aboard our 45-foot Corinthian catamaran! Head out onto the waters of Key West aboard Barefoot Billy's Catamaran Cruises. Choose a morning or sunset tour or dolphin watch and snorkel!

  15. Key West Watersports Voted #1 For 10 Years In a Row

    Create unforgettable memories with Fury Key West watersports. Snorkeling, parasailing, sunset cruises, and thrilling water adventures. ... Glass Bottom Boat & Sunset Cruise. Taking Visitors To Key West's Reefs For Over 70 Years Departs 12:00pm, 2:00pm & 6:00pm ... Start Your Day Aboard Key West's Most Spacious Catamaran Departs 9:30am ...

  16. 2024 Sunset Sail Cruise in Key West

    631 Greene St. 631 Greene St, Key West, FL 33040, USA. 15 minutes before sailing time - In the Historic Seaport at the corner of Elizabeth and Greene streets. At the ticket booth on the dock along side the Conch Republic Seafood Company Restaurant.

  17. Blu Q Catamaran

    Blu Q Catamaran, Key West's Original Sailing Adventures for Gay Men. Offering snorkeling, sunset sails, kayaking and Backcountry Island Adventure Tours. ... Half-Day Cruise from Key West with Kayaking and Snorkeling. 934. Full-day Tours. from . $117.07. per adult. LIKELY TO SELL OUT* Key West Schooner Sunset Sail with Full Bar Included. 276.

  18. Key West Sailing Charters

    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 ...

  19. Key West: Private Catamaran Sailing Charter 2024

    Key West Sunset Champagne Catamaran Cruise. 518. 1 hour 30 minutes. $59.95. Likely to Sell Out. 2-Hour Sunset Sailing With Wine In Stock Island. 38. From. $128.89.

  20. Key West Sunset Sails

    There's a Key West Sunset Sail for everyone. Sebago offers several styles of sunset cruises for families, friends, or romance on catamarans and schooners. ... Catamaran Champagne Sunset Sail. ADULTS FROM: $49.95 Regularly $59.95. AGES 4-11: $39.95. AGES 3 & UNDER: NO CHARGE. DURATION:

  21. Catamaran Champagne Sunset Cruise

    All of Best on Key West's sunset cruises provide a relaxing atmosphere to help you unwind while the warm tropical breezes glide over your body and rustle through your hair. But the Catamaran Champagne Sunset tour is the only tour that includes a cash bar so you can truly enjoy yourself with your favorite cocktail while spending time with ...

  22. Barefoot Billy's

    In 1992, a Key West legend was born: the Barefoot Billy's Island Jet Ski Tour. Some say Billy had a unique vision to be the first to offer an around-the-island jet ski experience…others say it was a tourist on a jet ski rental that just kept going and going. Today, Barefoot Billy's has grown to also offer our popular Catamaran Cruises ...

  23. Key West Catamaran Sail and Snorkel Tour (K05)

    Key West Catamaran Sail and Snorkel Tour (K05) View Gallery Port of Call. Key West, Florida. Prices. $69.00 (ages 10 and up) $30.00 (ages 5 to 9) Activity Level & Duration. Moderate 3.5 to 4 Hours. Experience Type. Beach and Water Adventures, Nature. Age. ... Disney Cruise Line. Disney Cruise Line does not maintain their facilities or modes of ...