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Top Key West Boat, Cruises & Sailing Tours


Private Key West Sunset Cruise

clock 2 hours
  • Avoid the crowds on your own custom private boat charter! Come see what makes Key West sunsets something people love to celebrate everyday! Join us and make amazing memories with family and...Read more

Half Day Private Customized Charter in Key West

clock 4 hours
  • You will enjoy spending the day with an experienced guide who has an eye for spotting all the great wildlife as well as lots of tales about the sea to tell. We will bring you to all the local hotspots as well as give you land recommendations for the rest of your...Read more

Private 2-Hour Tiki Boat Party in Key West

clock 2 hours
  • You and up to 5 friends will cruise to a local swimming hole for a 2 hour afternoon tiki bar boat party. Just bring your favorite cocktail, a couple of snacks and some fun loving friends. Leave the driving to your captain. Our tiki thatched roofs provide great shade while the 6' x 18' floating mat is the perfect way to get sun. The tiki boat also...Read more

6-Hour Customized Charter in Key West.

clock 6 hours
  • With Salty Soul Charters your adventure will be a one of a kind charter through some of the most beautiful waters that key west has to offer. Our guests are amazed at the variety of wildlife and seascapes included. Your captain has over 8 years of experience in guiding multiple tours including dolphin watching and eco tours as well as navigating...Read more

90 Minute Tour of Key West Jet Ski Adventure

clock 1 hour 30 minutes
  • For all you thrill-seekers and explorers, our guided Jet Ski tours are a great way to experience Key West. Let our guide take you on a 90 minute adventure around the entire island. This 27-mile exploration is a feast for the eyes and senses. We'll make several stops along the way, checking out all of the best known attractions the island has to...Read more

Key West's Morning Jet Ski Tour Special

clock 1 hour 30 minutes
  • The 9:30 am Jet Ski Tour is 1 1/2 hours around Key West

    Includes Free Gas, NO CHARGE for 2nd Rider, Fresh water Showers

    Follow a guide on this 28 mile tour around Key West as you see the

    coast line of Key West

    You will see the Naval Air Station, Southern most point

    Key West Harbor and much more.

    If you are...Read more

Key West Ultimate Beach Pass with Parasailing

clock 8 hours
  • Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach...Read more

Private Luxury Charter in Key West/Lower Keys - Full Day

clock 8 hours
  • We offer one of the only private luxury charters in Key West. First, what makes us different is our boat selection; this boat is nicknamed the SUV of the Seas for a reason. With ample seating, cabin with AC that can transform into an open cabin, sun bed, dining areas, comfortable ride grandparents even would enjoy, estate room to put down little...Read more

Private Luxury Charter in Key West/Lower Keys - Half Day

clock 4 hours
  • We offer one of the only private luxury charters in Key West. First, what makes us different is our boat selection; this boat is nicknamed the SUV of the Seas for a reason. With ample seating, cabin with A/C that can transform into an open cabin, sun bed, brunch/dining areas, comfortable ride grandparents even would enjoy, estate room to put down...Read more

Key West Mangrove Kayak Eco Tour

clock 2 hours
  • Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key West. You will glide through the winding mangrove creeks and paddle through inches of water, where you can easily view and learn about the geological structure of the Keys along with its inhabitants, all...Read more

Adults only Champagne Celebration Sunset Cruise from Key West

clock 2 hours
  • 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 in the tour price are the house champagne Chandon Brut, 7 premium red and white still wines, 3 kinds of ice-cold beers and a champagne-inspired Gourmet Cheese Buffet (naturally gluten free) that...Read more

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

clock 2 hours
  • Picture the perfect Key West sunset, as you sail and sit on the deck of a romantic two-masted schooner. With the wind blowing in your hair, the tall ship sails into the sunset over the Southernmost Point of the U.S. Among the sights, your captain will take you past Mallory Square's Sunset Celebration and the Navy Mole where big ships dock....Read more

Key West Sunset and Cocktail Cruise with Open Bar

clock 2 hours
  • “The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!”

    This is not your average Key West pleasure cruise.  

    Our 2 hour Key West Cocktail Cruise is what happens when true Hospitality Professionals take you out for an evening on the water!  You’ll never find Sierra Mist in our...Read more

Key West Sunset Sail Aboard Schooner

clock 2 hours
  • Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors...Read more

Small-Group Key West Sunset Sail with Wine

clock 2 hours
  • Cruise into the sunset with wines from all around the world, imported and domestic beers as well as hors d'oeuvres. This cruise is great for a romantic evening or just to enjoy time with friends. Please arrive 30 minutes prior to your departure to check...Read more

Key West Sunset Champagne Catamaran Cruise

clock 1 hour 30 minutes
  • 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 included wine, sparkling wine, beer, sangria or margaritas on board the boat. . As you sail through the water, admire views of the island with a cold beverage in hand — the perfect way to end a beautiful day in...Read more

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

clock 6 hours
  • Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a fun day in the sun. On the Island T’ing adventure, you’ll sail on a large catamaran away from the bustle of Key West, kayak among the natural backcountry mangrove islands in the Key West National...Read more

Key West Full-Day Power Adventure: Sailing & Watersports Package

clock 6 hours
  • This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the Gulf of Mexico and choose from several water activities, including kayaking around backcountry mangroves, snorkeling in the crystal-clear waters, parasailing along the world famous Key West waterfront, and more! A full...Read more

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

clock 2 hours
  • Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on one of Sebago's modern sailing catamarans while sipping sparkling wine or your favorite cocktail and feasting on shrimp cocktail on your way to the best sunset viewing spot. You'll enjoy twilight views of the island as you...Read more

Key West Dolphin Watch and Snorkel Cruise

clock 3 hours
  • Get in touch with one of nature's friendliest mammals on this relaxing 3-hour dolphin cruise from Key West. Sail alongside playful dolphins and take in the spectacular scenery before enjoying a snorkel trip through the Florida Keys’ backcountry waters. Explore the underwater world and discover a variety of vibrant tropical...Read more

FAQs about Key West Boat & Cruise tours

What are the best cruise / boat tour in Key West?

Key West boat tours are spectacular tours that take you through the waterways of Key West city, which is famous for its rivers for the purposes of trade. They allow you to have stunning views of the Key West city skylines, let you see the Key West shoreline attractions and have great lunch and dinner options on the decks of boats.

Tripindicator's team has collected the FAQs about Key West related to Boat & Cruise tours see below:

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What are the best evening dinner cruise tour in Key West?