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Top Key West Water Sports


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

Gulf of Mexico Sunset Kayak Tour of Key West

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  • We are the only Kayak company on the Gulf side of Stock Island with access to the Gulf to experience the sunset totally...Read more

Parasailing at Smathers Beach in Key West

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  • Parasailing at in Key West Fl at Smathers Beach

    Fly high over the Smathers Beach Key West as you parasail from State of the art parasail boats 

    All crews Licensed and...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

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 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 SNUBA Experience

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  • Go Beyond Snorkeling®! SNUBA® is the closest you can get to scuba diving without being Dive Certified!

    Go Beyond Snorkeling® into new depths for greater durations where you can easily and safely breathe underwater without heavy, cumbersome dive gear. Discover amazing coral formations, schools of tropical fish, and swim alongside...Read more

Key West Parasailing Adventure

clock 1 hour
  • Soar above the emerald blue waters of Key West while enjoying breathtaking bird’s eye views of this island paradise. Float on a tropical breeze as one of our state-of-the-art, 12 passenger, parasailing boats glides you past amazing panoramic sights of the southernmost city that can only be seen from the air. As you parasail, you may even spot...Read more

Double-Dip: Two Stop Snorkel Adventure in Key West

clock 3 hours
  • Snorkel North America’s Only Living Coral Reef
    Explore the Reef in Two Different Locations
    Experience the Quickest Way to Get to the Reef, So you Can Spend Less Time Traveling and More Time...Read more

Half-Day Cruise from Key West with Kayaking and Snorkeling

clock 4 hours 30 minutes
  • Don't miss one of the top things to do in Key West—a half-day sailing tour where you can explore the waters of the Florida Keys. You'll cruise out to a mangrove eco-system to kayak through shallow waters, home to a wide variety of birds, and then you'll have the opportunity to snorkel in the clear sea. Snacks, beer, wine, and use of equipment...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

Ultimate Jet Ski Tour of Key West

clock 2 hours
  • Experience Key West from the sea on this ultimate island adventure! Glide along tropical waterways around Key West and several nearby islands with your professional guide. This 26-mile Jet Ski tour will take you through the Atlantic Ocean or the Gulf of Mexico, or both!

    Please Note: Pricing is per jet ski. When checking out, Booking 1 Adult...Read more

Parasailing in Key West Seaport

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  • Parasailing at in Key West Fl at the Key West bight

    Fly high over the Key West Seaport as you parasail from State of the art parasail boats 

    All crews Licensed and...Read more

Clear Kayak Tours in Florida Keys

clock 2 hours 30 minutes
  • Our tours are done in our 100% CLEAR KAYAKS! These allow you to enjoy views along your tour that you never imagined possible! Watch below your feet for fish, small nurse sharks, jellies, turtles, fish, and more! There's so much to...Read more

The Key West Dolphin & Snorkel Experience

clock 3 hours
  • 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 Key West Sunset all in one...Read more

Sunset Sip and Sail with Open Bar, Live Music, and Appetizers from Key West

clock 2 hours
  • Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran

    Sail Boat.
    • Open bar
    • Live Music
    • Great Appetizers

    Welcome aboard Key West's newest catamaran, the "Sandie Cat" as we literally sail off into the sunset. This trip includes live local music, great appetizers and an open well...Read more