Sebago Watersports
Sebago offering the finest watersports experience and the best seats on the water! Champagne Sunset Sails, Snorkel and Sail Excursions to the living coral reef with all equipment and instruction included. Parasailing, single, tandem or triple, jet skis and wave runners, All Day Island Ting and Power Adventure with continental breakfast, buffet lunch drinks and all the toys included! 
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Barefoot Billy's Jet Ski Tours
Barefoot Billy's " Home of the Island Jet Ski Tour" is the premium jet ski company in Key West. If you are looking for The guided island jet ski tour (wave runner tour) or looking to do your own thing with a jet ski rental, we are here to serve you. Barefoot Billy's has been dedicated to serving you, the watersports customer in Key West, for over 20 years. 
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Cowboy Charters – Deep Sea Fishing
Shark Fishing, Night Tarpon Fishing, Fish the Gulf Stream (Marlin, Sailfish, Dolphin, Wahoo, Tuna, Shark..), Coral Reefs (Barracuda, Kingfish, Grouper, Mackerel), Wreck Fishing (Amberjack, Grouper, Snapper, Permit), Kite Fishing.
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Danger Charters- Snorkeling, Kayaking, Sunset Sails
Danger’s specialty shallow-draft vessels visit a variety of private and pristine patch reefs in the calm and protected waters of Florida Keys backcountry to provide you with an exceptional and personal snorkeling experience. Via kayak explore the wondrous and enigmatic mangrove islands with one of our very knowledgeable nature guides. Danger Charter’s Wind and Wine Cruise is unparalleled for folks who want an upscale, yet relaxed and intimate, sunset sail. Sailing nightly, we serve eight different fine wines from all over the world.
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Key West Seaplane Charters
Experience a seaplane ride to the Dry Tortugas. Everyone gets a window seat and a headset. The flight is narrated throughout, and with your pilot as your personal tour guide, it is a low altitude sight-seeing flight you will never forget.
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Yankee Freedom – Dry Tortugas Trips
The Yankee Freedom II will take you to Dry Tortugas National Park in safety and comfort like no other ferry out of Key West. Along the way, you will be guided by our award-winning naturalists who will point out the rich marine life of Key West. Activities include: snorkeling, swimming, beach combing, kayaking, bird watching, exploring and more.
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Sunny Days
Join Sunny Days Catamarans for snorkel trips to the living coral reef, explore the beautiful Key West backcountry & observe dolphin in their natural habitat or relax and enjoy the famous Key West sunset. Spend a day on the water with us and see the Sunny Days difference.
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Echo Catamarans - Dolphin Encounters
A complete 4 hour experience on the tropical waters around Key West. See Wild Dolphins in their natural habitat swimming, hunting and feeding together, jumping naturally, courting and mating behavior, and even teaching their babies. Snorkel shallow shipwrecks and reefs and also get some sailing time in your vacation.
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Java Cat
Paddle the winding mangrove creeks on our guided Kayak adventure...Snorkel shallow sponge gardens teeming with tropical fish and sealife. Come sail with us! to the Out Islands and shallow waters of the BACKCOUNTRY WILDLIFE REFUGE. Kick back get some rays, enjoy the view, the breeze, the setting...Relax under the bimini top for a refreshing snack and a cold beverage.
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Historic Tours of America
On board the Old Town Trolley, guests of all ages are given a 90-minute tour through Key West with numerous stops at the most popular sights. You may hop on and off at our convenient stops throughout the day. From Mallory Square and Duval Street to Henry Flagler’s historic Railroad Museum - and everything in between, the trolley tour is a showcase of all the best of Key West.
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Almost There Charters
Whether your interests lie in fishing the flats for elusive permit, bonefish or tarpon, or fishing the offshore waters for mahi-mahi, sailfish, Wahoo, or tuna, We have a Key West fishing trip designed especially for you. Aggressive tournament fishing, or a relaxed day on the water with family and friends, We listen to your fishing desires and turn them into fishing memories of a life time.
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Thrifty Car Rentals
You'll find a great rate on great car rentals.
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