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Key West Boat Tours

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Champagne Sunset Catamaran Cruise

Champagne Sunset Catamaran Cruise

98 ratings
Duration1.5 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted sunset fade into dark as the stars give an encore unlike any other. Stretch out and enjoy a pampering of complimentary drinks with family or a special someone. Come feel the ocean breeze blow through your hair and dance across your skin as the sun sets over Key West, book your Champagne Sunset Sail today!
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from
$64
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Dip and Sip Afternoon Snorkel with Open Bar

Dip and Sip Afternoon Snorkel with Open Bar

48 ratings
Duration3 Hrs.
Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie Cat is Key West's newest snorkeling catamaran, which allows you to get to the reef with speed, comfort, and some serious style. Join the captain and crew, round up your group, and hit the waves for an unforgettable Key West experience packed with fun, sun, and tasty spirits. This all-inclusive trip boasts an open well bar including unlimited mimosas (mango, strawberry & orange) & a variety of soft drinks! Book your spot today!
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from
$46
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Key West Sunset Dinner Cruise

Key West Sunset Dinner Cruise

278 ratings
Duration2 Hrs.
If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones, then this is the perfect cruise for you. This Key West Sunset Dinner Cruise allows you to have it all. Experience a delectable dinner and drinks out at sea with a friendly crew and dine on tropical-inspired featured dishes like Roast Pork with heavenly Cuban Bread followed by fried plantains. Your meal is prepared fresh on board and your catamaran features a fully stocked bar and comfortable seating in a climate-controlled cabin. So get out on the water and dine, drink, and dance away the day on this classic Key West Sunset Dinner Cruise. Reserve your spot today!
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from
$90
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Glass Bottom Boat Reef & Eco Tour

Glass Bottom Boat Reef & Eco Tour

34 ratings
Duration2 Hrs.
Hop aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom Boat Reef & Eco Tour. Enjoy traveling the tropical and sun-kissed waters of the Florida Keys on a sleek and comfortable catamaran as you scope stunning seascapes through a glass bottom. Take an underwater adventure in North America’s only living coral reef without even getting wet. See the home to elkhorn, brain coral, and hundreds of diverse fish species. Come along on a fun and informative tour of the Florida Keys on Key West's only window to the sea! Book now!
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from
$60
per ticket
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Snorkel & Sail Adventure on the Floridays

Snorkel & Sail Adventure on the Floridays

New to TripShock
Duration3 Hrs.
Set sail on a journey to the only living coral barrier reef in the continental United States with this Snorkel & Sail Adventure on the Floridays! Spend the first hour sailing on the beautiful Key West water in a 54-foot yacht, feeling the breeze and warmth of the sun on your skin. Once at the reef, have some fun and snorkel the surrounding area. Admire the world under the water as you get the chance to see this coral barrier reef and the marine life that calls this place home! As you travel back to the Florida coast, enjoy complimentary drinks as you reminisce with family and friends about your time at the reef. Don't miss out on this once in a lifetime adventure, book your experience now!
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New to TripShock

from
$79
per ticket
Experience Today
Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

108 ratings
Duration2.5 Hrs.
Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset Sail. Enjoy superbly crafted tapas like tuna poke and shrimp cocktail along with champagne, select premium wines including LaCrema, beer, and sangria as you journey to view majestic dolphins, landmark sights and the world famous Key West sunset. Get an authentic sailing experience as the captain and crew raise the sails on your luxurious catamaran and set out to find dolphins playing and frolicking in the surf and often near the boat! Book yours today!
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from
$85
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Key West Private Sunset Sailing Cruise

Key West Private Sunset Sailing Cruise

New to TripShock
Duration3 - 6 Hrs.
Get ready to sail in luxury aboard your own private 44-foot catamaran. Sail to your heart's content in the open ocean in the Gulf of Mexico on your 3 or 6 hour sailing excursion and end the day watching the sunset in all of its striking glory. Catered completely to your preferences, have your day your way. Whether you want to paddleboard, swim, or just cruise around and sightsee, this is a great trip for the whole family to be entertained. Grab a drink and feel the warm breeze in your hair. Book your Key West Private Sunset Sailing Cruise experience today!
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New to TripShock

from
$800
per charter
Next Available:
Monday
Key West Sunset Sail on Schooner Jolly II Rover

Key West Sunset Sail on Schooner Jolly II Rover

New to TripShock
Duration2 Hrs.
End your day soaking in the sights and sounds of the emerald waves on this Sunset Sail on the Schooner Jolly II Rover. Witness the beauty of Key West, Florida as you admire the sunset from the decks of a schooner. Watch for Florida wildlife, dolphins, turtles, flying fish, pelicans, and more as you coast through the ocean. Help raise the sails, fire the cannons, and take your turn at the wheel for an authentic sailing experience. Enjoy an exciting sailing experience and take in the amazing views. Book your tickets today!
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New to TripShock

from
$85
per ticket
Experience Today
Island Hopper Speedboat Excursion for Two

Island Hopper Speedboat Excursion for Two

11 ratings
Duration2.5 Hrs.
Are you looking for the best kept secret in Key West?! If so, then hop in your own personal, mini speedboat and follow your knowledgeable guide into Key West's backcountry. You'll race through lush mangrove islands and see amazing marine wildlife along the way while boating in Key West's magical tropical waters. Book today and set out on an amazing adventure on the water with this Island Hopper Speedboat Excursion for Two!
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from
$178
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Half-Day Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

Half-Day Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

1 rating
Duration6 Hrs.
Enjoy the ultimate combination of adventure, rest, and relaxation on this Half Day Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour. Cruise out to the Florida Marine Sanctuary for an incredible guided kayak eco tour through the mangrove isles and keep your eyes open wide as you never know which of the over 500 marine species of wildlife you will encounter. Your expert guides will take you to the best spots! After the kayak tour, have lunch on the way to a local secluded sandbar and then when you're all done on the kayak tour, the bar is open!! You will have unlimited access of soft drinks, draft beer, and wine selections. Grab a beverage and explore the secluded sandbar. Each trip will have a master captain and two additional crew members catering to your every need. Leave your stress behind and book this amazing sandbar adventure today!
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from
$110
per person
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FREQUENTLY ASKED QUESTIONS

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