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Top Key West attractions, tours & rentals

Things to do in Key West, FL

An eclectic artists community, Key West is the perfect spot to relax, and take-in South Florida vibes. Many of the top things to do in Key West involve the picturesque coastline. This includes sunset cruises, dolphin tours, and deep sea fishing excursions. Explore the exotic reefs while scuba diving, or simply stick to the shore for pristine beaches and some old-Florida culture. There is something for everyone in Key West and the Florida Keys.

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Champagne Sunset Catamaran Cruise

Champagne Sunset Catamaran Cruise

97 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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$53
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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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$46
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Key West Sunset Dinner Cruise

Key West Sunset Dinner Cruise

277 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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$80
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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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$60
per ticket
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FishMonster Max Half-Day Party Boat Fishing

FishMonster Max Half-Day Party Boat Fishing

New to TripShock
Duration5 Hrs.
Get out on the water and enjoy Key West's newest and most luxurious party boat. FishMonster Max Half-Day Party Boat Fishing is your chance to fish the reef like never before. Cruise on this completely remodeled 64-foot twin engine catamaran, relax in the cool air-conditioned galley, or head up top for incredible 360 degree views of the ocean. Take your fish home to be enjoyed later or walk them over to any one of the numerous restaurants located along the dock and have it cooked just the way you like it! Spend your morning fishing and your evening enjoying your fresh caught dinner. This is the fishing trip of a lifetime, book today!
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$85
per ticket
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Key West Jet Ski Tour

Key West Jet Ski Tour

New to TripShock
Duration1.5 Hrs.
Full speed ahead! This 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 a top-of-the-line personal watercraft. Follow your expert guide as you travel through the Key West back country, remote islands, past Mallory Square, the Southernmost Point and some of the most stunning natural beauty you will ever encounter. You may even spot dolphins, sea turtles or tropical birds along the way! Book your ski today!
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New to TripShock

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$170
per rental
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Southernmost Sunset Sail with Bar and Hors d’Oeuvres

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

202 ratings
Duration2 Hrs.
Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local landmarks and sail past Sunset Key and historic Fort Zachary Taylor as you dine on a tasty selection of varied hors d'oeuvres. Watch the sunset with your favorite drink in your hand and your loved ones by your side. Enjoy live music from local musicians! These are moments you’ll savor long after you leave town! Don't miss the boat. Book your spot today!
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$74
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Downtown Parasailing Adventure

Downtown Parasailing Adventure

2 ratings
Duration1 Hr.
If you are looking for something exciting to do over downtown Key West, then this is the adventure for you. Parasail the blue skies over Key West's eclectic and colorful downtown and see everything from 300 feet in the air! One of the most extreme and stunning activities around, so take in the scenery, look below for mesmerizing marine wildlife, or simply enjoy the salty ocean air as you soar. So what are you waiting for? Book today!
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$66
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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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$79
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