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

star-4.5
1101
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
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* A traveler said: "Beautiful sunset ! Friendly snd helpful staff. Comfortable boat , limited people. Kirk even helped raise the sail."


Key West Sunset Cruise with Live Island Music
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Key West Sunset Cruise with Live Island Music

star-4.5
475
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$73.75
From
$73.75
Jam to island beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Unlimited drinks and appetizers included; multiple departure times available to suit your schedule.
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* A traveler said: "The sunset cruise was so much fun! Thank you to the wonderful crew. They really outdid themselves providing excellent service throughout the cruise. Enjoyed the drinks, and snacks served. The music band was an added bonus. Great music and dancing 💃🏾"


Key West Sunset Dinner Cruise with Tropical Buffet
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Key West Sunset Dinner Cruise with Tropical Buffet

star-4
410
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$88.95
From
$88.95
Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
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* A traveler said: "This was a great experience! Music was amazing! Wonderful and kind staff. Loved every min of it! Thank you!"


Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

star-5
658
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.
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* A traveler said: "The tour guides were very informative and kind. We really enjoyed the trip. Safety was there main concern. i would recommend this trip to anyone who visit the keys."


Dry Tortugas National Park Day Trip by Catamaran from Key West
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Dry Tortugas National Park Day Trip by Catamaran from Key West

star-4.5
267
  • 10 hours
  • Taking safety measures
From
$190.00
From
$190.00
Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure to historic Dry Tortugas National Park. History buffs and outdoor enthusiasts alike will love this unique voyage, where getting there is half the fun on board the Yankee Freedom III, a luxurious, state-of-the-art catamaran. Enjoy snorkeling (equipment provided) in the crystal blue waters and take in the military fort, national park, campground, sandy beaches and coral reefs that make this area special. Breakfast and lunch included.
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* A traveler said: "Amazing experience. The island was beautiful and peaceful. Great snorkeling. It would be better if there were bathrooms and showers on the island."


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

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

star-4.5
585
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$209.95
From
$209.95
Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.
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* A traveler said: "We had a great time! Best part of our trip. Highly recommend! Staff was super nice. Alcohol served was very limited, only drawback. A margarita would have been nice. They only had Landshark beer and red and white wine. Wine is just kind of unfitting for a day playing in the sun."


Key West Florida Reef Half-Day Snorkeling Excursion

Key West Florida Reef Half-Day Snorkeling Excursion

star-4.5
674
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$45.95
From
$45.95
Enjoy an afternoon of swimming and snorkeling on this cruise off the coast of Key West. Spend a relaxing afternoon on a 69-foot catamaran headed to North America's only living coral barrier reef for the adventure of a lifetime. Pass some of Key West’s top attractions on the way, then dive right in to see more than 600 species of colorful fish, coral, and other sea life. This cruise includes professional snorkeling gear and instruction plus beer, wine, and soft drinks.
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* A traveler said: "Poor water clarity due to weather but overall a fun day on the water. Definitely puts you in vacation mode."


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

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

star-5
422
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$124.95
From
$124.95
Enjoy a day of fun in the sun on the Island T’ing adventure off the coast of Key West. Sail away from the island city of Key West to the beautiful blue waters of the Gulf of Mexico on a large catamaran. Hop in a kayak and enjoy a paddle around a natural stand of mangrove. Look for dolphins, stingrays, sea turtles, manatees and more on this full-day adventure. A full breakfast and buffet lunch, plus beer, wine, soft drinks and homemade sangria are included.
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* A traveler said: "Great day excursion! Got to see and experience things I never would have otherwise. Crew was fantastic. Highly recommend."


Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
278
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$38.80
From
$38.80
Discover some of Key West’s deepest, darkest secrets on a 60-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
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* A traveler said: "It was so much intriguing information at once. So fun in one hour. Our tour guide was amazing. She took us through the haunted maritime museum and honored the African Americans that were refugees in Key West. So patient with all of our questions"


Shark and Wildlife Viewing Adventure in Key West
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Shark and Wildlife Viewing Adventure in Key West

star-5
724
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$84.27
From
$84.27
Get up close with sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast of Key West. See dolphins, stingrays, turtles and birds and learn about Key West’s waters, and then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat. Bring a camera to capture the excitement as these super predators swarm. Cold drinks, snacks and polarized sunglasses are included on this Key West shark cruise.
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* A traveler said: "You go on these things and think you will be lucky to see even one shark. OMG! We saw at least twenty of them! What an experience! Definitely recommend!"


Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
265
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$61.46
From
$61.46
Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.
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* A traveler said: "Excellent experience on the water! Wine was perfect and a great way to see Key West. This was definitely the high light of our trip."


Ultimate Adventure from Key West including Breakfast, Lunch and Drinks

Ultimate Adventure from Key West including Breakfast, Lunch and Drinks

star-4.5
230
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$214.95
From
$214.95
Enjoy an amazing day out on the water in Florida’s Key West with this ultimate adventure tour. Spend the day partaking in water sports such as parasailing, jet skiing, and and a ride on a the Banana Boat. You can also go snorkeling, and try to catch sight of angelfish and other brightly colored fish. Sunbathe on the boat’s spacious deck, or just take in the sights of the Key West area. Breakfast, a buffet lunch, and drinks are included with your tour.
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* A traveler said: "Great staff, fun time for all!!!Couples would love this.Gotta do this in Key West, staff takes care of you."


Island Adventure Snorkel Kayak and Tour from Key West

Island Adventure Snorkel Kayak and Tour from Key West

star-4.5
288
  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$128.95
From
$128.95
Get access to a remote nature sanctuary, known only to Key West locals, during this island adventure. Choose to paddleboard, kayak, snorkel, or just lounge on the sandbar and take in the natural ambiance. Snack, lunch, and use of snorkel equipment included; wine and beer available after activities.
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* A traveler said: "This was a must do trip in Key West. If you are lucky enough to get Rachel on your tour, you hit the jackpot. Such an asset to company. Very informative and super attentive to passengers."


Key West Dolphin Watch and Snorkel Cruise
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Key West Dolphin Watch and Snorkel Cruise

star-4.5
535
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$75.20
From
$75.20
Get ready for fun in the sun on this dolphin watch and snorkeling adventure off the coast of Key West. Cruise away from the island city of Key West and see dolphins swimming alongside the boat, then jump in for a shallow-water snorkel at the Key West National Wildlife Refuge with many different species of marine life. Relax, feel the warm sea breeze and select from a variety of refreshing beverages on board the boat.
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* A traveler said: "We enjoyed seeing many dolphins on our trip! The crew, Capt Nicole and Amanda, were fantastic! Knowledgeable, friendly and fun. Couldn’t have asked for a better day on the water. We’re so glad we did this during our short trip to Key West!!"


Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
521
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$50.35
From
$50.35
Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.
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* A traveler said: "The knowledge of the drivers excellent! Very enjoyable . Great way to see all sights then decide Done"


Key West Parasailing Adventure

Key West Parasailing Adventure

star-5
144
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$85.95
From
$85.95
Go parasailing above the emerald waters of Key West for a thrilling 1-hour tour that provides sweeping views of Florida’s southernmost city and its surroundings. Head out in a 12-passenger state-of-the-art parasailing boat out to the ocean, then your guide secures you into a double or triple-person parasailing device for a ride that gently lifts off and glides above the water, all without getting wet.
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* A traveler said: "This was so much fun! Our crew Alex and Tony were professional, safe and very fun! It is so peaceful up in the air. Nothing to be afraid of. Would definitely do again!"


Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option

star-3.5
218
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$53.70
From
$53.70
For the aquatic adventure of a lifetime, take this cruise to North America's only living coral barrier reef. No need to go scuba diving or snorkeling for this great view — from the deck of a glass-bottom catamaran boat, see more than 600 species of tropical fish, sharks, turtles, lobsters and crabs, plus colorful coral and a vast collection of other sea life. Upgrade to a sunset cruise to enjoy a glass of Champagne as the sun settles into the Gulf of Mexico.
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* A traveler said: "Ruth and Grace were very knowledgeable. We were able to talk to Grace for a little bit and she knew everything we asked about the island."


Key West Snorkel and Sunset Sail: Rum n' Reggae

Key West Snorkel and Sunset Sail: Rum n' Reggae

star-4
163
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$56.12
From
$56.12
Combine a snorkel session on North America's only living coral reef with a Key West sunset during this catamaran cruise. Listen to lively reggae beats, snorkel using the provided equipment, and watch the sunset with a rum punch in hand.
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* A traveler said: "Great crew, perfect snorkeling location, amazing sunset. We had an amazing time. This was for 20th wedding anniversary and I couldn't want anything more."


Key West Living Coral Reef Snorkel Adventure

Key West Living Coral Reef Snorkel Adventure

star-4
281
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$46.92
From
$46.92
Explore the only living coral reef in North America during this snorkeling adventure from Key West. Sail aboard a state-of-the-art catamaran as you voyage toward the reef. Receive snorkeling guidance from your knowledgeable crew, making this experience perfect for first-time snorkelers. Use of sanitized snorkel gear and beer, water, and champagne on the morning trip or margaritas on the afternoon trip provided.
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* A traveler said: "Great first time experience and very helpful crew. The coral reef was amazing to see. Lots of fish and it’s basically right there when stop"


Key West Southernmost Food and Cultural Walking Tour
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Key West Southernmost Food and Cultural Walking Tour

star-5
527
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$88.68
From
$88.68
Eat your way around Key West on this food tour with a guide who introduces you to 'mom and pop' eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and, of course, key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.
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* A traveler said: "Our guide, Kayla, and the others on the tour were the favorite parts. The food and visits were great, too. This is my 3rd food tour and it was a wonderful experience."


Small-Group Key West Sunset Sail with Wine
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Small-Group Key West Sunset Sail with Wine

star-5
414
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$99.95
From
$99.95
Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers. Also included is a gourmet cheese buffet and other appetizers, like summer sausages, water crackers with brie, green apples with a honey drizzle and more. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
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* A traveler said: "Sail was rain delayed due to the sudden downpour but it was still nice. The crew was very friendly. Would go again."


Key West Jet Ski Tour: Free 2nd Rider

Key West Jet Ski Tour: Free 2nd Rider

star-5
353
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$173.27
From
$173.27
Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour jet ski tour. With four daily tours, you can easily find a time that fits with your schedule. The tour is priced per jet ski, so you can ride tandem with a friend at no additional cost. Your guide is on hand at all times to lead the way on your aquatic adventure.
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* A traveler said: "Awesome ride with Jake and BJ.. Tour was a blast and they were very patient. Smooth sailing. Highly recommend."


All-Inclusive Water Adventure Excursion in Key West

All-Inclusive Water Adventure Excursion in Key West

star-5
254
  • 6 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$129.00
From
$129.00
Save time and money in Key West on this all-inclusive, full-day excursion. Enjoy a day of sailing, snorkeling, and kayaking off the coast. Visit the Key West National Wildlife Refuge and explore an underwater world full of colorful fish and coral. Includes a buffet lunch with unlimited beer, wine, and soft drinks.
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* A traveler said: "Crew was outstanding! Very knowledgeable and fun! The sharks and dolphins didn’t disappoint either! Great time, would highly recommend!"


Key West Sunset Champagne Catamaran Cruise
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Key West Sunset Champagne Catamaran Cruise

star-4.5
331
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$51.95
From
$51.95
Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.
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* A traveler said: "The crew was amazing, the timing was perfect , we watched the sunset with a beautiful clear sky , we were about 30-35 people enough room for everyone. Bar service excellent"


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