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19 results | All Key West Tours

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Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option

star-3.5
219
  • 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 Sunset Cruise with Live Island Music
Likely to Sell OutLikely to Sell Out

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 band and crew were extremely friendly & fun. My sister and I enjoyed the music, breath taking views and wine."


Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

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

star-4.5
1102
  • 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: "Had the best time. Great staff, good food, music and food. And the view was absolutely beautiful!! I would totally recommend this trip!! Well worth the money."


Small-Group Key West Sunset Sail with Wine
Likely to Sell OutLikely to Sell Out

Small-Group Key West Sunset Sail with Wine

star-5
416
  • 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."


Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
267
  • 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."


Key West Sunset Champagne Catamaran Cruise
Likely to Sell OutLikely to Sell Out

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"


Adults only Champagne Celebration Sunset Cruise from Key West
Likely to Sell OutLikely to Sell Out

Adults only Champagne Celebration Sunset Cruise from Key West

star-5
344
  • 2 hours
  • Taking safety measures
From
$81.40
From
$81.40
Escape to the still waters off the coast of Key West on this adults-only sunset champagne cruise. Enjoy the peaceful calm of a late afternoon sail on a comfortable catamaran limited to just 14 passengers. Enjoy house champagne, red or white wine, ice-cold beer, a soft drink or bottled spring water, and a gourmet cheese buffet. 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: "Wonderful! Truly the highlight of our trip to key west! We were especially thankful to have just the right number of people on the boat and have a place to sit comfortably. We saw several others that packed people in like cattle. Not here. Very relaxed. Very beautiful sunset cruise! Thanks to Joe and Nikki as they did an excellent job!"


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
424
  • 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 Sunset Dinner Cruise with Tropical Buffet
Likely to Sell OutLikely to Sell Out

Key West Sunset Dinner Cruise with Tropical Buffet

star-4
411
  • 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: "We had so much fun dancing to the wonderful live reggae music while we watched the beautiful sunset. The food was excellent and there was plenty of it. We loved being welcomed on the boat with a tasty cocktail! The staff were all friendly with smiling faces. Thank you for a great vacation memory."


Key West Dolphin Watch and Snorkel Cruise
Likely to Sell OutLikely to Sell Out

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!!"


Shark and Wildlife Viewing Adventure in Key West
Likely to Sell OutLikely to Sell Out

Shark and Wildlife Viewing Adventure in Key West

star-5
726
  • 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!"


Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
Likely to Sell OutLikely to Sell Out
From
$99.95
Enjoy the sunset from the water on this Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, pass by sights such as Mallory Square with its Sunset Celebration and the Navy Mole, where big ships dock. Hors d'oeuvres and unlimited drinks are included onboard. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.
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* A traveler said: "The sunset was spectacular. The crew did and excellent job keeping everyone safe and beverages plenty."


Key West Sunset Sail Aboard Schooner

Key West Sunset Sail Aboard Schooner

star-5
239
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$103.20
From
$103.20
Set sail on a replica of the 1851 Schooner America on a cruise from Key West. See the top sights of the city, including Fort Zachary, Mallory Square, and Sand Key Lighthouse from a unique perspective. Your cruise is accompanied by complimentary hors d’oeuvres along with alcoholic and non-alcoholic beverages. Allow yourself to truly unwind as the sun sinks into the Atlantic Ocean.
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* A traveler said: "From start to finish this was an amazing sunset cruise. The staff was top notch! Loved every second!"


Key West Day Sail Aboard Schooner

Key West Day Sail Aboard Schooner

star-5
71
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$60.20
From
$60.20
Experience a slice of sailing history while soaking up fantastic Key West views on a cruise aboard the America 2.0, a replica of the schooner that won the very first America’s Cup. Relax on padded benches and teak decks as your captain navigates the island coastline past landmarks like Fort Zachary Taylor and Sand Key Light Tower, and sip unlimited drinks from the full onboard bar.
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* A traveler said: "Beautiful day, great crew And great weather Made for a fantastic day of sailing. Highly recommend it."


Glass Bottom Boat Island Eco Adventure
Likely to Sell OutLikely to Sell Out

Glass Bottom Boat Island Eco Adventure

star-5
19
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$645.00
per group
From
$645.00
per group
Regular boat tours around Key West provide excellent views, but miss the most important view of all: the underwater world beneath the boat. This private glass-bottom boat tour provides the full, 360-degree experience of the waters around Key West. Exclusively for your group, this tour lets you create your own adventure, whether you want to snorkel the reef, explore an offshore island or simply relax on a sandbar.
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* A traveler said: "This was the single best charter boat experience we've ever had. Ashley, the captain, was stellar. We walked down Front Street in Key West and ended up on the pier. Then we asked around and found the Looking Glass over to the right, a couple docks over. We literally signed a form, climbed in the boat, and were on our way. She took us around the bay in Key West, pointing out points of interest, then took us to a natural sponge bed where we saw tangs and striped fishes. Then she took us to a remote island about 14 miles off shore. It had gorgeous white sand and we were able to snorkle and look for shells. She spotted a dolphin pod and we went to the spot where they were and sat for 45 minutes while they played and jumped and went under the boat! There were probably 15 dolphins with babies. Ashley is a great captain and she's fun and intelligent and interesting, but she also knows her craft. She pilots the boat very steadily so nobody got seasick. Of all the things we did in Key West, this was absolutely the highlight of the trip and worth every penny. The boat has a full cover so there's always shade, and she has a hose on board with fresh water for rinsing off. Such a Fantastic experience."


4-Hour Private Cruise to a Sand Bar on a Boat in Key West

4-Hour Private Cruise to a Sand Bar on a Boat in Key West

star-5
7
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$475.00
per group
From
$475.00
per group
Getting out on the water is a must-do in Key West, but big boat tours tend to be crowded. Enjoy a personalized, crowd-free experience on this private cruise. Head into the backcountry of the Florida Keys that larger boats can’t access, then anchor at a sandbar where you can swim in the clear water or relax on a floating raft.
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* A traveler said: "It was a great ride. Captain Rick had some great knowledge of the area. He had everything you needed for a great time!"


2-Hour Private Sunset Cruise Boat in Key West

2-Hour Private Sunset Cruise Boat in Key West

star-5
5
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$325.00
per group
From
$325.00
per group
Being aboard a private boat for sunset in Key West is a unique experience that that is unparalleled compared to a large commercial boat trip.
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* A traveler said: "Captain Rick was extremely knowledgeable about the area and we learned a lot of local news while out on his boat! We thoroughly enjoyed our cruise."


Rum Runner Bar Boat Tour of Key West
Likely to Sell OutLikely to Sell Out

Rum Runner Bar Boat Tour of Key West

star-4
4
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$39.95
From
$39.95
We are the only floating bar on the island and we take you to places that normal tours do not, 100 year old Shipwreck, Movie boat set of Beach Bum, and we provide swimming, snorkeling, water saddles and Reef viewers. You will see Castaway Island a.k.a. Christmas Tree, Sunset Key and the crazy wildlife in, under, and around the waters of Key West. We also offer Sunset Tours. Join us from launching off the only downtown beach in Key West - Lagerheads Beach Bar. Our beach has a restaurant and drink. Along with live entertainment and lounge chairs for you to rent and stay all day. See you soon.
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* A traveler said: "Had an absolute blast, Brian is awesome!! The boat is so cool, will definitely plan another trip with him. Also the rum was amazing."


2 Hour Morning Private Cruise on a Boat in Key West

2 Hour Morning Private Cruise on a Boat in Key West

  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$325.00
per group
From
$325.00
per group
Whether you bring your morning coffee or you bring bloody Mary's and mimosas, our early morning private cruise in the national wildlife refuge will start your day off in a relaxing manner.
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