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11 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
220
  • 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

Key West Sunset Cruise with Live Island Music

star-4.5
477
  • 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."


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
419
  • 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: "A great tour and fantastic team/service! Very enjoyable experience. Booking was a breeze and the tour was exactly as advertised. Would for sure recommend this to friends/family visiting Key West!"


Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
276
  • 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: "The evening was everything we hoped it would be. The crew did an outstanding job. Great service and attention to detail. I Thank you!"


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
20
  • 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

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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