Top Key West Boat Tours

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  • Key West Wind & Wine Sunset Sail
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Key West Wind & Wine Sunset Sail

    140

    The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Destinations three years running....
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     2 Hours (approx.)  Free Cancellation  Instant Confirmation
    $109
    $99
    Details
    $109
    $99
    Details
  • Key West Sunset Dinner Cruise with Tropical Buffet Dinner
    Likely to Sell Out

    Key West Sunset Dinner Cruise with Tropical Buffet Dinner

    628

    Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar....
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $92.95
    Details
    from
    $92.95
    Details
  • Key West Mangrove Kayak Eco Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Key West Mangrove Kayak Eco Tour

    699

    Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $60
    Details
    from
    $60
    Details
  • Sunset Sail in Key West with Beverages Included
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Sunset Sail in Key West with Beverages Included

    282

    Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $79
    Details
    from
    $79
    Details
  • Dinghy Drinking Tour through Key West Waters
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Dinghy Drinking Tour through Key West Waters

    62

    On this tour, you will see the beautiful crystal clear waters around Key West from a dinghy, a small motor boat that seats up to...
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     3 hours  Free Cancellation
    from
    $75
    Details
    from
    $75
    Details
  • Shark and Wildlife Viewing Adventure in Key West
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Shark and Wildlife Viewing Adventure in Key West

    728

    This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $89
    Details
    from
    $89
    Details
  • Kayak Tour of Mangrove Maze from Key West
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Kayak Tour of Mangrove Maze from Key West

    94

    On this Tour you will paddle through three different bodies of water; The Gulf of Mexico, Cow Key Channel and into the Mangrove Mazes to...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $75
    Details
    from
    $75
    Details
  • Key West Day Sail Aboard Schooner
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Key West Day Sail Aboard Schooner

    63

    Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $73.10
    Details
    from
    $73.10
    Details
  • Sunset Sail Cruise in Key West
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Sunset Sail Cruise in Key West

    91

    Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $91.38
    Details
    from
    $91.38
    Details
  • 2-Hour Private Sunset Cruise around Key West
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    2-Hour Private Sunset Cruise around Key West

    23

    This is the only 2 hour sunset cruise in Key West that provides a private guided tour around the island. Sit back and relax while...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $150
    Details
    from
    $150
    Details
  • Key West Sunset Buffet Dinner Cruise with open bar and Live Music

    Key West Sunset Buffet Dinner Cruise with open bar and Live Music

    2

    Key West is know for one of the worlds most incredible sunsets. On this Sunset buffet dinner cruise you will enjoy not only the incredible...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $109.99
    Details
    from
    $109.99
    Details
  • 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

    25

    Our private cruise to the sandbars will allow you to choose from two different Sandbar experiences. With 2 hours on the sandbars you can visit...
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     4 hours  Free Cancellation
    from
    $495
    Details
    from
    $495
    Details
  • Custom Charters with a Local Captain
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Custom Charters with a Local Captain

    21

    These Tours are unique because they are offered by a seventh generation local who knows the waters and can take you to places other people...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $249
    Details
    from
    $249
    Details
  • Epic Sandbar Safari With Dolphin Playground Encounter In Key West
    Likely to Sell Out

    Epic Sandbar Safari With Dolphin Playground Encounter In Key West

    2

    Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $103.96
    Details
    from
    $103.96
    Details
  • Smaller Groups = Better Experience! Key West Jet Ski Adventure

    Smaller Groups = Better Experience! Key West Jet Ski Adventure

    21

    Smaller Groups = Better Experience!**1 Booking is 1 Jet Ski that can accommodate up to 2 ridersFor all you thrill-seekers and explorers, our guided Jet...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $144.95
    Details
    from
    $144.95
    Details
  • Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

    Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

    61

    “The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!”This is not your average Key West pleasure cruise....
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     2 hours  Instant Confirmation
    from
    $65
    Details
    from
    $65
    Details
  • Private Key West Sunset Cruise
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Private Key West Sunset Cruise

    24

    Avoid the crowds on your own custom private boat charter! Come see what makes Key West sunsets something people love to celebrate everyday! Join us...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $400
    Details
    from
    $400
    Details
  • Key West's Morning Jet Ski Tour Special
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Key West's Morning Jet Ski Tour Special

    1909

    The 9:30 am Jet Ski Tour is 1 1/2 hours around Key WestIncludes Free Gas, NO CHARGE for 2nd Rider, Fresh water ShowersFollow a guide...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $162.95
    Details
    from
    $162.95
    Details
  • Private Ocean Safari Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Private Ocean Safari Tour

    60

    You will enjoy spending the day with an experienced guide who has an eye for spotting all the great wildlife as well as lots of...
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     4 hours  Free Cancellation  Instant Confirmation
    from
    $695
    Details
    from
    $695
    Details
  • Luxury Sailing Catamaran - Private Charters, Owner-Operated
    Likely to Sell Out

    Luxury Sailing Catamaran - Private Charters, Owner-Operated

    20

    Do it all on a luxury catamaran reserved just for you! Snorkel, dolphin watch, savor a sunset, bask in the sun, enjoy cocktails with friends...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $750
    Details
    from
    $750
    Details
  • Full Day Boat Tour- Local experience, do it all!

    Full Day Boat Tour- Local experience, do it all!

    8

    With Salty Soul Charters your adventure will be a one of a kind charter through some of the most beautiful waters that key west has...
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     6 hours  Free Cancellation  Instant Confirmation
    from
    $985
    Details
    from
    $985
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Boat Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best Key West Boat Tours are:

Q: What are the best kid-friendly options for Key West Boat Tours Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Key West Boat Tours are:

View all kid-friendly Tours →

Q: Which Key West Boat Tours have Instant Confirmation?

A: Key West Boat Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Key West Boat Tours have Free Cancellation?

A: Key West Boat Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: Got any more Key West trip ideas?

A: We sure do. Check out our curated lists of hand-picked Key West Tours.

View all Key West Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Key West?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Key West are:

View all tour styles in Key West →