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

    154

    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

    717

    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

    782

    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
  • Key West Sunset 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 Sunset Sail Aboard Schooner

    624

    Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $111.80
    Details
    from
    $111.80
    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

    322

    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
    $69
    Details
    from
    $69
    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

    65

    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

    816

    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

    Kayak Tour of Mangrove Maze from Key West

    100

    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  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

    97

    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
  • Key West Waterway Cleanup and Environmental Education Tour

    Key West Waterway Cleanup and Environmental Education Tour

    2

    Join the Blue Moon Crew for a day to Beautifying our waterways. Blue Moon Kayak Key West has adopted Cow Key Channel and is always...
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     2 hours  Free Cancellation
    from
    $62.50
    Details
    from
    $62.50
    Details
  • Snorkel, Sandbar & Dolphin Excursion
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Snorkel, Sandbar & Dolphin Excursion

    21

    Max 6 people. Explore the waters around Key West in the Looking Glass, our 28' glass bottom boat. This versatile boat let's you plan your...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $800
    Details
    from
    $800
    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
  • Luxury Sailing Catamaran - Private Charters, Owner-Operated
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Luxury Sailing Catamaran - Private Charters, Owner-Operated

    21

    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
  • Boat Excursion in Florida Keys with Snorkeling Equipment
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Boat Excursion in Florida Keys with Snorkeling Equipment

    11

    Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the...
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     4 hours  Free Cancellation
    from
    $700
    Details
    from
    $700
    Details
  • Group Snorkel & Sandbar from Hawks Cay
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Group Snorkel & Sandbar from Hawks Cay

    27

    Solé Watersports is the premier watersports operator at the famous Hawks Cay Resort on the tranquil tropical island of Duck Key. This best selling excursion...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $120
    Details
    from
    $120
    Details
  • Private Afternoon Booze Cruise in Key West
    Likely to Sell Out

    Private Afternoon Booze Cruise in Key West

    2

    This is the only private guided booze cruise in Key West. We provide you with dockside access to three different watering holes in Key West....
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $247.50
    Details
    from
    $247.50
    Details
  • Sail, Snorkel, Kayak, Dolphins, and Lunch with Honest Eco
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Sail, Snorkel, Kayak, Dolphins, and Lunch with Honest Eco

    116

    I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring...
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     6 hours  Free Cancellation  Instant Confirmation
    from
    $212
    Details
    from
    $212
    Details
  • 2-Hour Private Sunset Cruise around Key West
    Likely to Sell Out

    2-Hour Private Sunset Cruise around Key West

    31

    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
  • Private Key West Sunset Sail
    Likely to Sell Out

    Private Key West Sunset Sail

    38

    2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for...
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     2 hours  Instant Confirmation
    from
    $595
    Details
    from
    $595
    Details
  • 4-Hour Private Cruise to a Sand Bar on a Boat in Key West
    Likely to Sell Out

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

    27

    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
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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 →