The 15 best things to do in Key West (November 2026)

The ranked list

1. 

   1. Guided Bike Tour of Old Town Key West

   Outty Ranking93

   Ride with Key Lime Bike Tours for a truly unique and unforgettable Key West experience! See the islands top attractions with your own friendly knowledgable guide! Cruise Old Town, visit iconic landmarks, and hear stories. 90+ Club at 93/100, 4.9/5 from 2,747 traveler reviews, 2h from $59, free cancellation, an Outty 90+ Club member.

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2. 

   2. Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

   Outty Ranking93

   This trip combines sailing, snorkeling, kayaking, and local insight in a laid-back, small-group setting. You'll sail on an authentic schooner into the calm, protected waters of the Key West National Wildlife Refuge—a rem. 90+ Club at 93/100, 4.9/5 from 1,835 traveler reviews, 4.5h from $125, free cancellation, an Outty 90+ Club member.

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3. 

   3. Shark and Wildlife Viewing Adventure in Key West

   Outty Ranking92

   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 view the sharks. Delight in close-up views of sharks and a variety of other marine life. In this eco-frien. 90+ Club at 92/100, 5.0/5 from 3,425 traveler reviews, 2h from $99, free cancellation, an Outty 90+ Club member.

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4. 

   4. Southernmost Food & Cultural Walking Tour by Key West Food Tours

   Outty Ranking91

   Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 5 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and. 90+ Club at 91/100, 4.9/5 from 1,985 traveler reviews, 3h from $94, free cancellation, an Outty 90+ Club member.

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5. 

   5. Key West Mangrove Kayak Eco Tour

   Outty Ranking91

   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 West. You will glide through the winding mangrove creeks and paddle through. 90+ Club at 91/100, 4.9/5 from 2,397 traveler reviews, 2h from $80, free cancellation, an Outty 90+ Club member.

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6. 

   6. Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

   Outty Ranking90

   Danger Charters is the only tour operator in Key West offering sailing excursions on a historic schooner into the remote backcountry of the National Wildlife Refuge. Our trips are truly small-group, with a max of around. Exceptional at 90/100, 4.9/5 from 851 traveler reviews, 6.5h from $159, free cancellation.

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7. 

   7. Key West Historic Seaport Food & Walking Tour

   Outty Ranking87

   Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classi. Exceptional at 87/100, 4.9/5 from 683 traveler reviews, 3h from $94, free cancellation.

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8. 

   8. Key West Craft Cocktail Crawl

   Outty Ranking86

   Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquir. Exceptional at 86/100, 4.9/5 from 598 traveler reviews, 3h from $99, free cancellation.

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9. 

   9. Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

   Outty Ranking86

   The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjo. Exceptional at 86/100, 4.9/5 from 1,493 traveler reviews, 2h from $135, free cancellation.

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10. 

    10. Key West Dolphin Watch and Snorkel Tour - Eco Adventure

    Outty Ranking86

    Fury's Dolphin Watch & Snorkel Tour offers a unique blend of wildlife observation and snorkeling in Key West. Aboard our state-of-the-art 45-foot power catamaran, you’ll cruise the sparkling waters of the Gulf of Mexico,. Exceptional at 86/100, 4.7/5 from 1,249 traveler reviews, 3h from $73, free cancellation.

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11. 

    11. Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

    Outty Ranking85

    Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and Principal Engineer known for his high-efficiency catamaran d. Exceptional at 85/100, 4.9/5 from 598 traveler reviews, 4h from $150, free cancellation.

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12. 

    12. Guided Clear Kayak Eco-Tour Near Key West

    Outty Ranking85

    100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the blueish-green waters. Eco-Tours with Marine Viewing: Our. Exceptional at 85/100, 4.9/5 from 755 traveler reviews, 2h from $89, free cancellation.

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13. 

    13. All-Inclusive Sandbar Safari with Dolphin Playground Encounter

    Outty Ranking85

    Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to the dolphin playground in the Florida Marine Sanctuary for some dolphin watching. With pictu. Exceptional at 85/100, 4.8/5 from 710 traveler reviews, 5h from $150, free cancellation.

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14. 

    14. Key West Sunset Sail Aboard Legendary Schooner Appledore

    Outty Ranking84

    Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spaciou. Exceptional at 84/100, 5.0/5 from 369 traveler reviews, 2h from $99, free cancellation.

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15. 

    15. Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres

    Outty Ranking84

    Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on one of Sebago's modern sailing catamarans while sipping sparkling wine or your favorite cockta. Exceptional at 84/100, 4.7/5 from 3,895 traveler reviews, 2h from $70, free cancellation.

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