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Top 10 Best Key West Unique Experiences

Found 302 Unique Experiences activities in Key West. Sort by Popularity. - Page 2
 

All Inclusive Sandbar Trip With Hidden Kayak Tour, Food & Drinks

(4.7 of 205 reviews)

Join us for the ultimate sandbar adventure in Key West. This trip combines the best activities Key West has to offer. We will cruise out to the Florida Marine Sanctuary for an incredible guided kayak eco tour through the mangrove ... More

Free Cancellation
Start From $149.95
 
All Inclusive Sandbar Trip With Hidden Kayak Tour, Food & Drinks

All Inclusive Sandbar Trip With Hidden Kayak Tour, Food & Drinks

  • Key West
  • Superb205 reviews4.7

Join us for the ultimate sandbar adventure in Key West. This trip combines the best activities Key W....

    Free Cancellation
    Start From $149.95
 
 

Key West Glass-Bottom Boat Tour with Sunset Option

(3.9 of 501 reviews)

Step aboard the Pride of Key West, the island’s only Glass Bottom Boat. This family-friendly tour invites you to explore North America’s only living coral reef* from our state-of-the-art 65ft catamaran. Glide over crystal-clea... More

Free Cancellation
Start From $69.95
 
Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option

  • Key West
  • Very Good501 reviews3.9

Step aboard the Pride of Key West, the island’s only Glass Bottom Boat. This family-friendly tour ....

    Free Cancellation
    Start From $69.95
 
 

Key West Ghosts and Gravestones Trolley Tour

(4.3 of 1,047 reviews)

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’... More

Free Cancellation
Start From $39.85
 
Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

  • Key West
  • Exellent1,047 reviews4.3

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker....

    Free Cancellation
    Start From $39.85
 
 

Key West Reef Snorkel & Sail Adventure

(4.7 of 504 reviews)

Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience. It’s about an hour ... More

Free Cancellation
Start From $79.00
 
Key West Reef Snorkel & Sail Adventure

Key West Reef Snorkel & Sail Adventure

  • Key West
  • Superb504 reviews4.7

Join us for a snorkel adventure to the only living coral reef in North America. We have several fant....

    Free Cancellation
    Start From $79.00
 
 

Southernmost Food & Cultural Walking Tour by Key West Food Tours

(4.9 of 1,457 reviews)

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 of ... More

Free Cancellation
Start From $93.41
 
Southernmost Food & Cultural Walking Tour by Key West Food Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours

  • Key West
  • Superb1,457 reviews4.9

Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way....

    Free Cancellation
    Start From $93.41
 
 

Key West Sunset Sail Aboard Legendary Schooner Appledore

(5 of 110 reviews)

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 spacious and comf... More

Free Cancellation
Start From $89.00
 
Key West Sunset Sail Aboard Legendary Schooner Appledore

Key West Sunset Sail Aboard Legendary Schooner Appledore

  • Key West
  • Superb110 reviews5

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th cen....

    Free Cancellation
    Start From $89.00
 
 

Key West: All-Inclusive Watersports Adventure with Lunch & Beer

(4.5 of 310 reviews)

Get ready for the thrill of a lifetime with our Do It All Watersports Combo, the ultimate way to experience the best of Key West! Dive into 10 exhilarating activities packed into one unforgettable day: jet skiing, parasailing, sno... More

Free Cancellation
Start From $179.95
 
Key West: All-Inclusive Watersports Adventure with Lunch & Beer

Key West: All-Inclusive Watersports Adventure with Lunch & Beer

  • Key West
  • Exellent310 reviews4.5

Get ready for the thrill of a lifetime with our Do It All Watersports Combo, the ultimate way to exp....

    Free Cancellation
    Start From $179.95
 
 

2 Hour Key West Mini Catamaran Eco Tour

(4.5 of 13 reviews)

Get ready for an unforgettable journey that takes you through the natural beauty of Key West’s surrounding waters. Our Craigcat boat tour will take you on an exhilarating, up-close adventure across crystal-clear waters, winding ... More

Free Cancellation
Start From $284.95
 
2 Hour Key West Mini Catamaran Eco Tour

2 Hour Key West Mini Catamaran Eco Tour

  • Key West
  • Exellent13 reviews4.5

Get ready for an unforgettable journey that takes you through the natural beauty of Key West’s sur....

    Free Cancellation
    Start From $284.95
 
 

Key West Afternoon Reef Snorkeling with Open Bar

(4.5 of 337 reviews)

Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start a sail to the Key West living reef where you will see coral and tropical fish. All snorkeling equipment is provided an... More

Free Cancellation
Start From $54.95
 
Key West Afternoon Reef Snorkeling with Open Bar

Key West Afternoon Reef Snorkeling with Open Bar

  • Key West
  • Exellent337 reviews4.5

Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip w....

    Free Cancellation
    Start From $54.95
 
 

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

(4.9 of 397 reviews)

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 designs, to... More

Free Cancellation
Start From $143.00
 
Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

  • Key West
  • Superb397 reviews4.9

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We work....

    Free Cancellation
    Start From $143.00
 
 

Ultimate Adventure H2.0 Key West Do it All Watersports Experience

(4.7 of 427 reviews)

Fury’s Ultimate Adventure is unique because it offers a comprehensive water sports experience tailored for thrill-seekers. Guests begin their day on a luxurious 65-foot catamaran, surrounded by stunning island views, setting the... More

Free Cancellation
Start From $149.95
 
Ultimate Adventure H2.0 Key West Do it All Watersports Experience

Ultimate Adventure H2.0 Key West Do it All Watersports Experience

  • Key West
  • Superb427 reviews4.7

Fury’s Ultimate Adventure is unique because it offers a comprehensive water sports experience tail....

    Free Cancellation
    Start From $149.95
 
 

Guided Bicycle Tour of Old Town Key West

(4.9 of 2,437 reviews)

Ride with us for a truly unique and unforgettable Key West experience! See the islands top attractions with your own local guide! Cruise Old Town, visit iconic landmarks, and hear stories about some of the colorful characters that... More

Free Cancellation
Start From $60.00
 
Guided Bicycle Tour of Old Town Key West

Guided Bicycle Tour of Old Town Key West

  • Key West
  • Superb2,437 reviews4.9

Ride with us for a truly unique and unforgettable Key West experience! See the islands top attractio....

    Free Cancellation
    Start From $60.00
 
 

Key West Rum and Reggae:Reef Snorkel Adventure and Sunset Sail

(4.4 of 346 reviews)

Fury’s Snorkel Adventure is unique for its combination of thrilling snorkeling and a vibrant sailing experience. Guests board a spacious Fury Catamaran, part of the largest luxury fleet in the Florida Keys, and sail to North Ame... More

Free Cancellation
Start From $59.07
 
Key West Rum and Reggae:Reef Snorkel Adventure and Sunset Sail

Key West Rum and Reggae:Reef Snorkel Adventure and Sunset Sail

  • Key West
  • Exellent346 reviews4.4

Fury’s Snorkel Adventure is unique for its combination of thrilling snorkeling and a vibrant saili....

    Free Cancellation
    Start From $59.07
 
 

Key West Conch Tour Train

(4.4 of 664 reviews)

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades. Learn about the history of the ... More

Free Cancellation
Start From $45.10
 
Key West Conch Tour Train

Key West Conch Tour Train

  • Key West
  • Exellent664 reviews4.4

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attr....

    Free Cancellation
    Start From $45.10
 
 

Sunset Sip and Sail Key West with Open Bar and Live Music

(4.5 of 258 reviews)

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music • Great Appetizers Welcome aboard Key West's newest catamaran, the "Sandie Cat" as we literally... More

Free Cancellation
Start From $79.95
 
Sunset Sip and Sail Key West with Open Bar and Live Music

Sunset Sip and Sail Key West with Open Bar and Live Music

  • Key West
  • Exellent258 reviews4.5

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. ....

    Free Cancellation
    Start From $79.95
 
 

Key West Dolphin and Snorkel Experience

(4.4 of 265 reviews)

The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous Key West Sunset all in one trip.... More

Free Cancellation
Start From $64.95
 
Key West Dolphin and Snorkel Experience

Key West Dolphin and Snorkel Experience

  • Key West
  • Exellent265 reviews4.4

The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key....

    Free Cancellation
    Start From $64.95
 
 

Jimmy Buffett Tour

(4.7 of 208 reviews)

You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearing a neon green shirt) at Margaritaville. Musician Jimmy Buffett arrived in Key West 50 years ago in 1971. This walking tour will t... More

Free Cancellation
Start From $79.00
 
Jimmy Buffett Tour Likely to Sell Out

Jimmy Buffett Tour

  • Key West
  • Superb208 reviews4.7

You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearin....

    Free Cancellation
    Start From $79.00
 
 

Key West Double-Dip Snorkel Tour-Two Stops, Twice the Fun!

(4.6 of 161 reviews)

The Fury’s Double Dip Snorkel Tour is unique for its focus on maximizing snorkeling experiences at two distinct locations on North America’s only living coral reef. Highlights include: Dual Snorkeling Locations: Explore two ... More

Free Cancellation
Start From $79.95
 
Key West Double-Dip Snorkel Tour-Two Stops, Twice the Fun! Likely to Sell Out

Key West Double-Dip Snorkel Tour-Two Stops, Twice the Fun!

  • Key West
  • Superb161 reviews4.6

The Fury’s Double Dip Snorkel Tour is unique for its focus on maximizing snorkeling experiences at....

    Free Cancellation
    Start From $79.95
 
 

Adults only Sunset Cruise from Key West with Champagne

(4.9 of 876 reviews)

Get out on Key West’s beautiful shallow waters on the Adults Only sunset cruise, to sip Moët & Chandon champagne while enjoying the sunset. Included in the tour price are the house champagne Chandon Brut, 7 premium red and whit... More

Free Cancellation
Start From $108.91
 
Adults only Sunset Cruise from Key West with Champagne Likely to Sell Out

Adults only Sunset Cruise from Key West with Champagne

  • Key West
  • Superb876 reviews4.9

Get out on Key West’s beautiful shallow waters on the Adults Only sunset cruise, to sip Moët & Ch....

    Free Cancellation
    Start From $108.91
 
 

Shallow Water Snorkeling and Dolphin Watching in Key West

(4.6 of 434 reviews)

All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropical waters of Key West on Catamaran Echo - making vacation memories since 1991. Enjoy a premium shallow snorkeling and dolphin-watc... More

Free Cancellation
Start From $108.91
 
Shallow Water Snorkeling and Dolphin Watching in Key West Likely to Sell Out

Shallow Water Snorkeling and Dolphin Watching in Key West

  • Key West
  • Superb434 reviews4.6

All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropica....

    Free Cancellation
    Start From $108.91
 
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