Top Key West Luxury Tours

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Key West Adventures

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Key West Sunset Cruise: Dinner, Live Music & Drinks Included
Likely to Sell Out
Likely to Sell Out
4.4 (1,849)

Key West Sunset Cruise: Dinner, Live Music & Drinks Included

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....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.4 (1,849)
$92.95
$91.95
Key West Mangrove Kayak Eco Tour
Special Offer
Special Offer
4.9 (2,350)

Key West Mangrove Kayak Eco Tour

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (2,350)
$80
$79
Key West Hop-On Hop-Off Trolley Tour
Special Offer
Special Offer
4.6 (1,684)

Key West Hop-On Hop-Off Trolley Tour

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.6 (1,684)
$55.60
$54.60
Key West Ghosts and Gravestones Trolley Tour
Special Offer
Special Offer
4.4 (1,328)

Key West Ghosts and Gravestones Trolley Tour

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...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.4 (1,328)
$39.85
$38.85
Key West Craft Cocktail Crawl
Likely to Sell Out
Likely to Sell Out
4.9 (600)

Key West Craft Cocktail Crawl

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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (600)
$93.68
$92.68
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
Likely to Sell Out
Likely to Sell Out
4.9 (1,701)

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (1,701)
$122.59
$121.59
Key West Conch Tour Train
Special Offer
Special Offer
4.5 (847)

Key West Conch Tour Train

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...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.5 (847)
$45.10
$44.10
Shark and Wildlife Viewing Adventure in Key West
Special Offer
Special Offer
5.0 (3,201)

Shark and Wildlife Viewing Adventure in Key West

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3,201)
$99
$98
Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt
Special Offer
Special Offer
4.6 (594)

Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt

Unleash your inner ghost hunter! Embark on a spine-tingling 2-hour haunted walking tour through Bone Island's Old Town Key West. You'll first receive your commemorative...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (594)
$32.20
$31.20
Sunset Sail in Key West with Beverages Included
Likely to Sell Out
Likely to Sell Out
4.9 (960)

Sunset Sail in Key West with Beverages Included

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...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (960)
$79
$78
Key West Ghost and Mysteries Guided Tour
Special Offer
Special Offer
4.5 (1,102)

Key West Ghost and Mysteries Guided Tour

This isn’t your average ghost tour. Key West Ghost and Mysteries is a locally owned and operated family business offering a small, intimate experience that...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.5 (1,102)
$33
$32
Guided Bike Tour of Old Town Key West
Special Offer
Special Offer
5.0 (2,686)

Guided Bike Tour of Old Town Key West

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2,686)
$59
$58
Key West Safari Eco Sandbar Tour Adventure with Snorkeling
Special Offer
Special Offer
4.7 (216)

Key West Safari Eco Sandbar Tour Adventure with Snorkeling

Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (216)
$197.12
$196.12
Key West Historic Seaport Food & Walking Tour
Likely to Sell Out
Likely to Sell Out
4.9 (677)

Key West Historic Seaport Food & Walking Tour

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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (677)
$93.41
$92.41
All-Inclusive Sandbar Safari with Dolphin Playground Encounter
Special Offer
Special Offer
4.9 (585)

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.9 (585)
$149.95
$148.95
Southernmost Food & Cultural Walking Tour by Key West Food Tours
Special Offer
Special Offer
4.9 (1,908)

Southernmost Food & Cultural Walking Tour by Key West Food Tours

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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (1,908)
$90.19
$89.19
Guided Clear Kayak Eco-Tour Near Key West
Likely to Sell Out
Likely to Sell Out
4.9 (704)

Guided Clear Kayak Eco-Tour Near Key West

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (704)
$79
$78
Original Key West Pub Crawl: The Best Bars with Free T-Shirt
Special Offer
Special Offer
4.7 (364)

Original Key West Pub Crawl: The Best Bars with Free T-Shirt

For the quintessential Key West adventure, don't miss the 'Duval Crawl' pub crawl! Immerse yourself in the island's iconic and buzzing bar culture. Join the...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (364)
$42.95
$41.95
Key West Day Sail on Schooner America 2.0 with 2 Drinks
Likely to Sell Out
Likely to Sell Out
5.0 (210)

Key West Day Sail on Schooner America 2.0 with 2 Drinks

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...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (210)
$79.45
$78.45
Dinghy Drinking Tour through Key West Waters
Likely to Sell Out
Likely to Sell Out
4.9 (108)

Dinghy Drinking Tour through Key West Waters

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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (108)
$85
$84

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