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Top 10 Best Key West Luxury Tours

Found 12 Luxury Tours activities in Key West. Sort by Popularity.
 

Sunset Sail in Key West with Beverages Included

(4.9 of 706 reviews)

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 to detail on our sunset cruise is legendary. Being out on the... More

Free Cancellation
Start From $79.00
 
Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

  • Key West
  • Superb706 reviews4.9

Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champa....

    Free Cancellation
    Start From $79.00
 
 

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

(4.9 of 564 reviews)

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 West, as you sail by Mallory Square, Sunset Pier, Sand K... More

Free Cancellation
Start From $116.10
 
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

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

  • Key West
  • Superb564 reviews4.9

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in....

    Free Cancellation
    Start From $116.10
 
 

Key West Historic District Small-Group Walking Tour

(5 of 234 reviews)

Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key West was discovered and became so rich? Explore Key West’s history, lore, and legends from the ground up with an intimate walking ... More

Free Cancellation
Start From $46.99
 
Key West Historic District Small-Group Walking Tour

Key West Historic District Small-Group Walking Tour

  • Key West
  • Superb234 reviews5

Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key We....

    Free Cancellation
    Start From $46.99
 
 

Key West Day Sail on Schooner America 2.0 with 2 drinks

(4.9 of 156 reviews)

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 won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean... More

Free Cancellation
Start From $73.10
 
Key West Day Sail on Schooner America 2.0 with 2 drinks

Key West Day Sail on Schooner America 2.0 with 2 drinks

  • Key West
  • Superb156 reviews4.9

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a ....

    Free Cancellation
    Start From $73.10
 
 
-10% Key West Walking Food Tour With Secret Food Tours

Key West Walking Food Tour With Secret Food Tours

(4.8 of 193 reviews)

On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show you the real city and its best food. You'll gain insight into how the diverse cultural influences of Key West have shaped the islan... More

Special Offer
Free Cancellation
Start From $98.10
(Saving 10% ) $109.00
 
-10% Key West Walking Food Tour With Secret Food Tours

Key West Walking Food Tour With Secret Food Tours

  • Key West
  • Superb193 reviews4.8

On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show y....

    Special Offer
    Free Cancellation
    Start From $98.10
    (Saving 10% ) $109.00
 
 

Private Tour of Florida Keys from Marathon to Key West

(4.9 of 14 reviews)

Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island music on the way back. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time ... More

Free Cancellation
Private Tour
Start From $274.00
 
Private Tour of Florida Keys from Marathon to Key West

Private Tour of Florida Keys from Marathon to Key West

  • Key West
  • Superb14 reviews4.9

Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island m....

    Free Cancellation
    Private Tour
    Start From $274.00
 
 

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

(4.7 of 588 reviews)

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and dolphin watching the perfect way to spend a fun day in the sun. On the Island T’ing adventure, you’ll sail on a large catamar... More

Free Cancellation
Private Tour
Start From $129.00
 
Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

  • Key West
  • Superb588 reviews4.7

Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Southernmost Key West History and Culture Small-Group Walking Tour

(5 of 92 reviews)

Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the ... More

Free Cancellation
Private Tour
Start From $39.99
 
Southernmost Key West History and Culture Small-Group Walking Tour

Southernmost Key West History and Culture Small-Group Walking Tou....

  • Key West
  • Superb92 reviews5

Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just ....

    Free Cancellation
    Private Tour
    Start From $39.99
 
 

Sunset Sail on Historic Schooner in Key West

(4.8 of 87 reviews)

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is over and if I return, Bea and I will sail around the world!" Step foot on the gorgeous teak... More

Free Cancellation
Private Tour
Start From $109.00
 
Sunset Sail on Historic Schooner in Key West Likely to Sell Out

Sunset Sail on Historic Schooner in Key West

  • Key West
  • Superb87 reviews4.8

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then ....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

Old Town Key West Literary Walking Tour

(4.9 of 87 reviews)

Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, illuminating stories of writers that have called our island home. Inspired by David A. Kaufelt’s original literary walking tour, ... More

Free Cancellation
Private Tour
Start From $30.00
 
Old Town Key West Literary Walking Tour Likely to Sell Out

Old Town Key West Literary Walking Tour

  • Key West
  • Superb87 reviews4.9

Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, i....

    Free Cancellation
    Private Tour
    Start From $30.00
 
 

Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY

(5 of 4 reviews)

Experience an Unforgettable Fishing Adventure in Key West! Join us for an exhilarating private deep-sea fishing adventure on the vibrant waters of Key West. Led by a skilled and experienced captain, our charters cater to both sea... More

Free Cancellation
Private Tour
Start From $850.00
 
Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY Likely to Sell Out

Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY

  • Key West
  • Superb4 reviews5

Experience an Unforgettable Fishing Adventure in Key West! Join us for an exhilarating private deep....

    Free Cancellation
    Private Tour
    Start From $850.00
 
 

Key West Wreckers Race Aboard Schooner America 2.0

(4.5 of 2 reviews)

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern ... More

Free Cancellation
Private Tour
Start From $111.80
 
Key West Wreckers Race Aboard Schooner America 2.0 Likely to Sell Out

Key West Wreckers Race Aboard Schooner America 2.0

  • Key West
  • Exellent2 reviews4.5

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse abo....

    Free Cancellation
    Private Tour
    Start From $111.80
 
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