Luxury Tours in Key West
Top 10 Best Key West Luxury Tours
Found 11 Luxury Tours activities in Key West. Sort by Popularity.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 West, as you sail by Mallory Square, Sunset Pier, Sand K... More

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
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Key West
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Superb648 reviews4.9
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in....
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 to detail on our sunset cruise is legendary. Being out on the... More

Sunset Sail in Key West with Beverages Included
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Key West
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Superb766 reviews4.9
Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champa....
Sunset Sail on Historic Schooner in Key West
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

Sunset Sail on Historic Schooner in Key West
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Key West
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Superb95 reviews4.8
Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then ....
Key West Walking Food Tour With Secret Food Tours
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

Key West Walking Food Tour With Secret Food Tours
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Key West
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Superb223 reviews4.8
On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show y....
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 won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean... More

Key West Day Sail on Schooner America 2.0 with 2 Drinks
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Key West
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Superb178 reviews4.9
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a ....
Southernmost Key West History and Culture Small-Group Walking Tour
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

Southernmost Key West History and Culture Small-Group Walking Tou....
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Key West
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Superb105 reviews5
Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just ....
Key West Historic Bahama Village & Hemingway Heritage
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

Key West Historic Bahama Village & Hemingway Heritage
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Key West
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Superb243 reviews5
Experience Historic Key West With A Small-Group Walking Tour Ever wondered how the island of Key We....
Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY
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
Private Tour

Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY
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Key West
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Superb5 reviews5
Experience an Unforgettable Fishing Adventure in Key West! Join us for an exhilarating private deep....
Private Tour
Old Town Key West Literary Walking Tour
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
Private Tour

Old Town Key West Literary Walking Tour
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Key West
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Superb94 reviews4.9
Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, i....
Private Tour
Private Tour of Florida Keys from Marathon to Key West
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
Private Tour

Private Tour of Florida Keys from Marathon to Key West
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Key West
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Superb17 reviews4.9
Visit the one-and-only island city of KEY WEST! Enjoy a narrated tour on the way down, and island m....
Private Tour
Key West Wreckers Race Aboard Schooner America 2.0
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
Private Tour

Key West Wreckers Race Aboard Schooner America 2.0
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Key West
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Superb9 reviews4.9
Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse abo....
Private Tour