Mallory Square

1 h 30 min · Instant confirmation

iWitness Key West True Crime Walking Tour

5.0 (17 reviews)

True crime in Key West? Bold, bizarre, and unforgettable, this new innovative tour walks you into the island’s real-life scandals — smuggling, gambling, murder, and shocking history exposed where it happened. More thrill...

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≈ 222 RON

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2 hours · Instant confirmation

Key West Sunset Sail Aboard Legendary Schooner Appledore

5.0 (367 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 spaciou...

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≈ 403 RON

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8 hours · Instant confirmation

Marathon to Key West Private Tour of Florida Keys

5.0 (28 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...

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≈ 621 RON

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2 hours · Instant confirmation

Private Sunset Cruise around Key West

5.0 (67 reviews)

*Visit Stockislandboatcharters.com for alternate availabilities and pricing.* Embark on a tour around the island of Key West on our 20 foot pioneer center console. Your guide will be talking you through many points of i...

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≈ 1,812 RON

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3 hours · Instant confirmation

Key West Wreckers Race Aboard Schooner America 2.0

4.9 (15 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...

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≈ 526 RON

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2 hours · Instant confirmation

Schooner Appledore Day Sail with Full Bar in Key West

4.9 (113 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 spaciou...

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≈ 222 RON

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1 h 30 min · Instant confirmation

Key West Day Sail on Schooner America 2.0 with 2 Drinks

4.9 (213 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...

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≈ 360 RON

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1 h 30 min – 3 hours · Instant confirmation

PRIVATE Welcome to Key West Walking Tour

4.9 (22 reviews)

Welcome to Key West! Stroll through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. This is private tour is customizable, meaning you can request to adj...

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≈ 623 RON

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2 hours · Instant confirmation

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

4.9 (893 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 Pie...

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≈ 555 RON

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2 hours · Instant confirmation

Classic Key West Schooner Sunset Sail with Full Open Bar

4.9 (277 reviews)

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively sp...

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≈ 494 RON

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1 h 30 min · Instant confirmation

Sunset Sail in Key West with Beverages Included

4.9 (987 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...

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≈ 358 RON

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4 hours · Instant confirmation

Advanced Wreck Diving at USNS General Hoyt S. Vandenberg

4.9 (14 reviews)

The USNS General Hoyt S. Vandenberg, a retired Air Force missile tracking ship, lies 160 feet beneath the waves, offering advanced certified divers an unparalleled underwater adventure. Explore its expansive 520-foot str...

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≈ 734 RON

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