• Private Key West Morning Sail, Snorkel & Kayak Excursion
    Special Offer

    Private Key West Morning Sail, Snorkel & Kayak Excursion

    New To The Site!

    Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....
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     4.5 hours (approx.)  Free Cancellation  Instant Confirmation
    $2,399
    $2,269.69
    Details
    $2,399
    $2,269.69
    Details
  • Key West Sunset Sail Aboard Schooner
    Likely to Sell Out

    Key West Sunset Sail Aboard Schooner

    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...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $116.10
    Details
    from
    $116.10
    Details
  • Sunset Sail in Key West with Beverages Included
    Likely to Sell Out

    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...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $79
    Details
    from
    $79
    Details
  • Key West Historic District Small-Group Walking Tour

    Key West Historic District Small-Group Walking Tour

    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...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $46.99
    Details
    from
    $46.99
    Details
  • Key West Private Wind & Wine Charter

    Key West Private Wind & Wine Charter

    The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Destinations three years running. See the sunset on...
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     2.5 Hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $3,499
    Details
    Best Rate
    $3,499
    Details
  • Key West Day Sail Aboard Schooner
    Likely to Sell Out

    Key West Day Sail Aboard Schooner

    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...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $73.10
    Details
    from
    $73.10
    Details
  • Key West Walking Food Tour With Secret Food Tours
    Likely to Sell Out

    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...
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     2 hours 30 minutes  Free Cancellation
    from
    $109
    Details
    from
    $109
    Details
  • Southernmost Key West History and Culture Small-Group Walking Tour

    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...
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     1 hour 45 minutes  Free Cancellation  Instant Confirmation
    from
    $39.99
    Details
    from
    $39.99
    Details
  • Sunset Sail on Historic Schooner in Key West
    Likely to Sell Out

    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...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $109
    Details
    from
    $109
    Details
  • Old Town Key West Literary Walking 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...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $30
    Details
    from
    $30
    Details
  • Private Tour of Florida Keys from Marathon to Key West

    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 •...
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     8 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $84
    Details
    from
    $84
    Details
  • Key West Wreckers Race Aboard Schooner America 2.0

    Key West Wreckers Race Aboard Schooner America 2.0

    6

    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...
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     3 hours  Instant Confirmation
    from
    $111.80
    Details
    from
    $111.80
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Luxury Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best Key West Luxury Tours are:

Q: What are the best kid-friendly options for Key West Luxury Tours Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Key West Luxury Tours are:

View all kid-friendly Tours

Q: Which Key West Luxury Tours have Instant Confirmation?

A: Key West Luxury Tours with Instant Confirmation include:

View all Tours with Instant Confirmation

Q: Which Key West Luxury Tours have Free Cancellation?

A: Key West Luxury Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation

Q: I need a ride! Which Key West Luxury Tours include Hotel Pickup?

A: No problem. These Key West Luxury Tours include Hotel Pickup:

View all Tours with Hotel Pickup

Q: Got any more Key West trip ideas?

A: We sure do. Check out our curated lists of hand-picked Key West Tours.

View all Key West Trip Ideas

Q: What are the most popular styles of Tours and Activities in Key West?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Key West are:

View all tour styles in Key West