• Key West Sunset Sail aboard legendary Schooner Appledore
    Likely to Sell Out

    Key West Sunset Sail aboard legendary Schooner Appledore

    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...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $89
    Details
    from
    $89
    Details
  • Classic Key West Schooner Sunset Sail with Full Open Bar
    Likely to Sell Out

    Classic Key West Schooner Sunset Sail with Full Open Bar

    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...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $109
    Details
    from
    $109
    Details
  • Private Luxury Catamaran Sunset Sails
    Likely to Sell Out

    Private Luxury Catamaran Sunset Sails

    3

    Rent your own private yacht and savor the beautiful Key West sunset away from the crowds. Do it all on a luxury catamaran reserved just...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $775
    Details
    from
    $775
    Details
  • Luxury Sailing Catamaran - Private Charters, Owner-Operated

    Luxury Sailing Catamaran - Private Charters, Owner-Operated

    Do it all on a luxury catamaran reserved just for you! Snorkel, dolphin watch, savor a sunset, bask in the sun, enjoy cocktails with friends...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $750
    Details
    from
    $750
    Details
  • Private 2 hours Catamaran Sails

    Private 2 hours Catamaran Sails

    New To The Site!

    Only the best! Owner operated, you have a luxurious yacht all to yourself with a captain and first mate! Snorkel, dolphin watch, and sunset with...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $525
    Details
    from
    $525
    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 Romantic Tours?

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

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

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

View all kid-friendly Tours

Q: Which Key West Romantic Tours have Instant Confirmation?

A: Key West Romantic Tours with Instant Confirmation include:

View all Tours with Instant Confirmation

Q: Which Key West Romantic Tours have Free Cancellation?

A: Key West Romantic 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: 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