Key West Sunset Cruises

  • Key West Wind & Wine Sunset Sail
    Likely to Sell Out

    Key West Wind & Wine Sunset Sail

    The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Key West Water Sports three years running....
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     2 Hours (approx.)  Free Cancellation  Instant Confirmation
    $109
    $99
    Details
    $109
    $99
    Details
  • Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

    Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

    Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran...
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     2 hours  Free Cancellation  Instant Confirmation
    Best Rate
    $79.95
    Details
    Best Rate
    $79.95
    Details
  • Key West Sunset Harbor Cruise
    Special Offer

    Key West Sunset Harbor Cruise

    Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise...
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     2 Hours (approx.)  Hotel pickup offered  Free Cancellation  Instant Confirmation
    $99
    $89
    Details
    $99
    $89
    Details
  • Key West Sunset Champagne Cruise

    Key West Sunset Champagne Cruise

    Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy...
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     90 minutes (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $49.95
    Details
    Best Rate
    $49.95
    Details
  • Key West Sunset Dinner Cruise
    Likely to Sell Out

    Key West Sunset Dinner Cruise

    Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar....
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $92.95
    Details
    from
    $92.95
    Details
  • Schooner Appledore Key West Premium Sunset Sail with Hors D’oeuvres and Full Bar

    Schooner Appledore Key West Premium Sunset Sail with Hors D’oeuvres and Full Bar

    Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and...
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     2 hours  Free Cancellation  Instant Confirmation
    Best Rate
    $99.95
    Details
    Best Rate
    $99.95
    Details
  • Sunset Sip & Sail
    Likely to Sell Out

    Sunset Sip & Sail

    Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •...
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     2 hours  Free Cancellation
    from
    $79.95
    Details
    from
    $79.95
    Details
  • Key West Dolphin Watch Sunset Snorkel Cruise
    Likely to Sell Out

    Key West Dolphin Watch Sunset Snorkel Cruise

    The Key West Water Sports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $69.95
    Details
    from
    $69.95
    Details
  • Key West Sunset Snorkel Sail
    Likely to Sell Out

    Key West Sunset Snorkel Sail

    Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $56.95
    Details
    from
    $56.95
    Details
  • Key West Wind & Wine Private Charter

    Key West Wind & Wine Private Charter

    The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Key West Water Sports three years running. See the...
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     2.5 Hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $3,499
    Details
    Best Rate
    $3,499
    Details
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  • Key West Original Island Jet Ski Tour
    Likely to Sell Out

    Key West Original Island Jet Ski Tour

    On our Key West Island Jet Ski Tours you jump on one of our Yamaha Waverunners and cruise around the island on a 26 mile,...
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     90 Minutes  Free Cancellation  Instant Confirmation
    $159
    $99
    Details
    $159
    $99
    Details
  • Key West Split Fishing Charter
    Likely to Sell Out

    Key West Split Fishing Charter

    On a Key West Split Fishing Charter, you save by dividing the charter cost between several people. Book your Key West split-charter fishing trip now...
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     4 or 6 Hours  Free Cancellation
    $350
    $200
    Details
    $350
    $200
    Details
  • Key West 4 Seater EZGO Golf Cart Rental
    Likely to Sell Out

    Key West 4 Seater EZGO Golf Cart Rental

    Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...
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     From 3 Hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    Best Rate
    $90
    Details
    Best Rate
    $90
    Details

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 Sunset Cruises?

A: According to verified reviews on Key West Water Sports and TripAdvisor, the best Key West Sunset Cruises are:

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

A: According to verified reviews on Key West Water Sports and TripAdvisor, the best kid-friendly Key West Sunset Cruises are:

View all kid-friendly Tours

Q: Which Key West Sunset Cruises have Instant Confirmation?

A: Key West Sunset Cruises with Instant Confirmation include:

View all Tours with Instant Confirmation

Q: Which Key West Sunset Cruises have Free Cancellation?

A: Key West Sunset Cruises 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 Sunset Cruises include Hotel Pickup?

A: No problem. These Key West Sunset Cruises include Hotel Pickup:

View all Tours with Hotel Pickup

Sorting, ranking, and search results

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Key West Water Sports wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

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If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Key West Water Sports over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.