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Key West Sunset Cruises

By Viator, June 2016

5 199 Reviews | Add your review

It’s a tale as old as the Caribbean itself—watching the colors of a fiery sunset disappear on the western horizon, while gently floating out at sea and feeling the ocean breeze. 

Most of the Key West sunset cruises depart from the Historic Seaport, and once you’ve made it out of the harbor and head towards the open sea, you’ll have the chance to join the crew in helping to hoist the sails. Many Key West sunset cruises are aboard wooden tall ships and schooners, where the unfurling of the sails and the creak of the rigging help to add a romantic allure to an already romantic eve. Pop open a bottle of champagne or sip a glass of fine wine, and snack on hors d’oeuvres as you sail towards the Caribbean Sea. Most of the Key West sunset cruises are only two hours long, but that’s still enough time to pass classic sites such as Fort Zachary Taylor, as well as the Mallory Square sunset celebration that takes place on shore each night. 

Finally, while most sunset sails keep their groups to 25 people or less, travelers who want an exclusive experience can hire a private sailboat and crew for sailing off into the sunset.  Combine the day with an afternoon of snorkeling the colorful coral reef, and finish the day with a drink in hand as the wind moves you slowly along.  

Tours & Tickets

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Champagne Celebration Sunset Cruise, Key West, null
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Champagne Celebration Sunset Cruise

5 star rating: Highly Recommended 110 Reviews

Get out on Key West’s beautiful Atlantic waters to sip Moët & Chandon champagne while enjoying the sunset. Included in the tour price are house ...  Read more

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $79.49
Key West Sunset Champagne and Appetizers Cruise, Key West, Night Cruises
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Key West Sunset Champagne and Appetizers Cruise

5 star rating: Highly Recommended 48 Reviews

Watch the sun set and the moon rise off the coast of Key West on this 2-hour sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard ...  Read more

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $63.00
Key West Glass-Bottom Boat Tour with Sunset Option, Key West, Sunset Cruises
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Key West Glass-Bottom Boat Tour with Sunset Option

4.5 star rating: Recommended 38 Reviews

See the only living coral barrier reef in the continental United States on this two-hour glass-bottom boat tour from Key West! As you relax on the cruise, look ...  Read more

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $41.56
Key West Sail and Snorkel Day Trip from Fort Lauderdale, Fort Lauderdale, Glass Bottom Boat Tours
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Key West Sail and Snorkel Day Trip from Fort Lauderdale

4.5 star rating: Recommended 3 Reviews

Whether you’re an experienced snorkeler or you want to try something new and exciting, you’ll find Key West to be the perfect destination for fun in the ocean. ...  Read more

Location: Fort Lauderdale, Florida
Duration: 15 hours (approx.)

From USD $149.00
Private Sunset Sail with Wine and Cheese, Key West, Day Trips
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Private Sunset Sail with Wine and Cheese

Sunset sailing trips in Key West should be romantic with friends and/or family, and that's why we only offer private sunset sails. Our beautiful sail boat is ...  Read more

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $350.00
Private 90 Minute Customized Sailing Charter, Key West, Private Sightseeing Tours
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Private 90 Minute Customized Sailing Charter

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city ...  Read more

Location: Key West, Florida
Duration: Flexible

From USD $294.99
Private Sunset Sail, Key West, Custom Private Tours
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Private Sunset Sail

The perfect Key West sunset sail - peaceful, private and exclusive! Your captain and mate will take you out to watch the sunset from your own private classic ...  Read more

Location: Key West, Florida
Duration: 2 hours (approx.)

From USD $394.99

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