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Sunset Cruises in Key West

By Viator, August 2018

5 288 Reviews | Add your review

After a long day soaking up the Florida sun, there’s nothing quite like relaxing on a sunset cruise off the shores of Key West. From a casual sightseeing cruise to a private Champagne toast for two, here are your options.

Sightseeing Cruises
As the sun begins to sink, sail past Mallory Square, Sunset Pier, and Sand Key Tower Lighthouse on a sunset cruise departing from the Historic Seaport. During an evening sail, families looking for a kid-friendly sunset cruise can head out on a glass-bottom catamaran to gaze down at the marine life inhabiting North America’s only living coral barrier reef.

Cocktail Cruises
Key West is a town that knows how to party, and no cruise would be complete without a drink in hand. Set sail on a catamaran while sipping a glass of Champagne, cruise into the sunset while sampling wines from around the world, or dance to Key West island beats on a party cruise, complete with unlimited drinks.

Dinner Cruises
Enjoy an island-style dinner with stunning views of the Key West coast on a dinner cruise aboard a yacht. Many tours include a buffet dinner, as well as a cash bar serving draft beer, wine, and cocktails. Often there’s live music on deck after dinner.

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 111 Reviews

Get out on Key West’s beautiful Atlantic waters on the Adults Only sunset cruise, to sip Moët & Chandon champagne while enjoying the sunset. Included ...  Read more

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

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

5 star rating: Highly Recommended 50 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 Sunset Champagne Cruise, Key West, Sunset Cruises
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Key West Sunset Champagne Cruise

5 star rating: Highly Recommended 22 Reviews

Watch the famous Key West sunset on a 2-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy included wine, sparkling ...  Read more

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

From USD $41.00
Schooner Appledore Key West Cruise, Key West, Sunset Cruises
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Schooner Appledore Key West Cruise

5 star rating: Highly Recommended 12 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 ...  Read more

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

From USD $45.97
Small-Group Sunset Sail with Wine, Key West, Sailing Trips
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Small-Group Sunset Sail with Wine

5 star rating: Highly Recommended 11 Reviews

Cruise into the sunset with wines from all around the world, imported and domestic beers as well as hors d'oeuvres. This cruise is great for a romantic evening ...  Read more

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

From USD $91.38
Key West Sunset Party Cruise, Key West, Sunset Cruises
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Key West Sunset Party Cruise

5 star rating: Highly Recommended 8 Reviews

Come sail along on an ocean breeze and enjoy some of Key West’s best musicians performing live to the backdrop of the setting sun. You’ll eat, drink and party ...  Read more

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

From USD $56.06
Key West Sunset Sail Aboard Schooner America 2.0, Key West, Sunset Cruises
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Key West Sunset Sail Aboard Schooner America 2.0

5 star rating: Highly Recommended 8 Reviews

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in great views of Mallory Square, Sunset Pier, Sand Key Light ...  Read more

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

From USD $91.38
Private Sunset Sail with Wine and Cheese, Key West, Sunset Cruises
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Private Sunset Sail with Wine and Cheese

5 star rating: Highly Recommended 1 Review

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
Key West Sunset Cruise, Key West, Private Sightseeing Tours
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Key West Sunset Cruise

5 star rating: Highly Recommended 1 Review

A sunset cruise in Key West is like nothing else, and this 2 hour experience offers complimentary draft beer, wine, champagne & soft drinks.  The ...  Read more

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

From USD $40.00
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 41 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

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