Top Key West Sunset Cruises

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Key West Sunset Champagne and Appetizers Cruise

5 star rating: Highly Recommended 43 Reviews

Admire an exquisitely painted sky during this Captain's choice sunset cruise in Key West. Create fantastic memories as you set sail on a Sebago ... 

Location: Key West, Florida
Duration: 2 hours

From USD $63.00

Key West Sunset Dinner Cruise

4.5 star rating: Recommended 8 Reviews

A dinner sunset cruise in Key West is like nothing else, and this 2 hour experience offers a full tropical buffet to go along with the best sunset in the ... 

Location: Key West, Florida
Duration: 2 hours

From USD $59.00

Key West Sunset Champagne Cruise

5 star rating: Highly Recommended 19 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 ... 

Location: Key West, Florida
Duration: 2 hours

From USD $41.00

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 ... 

Location: Key West, Florida
Duration: 2 hours

From USD $79.49

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 ... 

Location: Key West, Florida
Duration: 2 hours

From USD $91.38

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 ... 

Location: Key West, Florida
Duration: 2 hours

From USD $91.38

Schooner Appledore Key West Cruise

5 star rating: Highly Recommended 10 Reviews

Enjoy a day sail or sunset sail around Key West on the Appledore II. Stretch out and relax to the sounds of internationally renowned chanteyman Geoff Kaufman, ... 

Location: Key West, Florida
Duration: 2 hours

From USD $39.00

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 ... 

Location: Key West, Florida
Duration: 2 hours

From USD $56.06

Sunset Sail in Key West with Cocktails and Hors d'Oeuvres

The perfect Key West sunset sail. Picture yourself on the deck of a romantic two-masted schooner. With the wind blowing in your hair, the tall ship sails into ... 

Location: Key West, Florida
Duration: 2 hours

From USD $74.00

Sunset Sail on Historic Schooner

5 star rating: Highly Recommended 3 Reviews

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 over and if I ... 

Location: Key West, Florida
Duration: 2 hours

From USD $79.00

Private Sunset Sail with Cheese Platter

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 ... 

Location: Key West, Florida
Duration: 2 hours

From USD $394.99

Snorkel and Sunset Sail: Rum n' Reggae

2 star rating: It was OK, but could have been better 1 Review

This Caribbean-themed trip offers two bucket list items that Key West is famous for - a tropical coral reef and amazing sunsets. Rum punch, lively reggae and a ... 

Location: Key West, Florida
Duration: 3 hours

From USD $48.32

Key West Sunset Cruise

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

Location: Key West, Florida
Duration: 2 hours

From USD $40.00
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