Cruises, Sailing & Water Tours See all
Only Show: Brunch Cruises | Catamaran Cruises | Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Glass Bottom Boat Tours | Lunch Cruises | Night Cruises | Sailing Trips | Sunset Cruises
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Key West Sunset Champagne and Appetizers Cruise
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 ...
Location: Key West, Florida
Duration: 2 hours
Key West Sunset Champagne Cruise
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
Key West Sunset Dinner Cruise
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
Champagne Celebration Sunset Cruise
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
Key West Sunset Party Cruise
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
Key West Sunset Sail Aboard Schooner America 2.0
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
Schooner Appledore Key West Cruise
Experience sailing on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations ...
Location: Key West, Florida
Duration: 2 hours
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
Small Group Sunset Sail with Wine
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
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
Snorkel and Sunset Sail: Rum n' Reggae
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
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
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 ...
Location: Key West, Florida
Duration: 2 hours
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