Key West Sunset Cruises Directory




- SUNSET SAIL KEY WEST
- 202 William Street Key West FL 33040
- E-mail Website
- Facebook TripAdvisor
- Sit back, relax and toast the sunset on your own private charter on the "High Tide" or step back in time aboard the historic schooner "When And If" built for General George Patton to sail around the world in 1939. Allow us make your ideal sail come true!
- Book now!
- SUNSET WATERSPORTS
- 201 William St, Key West Seaport Key West FL 33040
- (855) 3Su-nFun (305) 296-2554 E-mail Website
- KEY WEST SUNSET CRUISE! FREE Mixed Drinks, Beer, Wine, & Champagne! Enjoy a taste of the Islands in the main cabin or the upper sundeck bar-Fried Fish, Roast Pork, Black Beans, Rice, Plantains, Fish Sandwiches & more. Dance to the music of DJ Maestro!
- Book now!




- THE JOLLY ii ROVER - Traditional Key West Sailing Adventure!
- 631 Greene Street Key West FL 33040
- (305) 304-2235 E-mail Website
- Pet-Friendly Watch our video Facebook TripAdvisor
- Sail aboard Key West's most photographed ship, Jolly II Rover, a square-rigged topsail schooner! Go back in time to an era of pirates & rumrunners. BYOB, family & pet-friendly. Join the crew & hoist the sails or sit back, relax & take in the experience.
- Book now!
- AFTER HOURS YACHT
- 202 William Street Key West FL 33040
- (305) 407-7052 E-mail Website
- Facebook TripAdvisor
- For a more intimate sunset cruise, board After Hours, a 60' private motor yacht built for comfort. Explore Key West enjoying light appetizers while soaking in some of the finest views. Welcoming up to 6 guests or join new friends for a coupled experience.
- Book now!
- CATAMARAN ECHO - CHAMPAGNE CELEBRATION SUNSET CRUISE
- Key West Historic Seaport, Margaret St Entrance Key West FL 33040
- Website
- Key West Sunset & Moët Cruise - Adults only. BEST champagne, wine & gourmet cheese included on the water! More seating space (1/2 full @14 max) and Great Sailing. Private Charters too! Avoid the brokers - Check the value & reviews. BOOK DIRECT & SAVE.
- Book now!
- CLASSIC HARBOR LINE KEY WEST - AMERICA 2.0
- Behind Schooner Wharf Bar 202 Williams St Key West FL 33040
- (305) 293-7245 E-mail Website
- Keys Coupon Available
- Join the Schooner America 2.0 for a perfect sunset sail experience. Sip on champagne, glide through emerald waters, and maybe even catch the famous "Green Flash." Sail offers excitement & top notch hospitality. Join us and make a memory of a lifetime.
- Book now!