Sunset Cruises in Key West

Sail into the famous Key West sunset.

Top Sunset Cruises Listings

• Argo Navis Sailing Charters — Set sail aboard the SV Argo Navis, a stunning 75-foot luxury catamaran — the last boat built in Key West. Enjoy sunset sails with craft beers, fine wines, charcuterie and chocolates, all while soaking in the sounds of wind and water. Coast Guard certified for up to 91 guests. (4.9/5, 51 reviews) | Historic Seaport, End of Margaret Street, Key West, FL 33040
• Hindu Sailing Charters — Sail aboard the historic 1925 Schooner Hindu, a beautifully restored classic vessel offering an authentic sailing experience in Key West. Family-owned and operated, Hindu Charters provides sunset sails, day sails, brunch cruises, and private charters year-round from the Historic Seaport. (4.9/5, 40 reviews) | Key West Bight Marina, End of Margaret Street, Key West, FL 33040
• Havana Fleet Luxury Charters — Experience Key West from a luxury yacht with Havana Fleet. Offering customizable charters from 2.5-hour sunset cruises to multi-day adventures to the Dry Tortugas. Professional Coast Guard-certified captains and crew, full-service amenities including water toys, fishing equipment, and optional private chef. (5/5, 16 reviews) | 245 Front Street, Key West, FL 33040