Sunset Sail Key West offers a warm, authentic way to experience the Florida Keys, with private and shared charters aboard a fleet of beautifully restored classic sailboats. Founded by Captain Seth, whose lifelong love of sailing b...
Sunset Sail Key West offers a warm, authentic way to experience the Florida Keys, with private and shared charters aboard a fleet of beautifully restored classic sailboats. Founded by Captain Seth, whose lifelong love of sailing b...
This is the BEST thing to do in Key West! I'm typically not a fan of the usual tourist fare, but a sunset cruise is always a quick yes when my wife asks. I had no idea that I would be sailing on a historically significant schooner, manned by a three person crew who actually live aboard. You can go below and see the crew quarters, galley, the inner workings, help hoist the sail (I wanted to but my elbows are shot) or even steer the vessel. Captain Tyler and the crew know many of the Captains on the other boats. Expect cannon and musket fire! (I did get to fire the cannon). I also learned the term Shooner Eclipse....hysterical. I would also point out that EVERY negative review I found on their Google reviews was for a different business on the same dock. Thank you Captain Tyler, JP and Veronica. Best cruise ever!
michael mcmullen
May 19, 2026
This is the BEST thing to do in Key West! I'm typically not a fan of the usual tourist fare, but a sunset cruise is always a quick yes when my wife asks. I had no idea that I would be sailing on a historically significant schooner, manned by a three person crew who actually live aboard. You can go below and see the crew quarters, galley, the inner workings, help hoist the sail (I wanted to but my elbows are shot) or even steer the vessel. Captain Tyler and the crew know many of the Captains on the other boats. Expect cannon and musket fire! (I did get to fire the cannon). I also learned the term Shooner Eclipse....hysterical. I would also point out that EVERY negative review I found on their Google reviews was for a different business on the same dock. Thank you Captain Tyler, JP and Veronica. Best cruise ever!
michael mcmullen
May 19, 2026