Sunset Sail Key West - A Private Charter Boat Fleet in Key West, FL
Welcome to Sunset Sail Key West, Key West's most versatile custom charter experience. With three beautiful vintage boats, great local captains and crew, and the pristine waters of the Florida Keys at our disposal, we're confident that we'll have …
Private Charters - Sunset Sail Key West
Take in the sunset without the crowds with a private charter at Sunset Sail Key West. Choose from one of our unique classic boats and enjoy the sunset in style as you glide through the aqua blue waters of the keys with your friends and family, or on a romantic trip for two.
About Us - Sunset Sail Key West
Sunset Sail Key West is more than just a private sailing charter, it is the culmination of decades of experience and a lifetime of passion for sailing, and for Key West. Our top priority is sharing the joy of boatmanship with our guests.
Our Fleet - Sunset Sail Key West
Our three classic boats are ready to take you sailing any time, day or night. With a great selection of private charters and a crew to take you away with the wind, we're your choice for an exclusive, custom sailing trip in Key West.
Shared Charters - Sunset Sail Key West
With room for up to 28 people to enjoy the gorgeous Key West sunset, the antique schooner yacht When And If is the most elegant sunset sail in town. Take in the unobstructed view in the peace and calm of blue-ocean sailing, with a delicious shared cheese platter and all your new friends!
FAQ - sunsetsailkeywest.com
Bringing decades of experience and a bottomless love of sailing, our locally-owned fleet and passionate sailors share the beauty of Key West– from on the water.
Careers - sunsetsailkeywest.com
Captain Seth launched Sunset Sail Key West with the desire to provide a platform for locals to enjoy the backdrop of Key West as they learn to sail. If you have a passion for the water and want to join a crew, please get in touch.
FAQ & Cancellation policy
If the captain determines it is unsafe to run a trip, Sunset Sail Key West will do its best to reschedule your trip for another day. If the captain cancels the trip due to unsafe weather conditions, you will be issued a full refund.
Contact Us - Sunset Sail Key West
Bringing decades of experience and a bottomless love of sailing, our locally-owned fleet and passionate sailors share the beauty of Key West– from on the water.
Gallery - sunsetsailkeywest.com
Our gallery shows off all of our images of Sunset Sail Key West and its complete fleet of schooners. Explore images and see what a day out on the water is like with us. (305) 587-4488