Private Sailing Charters from Key West for up to 6 passengers with various popular charter package choices.
Experience & Explore the American Caribbean aboard a sailboat.
Sunset Sailing Charter More info
Half Day Sail More info
Full Day Sail More info
Weddings At Sea More info
Premium Charter Package More info
Key West Sampler Package More info
24hr At Sea Sailing Excursions More info
Stay-Sail Charter Package More info
Sailing and snorkeling is the best fun Key West has to offer. Choose a sailboat to truly enjoy the Key West experience.
Our captains will sail you to the barrier reef to snorkel, take in a sunset, dive a wreck, fishing is an option, visit the dolphin playground. See the beauty this paradise has to offer. One of the favorite charters is the 24 hour Excursion or make it for a several day sailing adventure anchoring out at night. Charter the boat as if you own it selecting a sailing activity with your captain.
Sailing is not just the best vacation activity, it's also the most fun, visit our Key West Sailing YouTube Channel to see all the fun you could be having.
See how you can have the most fun on a sailboat visit our private sailing charters page!
Whether you want a pleasant sail with snorkeling to the barrier reef, an overnight sailing package, or a sailing excursion to the Bahamas. We are ready to unlock your dream vacation. All of our charter options are merely suggestions based on popularity. We can fully customize any charter to meet your wishes. It's your boat, your vacation, we just make it happen.
Some of our guests have expressed interest in learning more about sailing, we're creating new pages just for them. Visit our list of sailing and nautical terms, to know what the pirates are saying. Additional topics will follow soon.
Sailing Charters Call Us Contact Us Photos Obsession Photos St. Vitus DancePhotos Wild Thing Photos Weddings & Honeymoons About Us Cancellation Policy