Key West Sailing Adventure

Private Sailing Charters


Family Vacation Charters Sailing Call Us Contact Us Videos and More... Videos

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.

Open Sunset Charter Video

Sunset Sailing Charter  More info

Open 4 Hour Half Day Sail Charter Video

Half Day Sail  More info

Open 8 Hour Full Day Sail Charter Video

Full Day Sail  More info

Open Sunset Wedding At Sea Charter Video

Weddings At Sea  More info

Open Premium Vacation Sailing Charter Video

Premium Charter Package  More info

Open Key West Sampler Video

Key West Sampler Package  More info

Open 24hr Excursions Video

24hr At Sea Sailing Excursions  More info

Open Stay Sail Charter Package Video

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.

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