Welcome to Barefoot Yacht Charters. Caribbean Bareboat Sailing Charters

The Barefoot Lifestyle – No Shoes, No Stress, No Mess.


Purchase a minimum 1 week sailing charter in July or August and receive 1 WEEK FREE!! must be booked before May 31st

(some conditions apply)

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Purchase 7 days and get 3 days FREE! Available on select dates in low season. Purchase 7 days and get 1 free in mid season.

(some conditions apply)

Ask Us How!


Rob McConnell
Rob McConnell

Took my wife and 19 yr old son on a trip of a life time. Had a few days before the course and where made to feel very welcome by Chris and her staff. Sailed on Betty Blue with Capt Richard. Awesome seven days. Chris, photos of the pirates are coming soon.

Rob McConnell - Alberta Canada

Mark Bunzel
Mark Bunzel

You are the best company we’ve ever chartered with - on all counts.
- Washington, USA

The Barefoot Lifestyle

Caribbean Bareboat Sailing Charters

At Barefoot, our philosophy is simple and our lifestyle is sweet. Through our commitment to you experiencing your ultimate vacation, clean sailing, our use of locally produced organic provisioning and our responsible operating practices, we hope to protect and enhance your experience while improving the world we share with all living things.

Driftwood Restaurant/Bar

Driftwood Restaurant offers Mediterranean cuisine with a Caribbean flair, a stunning seaward view of Blue Lagoon and an intimate, air-conditioned lounge bar. We specialize in local, organically grown fruits and veggies.

Caribbean Bareboat Sailing Charter Videos