• PURCHASE 4 DAYS, SAIL FOR 7!

    Purchase 4 days sailing and receive 3 days absolutely FREE! Sail for 1 week in the turquoise waters of the Grenadine Islands. (from now until October 31st)

    Check Availability

  • How to Get Here - Direct Flights From Toronto, New York and Miami

    Caribbean Airlines weekly from New York’s JFK
    Air Canada Rouge – October 25th from Toronto
    American Airlines – Dec. 22, Saturdays From Miami

    More Info...

  • Yacht Owners Welcome!
    GOOD INCOME!

    PLACE YOUR BOAT IN CHARTER IN THE FRIENDLY GRENADINES well south of the typical hurricane paths.

    Learn More...

  • All Inclusive Sailing Vacations

    Includes your yacht, airport transportation, hotel, provisioning and even a skipper and chef if you want them!

    Learn More...

  • NEW 2018 Lagoon Catamarans!

    We are partnering with The Yacht Sales Company – USA

    Learn More...

  • Hurricane Irma and Maria Aftermath

    OUR HEARTS REMAIN WITH ALL THOSE WHO HAVE MUCH REBUILDING TO DO AND WE WILL CONTINUE TO PROVIDE ASSISTANCE WHEREVER WE CAN. You can assist the people of these islands through a donation at a number of sites.

    How to Help...
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Welcome to Barefoot Yacht Charters. Caribbean Bareboat Sailing Charters

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

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BOOK A ROOM

Book one of our comfortable rooms to enjoy after your flight

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