BLACK FRIDAY SAILING CHARTER DEAL

BOOK now & SAVE 30%!

🏝️ It gets even better with a free Kayak or SUP added onto your charter so you can explore island hot spots and the gems of the Caribbean!

LAST MINUTE DECEMBER SPECIAL

Black Friday Bonanza

This Black Friday, we are taking off more than just our shoes! This offer is too good to keep a secret until Friday so we just had to let you in on what we are offering. We want you to be able to get in now while there is availability. Indulge in the tropical trade […]

Barefoot Now Offering Long Term Charters!

You’ve chartered a sailboat for a week maybe even 2 weeks but it’s just not enough, well now you can enjoy a month or even three months sailing not just the grenadines but all the Caribbean islands from Puerto Rico to Grenada. Chose one the participating yachts in our fleet and sail away on a […]

7 Reasons to Sail in Summer!

There are so many great reasons to sail in summer and it’s not just for the amazing deals available in off-season. The Caribbean in the summer gets a lot of bad press…it’s too hot, it rains a lot, there’s a risk of tropical storms…but for some, including us, cruising in The Grenadines is better in […]

A brand new course to celebrate BOSS’s 20th Anniversary!

This year B.O.S.S celebrates our 20th Year anniversary of sharing our Barefoot Offshore Sailing School with a brand new course! What an amazing journey it has been! Over these years, thousands of sailors have passed through our Basic Learn and Cruise to Bareboat Skippers License courses. Many of these students have gone on to complete […]

Barefoot Sailing for Valentines Day

Valentines Day or Saint Valentines Day is traditionally a special celebration of all things LOVE. This auspicious day is fast approaching this year and is widely celebrated throughout the islands of St Vincent and the Grenadines. This time of year is a big deal in the islands and you can expect to find special events […]

Support the children and win a sailing holiday with Barefoot Yacht Charters

Wouldn’t you love to know you are supporting the children of St Vincent and the Grenadines with Barefoot Yacht Charters, while sailing one of the most beautiful destinations in the world? Of course you would! That’s why folks are jumping into the American Sailing Association/Hands Across Sea Caribbean Getaway Sweepstakes. It’s easy! Follow this sweepstakes entry link […]