Take the helm and sail on your own schedule

No one tells the captain what to do, where to go or when to get there, a bareboat charter sailing vacation is your chance to explore the Grenadines at your own pace. Experience a Barefoot bareboat charter and find freedom.

No worries, your captain will handle everything

Let our professional captains (skippers) take the helm and guide you to all the best spots in the Grenadines. Whether you’re a new to sailing, wanting to cruise the iconic Grenadines for the first time, or an expert sailor looking for a chance to relax, unwind and let someone else handle everything, a skippered sailing vacation lets you enjoy the islands like a local.

Longer Stays in Paradise

Do you want to enjoy the opportunity to bring your family to paradise for a long time ? .. Away from stress – in a completely safe environment surrounded by turquoise sea, white sandy beaches and tall coconut trees?.

Prices will vary depending on which yacht you choose, sailing area etc. but for charters more than 2 months, the price will normally end up at approx. 40-50% off the normal charter price.

star rating  I booked a trip through Barefoot in April of 2020 thinking covid would turn around by November of 2020. In late August 2020 I determined I would cancel because... read more

Z2142XEryans
August 19, 2020

star rating  My husband and I are first-time sailors, and we enrolled in the BOSS with Barefoot Charters. We were matched with an instructor and one other student, and spent 7 glorious... read more

6andersons1world
February 9, 2022

star rating  Barefoot offers everything one would want from a bareboat or skippered yacht charter company - well-maintained boats, a thorough helpful boat and chart briefing, easy booking process, well-trained and helpful... read more

Dexit
July 24, 2021

star rating  I learned to sail with Barefoot Yacht Charters and their offshore sailing school (BOSS), and would love to share details for anyone considering a similar adventure.

(Full disclosure... read more

SunshineStephie
September 1, 2022

star rating  The Grenadines are a wonderful area to sail with beautiful island destinations. My wife and I had a wonderful experience on Lady Di, and the staff at Barefoot are very... read more

47andyb47
November 28, 2021