Barefoot Cowboy Yacht Charters

Barefoot Cowboy Yacht Charters Barefoot Cowboy Yacht Charters is a 58' Leopard Sailing Catamaran serving the Virgin Islands. We offer crewed charter vacations for up to 10 people.

Can't de-stress without WiFi? We've got you covered. ๐Ÿ›ฅ๏ธ๐Ÿ–๏ธ The Barefoot Cowboy has a WiFi hotspot to keep you connected a...
15/06/2026

Can't de-stress without WiFi? We've got you covered. ๐Ÿ›ฅ๏ธ๐Ÿ–๏ธ The Barefoot Cowboy has a WiFi hotspot to keep you connected as we travel between islands.

And if you want a break from technology, we'll help you detox with card games, dance parties, snorkeling adventures, and lazy days on the beach!

Guests like these make everything worth it. ๐Ÿซถ Thank you so much for the kind words!
11/06/2026

Guests like these make everything worth it. ๐Ÿซถ Thank you so much for the kind words!

Left? That's right. โฌ…๏ธ๐Ÿš— The U.S. Virgin Islands is the ONLY place in the U.S. where people drive on the left side of the...
09/06/2026

Left? That's right. โฌ…๏ธ๐Ÿš— The U.S. Virgin Islands is the ONLY place in the U.S. where people drive on the left side of the road. (But the cars have steering wheels on the left, too!)

We don't need an excuse to hit the trails, but National Trails Day makes a good one! Where are you hiking next? ๐ŸŒต๐Ÿž๏ธ
07/06/2026

We don't need an excuse to hit the trails, but National Trails Day makes a good one! Where are you hiking next? ๐ŸŒต๐Ÿž๏ธ

Looking for local island flavor? Hendo's Hideout is one of our go-to stops. ๐Ÿ–๏ธ Located on the soft sandy beach of White ...
04/06/2026

Looking for local island flavor? Hendo's Hideout is one of our go-to stops. ๐Ÿ–๏ธ Located on the soft sandy beach of White Bay, Hendo's is a great place to pick up a cocktail, indulge in fresh seafood, or get a taste of Caribbean cuisine.

Plan your trip now: sailingbarefootcowboy.com/contact

Considering how much wildlife depends on it, the reef deserves a little respect! โœจ๐Ÿชธ๐Ÿ  Show your love by only wearing reef...
01/06/2026

Considering how much wildlife depends on it, the reef deserves a little respect! โœจ๐Ÿชธ๐Ÿ  Show your love by only wearing reef-safe sunscreen.

Sunscreen with mineral ingredients (zinc oxide or titanium dioxide) protects skin without harming coral reefs, so we can all enjoy the beauty of the oceans for years to come.

This weekโ€™s stop: Cow Wreck Beach Bar on Anegada, where the views are unreal and the conch fritters are even better. ๐Ÿš๐Ÿ˜Ž
28/05/2026

This weekโ€™s stop: Cow Wreck Beach Bar on Anegada, where the views are unreal and the conch fritters are even better. ๐Ÿš๐Ÿ˜Ž

Here's a tip: Bring some cash while you're traveling in the Virgin Islands. Bars, taxis, and restaurants all appreciate ...
26/05/2026

Here's a tip: Bring some cash while you're traveling in the Virgin Islands. Bars, taxis, and restaurants all appreciate tips! ๐Ÿ’ต๐Ÿซถ

Credit cards are good for other purchases (with the exception of American Express because some places won't accept it).

Celebrating National Turtle Day with one of Roy Patโ€™s incredible underwater sightings. ๐Ÿคฟ๐Ÿข Isn't she a beauty?
23/05/2026

Celebrating National Turtle Day with one of Roy Patโ€™s incredible underwater sightings. ๐Ÿคฟ๐Ÿข Isn't she a beauty?

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Charlotte Amalie

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