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.

Happy Birthday to everyone’s favorite Pirate!!!Pirate Pete 🏴‍☠️🐾👣🤠🎊🎉
01/09/2026

Happy Birthday to everyone’s favorite Pirate!!!Pirate Pete 🏴‍☠️🐾👣🤠🎊🎉

Lollygaggers know the best memories happen when you slow down. Why rush when you're already in paradise? 🌴😴If you're som...
31/08/2026

Lollygaggers know the best memories happen when you slow down. Why rush when you're already in paradise? 🌴😴

If you're someone who likes to take it easy and enjoy every moment, add these activities to your bucket list for a guaranteed good time. Then view our available dates to start planning your trip now!

Available dates ➡️ https://www.sailingbarefootcowboy.com/available-dates

It's National Beach Day, and we're celebrating by sharing some of our favorite beaches to visit in the British, U.S., an...
31/08/2026

It's National Beach Day, and we're celebrating by sharing some of our favorite beaches to visit in the British, U.S., and Spanish Virgin Islands. 🏝️☀️ If you're planning a trip, be sure to add these to your bucket list!

The best vacations are the ones you never want to end. 💙🛥️🧡 From unforgettable views to incredible experiences on the wa...
28/08/2026

The best vacations are the ones you never want to end. 💙🛥️🧡 From unforgettable views to incredible experiences on the water, we’re honored to be part of memories our guests want to relive again and again.

Ready to create your own Barefoot Cowboy adventure? Reach out to our crew now: https://www.sailingbarefootcowboy.com/contact

Rest in Peace Dolly! We will miss you!!❤️❤️
27/08/2026

Rest in Peace Dolly! We will miss you!!❤️❤️

Life aboard Barefoot Cowboy is better with four paws on deck.Today we’re celebrating Pirate Pete, the miniature wirehair...
27/08/2026

Life aboard Barefoot Cowboy is better with four paws on deck.

Today we’re celebrating Pirate Pete, the miniature wirehaired dachshund who proves that the best crew members don’t always have two legs. 💙🐶🐾 Thanks for keeping the boat full of smiles, Pete, and happy National Dog Day!

Bingo!! We survived Fire School in the 105* heat so we thought we needed to Celebrate!🎉 🍺🏴‍☠️😎
20/08/2026

Bingo!! We survived Fire School in the 105* heat so we thought we needed to Celebrate!🎉 🍺🏴‍☠️😎

STCW Refresher
20/08/2026

STCW Refresher

15/08/2026

Pirate Pete’s obsession with reflections!! At least he’s burning off his land food!! Love this little guy so much!!🐾👣🏴‍☠️🤠

Address

Charlotte Amalie

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