Explore Photos of Previous Charter Adventures

See how friends and families let loose, kick back, and soak up the sun on their Barefoot Cowboy vacations. Browse photos of past Caribbean excursions below!

Highlights from Recent Charter Trips







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What Memories Will You Make on Your Island Getaway?

Reach out using the button below or by calling to plan your one-of-a-kind charter vacation now. Whether you aren’t sure how to get started or you have dreamed up every detail, we’ll work together to ensure your trip fits your party perfectly.

What Memories Will You Make on Your Island Getaway?

Reach out using the button below or by calling to plan your one-of-a-kind charter vacation now. Whether you aren’t sure how to get started or you have dreamed up every detail, we’ll work together to ensure your trip fits your party perfectly.