Calipso Cowboys

Calipso Cowboys presents a style of music from long bygone days of traditional, family-friendly music.
You will travel to the West Indies and the Wild West, all in the realm of a single set of music.

Calipso Cowboys are seasoned professionals. Willie has been performing nationally & Globally for the past 40 Years. His son Gio joins the Band to complete the duo.

We travel far and wide for our performances and events:
Colorado, Utah, Wyoming, Montana, Texas, Arizona, and even California

Invite Calipso Cowboys today for a real treat that's hard to find here in the West.

Blessings to All

Willie & Gio

Calipso Cowboys is a father-and-son & duo based in Eldora, Colorado. Get ready for a musical adventure with the Led by band leader Willie Bobo, this eclectic group blends island vibes with Wild West charm to create a unique and unforgettable sound. With Willie on lead steel drums, drum set, and vocals, the Calipso Cowboys will take you on a journey through the landscapes of the West Indies and the Old Wild West.

No passport is required for this musical experience where Tombstone meets the Tropics and Arizona sunsets meet the Pacific Ocean. The band draws inspiration from cultural heritage spanning from Old Appalachia to the West Indies, Colorado to New Orleans. With a wide range of influences, including Caribbean calypso, honky-tonk, and everything in between, the Calipso Cowboys offer a genre-bending experience that is both familiar and fresh.

Whether you're looking for a bluegrass, Caribbean, country, jazz, reggae, or steel drum band, the Calipso Cowboys have got you covered. Their diverse repertoire also includes Hawaiian, beach, jam, and world music, ensuring that there is something for everyone to enjoy. So saddle up and get ready to dance the night away with the Calipso Cowboys at your next event!

Don't miss out on the chance to bring a taste of the islands and the Wild West to your event with the Calipso Cowboys. Book them now for a musical experience like no other that will have your guests talking for years to come. With their unique blend of genres and infectious energy, the Calipso Cowboys are sure to be a hit at any gathering.

We provide all our sound gear.
We may request a tent ( clients are responsible) if outdoors for protection from the elements. We also require access to power unless we are playing acoustically.