Castaway to the Keys 2026

June 2 - June 7




ENTERTAINMENT

Tuesday night

B-man and mi-Shell

B-Man & mi-Shell are a husband and wife music duo who write, produce, perform and share their music both nationally and internationally.   Their music is influenced by many past and present artists that include Jimmy Buffett, Johnny Cash, The Beatles, Fleetwood Mac, and more.  They play a wide assortment of music to include Rock, Country Rock, Beach Country, Country, Blues, Jazz and Americana.  They have had many refer to their music as a “Nautical Americana” style sound.    




Wednesday Night

ROGER JOKELA 

Singer/Songwriter Roger Jokela is a Wisconsin native and a veteran of the Nashville music scene who has made the move to the Florida Keys. 

Influenced by songwriters such as John Prine, Jerry Jeff Walker, Todd Snider, Bob Wills, Lyle Lovett and Jimmy Buffett, Roger's music is a blend of country, trop rock and western swing that will keep your foot tapping and your face smiling!



Thursday night

JERRY DIAZ TRIO

A live show from Jerry Diaz & his Trio Band will feature a healthy dose of original tunes as well as covers from Buffett, Kenny Chesney, Zac Brown, the Beach Boys, and other contemporary artists. 

Diaz is indeed the founder of the annual Parrot Head event, “Meeting of the Minds”. He has been featured in several documentaries, news articles, and books on the subject.  Jerry has 5 albums under his belt, and is working on a 6th.  You don’t want to miss this show, you’ll be inspired by his Texas Beach Music!





Friday Pool Party

JOHN PATTI

From Singapore to Key West, Manhattan to the Caribbean, crowds of all ages and nationalities have seen John Patti bring the steel pan to the forefront of musical entertainment. Whether in a solo performance or collaboration with bands, John’s intriguing stories and skillful performance leaves long lasting and memorable impressions with any audience.

Saturday night

THOM SHEPARD & COLEY McCABE

Four Time Trop Rock Music Association Duo of the Year Thom Shepherd and Coley McCabe are traveling troubadours and story tellers.  Thom and Coley met in 2011, married in 2015 and together have garnered 10 TRMA awards.

Coley is a platinum-selling songwriter who hails from West Virginia.  Thom is originally from St. Louis, MO, and has had over 100 songs recorded by other artists.   Together they bring fantastic music, high energy, and great stories that will make you laugh and cry.  What a special night this will be!


Sunday Brunch

GARY HEMPSEY

Gary Hempsey lives in Key West Florida and plays regularly island wide as well as around the world.  Gary plays adult acoustic alternative, from soft acoustic to cutting edge shading influences from all the artist he interprets.  He has also produced four CDs of original songs with each track telling a story and taking you on a ride.  Gary plays solo and also with the Happy Dog band and the Hippie Band. 



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