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ENTERTAINMENT [subject to change]

Tuesday, June 4
6:00 – 9:00 pm
Smokin’ Tuna

Sponsored by Smokin Tuna

"Another Day in Paradise"


Mike Nash is a performer and songwriter raised in Nashville, Tennessee. Unlike most musicians who move to Nashville to find their way, Mike chose a different path--moving from his hometown to find his professional music beginnings in Cocoa Beach, Florida.
     A proven songwriter and front man for the
Southern Drawl Band, Mike has been touring and performing extensively throughout the US and western hemisphere for many years. Mike Nash is a unique songwriter and entertainer who prides himself on a wide variety of songs and styles to entertain even the most critical and a live performance charisma that cannot be missed and won’t soon be forgotten.

"Island State of Mind"

Jesse Rice

Jesse Rice was reared in the historic river town of Conway, South Carolina. He moved to Music City in 2002 and began honing his songwriting skills while working at EMI Music Publishing, securing his first publishing agreement in 2007 with Artist Revolution.
His first #1 came with the co-penned tune, Cruise, by Florida Georgia Line. It would go on to sell more than 10 million singles/downloads to receive the Diamond certification from the Recording Industry Association of America. It would also hold the record as Billboard’s longest running #1 single for four years and took home ACM, AMA, CMA, Billboard, BMI and SESAC awards.
Jesse’s songs have been cut by Florida Georgia Line, Nelly, Chase Rice, Kristian Bush of Sugarland, Ashley McBryde and Colt Ford. Jesse has also co-written with top talent like Lady Antebellum, Cole Swindell, Jon Pardi, Florida Georgia Line, Colt Ford and Chase Rice. He scored a Radio A1A Trop Rock #1 with the lead single Hangout with a Hangover. The second release, Hope Town, secured regular rotation on Sirius XM’s Radio Margaritaville. He was the first performer announced for the 2017 Trop Rock Music Awards, which were held on November 3, 2017 where he captured the “Horizon Award.” Jesse’s latest work, The Pirate Sessions IV, was released in the summer of 2018.

Wednesday, June 5
6:00 – 9:00 pm
Rick's/Durty Harry's

Sponsored by Randy & Jan Hall

Thursday, June 6
Noon – 2:30 pm
Oceans Edge Resort & Marina

Sponsored by Meisel Holdings

"Registration Party"

Ericson Holt

“Holt is known for bringing funky passion to roots-rock … an exceptional vocalist and an emotionally vivid songwriter … his tightly crafted material moves from smoking roots rock to New Orleans jive …”  Michael McCall–Nashville Scene

Ericson Holt, the bluesy, piano playing, singer-songwriter was born in Richmond, Virginia and is the 3rd son of his mother, the heralded western novelist, A.H. Holt and the younger brother of blues songwriter, C.S. Holt.
His CD, The Blue Side, was Top 30 on the Americana Radio Airplay Chart and #4 on The Roots Rock Report. He has also toured and recorded as a member of the Mavericks, Mike Farris and many others, with appearances at Red Rocks, Bonnarroo, The Royal Albert Hall, The Late Show with David Letterman, and The Tonight Show. Holt moved from Nashville to Key West, Florida in 2010, and is featured in the Ralph DePalma book on Key West music, “The Soul of Key West–Volume 1.” His song, Buy Me A Drink is included on the 2017 “The Best of Key West” compilation CD.

"What a Party"



Featuring former members of
The Big Bamboo Band,
Jimi Pappas, John Patti
and "Sunny Jim" White

Tropicool brings an enormous amount of musical talent to the stage with some of the best-known names in the “Tropical Rock” music scene across the US, Canada and the Caribbean--James “Sunny Jim” White, Jimi Pappas and John Patti. Gifted performers in their own right with booming individual careers, their grouping introduces a new level of energy and creativity to a genre of music inspired by the laidback lifestyle of Florida and the Caribbean. In addition to the talent in Tropicool, the combined performance experience gives this band a depth not often seen. James, Jimi and John have made this move because they are passionate about original music, the Troprock scene and performing together.
The band includes guitar, bass, world-class steel drum and percussion, with incredible 3-part harmonies. In addition to their original songs, Tropicool’s shows also include a wide selection of classic tunes, musical gems that go beyond the realm of Trop-Rock. All band members are life-long professional musicians who sing, play various instruments and share a passion for music and entertaining. This MMITK's concert will be extra special as the band will be joined buy other former members of The Big Bamboo Band to perform a heartfelt set, celebrating the music of their friend and long time band mate, Jim Morris.

Thursday, June 6
6:00 - 10:00 pm
Key West Theater

Sponsored by Sugarloaf KOA

Friday, June 7
9:00 am
Meet at Oceans Edge to
“Walk” to Secret Location

Co-sponsored by
Jim Cozart & Suzy Bennett and Bill & Diane Bailey


"Hangover Classic Walk"

Capt. Josh

Trop Rock Music Association award-winning Captain Josh brings his upbeat, interactive show to Meet Me in The Keys in Key West, Florida.
Captain Josh blends Trop Rock, beach/country/pop and original music with a Gulf Coast songwriter flair into an energetic, ever-changing and always entertaining show. His extensive music trivia and fun sing-a-longs keep you engaged and delighted.
Captain Josh is also a licensed boat captain and will amuse you with his colorful lyrics and salty tales of life on the water.
Originally from Long Island, Captain Josh has lived in Florida for more than 41 years and has quickly made a name for himself in the Keys music scene.
Captain Josh currently has 3 cd's on iTunes including If I Had A Hammock and Whitecaps and Nitecaps.

“Pour Me a Vacation”


Dan Sullivan and Chris Hillier met in the most unlikely of places…a middle school men's room. [Insert your punch line here] They were both first year school teachers in Round Rock, Texas. Dan, originally from Missouri and Chris from Nebraska, quickly realized they knew some of the same folks from the Lincoln, Omaha and Kansas City music scenes. The Detentions were born, and they played their first official gig for a faculty Christmas party. For over a decade now, The Detentions have been helping folks "retire one weekend at a time" playing their blend of Country/Rock/Coastal/Americana they call Rockamole.
After a successful "Sunburned" tour in the summer of 2016, The Detentions were crowned the Trop Rock Music Association's "Duo of the Year." Building off their momentum they launched their "Just Coast" tour in the summer of 2017 and again brought home the TRMA "Duo of the Year" award.
     Not too shabby for a couple of school teachers by day and Happy Hour Heroes come 5 o'clock.

Friday, June 7
Noon – 3:00 pm
Oceans Edge Resort & Marina Pool

Sponsored by Bobbi McElroy

Saturday, June 8
6:00 – 10:00 pm
San Carlos Institute Theater

Sponsored by John & Sandy Grouten

“Backside of Paradise”

Howard Livingston
& the Mile marker 24 Band

Nominated for Entertainer of the Year and Band of the Year at the 2017 Trop Rock Music Awards, Howard’s prolific songwriting is evidenced by the release of seven studio albums and receiving more than 10 TRMA Music Awards.
In addition to Howard’s music being used in numerous TV and movie productions, he has appeared on The Today Show, Good Morning America, The Early Show, The Travel Channel, The Weather Channel, and on Discovery/Destination America network where he penned the theme song for their series, "Buying The Beach."
     Howard’s song,
Magic In Key West, was also named the official song for the 500th anniversary of Ponce de Leon discovering Florida and his music video was placed in the State of Florida time capsule to be opened in a future celebration.

“One of These Days”

Thom Shepherd
& Coley McCabe

Hit songwriters Thom and Coley travel the world telling their stories and singing their songs that make people laugh and cry.
They were both writing for Nashville publishing companies in the same building when they met. Their first date was a Deryl Dodd show at the Blue Bar in Nashville on April Fool’s Day, 2011. They relocated to Texas later that year and were married by Elvis in Las Vegas on October 23, 2015.
Coley McCabe is a platinum-selling songwriter who hails from West Virginia. She has performed numerous times on the Grand Ole Opry. While on RCA Records, her song Grow Young with You was featured in the Natalie Portman/Ashley Judd film, "Where the Heart Is." Her writing credits include the award winning group SheDaisy and legendary Loretta Lynn. She also starred in the feature film “Alabama Love Story.”
CMA of Texas Songwriter of the Year Thom Shepherd is originally from St. Louis, Missouri. The writer of two #1 country songs, Riding with Private Malone and Redneck Yacht Club, three Texas Music #1s, Beer Season, My Texas, and The Night Is Young, has had over 100 songs recorded by other artists, two songs on Grammy nominated albums, and multiple top ten hits nationwide and in Texas, as well as appearing in “The Parrot Heads Documentary” with Jimmy Buffett.

Sunday, June 9
9:00 – 11:30 am
First Flight

Co-Sponsored by
Randy & Libby McDonald

Bob & Cathy Dillman

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