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★ FeaturedBooking by requestCruise

Windstar Cruise with Scotty Bryan — Aruba to Barbados (22 Feb 2027 - 2 March 2027)

Feb 22, 2027

Southern Caribbean — Aruba to Barbados, aboard Windstar's Star Legend

A luxury small-ship cruise through the less-traveled Southern Caribbean aboard Windstar's 312-passenger all-suite Star Legend — round-trip Aruba to Barbados (Aruba, Bonaire, Curaçao, Grenada, Bequia, St. Lucia/Pitons, Mayreau, Barbados), 22 February 2027 through 2 March 2027 — with special music events on and off the yacht hosted by our favorite Navy Veteran and musician Scotty Bryan. Group perks: 5% off published rates, all-inclusive package, and a $500/person shipboard credit. To book your cruise, please contact Jerry York at jyork@expediacruises.com For Questions about the cruise contact Sam Densler at sdensler@songwritersisland.com Note: a separate $100/person entertainment fee is collected before the voyage.

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★ FeaturedFreeMomFest

MomFest 2027

Mar 21, 2027

Punta Gorda, FL

Songwriters Island's annual waterfront songwriter jam — "the biggest and best Songwriter Jam Session in SW Florida" — noon–6pm in a waterfront park in Punta Gorda, FL. A non-profit event: all money collected goes 100% to cover the musicians' costs. General admission lawn seats $40 (before Feb 1) / $50 after; 50 VIP seats $75 (they sell out fast).

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★ Featured$125.00IslandFest

IslandFest 2027

May 17, 2027

Isla Mujeres, Mexico

Songwriter's Island's flagship annual destination festival in Isla Mujeres, Mexico — multi-day beach concerts, pool parties, and sunset shows. The 2027 edition features Tres Amigos (Mark Mulligan, Kelly McGuire, Sunny Jim) with John Patti, plus special guest Eric Erdman and a cenote trip. General admission $125 includes all music concerts at Mayan Beach Club and Zama Beach Club (airfare, lodging, meals, and drinks not included). The catamaran trip and the cenote trip will be offered at an additional cost for those that would like to join us on those. Capped at 100 guests to keep the shows intimate. Host hotel: Nautibeach Condos.

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★ FeaturedBooking by requestCruise

Windstar Cruise with Kelly McGuire — French Polynesia (1-13 April 2028)

Apr 1, 2028

French Polynesia — aboard Windstar's Star Breeze

A luxury small-ship cruise through French Polynesia's Tuamotus, Marquesas, and Society Islands (incl. Tahiti and Bora Bora) aboard Windstar's 312-passenger all-suite Star Breeze, with special music events on and off the yacht hosted by singer-songwriter Kelly McGuire. Group perks: 5% off published rates, all-inclusive package (beverages, gratuities, wifi), and up to $200/person shipboard credit. 1-13 April 2028. To book your cruise, please contact Jerry York at jyork@expediacruises.com Additional questions about the cruise please contact Sam Densler at sdensler@songwritersisland.com Note: a separate $100/person entertainment fee is collected before the voyage.

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From the Community

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Steven Youngblood9 days ago

LIVE LABOR DAY WEEKEND ... trop rock music

Join us in apalachicola friday sep 4th at EASTPOINT BEER COMPANY 3 PM. ( FORGOTTEN COAST JIMMY BUFFETT FEASTIVAL ) JOIN US SATURDAY SEP THE 5TH. @ THE CARRABELLE LIGHTHOUS…

Steven Youngblood30 days ago

Steven youngblood & tropicsands trio

Well summer getting close to the end ! hopefully the heat will slake off soon ! We will start playing more in the fall , we normally stop in the summer it just too hot . fall wint…

Crash - Scott Braaschabout 1 month ago

"Margarita Villain" Releases July 31st 2026

Anyone ever steal your Margarita? My wife steals mine, she's a thief, she is a Margarita Villain. A song with fun lyrics and a catchy hook that all will enjoy.

The Community

Featured Songwriters

All Artists

Tall Paul & Kristie

Nashville, TN

Trop Rock

With roots in Cleveland, OH, Virginia Beach, VA & Boone, NC, Tall Paul found himself in Nashville, TN, a city which is known for Country music but actually is a really good home base for musicians of any stripe, particularly American roots music like Jazz, Blues, Rock and country's cousin, Bluegrass. Kristie's roots are in Nashville itself, so it's no surprise that she'd be at home making music which is as eclectic as her city. The duo's live shows have become something of legend across the southeast. They've shared stages of various sizes and are equally at home in honky tonks and bars as they are on festival stages. But for as great as their touring live show has been, the roots of these 2 songwriters happened when the pandemic shut 2020 down and forced Tall Paul & Kristie to reinvent themselves with weekly Facebook live shows. Shows which have grown their fan base as they showcased their talents worldwide

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Gary Matheny

Cleveland, Tn

Country

Gary Matheny is a multi‑award‑winning singer‑songwriter whose roots run deep in Macon, Georgia—the birthplace of Southern Rock and the soulful legacy of Otis Redding. Carrying that heritage forward with his own unmistakable voice, Gary blends Americana, Country Rock, soft rock, easy‑listening pop, and traditional country into a sound that is both timeless and unmistakably his own. Since relocating to Cleveland, Tennessee in 2014 to be closer to Nashville’s creative heartbeat, he has built a career defined by authenticity, craftsmanship, and global reach. His songs have been recorded by artists in Ireland and Italy, earned international chart success, and resonated with listeners around the world. In 2023, Carnival Cruise Lines placed his catalog of songs into rotation across the company’s entire fleet—bringing his music to millions of travelers. Gary’s songwriting has earned him some of the industry’s most respected honors: • Songwriter of the Year (2022) – International Singer Songwriter Association • Americana Artist of the Year (2023) – Akademia Awards, Los Angeles • Hall of Fame Inductee (2023) – Akademia, Los Angeles Single of the Year (2025) – North American Country Music Association Int’l for Back Where I Belong • Six-time World Songwriting Awards Winner (2021–2025) – Australia • Ten #1 chart placements across multiple global streaming charts Featured artist in Costco Connection (2024) for World Day of Music Music featured on the fleet of Carnival Cruise Lines As a performer, Gary has taken the stage at notable venues including The Vinyl Lounge, Wynot Saloon, Brown’s Diner in Nashville, The Colonnade, Ringgold, Ga and the historic Douglass Theatre in Macon, Georgia—sharing the bill with artists such as Keith Burns of Trick Pony. Gary is also the founder of 31st Street Sounds Productions LLC, a creative powerhouse dedicated to elevating independent artists. Through this venture, he launched the Indie Artist Showcase, a filmed music series.

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Scott Sean White

Poetry, TX

Americana

Scott Sean White is an Americana singer-songwriter rooted in country and folk music. He splits his time between Poetry, Texas, and Nashville, Tennessee, touring extensively and writing songs shaped by real life, faith, and hard-earned perspective. He has written several songs for country superstar Cody Johnson, and others, plus he has three of his own albums. His latest - "Days Are Long," landed on June 12, and continues his honest, acoustic-driven storytelling.

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Crash - Scott Braasch

Harrisburg, PA

Trop Rock

Crash is a Singer Songwriter of Trop Rock, Coastal Americana, & Coastal Country music and he is a Cover artist of all music. When he is not playing in a 2 hour radius of Central PA, he can be found traveling & playing events, house parties, Trop Rock festivals and songwriter rounds across the country.

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Mark Mulligan

Somewhere in Mexico!

Trop Rock

Trop-Rock singer-songwriter Mark Mulligan lives in Mexico, performing not only there but all over the U.S! In addition to recording 14 albums, he ALSO hosts a radio show called "Boats, Bars, Beaches and Jesus" and has written a book called "The Three Miracles", from which all proceeds go to charity.

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Tall Paul

Nashville, TN

Trop Rock

Tall Paul (Paul Bobal) is a Nashville-based trop-rock singer-songwriter and Jimmy Buffett acolyte. A fixture of the Trop Rock and Parrot Head scene since the late '90s, he plays nearly 200 dates a year — as a solo act and as a duo with his wife Kristie. He was also a member of the seminal Trop Rock Band St. Somewhere and a founding member of the band Ramajay Intercoastal.

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The Stories Behind the Songs

Song Stories

10 DEGREE'S BELOW 80

Steven Youngblood

A funny song i think !!!! my wife was always frezzing if it below 70. she had a sweater on . so one of my friends said it is only 10 degrees below 80…

TROP ROCK

30-sec sample

Tequila Sunrise

Crash - Scott Braasch

I know, I know The Eagles already created Tequila Sunrise. But this one is different, I promise. This is a fun song about me drinking some tequila w…

TROP ROCK

30-sec sample

Roll With The Tide

Christopher Dale

Roll With The Tide is a co-write with Donny Brewer that was written at Casa Tortooga House Concerts in Bonita, CA a couple of day prior to Donny's per…

TROPICAL AMERICANA

30-sec sample

I Like Attention Just Not this Way

Gary Matheny

This song is a true story about a plane that made an emergency landing on a crowed street I Gainesville, Georgia in February of 2026. My brother was s…

COUNTRY

30-sec sample