Meet Our Headliners
Island Hopper offers an impressive lineup of nationally acclaimed and award-winning singer-songwriters with their own unique way of expressing themselves.
Singer Songwriter Michael Ray sitting in booth looking off into the distance.
Downtown Fort Myers
Sep 23 2021
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  • Captiva Island
  • Downtown Fort Myers
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Displaying 1 - 9 of 49
Aaron Barker was born in San Antonio, Texas, and began his musical career in a "variety band". His first attempt at creating his own song, "Baby Blue," was recorded by George Strait on the ‘If You Ain't Lovin', You Ain't Livin' album and went number one in Billboard. Aaron then began to refine his original material in small clubs and cafes where he would play on weekends. This led to him writing, "Love Without End, Amen", which was also recorded by George Strait and hit number one in Billboard for five consecutive weeks. Barker also wrote Strait’s # 1 song "Easy Come, Easy Go"and Lonestar‘s "What About Now”. His songs have also been recorded by, Clay Walker, Aaron Tippin and Willie Nelson.
Residing in Springfield Ma, exploring music / songwriting have been a huge part of Alex’s life since early teenage years. With an Americana style of guitar playing along with deep emotion filled lyrics with Southern Rock, Reggae and R&B influences makes this Artist wide in variety for all music Lovers. Alex has been playing shows all over western Massachusetts from bars to casino floors. As a young performer opening up for his older friends to creating his own 4 piece band called “Feel Good Drift “Alex has been a part of the music scene spreading His lyrics with Love and deep respect ever since age 14. Now a well-kept man that works as a full-time employee at Tree House Brewing Company, he has dedicated his life to days at the brewery and music.
Recently named a “Highway Find” by Sirius XM, Angie K is shaking up Nashville with her fresh blend of modern and Latin country. The El Salvador born and Georgia raised country artist just released her new single ‘Real Talk’, which has immediately been added to mega-playlists ‘Wild Country’ and ‘New Boots’ on Spotify as well as ‘Breaking Country’ on Apple Music. Touring an average of 10-12 cities a month for the past 8 years, Angie has played over 1000+ live shows (check tour dates below!). In 2017, her Disney duet with Jordan Fisher, ‘Happily Ever After’, became the soundtrack to the nightly fireworks show at Magic Kingdom. The single has already amassed over 20 million cumulative streams. Angie has opened for artists like Jake Owen, Tanya Tucker, Sammy Kershaw, Trace Adkins, Melissa Etheridge, and more. See all tour dates on
Austin Church is a unique singer/songwriter. His songs are written with depth, an unorthodox turn of phrase, and a touch of whimsy. An otherworldly wit is often injected into the fabric of the tunes. A great deal of his work is bolstered by an underpinning of hope. When the “Churchman” is doing his thing, he hopes to enthuse and inspire. Austin is a straight forward player, relying on his rhythm guitar work to hold things together, and let his message bound along into your heart. His singing is homegrown, with phrasing flowing from a stream of consciousness into a river of conscientiousness. The vocal tones he pours out are uncommonly deep and earthy. After his studies at the University of Georgia in Athens, Ga., Austin became a regular performer at Athens’ folk and blues club “The Last Resort”. It was there that he met and became inspired by the likes of Townes Van Zandt, Gamble Rogers, and Jimmy Buffett. In fact, Austin co-wrote “Brand New Country Star” with Jimmy during one of Buffett’s stays at the “Resort”; however, Austin’s style is divergent from that of the head “Parrot Head”. Austin went on to spend twenty years in Nashville honing his craft, with cuts by artists including Del Reeves and Lyle Lovett. Perhaps the most meaningful Austin Church tune is “Miss Ola (The Mississippi Giver)”. The song celebrates the life of a humble, selfless washerwoman named Oseola McCarty, who hand washed and ironed clothes for 75 years. Amazingly, she saved $250,000 from her efforts, and gave the lion’s share of it to the University of Southern Mississippi in Hattiesburg, her hometown. Her gift provides scholarships for needy and deserving students. A video of “Miss Ola” is posted here. Austin is delighted that his music can lend a hand to foster the key elements of Miss McCarty’s life: hard work, saving, and giving with the spotlight on education. Austin has six albums (cd’s) to his credit: “Dreamin’ Backwards” (2000), “Propitious Mélange” (2008), “In The Blue Ago” (2010), “Walkin’ In Outa Leavin’ “ (2012), “Kill Devil Sessions – Flight of Aaron Jett” (2017), and “Retrophonic Folk-A-Delic” (2019). He would love to perform a concert for you. If you want to get off the beaten path, roll with the “Churchman”, no tellin’ where he’ll take ya.
Bill LaBounty's musical direction was clear by the age of 19, when he was signed with his rock band to RCA Records. The Pacific Northwest native then took his act solo, recording an album for Twentieth Century Fox Records, followed by 3 albums for Warner Bros. Records, which spawned the pop hits Never Gonna Look Back (with James Taylor), Livin' It Up and This Night Won't Last Forever. Bill's most recent album The Right Direction, enjoyed success in Europe and Japan. Over the years his resume includes cuts by an array of Pop and Country artists including Patti LaBelle, Jimmy Buffett, The Judds, Steve Wariner, The Temptations, Brooks & Dunn, Steve Goodman and Phoebe Snow, Peter Cetera and Tim McGraw, among others.
Billy McKnight lead vocals and Rick Morgan lead guitar for Soul Circus Cowboys have been BMI writers since the mid 90s. The Soul Circus Cowboys currently have their song co-written with Frank Myers "I Can't Imagine" at number 55 on the Billboard indicator chart. The two songwriters are currently writing for their fourth SCC record to be coming out in the beginning of 2020.
Blake Esse—United States Navy Veteran, singer-songwriter, Nashville Star finalist, winner of Clint Black’s “Competing for a Cause” songwriter contest and BMI artist. Blake, noted as "a standout artist" has shared the stage with many of today’s best country music artists like Clint Black, Dierks Bentley, Charlie Daniels, Jamey Johnson, Michael Ray and others. Blake released his first original single in 2018 “Feels Good Don’t It” recorded and produced by legend Clint Black. Blake will release his EP album Summer 2020.
Grammy, CMA and ACM nominee Bobby Tomberlin began his career in the music business at the early age of eleven as a disc jockey in his hometown of Luverne, Alabama. During this time, he interviewed legends such as Johnny Cash, Waylon Jennings and Keith Whitley. Mel Tillis gave Bobby his first publishing contract, and he is currently a staff songwriter for CURB Music Publishing in Nashville, TN. Bobby co-wrote the number one Country and Top 5 AC single, "One More Day", recorded by Diamond Rio and co-authored the inspirational book by the same title. He co-wrote the Top 10 hit single, "A Good Day To Run" with Darryl Worley and the hit, "Country" with Mo Pitney and Bill Anderson. Bobby has also had songs recorded by Barbra Streisand, Blake Shelton, Willie Nelson, Faith Hill, Kenny Rogers, Josh Turner, Jerry Lee Lewis, Joe Nichols, Pam Tillis, Thompson Square, Rodney Atkins, Joe Diffie, Sylvia, David Nail, Chris Young, Terri Clark, Little Jimmy Dickens, Chely Wright, the Oak Ridge Boys, Lee Greenwood, Ty Herndon, Linda Davis, Dylan Scott, T.G. Sheppard, Jett Williams, actor Chris Pine, Eddy Arnold, Russ Taff and many others. Bobby's songs have been used in numerous films.
Brandon Kinney’s journey as a songwriter has garnered him cuts with artists like Jason Aldean (“Drowns The Whiskey,” “Set It Off”), Cole Swindell (“Love You Too Late,” "Reason To Drink," "No Can Left Behind," “Should’ve Ran After You”), Jon Pardi ("Ain't Always The Cowboy"), Luke Bryan (“Beer In The Headlights”), Justin Moore (“I’d Want It To Be Yours,” “Off The Beaten Path”), Chase Rice (“Dirt Road Communication”), Chris Janson (“Right In The Middle”), Willie Nelson (“Ain’t Goin’ Down On Brokeback Mountain”), Craig Campbell (“Outta My Head”) and Randy Houser, whose single "Boots On" was named BMI's 2nd Most Played Song of 2009.