Get ready, this month, all your favorite songwriters are hitting the beach right here in Southwest Florida! The fifth annual Island Hopper Songwriter Fest is returning to Captiva Island on September 21- September 23. Enjoy live, free performances at your favorite beach establishments by 60 of your favorite songwriters.

Selected as one of the Southeast Tourism Society’s Top 20 Events for 2018, the 2018 Island Hopper Songwriter Fest comes to the Fort Myers area September 21 – 30 with performances on Captiva Island, in Downtown Fort Myers and on Fort Myers Beach.

With performances at Cantina Captiva, Doc Ford’s, RC Otters and other beachside establishments, this one of a kind event provides attendees with world-class performances in the heart of one of Florida’s top vacation destinations..

Some of the 2018 Island Hopper singer/songwriters include Earl Bud Lee (“Friends in Low Places” by Garth Brooks), Dylan Altman (“Barefoot Blue Jean Night” by Jake Owen), Lee Thomas Miller (“Whiskey and You” by Chris Stapleton), Wendell Mobley (“There Goes My Life” by Kenny Chesney) and many more.

This year, The Beaches of Fort Myers and Sanibel are rolling out the Island Hopper app designed to help Island Hopper fans plan their trips, find resort and hotel deals, learn about songwriters and venues, locate in-app maps, customize schedules and more. Also, iHeart Radio is launching Island Hopper Radio, a channel that includes music written by artists featured at the music festival.

At this moment, our Sanibel Island cottages are offering great rates during the Island Hopper Songwriter Festival with rates starting at just $145 per night for our efficiency units.

View all our specials and packages here.

For additional information, including scheduling and ticket sales for select concerts, visit

Gulf Breeze Cottaged will be Closed Indefinitely.

Please be patient with us while we contact our guests as soon as we possibly can.

All Winter Deposits will be refunded as soon as we are able to process them. Your patience is appreciated at this time. Thank You!