The Island Hopper Songwriter Fest is celebrating its 10th anniversary from September 20 – 29, 2024.

The 10-day award-winning festival will take place in four locations including Captiva Island, Cape Coral, downtown Fort Myers, and Fort Myers Beach. This year’s festival, recently honored as one of the Top 5 music festivals by USA Today 10Best Readers’ Choice Awards, promises a series of unforgettable experiences.
Celebrate a decade of musical excellence with these unique, ticketed live performances:
Sept. 29: Scotty McCreery will wrap up Island Hopper with a pool party performance at Pink Shell Beach Resort & Marina on Fort Myers Beach. The BMI singer-songwriter is known for his hit songs “You Time,” “Damn Strait,” “Rise and Fall,” “Cab in a Solo” and many more.
Sept. 26: Five-time Grammy nominee and BMI singer-songwriter Jeffrey Steele will join the Gulf Coast Symphony in a live performance at the Florida Repertory Theatre in downtown Fort Myers.
Sept. 21: Volunteer for the beach cleanup at Alison Hagerup Beach Park on Captiva Island, in support of International Coastal Cleanup. 8:30-11:30 a.m.
Sept. 21: Come aboard and set sail from Captiva Island with singer-songwriters Brian Sutherland & Bobby Tomberlin for a Songwriters Cruise at 3:30 p.m. with Captiva Cruises.
Sept. 23: Wine and dine near the waterfront as Gather, located at Tarpon Point Marina, hosts a Chef’s Dinner alongside performances by Catie Offerman and Danny Myrick.
Sept. 24: Sail with Off the Leash Charters as it welcomes Sheena Brook and Megan Linville to its Songwriter Cruise, departing at 12:30 p.m. from the Nauti Parrot at Tarpon Point Marina in Cape Coral.
Sept. 25: Luminary Hotel & Co.’s Wine Dinner in the Workshop includes the British-brother trio Essex County. It starts at 6 p.m. in the hotel’s workshop culinary theater, complete with stadium seating.
Sept. 25: ACMA showcase at Sidney & Berne Davis Art Center in downtown Fort Myers includes performances by BMI singer-songwriters Bill Metts, Robert Bidney, Karen Cohen, Bruce Gallant and Roy Schneider. ACMA is the Association of Classical Musicians and Artists.
Sept. 27: Music Row @ Margaritaville still has VIP tickets available. The show takes place at Margaritaville Beach Resort on Fort Myers Beach and includes performances by BMI singer-songwriters Kristian Bush, Kassi Ashton and Shane Profitt.
Sept. 28: Music on the Mound welcomes singer-songwriters Tim James & Jeff Cohen to a 2:30 p.m. show set on a historic shell mound at Fort Myers Beach.
Island Hopper gives fans the opportunity to see almost 100 BMI singer-songwriters perform in smaller venues with a tropical setting as the backdrop. Be sure to catch a free, live Island Hopper performance at these four locations around the Fort Myers area:
- Captiva Island, Sept. 20-22
- Cape Coral, Sept. 23-24
- Downtown Fort Myers, Sept. 25-26
- Fort Myers Beach, Sept. 27-29
Enter to win a stay at DiamondHead Beach Resort
Download the Island Hopper app to enter to win a three-night stay at the DiamondHead Beach Resort on Fort Myers Beach, tickets to Scotty McCreery on Sept. 29, and a gift bag.
For the full lineup, lodging deals and ticket information, visit IslandHopperFest.com.
