WHAT’S BETTER THAN ISLAND TIME? ISLAND HOPPER TIME!

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Yes, it’s that time of year again — and we’re not talking named tropical storms. Welcome all to September and Island Hopper Songwriter Fest 2025, celebrating 11 years of great live music served up in  magical Southwest Florida settings including Captiva, Fort Myers Beach, Cape Coral and Downtown Fort!

Named among the “top five” music festivals in the United States by USA Today, this year’s Island Hopper features more than 60 singer-songwriters (most direct from Nashville), playing 80-plus live performances across 10 fun-filled days and nights. Almost all shows are free to the public, with the exception of a handful of ticketed events for major headliners.

This year’s schedule includes:

  • Captiva Island: September 19-21
  • Cape Coral: September 22-23
  • Downtown Fort: September 24-25
  • Fort Myers Beach: September 26-28

Many area resorts and restaurants are offering value-added stay-and-play packages, but you’ll have to hurry and book your stay before you’re left out in the…warm. Learn all about artists, venues, dates and times here — or download the Island Hopper app here — and you could win a 3-Night stay at Diamond Head Beach Resort — and we’ll look forward to seeing you soon!

Photo Credit: Fort Myers – Islands, Beaches & Neighborhoods

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