Ninth Annual Island Hopper Songwriter Fest

This event ended on October 1, 2023

All Day

Event Website

Image of a male songwriter singing into a microphone at the 2017 Island Hopper Songwriter Festival.Have A Hopping Good Time In September

The Annual Island Hopper Songwriter Fest returns Sept 22 – Oct 1, 2023, to fill the beaches and neighborhoods of Fort Myers with music and fun at a number of tropical venues.

The festival will take place over 10 days on Southwest Florida’s most beautiful barrier islands. It’s also a chance for fans to hear popular songs they’ve heard on country radio performed by the actual songwriters


Multiple Academy of Country Music Award winner Chris Janson will perform Sunday, Oct. 1, at the Pink Shell Beach Resort & Marina pool party on Fort Myers Beach. Janson made his mark as a songwriter, penning Tim McGraw’s 2012 hit “Truck Yeah.” In 2015, his album “Buy Me a Boat” had hits with “Power of Positive Drinkin’,” “Holdin’ Her,” and the title track. GET TICKETS.

Other Ticketed Live Performances
  • Local favorites, Sheena Brook and Brian Sutherland, will play the Music on the Mound at the Mound House on Fort Myers Beach on Sept. 30.
  • Grammy award-winning songwriter Tim James will perform on the Captiva Sunset Cruise on Sept. 24 along with Angie K who has shared the stage Big & Rich, Tanya Tucker, Sammy Kershaw, Trace Adkins, Melissa Etheridge and Jake Owen.
  • Charlie Worsham, country singer, songwriter, and multi-instrumentalist started out at the top, playing the Grand Ole Opry at the age of 12. He’s toured with Taylor Swift, Miranda Lambert and Brad Paisley. He will perform at the Gather Chef’s Dinner on Sept. 25 in Cape Coral.
Complete Schedule

The schedule is here! Start planning your trip to the Island Hopper Songwriter Fest.

Island Hopper app

The official Island Hopper mobile app is now available for free download for iOS and Android devices. This new app was designed to enhance your festival experience. Features of the app include:

  • First chance to purchase tickets for select performances
  • Personalized schedule
  • Artist information
  • Performance times and venues
  • Festival coupons
  • Island Hopper hotel deals
  • Festival maps
  • Updates and alerts
  • And more!

Download the app at

Countdown widget

Are you counting down the days to this year’s festival? The new event website features include a countdown widget and an image gallery generated by fans who use #IslandHopperFest.

Island Hopper Radio

iHeart Radio is launching Island Hopper Radio, a channel that includes music written by artists featured at the music festival.

LeeTran Trolley and Tram Service

Info coming soon.

This event runs from September 22, 2023 to October 1, 2023.

Upcoming Dates:
  • October 1, 2023 | All Day