Island Hopper Pool Party at Pink Shell
Island Hopper Songwriter Festival returns to Pink Shell this fall – September 18-27 2026! The 10-day festival showcases acclaimed singer-songwriters and up-and-coming artists at some of Southwest Florida’s most fun venues. The festival takes place on Captiva Island Cape Coral, downtown Fort Myers, and Fort Myers Beach. Pink Shell is proud to continue the tradition of hosting closing festivities with, arguably, one of the most epic pool parties around along with a show-stopping performance by one of the festival’s talented headliners.
2026 Headliner Michael Ray to Perform at the Island Hopper Pool Party
Modern country music star Micheal Ray will perform the closing event for Florida’s award-winning Island Hopper Songwriter Festival at Pink Shell. From his humble beginnings playing on rural Florida stages, Ray transformed into a musical powerhouse with over 2 billion global streams and 75 Grand Ole Opry performances under his belt. His platinum hits include fan favorites like Think a Little Less and Whiskey And Rain. On September 27 Ray will rock the Octopool for a night of great music, tropical cocktails and beachy vibes all around at the pool party.
Attend the Event + Stay at Pink Shell – Save 17%!
Interested in attending the Island Hopper Festival at Pink Shell? All guests with a room reservation enjoy free access to the event! With daily breakfast, onsite amenities, a secluded beach and more, there is no shortage of fun to be had before and after the show when you stay at Pink Shell. Plus, enjoy a 17% discount* when you book direct. Rooms fill fast – reserve yours now for the perfect, music-filled beach getaway!
Non-guests are also able to attend by purchasing tickets exclusively on the official festival site.
Offer Subject to availability. Blackout dates and restrictions may apply, including weekends and holidays. Not valid with any other offer, discount or contracted rate. All specials and discounts are valid for new reservations only and discounts are based on today’s current rates.