Festival guide

Island Hopper Songwriter Fest 2026

Sep 18 – Sep 27, 2026

Captiva Island · Cape Coral / Tarpon Point · Downtown Fort Myers · Fort Myers Beach

100 organizer-listed performances across 4 festival legs

View the schedule Official festival information Official ticket information

Photo courtesy of Fort Myers – Islands, Beaches and Neighborhoods.

All schedule times are shown in Eastern Time.

Schedule information is based on the official Island Hopper Songwriter Fest listings. Performers, times, venues and ticket requirements may change. Confirm final details with the festival organizer before attending.

How the festival moves

The organizer schedules the festival in legs, each in a different part of Lee County. Dates below come from the structured schedule listings.

Leg 1
Captiva Island
Sep 18 – Sep 20
32 scheduled listings
Leg 2
Cape Coral / Tarpon Point
Sep 21 – Sep 22
12 scheduled listings
Leg 3
Downtown Fort Myers
Sep 23 – Sep 24
7 scheduled listings
Leg 4
Fort Myers Beach
Sep 25 – Sep 27
49 scheduled listings

Evening light over the water at Tarpon Point in Cape Coral. — Photo courtesy of Fort Myers – Islands, Beaches and Neighborhoods.

Schedule

100 organizer-listed performances. All times are the organizer's stated local times in Eastern Time.

DateAreaVenueAdmission

Showing 100 of 100

Fri, Sep 18, 2026

6:30 PM ET
Free SHOW
Dave Gibson · Madison Morris
RC Otter's Island Eats · Captiva Island
Official listing
6:30 PM ET
Free SHOW
Thom Shepherd · Wyatt Edmondson
'Tween Waters Inn & Marina · Captiva Island
Official listing
6:30 PM ET
Free SHOW
Tim James · Audrey Spillman
The Green Flash · Captiva Island
Official listing
7:00 PM ET
Free SHOW
Joe Vitale Jr. · Nelson Cade
Keylime Bistro · Captiva Island
Official listing
7:00 PM ET
Free SHOW
Artist Spotlight Presented by Royal Shell: Angie K featuring Sheena Brook
Angie K · Sheena Brook
Jensen's Marina & Cottages · Captiva Island
Official listing
8:00 PM ET
Free SHOW
Danny Myrick · Brody Schenk
RC Otter's Island Eats · Captiva Island
Official listing
8:00 PM ET
Free SHOW
Dylan Altman · Claire Liparulo
The Green Flash · Captiva Island
Official listing
8:00 PM ET
Free SHOW
Jeffrey East · Bryan Ruby
'Tween Waters Inn & Marina · Captiva Island
Official listing
8:30 PM ET
Free SHOW
Sonia Leigh · Megan Linville
Keylime Bistro · Captiva Island
Official listing

Sat, Sep 19, 2026

11:00 AM ET
Free SHOW
Jeffrey East · Thom Shepherd
RC Otter's Island Eats · Captiva Island
Official listing
2:30 PM ET
Free SHOW
Audrey Spillman · Dave Gibson
Keylime Bistro · Captiva Island
Official listing
2:30 PM ET
Free SHOW
Wyatt Edmondson · Bryan Ruby
'Tween Waters Inn & Marina · Captiva Island
Official listing
2:30 PM ET
Free SHOW
Angie K · Joe Vitale Jr.
Jensen's Marina & Cottages · Captiva Island
Official listing
3:45 PM ET
Free SHOW
Madison Morris · Thom Shepherd
The Green Flash · Captiva Island
Official listing
3:45 PM ET
Free SHOW
Claire Liparulo · Nelson Cade
RC Otter's Island Eats · Captiva Island
Official listing
4:30 PM ET
Free SHOW
Danny Myrick · Sheena Brook
'Tween Waters Inn & Marina · Captiva Island
Official listing
4:30 PM ET
Free SHOW
Dylan Altman · Brody Schenk
Jensen's Marina & Cottages · Captiva Island
Official listing
4:30 PM ET
Free SHOW
Jeffrey East · Sonia Leigh
Keylime Bistro · Captiva Island
Official listing
6:00 PM ET
Free SHOW
Angie K · Bryan Ruby
RC Otter's Island Eats · Captiva Island
Official listing
6:00 PM ET
Free SHOW
Nelson Cade · Audrey Spillman
The Green Flash · Captiva Island
Official listing
7:00 PM ET
Free SHOW
Madison Morris · Dave Gibson
Jensen's Marina & Cottages · Captiva Island
Official listing
7:00 PM ET
Free SHOW
Claire Liparulo · Brody Schenk
Keylime Bistro · Captiva Island
Official listing
7:00 PM ET
Free SHOW
Megan Linville · Tim James
'Tween Waters Inn & Marina · Captiva Island
Official listing
8:00 PM ET
Free SHOW
Joe Vitale Jr. · Sonia Leigh
The Green Flash · Captiva Island
Official listing

Sun, Sep 20, 2026

11:00 AM ET
Admission details not listed
Brunch with Dylan and Tim
Dylan Altman · Tim James
'Tween Waters Inn & Marina · Captiva Island
Official ticket page
2:00 PM ET
Free SHOW
Sheena Brook · Megan Linville
RC Otter's Island Eats · Captiva Island
Official listing
2:00 PM ET
Free SHOW
Madison Morris · Audrey Spillman
The Green Flash · Captiva Island
Official listing
2:00 PM ET
Free SHOW
Wyatt Edmondson · Jeffrey East
Keylime Bistro · Captiva Island
Official listing
2:30 PM ET
Free SHOW
Angie K · Sonia Leigh
'Tween Waters Inn & Marina · Captiva Island
Official listing
2:30 PM ET
Free SHOW
Thom Shepherd · Joe Vitale Jr.
Jensen's Marina & Cottages · Captiva Island
Official listing
4:00 PM ET
Free SHOW
Dave Gibson · Danny Myrick
The Green Flash · Captiva Island
Official listing
4:00 PM ET
Free SHOW
Claire Liparulo · Bryan Ruby
Keylime Bistro · Captiva Island
Official listing

Mon, Sep 21, 2026

6:00 PM ET
Get Tickets
Songwriter Dinner at Gather
Bridgette Tatum · Alex Rohan
Gather · Cape Coral / Tarpon Point
Official ticket page
6:15 PM ET
Free SHOW
Matt Warren · Krystal King
High Tide Social House · Cape Coral / Tarpon Point
Official listing
7:30 PM ET
Free SHOW
Kelly Neff · Sonia Leigh
High Tide Social House · Cape Coral / Tarpon Point
Official listing
8:00 PM ET
Get Tickets
Westin Unplugged
Edwin McCain
The Westin Cape Coral Resort at Marina Village · Cape Coral / Tarpon Point
Official ticket page
8:45 PM ET
Free SHOW
Artist Spotlight: Claire Liparulo
Claire Liparulo
High Tide Social House · Cape Coral / Tarpon Point
Official listing
8:45 PM ET
Free SHOW
Lilly MacPhee · Madison Morris
The Nauti Mermaid Dockside Bar & Grill · Cape Coral / Tarpon Point
Official listing

Tue, Sep 22, 2026

6:15 PM ET
Get Ticket
Songwriter Sunset Cruise with Sonia Leigh
Sonia Leigh
Silver King @ Westin Cape Coral · Cape Coral / Tarpon Point
Venue name as published by the festival organizer. Goldeneye Gulf has no confirmed profile for this location.
Official ticket page
6:30 PM ET
Free SHOW
Krystal King · Lilly MacPhee
Gather · Cape Coral / Tarpon Point
Official listing
7:00 PM ET
Free SHOW
Claire Liparulo · Alex Rohan
High Tide Social House · Cape Coral / Tarpon Point
Official listing
7:00 PM ET
Free SHOW
Kelly Neff · Madison Morris
The Nauti Mermaid Dockside Bar & Grill · Cape Coral / Tarpon Point
Official listing
8:30 PM ET
Free SHOW
Matt Warren · Krystal King
The Nauti Mermaid Dockside Bar & Grill · Cape Coral / Tarpon Point
Official listing
8:30 PM ET
Free SHOW
Lilly MacPhee · Bridgette Tatum
High Tide Social House · Cape Coral / Tarpon Point
Official listing

Wed, Sep 23, 2026

4:30 PM ET
Free SHOW
Guitar Pull
Julianne Ankley · Keefe Klug · Emma Briggs · Alex Rohan · Claire Liparulo · Bobby Tomberlin
Bay Street Yard · Downtown Fort Myers
Official listing
7:00 PM ET
Get Tickets
Stars on the River
LOCASH · Alexandra Kay
Caloosa Sound Amphitheater · Downtown Fort Myers
Official ticket page

Thu, Sep 24, 2026

6:00 PM ET
Get Ticket
Nate Bass Dinner Experience
Nate Bass
Luminary Hotel & Co., Autograph Collection · Downtown Fort Myers
Official ticket page
6:15 PM ET
Free SHOW
Emma Briggs · Alex Rohan
Luminary Hotel & Co., Autograph Collection · Downtown Fort Myers
Official listing
6:30 PM ET
Get Tickets
ACMA's Island Hopper Songwriter Showcase
Bill Metts · Anthony Wayne · Tim McGeary · Matt Hannam · Roy Schneider
Sidney & Berne Davis Art Center · Downtown Fort Myers
Official ticket page
7:30 PM ET
Free SHOW
Julianne Ankley · Bobby Tomberlin
Luminary Hotel & Co., Autograph Collection · Downtown Fort Myers
Official listing
8:45 PM ET
Free SHOW
Keefe Klug · Claire Liparulo
Luminary Hotel & Co., Autograph Collection · Downtown Fort Myers
Official listing

Fri, Sep 25, 2026

4:00 PM ET
Free SHOW
Opening Showcase at Margaritaville Fort Myers Beach
Kurt Stevens · Matt McKinney · Race Ricketts · Ry Rivers · Taylor Hughes · Kelly Neff · Katrina Cain
Margaritaville Beach Resort Fort Myers Beach · Fort Myers Beach
Official listing
7:00 PM ET
Free SHOW
Artist Spotlight: Brian Sutherland
Brian Sutherland
Lighthouse Island Resort · Fort Myers Beach
Official listing
7:00 PM ET
Free SHOW
Bobby Tomberlin · Nate Bass
Matanzas on the Bay · Fort Myers Beach
Official listing
7:00 PM ET
Free SHOW
Robinson Treacher · Lauren Mascitti
Pink Shell Beach Resort & Marina · Fort Myers Beach
Official listing
7:00 PM ET
Free SHOW
Kelly Neff · Elisabeth Ann
DiamondHead Beach Resort · Fort Myers Beach
Official listing
7:15 PM ET
Free SHOW
Katie Lyon · Ava Suppelsa
Bayside Veterans Park · Fort Myers Beach
Official listing
7:15 PM ET
Free SHOW
Tim McGeary · Jason Byrd
Yucatan Beach Stand Bar & Grill · Fort Myers Beach
Official listing
7:15 PM ET
Free SHOW
Kurt Stevens · Matt McKinney
Margaritaville Beach Resort Fort Myers Beach · Fort Myers Beach
Official listing
8:30 PM ET
Free SHOW
Frank Myers · Hunter Smith
DiamondHead Beach Resort · Fort Myers Beach
Official listing
8:30 PM ET
Free SHOW
Keefe Klug · Taylor Hughes
Matanzas on the Bay · Fort Myers Beach
Official listing
8:30 PM ET
Free SHOW
Artist Spotlight: Ry Rivers
Ry Rivers
Lighthouse Island Resort · Fort Myers Beach
Official listing
8:45 PM ET
Free SHOW
Nelson Cade · Emma Briggs
Yucatan Beach Stand Bar & Grill · Fort Myers Beach
Official listing
8:45 PM ET
Free SHOW
Claire Liparulo · Erick Willis
Bayside Veterans Park · Fort Myers Beach
Official listing

Sat, Sep 26, 2026

1:00 PM ET
Free SHOW
Robinson Treacher · Claire Liparulo
Pink Shell Beach Resort & Marina · Fort Myers Beach
Official listing
2:00 PM ET
Get Tickets
Music on the Mound
Frank Myers · Lauren Mascitti
Mound House · Fort Myers Beach
Official ticket page
2:45 PM ET
Free SHOW
Jason Byrd · Katie Lyon
Bayside Veterans Park · Fort Myers Beach
Official listing
2:45 PM ET
Free SHOW
Elisabeth Ann · Emma Briggs
Matanzas on the Bay · Fort Myers Beach
Official listing
2:45 PM ET
Free SHOW
Erick Willis · Bobby Tomberlin
Lighthouse Island Resort · Fort Myers Beach
Official listing
4:00 PM ET
Free SHOW
Nate Bass · Madison Morris
DiamondHead Beach Resort · Fort Myers Beach
Official listing
4:00 PM ET
Free SHOW
Matt McKinney · Race Ricketts
Yucatan Beach Stand Bar & Grill · Fort Myers Beach
Official listing
4:00 PM ET
Free SHOW
Kelly Neff · Katrina Cain
Margaritaville Beach Resort Fort Myers Beach · Fort Myers Beach
Official listing
4:15 PM ET
Free SHOW
Nelson Cade · Tim McGeary
Bayside Veterans Park · Fort Myers Beach
Official listing
4:15 PM ET
Free SHOW
Taylor Hughes · Ry Rivers
Pink Shell Beach Resort & Marina · Fort Myers Beach
Official listing
4:15 PM ET
Free SHOW
Ava Suppelsa · Kurt Stevens
Matanzas on the Bay · Fort Myers Beach
Official listing
4:15 PM ET
Free SHOW
Claire Liparulo · Hunter Smith
Lighthouse Island Resort · Fort Myers Beach
Official listing
6:15 PM ET
Get Tickets
Songwriter Sunset Cruise with Robinson Treacher
Robinson Treacher
Adventures in Paradise · Fort Myers Beach
Official ticket page
6:30 PM ET
Free SHOW
Nate Bass, Nelson Cade
Margaritaville Beach Resort Fort Myers Beach · Fort Myers Beach
Official listing
6:30 PM ET
Free SHOW
Kelly Neff · Katie Lyon
DiamondHead Beach Resort · Fort Myers Beach
Official listing
6:30 PM ET
Free SHOW
Brian Sutherland · Katrina Cain
Yucatan Beach Stand Bar & Grill · Fort Myers Beach
Official listing
6:30 PM ET
Free SHOW
Race Ricketts · Erick Willis
Matanzas on the Bay · Fort Myers Beach
Official listing
6:45 PM ET
Free SHOW
Tim McGeary · Hunter Smith
Pink Shell Beach Resort & Marina · Fort Myers Beach
Official listing
6:45 PM ET
Free SHOW
Jason Byrd · Emma Briggs
Lighthouse Island Resort · Fort Myers Beach
Official listing
6:45 PM ET
Free SHOW
Lauren Mascitti · Bobby Tomberlin
Bayside Veterans Park · Fort Myers Beach
Official listing
8:00 PM ET
Free SHOW
Elisabeth Ann · Ava Suppelsa
Margaritaville Beach Resort Fort Myers Beach · Fort Myers Beach
Official listing
8:00 PM ET
Free SHOW
Ry Rivers · Matt McKinney
DiamondHead Beach Resort · Fort Myers Beach
Official listing
8:00 PM ET
Free SHOW
Kurt Stevens · Taylor Hughes
Yucatan Beach Stand Bar & Grill · Fort Myers Beach
Official listing
10:00 PM ET
Admission details not listed
Late Night Jam Hosted by Brian Sutherland
Brian Sutherland
DiamondHead Beach Resort · Fort Myers Beach
Official listing

Sun, Sep 27, 2026

1:15 PM ET
Free SHOW
Hunter Smith · Madison Morris
The Whale · Fort Myers Beach
Official listing
1:15 PM ET
Free SHOW
Ry Rivers · Kurt Stevens
Matanzas on the Bay · Fort Myers Beach
Official listing
2:15 PM ET
Free SHOW
Race Ricketts · Tim McGeary
Bayside Veterans Park · Fort Myers Beach
Official listing
2:15 PM ET
Free SHOW
Katie Lyon · Katrina Cain
Yucatan Beach Stand Bar & Grill · Fort Myers Beach
Official listing
2:15 PM ET
Free SHOW
Emma Briggs · Ava Suppelsa
Margaritaville Beach Resort Fort Myers Beach · Fort Myers Beach
Official listing
2:45 PM ET
Free SHOW
Claire Liparulo · Kelly Neff
DiamondHead Beach Resort · Fort Myers Beach
Official listing
2:45 PM ET
Free SHOW
Jason Byrd · Elisabeth Ann
Matanzas on the Bay · Fort Myers Beach
Official listing
2:45 PM ET
Free SHOW
Matt McKinney · Erick Willis
The Whale · Fort Myers Beach
Official listing
3:30 PM ET
Free SHOW
Bobby Tomberlin · Frank Myers
Bayside Veterans Park · Fort Myers Beach
Official listing
3:30 PM ET
Free SHOW
Lauren Mascitti · Brian Sutherland
Yucatan Beach Stand Bar & Grill · Fort Myers Beach
Official listing
3:30 PM ET
Free SHOW
Nate Bass · Taylor Hughes
Margaritaville Beach Resort Fort Myers Beach · Fort Myers Beach
Official listing
4:30 PM ET
Get Tickets
Pink Shell Pool Party with Michael Ray
Michael Ray
Pink Shell Beach Resort & Marina · Fort Myers Beach
Official ticket page

Browse by area

A songwriter playing an acoustic guitar at a Downtown Fort Myers venue. — Photo courtesy of Fort Myers – Islands, Beaches and Neighborhoods.

Captiva Island

Sep 18 – Sep 20

32 listings · 5 venues

RC Otter's Island Eats, 'Tween Waters Inn & Marina, The Green Flash, Keylime Bistro, Jensen's Marina & Cottages

Cape Coral / Tarpon Point

Sep 21 – Sep 22

12 listings · 5 venues

Gather, High Tide Social House, The Westin Cape Coral Resort at Marina Village, The Nauti Mermaid Dockside Bar & Grill, Silver King @ Westin Cape Coral

Downtown Fort Myers

Sep 23 – Sep 24

7 listings · 4 venues

Bay Street Yard, Caloosa Sound Amphitheater, Luminary Hotel & Co., Autograph Collection, Sidney & Berne Davis Art Center

Fort Myers Beach

Sep 25 – Sep 27

49 listings · 10 venues

Margaritaville Beach Resort Fort Myers Beach, Lighthouse Island Resort, Matanzas on the Bay, Pink Shell Beach Resort & Marina, DiamondHead Beach Resort, Bayside Veterans Park, Yucatan Beach Stand Bar & Grill, Mound House, Adventures in Paradise, The Whale

Browse by venue

Venues as listed by the festival organizer. A profile link appears only where Goldeneye Gulf has a published profile.

'Tween Waters Inn & Marina
Business · Captiva Island
7 festival listings
Bayside Veterans Park
Place · Fort Myers Beach
7 festival listings
DiamondHead Beach Resort
Business · Fort Myers Beach
7 festival listings
Keylime Bistro
Business · Captiva Island
7 festival listings
Margaritaville Beach Resort Fort Myers Beach
Business · Fort Myers Beach
7 festival listings
Matanzas on the Bay
Business · Fort Myers Beach
7 festival listings
The Green Flash
Business · Captiva Island
7 festival listings
Yucatan Beach Stand Bar & Grill
Business · Fort Myers Beach
7 festival listings
RC Otter's Island Eats
Business · Captiva Island
6 festival listings
High Tide Social House
Business · Tarpon Point
5 festival listings
Jensen's Marina & Cottages
Business · Captiva Island
5 festival listings
Lighthouse Island Resort
Business · Fort Myers Beach
5 festival listings
Pink Shell Beach Resort & Marina
Business · Fort Myers Beach
5 festival listings
Luminary Hotel & Co., Autograph Collection
Business · Downtown Fort Myers
4 festival listings
The Nauti Mermaid Dockside Bar & Grill
Business · Tarpon Point
3 festival listings
Gather
Business · Tarpon Point
2 festival listings
The Whale
Business · Fort Myers Beach
2 festival listings
Adventures in Paradise
Experience · Fort Myers Beach
1 festival listing
Bay Street Yard
Business · Downtown Fort Myers
1 festival listing
Caloosa Sound Amphitheater
Place · Downtown Fort Myers
1 festival listing
Mound House
Place · Fort Myers Beach
1 festival listing
Sidney & Berne Davis Art Center
Place · Downtown Fort Myers
1 festival listing
Silver King @ Westin Cape Coral
Pending confirmation
1 festival listing
Organizer-supplied venue name. Goldeneye Gulf has no confirmed profile for this location.
The Westin Cape Coral Resort at Marina Village
Business · Tarpon Point
1 festival listing

Planning notes

Confirm the schedule with the festival organizer before travelling. Times, venues and performers can change.
Follow the organizer's official ticket or reservation instructions.
Venue policies differ from one location to another.
Some listed appearances require a ticket or a reservation.
Where the organizer has not published an admission label, that detail is unknown and is shown as such rather than assumed.

The organizer states most of its 60+ shows are free, with tickets sold for special performances while they last. Ticket status is recorded per occurrence exactly as the organizer labels it; nothing is inferred.