Pine Island
Creator Campout
June 26–28, 2026 • Naples, Maine
Parking: 46 Shirely Rd, Naples, ME (Drive to bottom of Hill)
An invite-only weekend of live music, outdoor adventure, and genuine connection, on a private island in the heart of Maine's Long Lake.
Music • Inspiration • Connection
What is the Creator Campout?
A Weekend Without an Agenda
Pine Island Creator Campout is three days on a private island in Maine's Long Lake.
No packed schedule, no forced programming, no noise.
Just live music, open water, campfire conversations, and a handpicked group of musicians, creators, adventurers, and storytellers who showed up to actually be present.
This is the inaugural gathering. The first of many.
Featured Guests
Jeremy Powers
Professional cyclist and cycling commentator
Robert Shirley-Smith
Founding family member of Tentsile and outdoor innovator
Luke St. Germaine
Filmmaker and visual storyteller
Mark Carey
Event host, creator, and community builder
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Brendan Langan
Master craftsman and sign maker
Nick Williams
Filmmaker and content creator
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Leah's Lens
Photographer and visual storyteller
Mike Reardon
CEO, co-founder of Happy Valley
Mike Troiano
Venture capitalist & ranked in top 1% of most influential people on Twitter
Richard Banfield
Author, entrepreneur, and co-founder of Second Harvest Retreats
Devon Warwick McDonald
Co-founder of Second Harvest Retreats
Bri Carey
Creator, entrepreneur, and community advocate
Ryan Cavallo
Owner of Songo River Queen 2 and Princess
Ryan MacDougal
Co-founder, Lovebirds Donuts
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Tamara MacDougal
Co-founder, Lovebirds Donuts
Stone Carmichael
Lifestyle creator and digital storyteller
East Coast Birdie
New England Creator
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Haven Wanders
Adventure creator and outdoor storyteller
Rich Brewer
Singer-songwriter and live performer
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And more...
Event Schedule
Friday June 26th
Guest Arrivals
Guests arrive throughout the day by boat shuttle and settle onto Pine Island for an unforgettable weekend of music, conversation, adventure, and connection. Whether you're a musician, creator, adventurer, or storyteller, Friday is about slowing down, exploring the island, and meeting the people who make this weekend what it is.
The evening closes with campfires, new friendships, and the start of something special.
Saturday June 27th
Public Meet & Greet
4:00 PM – 5:00 PM
Freedom Café & Pub • Naples Causeway
Free & Open to the Public • Media & Press Welcome
Join Nashville singer-songwriter Adam Simons and special guests from the Pine Island Creator Campout for a free public meet and greet on the Naples waterfront. Meet the creators, hear their stories, and catch a live performance by Adam on the Freedom Café stage.
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Sunday June 28th
Live Music on the Songo River Queen II
2pm – 4pm
Songo River Queen II
Departs Naples Causeway Dock
Public Ticketed Event
Click to Purchase Tickets
The weekend continues aboard the iconic Songo River Queen II for a special afternoon of live music, storytelling, and community on the water. Enjoy a scenic cruise on Long Lake while Adam Simons performs live. The perfect send-off to an unforgettable weekend.
Pine Island Sessions — The Inaugural Island Concert
6:30 PM – 10:00 PM
Private Event • Pine Island
As the sun sets over Long Lake, guests gather for the first-ever Pine Island Sessions — a live concert on the island featuring:
Rich Brewer — Opening Performance
Adam Simons — Headlining Performance
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This is Just the Beginning
The Pine Island Creator Campout was built on a simple belief — bring the right people together in a remarkable place, and something unforgettable happens.
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This weekend, musicians, storytellers, adventurers, and creators will share music, swap stories, and build friendships that last long after the final campfire burns out.
This is only the beginning. Pine Island has more gatherings, more music, and more moments waiting ahead.
We'll see you on the island.
