The countdown to the highly anticipated 2025 Islander Regatta is officially on. This year’s event promises an exciting day of paddling and celebration, and it’s shaping up to be one for the books. Whether you’re a seasoned paddler or a first-time participant, the Islander Regatta offers an experience that you won’t want to miss.
Event Details
Mark your calendars for Saturday, June 28, 2025—the day when paddlers from near and far will gather for an unforgettable adventure around Gwynn’s Island, one of Virginia’s only inhabited islands. The race will start and end at the historic Islander Hotel on Gwynn’s Island in Mathews County, Virginia.
- Paddling Starts at 8:00 AM
- Check-In Time: 7:00–7:30 AM
Make sure to arrive early to check in before the event begins.
The Course
Get ready for a 9-mile paddle around Gwynn’s Island, with stunning views of the water and the unique landscape of the island itself. As one of the few inhabited islands in Virginia, Gwynn’s Island offers an incredible backdrop for this exciting event.
Whether you’re navigating calm waters or embracing a bit of challenge along the way, this race is designed to keep you engaged and inspired. After completing the course, stick around for some much-needed refreshment and celebration.
Post-Paddle Fun & Refreshments
Once you’ve completed the Islander Regatta, stick around to unwind and enjoy post-paddle refreshments, graciously provided by Let Lindsay Coordinate. It’s a perfect way to cool down, relax, and mingle with fellow paddlers while reflecting on the day’s adventure.
The Gwynn’s Island Festival
While you’re on Gwynn’s Island, be sure to take visit the Gwynn’s Island Festival, which will be held in the heart of the island on the same day. It’s just a short drive from the Islander Hotel, so make a day of it and dive into the local culture and festivities after the race. The festival promises to be a fun celebration of the island’s history, with local food, entertainment, and much more.
Event Support
Wondering about the race course and event details? You can find everything you need to know on the official Islander Regatta website at islanderregatta.com. The site has full information on the course, registration, and other event specifics to ensure you’re fully prepared for race day.
Get Ready for June 28!
The 2025 Islander Regatta is shaping up to be a day full of adventure, community, and celebration, and we can’t wait to see you there! Gather your crew, register early, and get ready to paddle around one of Virginia’s most unique and beautiful islands.
See you on June 28!
Mathews Outdoor Club 