2023 Rags to Riches Regatta

2023 Rags to Riches Regatta

  • Elizabeth Boswell
  • 06/26/23
Saturday, July 1
8:00 am

Grayton Beach
Florida's Scenic Hwy 30A
Grayton Beach, FL 32459

The Rags To Riches Regatta has a rich history spanning four decades. It all began in 1981 when a group of sailors in Grayton Beach organized a friendly competition on Independence Day. With a $20 buy-in, the real prize wasn’t the money but the coveted bragging rights, a stylish t-shirt, and a refreshing beer at the finish line. Today, this tradition lives on as locals and visitors gather to cheer on teams navigating 16-foot Hobie Cats in a race from Grayton Beach (known as the “rags” side) to Seagrove (known as the “riches” neighborhood). The event also serves as a fundraiser for the South Walton Artificial Reef Association (SWARA). The 26th annual Rags to Riches Regatta in 2023 is proudly presented by Crater Train Brewing Company and The 30A Company, with support from various sponsors. The regatta has principally attracted Hobie 16 beach catamarans. Similar boats are welcome to participate and the race judges will attempt to performance-rate all boats. This however is not an officially sanctioned Hobie (or other) race. The performance rating will be done if possible with the primary goal of a safe, fun, and equitable race.

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