The Caribbean Wingfoil Rally isn’t just about the ride — it’s about where the ride takes you. From pristine lagoons to wild bays, every stop along the route has been carefully chosen for its natural beauty, wind potential, and unique atmosphere.
Whether it’s a barefoot beach bar in Mayreau, a turtle-filled reef in the Tobago Cays, or a pirate-style BBQ in Chatham, every spot is part of the adventure.
Here’s a closer look at the magical places you’ll call home — even just for a night.
Nestled in the heart of the Grenadines, Canouan is our rally’s starting point. With its calm lagoon, gentle breeze, and laid-back island feel, it’s the perfect setting to break the ice, meet the crew, and get your gear ready.
One of the most iconic anchorages in the Caribbean, Salt Whistle Bay is a postcard come to life. This sheltered bay on Mayreau offers a smooth beach landing, local beach bars, and an unforgettable sunset. The vibe is all about barefoot evenings, grilled fish, and stargazing with your new rally friends.
A nature reserve and marine sanctuary, the Tobago Cays are often described as the jewel of the Grenadines. Think crystal-clear water, coral reefs, and dozens of friendly turtles gliding below. This is your rest stop – time to breathe, snorkel, paddle around, or simply float in paradise.
Chatham Bay feels like a lost pirate cove: wild, raw, and beautiful. Only accessible by sea, it’s a wide open bay fringed by golden sand and dense green hills.
A private island with unspoiled beaches and a laid-back luxury atmosphere, PSV is a unique stop. The contrast between untamed nature and refined comfort makes it special. Take a moment to explore the island, enjoy a cocktail, or indulge in a spa break — it’s a rider’s reset in style.
We finish in Union, home to the legendary JT Pro Center. After the final downwind, you’ll land on the beach with music playing, high-fives flying, and celebration in the air. The perfect end to a week of riding, sharing, and living the Caribbean wingfoil dream.
Every meal during the rally is prepared by local cooks using fresh, seasonal ingredients. Think grilled fish, lobster straight from the trap, and homemade banana cake still warm from the oven.
Lunches are served as picnic-style meal baskets, ready to enjoy between sessions. In the evenings, we gather barefoot on the beach for shared dinners, island-style — under the stars, by the fire, with the sea just a few steps away.