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A unique way to ride the Caribbean
A unique way to ride the Caribbean
The Caribbean Wingfoil Rally is not a competition — it’s a private, small-group expedition through the stunning Grenadines.
Each day, you ride from one island to another on your wingfoil, gliding across turquoise lagoons, chasing the best swells to foil, and sharing unforgettable moments on land and at sea.
Our floating basecamp provides safety, logistics, and support along the way.
No pressure. No stopwatch. Just wind, friends, and the freedom of the open water.
GRENADINES Stages
GRENADINES Stages
🚀 BEQUIA → Salt Whistle Bay (Mayreau)
🚀 BEQUIA → Salt Whistle Bay (Mayreau)
A warm-up stage: short upwind in the lagoon, then a beautiful downwind ride through a scenic channel.
Finish at iconic Salt Whistle Bay — cocktails, beach bars & sunset vibes.
Distance 🟩🟩⬜ Upwind 🟩⬜⬜ Waves 🟩🟩🟩
🏝Salt Whistle Bay → Tobago Cays
🏝Salt Whistle Bay → Tobago Cays
A technical upwind leg through classic Caribbean blues.
Ride past Petit Tabac and land in the magical Tobago Cays for the legendary lobster BBQ.
Distance 🟩🟩⬜ Upwind 🟩🟩⬜ Waves 🟩🟩⬜
🐢Tobago Cays
🐢Tobago Cays
Free foil sessions in the lagoon just enjoying one of the Caribbean’s most stunning anchorages.
Swim with turtles, paddle, snorkel the reef, or chill under the palms.
Optional: Fun race
Distance ⬜⬜⬜ Upwind ⬜⬜⬜ Waves ⬜⬜⬜
🌅Tobago Cays → Chatham Bay (Union)
🌅Tobago Cays → Chatham Bay (Union)
A long, open downwinder through ocean swell.
End in wild Chatham Bay — grill fish on the beach, toast the sunset, and channel your inner pirate.
Distance 🟩🟩🟩 Upwind 🟩⬜⬜ Waves 🟩🟩🟩
🌊Chatham Bay → Petit Saint Vincent (PSV)
🌊Chatham Bay → Petit Saint Vincent (PSV)
Mix of angles depending on wind direction, with fun currents and reef play. A long one.
Finish on a private island with spa access and postcard-worthy beaches.
Distance 🟩🟩🟩 Upwind 🟩🟩🟩 Waves 🟩⬜⬜
🏁PSV → Union Island
🏁PSV → Union Island
Final downwind with rolling swell and reef scenery.
Land at the JT Pro Center for a wild party at Carlos’ beach bar – dancing on tables encouraged.
🎁 Bonus fun race near the anchored boats to wrap it all up!
Distance 🟩🟩⬜ Upwind 🟩⬜⬜ Waves 🟩🟩🟩
Every night is an opportunity to discover a new anchorage, check this page for more details about each spot.
🧭Stage 1: Canouan > Mayreau
🏝️Stage 2: Mayreau > Cays
🐢STAGE 3: Tobago Cays
🌅Stage 4: Cays > Chatham
🌊Stage 5: Chatham > PSV
🏁StagE 6: PSV > Union
NOT INTO WINGFOILING? No WORRIES.
NOT INTO WINGFOILING? No WORRIES.
Our expeditions are just as exciting for non-riders! While others are out on the water, you can enjoy yoga or beach fitness sessions, go snorkeling in crystal-clear lagoons, explore the islands on scenic hikes, or simply relax in paradise. There's something for everyone on board.
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