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Tradition Sailing Charters: Anguilla's Premier Sailing Experience

4.8 (34)

Experience Anguilla's maritime history with Tradition Sailing Charters. Day sails, sunset cruises, and private charters await in the Caribbean sun.

Embark on a unique sailing adventure with Tradition Sailing Charters, Anguilla's #1 rated experience on TripAdvisor. Step aboard 'Tradition,' a classic West Indian sloop, and immerse yourself in the island's rich maritime history while exploring the stunning Caribbean waters.

A brief summary to Tradition Sailing Charters Anguilla

  • Monday 9 am-9 pm
  • Tuesday 9 am-9 pm
  • Wednesday 9 am-9 pm
  • Thursday 9 am-9 pm
  • Friday 9 am-9 pm
  • Saturday 9 am-9 pm
  • Sunday 9 am-9 pm

Local tips

  • Book your sailing trip in advance, especially during peak season, as Tradition Sailing Charters is a popular attraction and space is limited.
  • Bring sunscreen, a hat, and sunglasses to protect yourself from the Caribbean sun while on board.
  • Wear comfortable shoes suitable for a boat deck. Sandals or boat shoes are ideal.
  • If you're prone to seasickness, consider taking motion sickness medication before the trip.
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Getting There

  • Walking

    Tradition Sailing Charters is located in Sandy Ground, a small village on Anguilla's northern coast. If you are already in Sandy Ground, reaching the charters is easily done by foot. Simply walk along the main beach road, and you'll find the boat dock where 'Tradition' is moored. The dock is near popular beachfront restaurants and bars.

  • Taxi

    If arriving from another part of Anguilla, a taxi is the most convenient option. Taxis are readily available throughout the island. Ask your driver to take you to Sandy Ground. Taxi fares are set and regulated by the government. A taxi from the Clayton J. Lloyd International Airport (AXA) to Sandy Ground is approximately $24 USD.

Discover more about Tradition Sailing Charters Anguilla

Tradition Sailing Charters offers an unparalleled opportunity to explore the turquoise waters of Anguilla aboard a vessel with a story as captivating as the island itself. 'Tradition' is a 42-foot Carriacou sloop, meticulously hand-built in 1978 on a beach in Carriacou, Grenada. Originally a working ship, she plied the trade winds, carrying cargo between Caribbean islands, even dabbling in a bit of smuggling from St. Barthélemy. Today, 'Tradition' enjoys a semi-retirement in Anguilla, offering visitors a chance to experience the romance of a bygone era. Step onto the wooden deck and be transported to the West Indian maritime days of old. The vessel exudes character, reflecting the craftsmanship and care of those who built and maintained her. Based out of Sandy Ground, Tradition Sailing Charters offers a range of excursions to suit every taste. Enjoy day sails to Prickly Pear and Little Bay, sunset cruises, and custom private charters. Captain Laurie Gumbs, an Anguillian native, and Deborah Vos, ensure a first-class experience, complete with gourmet appetizers, free-flowing champagne cocktails, and captivating stories of the Caribbean. Whether you're a seasoned sailor or a first-timer, Tradition Sailing Charters promises an unforgettable Anguilla sailing experience.
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