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Tradition Sailing Charters: Anguilla's Premier Sailing Experience

Experience the romance of a Caribbean past with Tradition Sailing Charters, offering unforgettable sailing adventures in Anguilla's stunning waters.

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Tradition Sailing Charters offers an authentic Caribbean sailing experience aboard a classic West Indian sloop, hand-built in 1978. Explore Anguilla's stunning coastline, secluded coves, and vibrant marine life with Captain Laurie Gumbs and Deborah Vos, whether you're a seasoned sailor or a first-timer.

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 tourist season, to secure your spot.
  • Bring sunscreen, a hat, and plenty of water to stay hydrated while enjoying the sun.
  • Consider a sunset sail for a romantic experience with breathtaking views.
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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 fixed, and there is a published rate guide showing the established fares for travel across the island. A ride to Sandy Ground from Cap Juluca will cost over $20 for two people. Additional charges may include $5 for each extra passenger, $1 for each additional piece of baggage, and $4 for trips after 6 pm.

Unlock the Best of Tradition Sailing Charters Anguilla

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Discover more about Tradition Sailing Charters Anguilla

Embark on a unique journey with Tradition Sailing Charters, Anguilla's #1 sailing adventure, according to TripAdvisor. The 'Tradition' is a 42-foot Carriacou sloop, hand-built in 1978 on a beach in Carriacou, Grenada. This classic West Indian vessel offers a tangible connection to the region's maritime history. Originally a working ship, the 'Tradition' plied the trade winds, carrying cargo between Caribbean islands, including some less-than-legal goods from St. Barthélemy. Today, she enjoys a semi-retirement in Anguilla, offering visitors a chance to experience the romance of a bygone era. Based out of Sandy Ground, Tradition Sailing Charters offers a range of excursions, including day sails to Prickly Pear and Little Bay, sunset cruises, and custom private charters. Captain Laurie Gumbs, an Anguillian native, and Deborah Vos create a first-class experience, whether you're a seasoned sailor or a first-timer. Enjoy breathtaking views of Anguilla's pristine beaches and crystal-clear waters as the crew guides you through the island's hidden gems.

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