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Tradition Sailing Charters: Anguilla's Maritime Charm

Experience Anguilla's #1 sailing adventure aboard a classic West Indian sloop. Day sails, sunset cruises, and private charters await from Sandy Ground.

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Experience the allure of the Caribbean Sea aboard 'Tradition,' a classic West Indian sloop. This 42-foot Carriacou vessel, hand-built in 1978, offers a unique sailing adventure, connecting you to the region's rich maritime history. Enjoy day sails, sunset cruises, and private charters with Captain Laurie Gumbs and Deborah Vos, departing from Sandy Ground.

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 space is limited.
  • Bring sunscreen, a hat, and sunglasses to protect yourself from the Caribbean sun.
  • 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 your trip.
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Getting There

  • Walking

    Tradition Sailing Charters is located in Sandy Ground. 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 from other parts of the island range from $6 to $24, depending on the distance. It's a good idea to confirm the fare with the driver before you set off. Anguilla requires visitors to purchase a temporary driver's license for $28.

Unlock the Best of Tradition Sailing Charters Anguilla

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Discover more about Tradition Sailing Charters Anguilla

Embark on a unique sailing journey with Tradition Sailing Charters, where you can explore Anguilla's stunning coastline and immerse yourself in the island's maritime past. 'Tradition' is a meticulously hand-built, 42-foot Carriacou sloop crafted in 1978 on the shores of Carriacou, Grenada. This classic West Indian vessel offers a tangible connection to the region's maritime history. Originally a working ship, 'Tradition' plied the trade winds, carrying cargo between Caribbean islands, even 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. Step onto the wooden deck of 'Tradition' 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. Captain Laurie Gumbs, an Anguillian native, and Deborah Vos, originally from Canada, create a first-class experience for every guest, whether a seasoned sailor or a first-timer. Based out of Sandy Ground, Tradition Sailing Charters offers a range of excursions. Choose from day sails to Prickly Pear and Little Bay, sunset cruises, and custom private charters. Enjoy gourmet appetizers, free-flowing champagne cocktails, and captivating stories of the Caribbean as you sail into the sunset. Sailing is deeply woven into Anguilla's culture, the island's national sport and a key part of major holidays.

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