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Tradition Sailing Charters: Anguilla's Maritime Heritage

Experience Anguilla's #1 sailing adventure: explore the Caribbean Sea on a classic West Indian sloop with Tradition Sailing Charters.

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Experience the charm of Anguilla's sailing history with Tradition Sailing Charters. Climb aboard 'Tradition,' a classic West Indian sloop, and explore the Caribbean Sea with personalized day sails, sunset cruises, and private charters. Discover hidden coves, enjoy gourmet refreshments, and create lasting memories on this unique maritime adventure.

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, to secure your spot.
  • 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.
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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 from Blowing Point Ferry Terminal to Sandy Ground typically cost around $20. Additional charges may apply for extra passengers, luggage, or travel after 6 PM.

Unlock the Best of Tradition Sailing Charters Anguilla

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Discover more about Tradition Sailing Charters Anguilla

Tradition Sailing Charters offers a unique and authentic Caribbean sailing experience aboard 'Tradition,' a 42-foot Carriacou sloop hand-built in 1978. This classic West Indian vessel connects visitors to the region's maritime past, having once been a working ship that carried cargo between Caribbean islands. Based in Sandy Ground, Anguilla, Tradition Sailing Charters provides a range of excursions, including day sails to Prickly Pear and Little Bay, sunset cruises, and custom private charters. Guests can enjoy gourmet appetizers, free-flowing champagne cocktails, and captivating stories of the Caribbean while sailing into the sunset. Captain Laurie Gumbs, an Anguillian native, and Deborah Vos ensure a first-class experience for both seasoned sailors and first-timers. Stepping onto the wooden deck of 'Tradition' transports you to the West Indian maritime days of old. The vessel exudes character, reflecting the craftsmanship and care of those who built and maintained her. Sailing is deeply woven into Anguilla's culture, making a trip on Tradition a special way to experience the Caribbean Sea. Whether you're seeking adventure or relaxation, Tradition Sailing Charters offers an unforgettable journey through Anguilla's maritime heritage.

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