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Tradition Sailing Charters: A Voyage into Anguilla's Maritime Past

Experience the romance of the Caribbean aboard Tradition, Anguilla's #1 sailing adventure, offering day & sunset cruises on a historic West Indian sloop.

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Embark on an unforgettable sailing adventure aboard Tradition, a meticulously restored West Indian sloop. Built in 1978, this historic vessel offers a unique glimpse into the Caribbean's maritime past, with day and sunset sails departing from Sandy Ground, Anguilla.

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 in advance, especially for sunset cruises, as they are very popular.
  • Bring sunscreen, a hat, and sunglasses to protect yourself from the Caribbean sun.
  • Wear comfortable shoes suitable for walking on a wooden deck.
  • Inquire about the menu in advance if you have any dietary restrictions or allergies.
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Getting There

  • Walking

    Tradition Sailing Charters is located in Sandy Ground. From most points in Sandy Ground, it's a short walk to the pier where Tradition is docked. The village is small and easily navigable on foot.

  • Taxi

    Taxis are readily available throughout Anguilla. A taxi from Blowing Point Ferry Terminal to Sandy Ground typically costs around $20 for two people. From the Clayton J. Lloyd International Airport (AXA), the fare is approximately $26 for two. Be sure to confirm the rate with the driver before starting your journey. There are set taxi rates, but extra charges may apply for additional passengers, luggage, or trips after 6 PM.

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Discover more about Tradition Sailing Charters Anguilla

Tradition Sailing Charters offers an authentic Caribbean sailing experience aboard Tradition, a classic West Indian sloop. Built in 1978 on the beach in Carriacou, Grenada, Tradition is more than just a boat; she's a piece of living history. Originally crafted for sail trading throughout the Caribbean, Tradition spent years working the trade winds, carrying cargo between islands. Today, Tradition enjoys a semi-retirement in Anguilla, offering visitors a chance to experience the romance of a bygone era. As you step aboard, you're transported to the West Indian maritime days of old, feeling the wooden deck beneath your feet and imagining the sailors who navigated these waters. Tradition Sailing Charters offers a variety of cruises, including day sails to Prickly Pear and Little Bay, where you can snorkel in crystal-clear waters and enjoy the idyllic scenery. The sunset cruises are particularly magical, with the Anguillian sky ablaze in a cascade of colors as the sun dips below the horizon. Guests can savor gourmet appetizers and free-flowing champagne cocktails while listening to fascinating stories of voyages around the Caribbean. Private charters are also available, allowing you to create a custom itinerary and explore Anguilla's hidden treasures at your own pace.

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