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Tradition Sailing Charters: Anguilla's #1 Sailing Adventure

Experience authentic Caribbean sailing aboard a classic West Indian sloop. Day sails, sunset sails & private charters from Sandy Ground, Anguilla.

★★★★★4.8 (34)

Experience the romance of a Caribbean past aboard Tradition, a classic West Indian sloop built in 1978. Offering a genuine sailing experience, Tradition provides day sails, sunset sails, and custom private charters from Sandy Ground, Anguilla.

Plan your visit

A brief summary to Tradition Sailing Charters Anguilla

Opening times, essentials, and a few local tips gathered into one calmer, easier-to-scan planning section.

Plan your visit

📍
5218 Sandy Ground, Sandy Ground, 2640, AI
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
Eve
From Eve

Know before you go

Hi, I'm Eve. Here are a few practical things to know before exploring Tradition Sailing Charters Anguilla.

Local know-how to help you travel smarter and make the most of every moment.

Book in advance, especially during peak season, as space is limited to a maximum of 12 guests.
Inquire about custom private charters for a tailored experience, whether during the day or at moonlight.
Check for Anguilla Card partnership for potential savings on your trip.
Bring small bills for tipping porters and van drivers at the ferry terminal.

Discover more about Tradition Sailing Charters Anguilla

Tradition Sailing Charters offers an authentic Caribbean sailing experience aboard a meticulously maintained classic West Indian sloop. Built by hand in 1978 on a beach in Carriacou, Grenada, Tradition was originally designed for sail trading around the Caribbean, even carrying goods from St. Barthelemy. Today, Tradition offers a unique opportunity to capture the romance of a bygone era, providing a blissfully calm and indulgent experience. Embark on a journey from Sandy Ground, Anguilla, and explore the stunning coastline and nearby islands. Tradition offers a variety of charters, including day sails with snorkeling at Prickly Pear Cays, sunset sails with hors d'oeuvres, and custom private charters tailored to your preferences. Sip on mimosas, rum punch, or chilled wine while enjoying homemade chocolate chip cookies and fresh watermelon. Tradition's crew, led by Captain Laurie Gumbs and Deborah Vos, ensures a first-class experience with a focus on safety and comfort. Whether you're a seasoned sailor or new to the seas, Tradition promises an unforgettable adventure, transporting you to a time when sailing was a way of life in the West Indies.

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    Getting There

    Walking

    Tradition Sailing Charters is located in Sandy Ground, a small village on Anguilla's northern coast. From anywhere in Sandy Ground, it is likely a short walk to the pier where Tradition is docked. Sandy Ground is a small area with the main road running along the beach. The pier is near the center of the beach, close to popular spots like Elvis' Beach Bar and SandBar.

    Taxi

    If arriving from another part of Anguilla, a taxi is a convenient option. Anguilla has fixed taxi rates. A taxi from the Blowing Point Ferry Terminal to Sandy Ground is approximately $26 USD. From the Clayton J. Lloyd International Airport (AXA), a taxi to Sandy Ground will cost around $28 USD.

    Ferry

    For visitors coming from St. Martin, the most common way to reach Sandy Ground is by taking a ferry to Anguilla. The public ferry operates regularly between Marigot Bay (French Side) and Blowing Point Ferry Terminal in Anguilla. The one-way fare is US $30 for adults and US $20 for children under 12. From Blowing Point, take a taxi to Sandy Ground, which costs approximately $26 USD. Alternatively, private ferry services are available from the Anguilla-St. Maarten Ferry Terminal, located across from Princess Juliana Airport, with fares starting from US $65 per person.

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