Traditional Sailing Adventure to Anguilla's Prickly Pear Cays

About the Activity

Built in 1978, for sail-trading throughout the Caribbean, Tradition has exchanged sailing cargo and contraband for cruising with charter guests and cocktails in Anguilla. This authentic and traditional sailing experience is a must do on your Anguilla itinerary. Sail in rustic luxury, while sipping Mimosas or hand-squeezed orange juice, to one of the jewels in Anguilla’s Marine Park System, the Prickly Pear Cays. Immerse yourself in the stunning reef snorkelling, a delicious Caribbean barbecue on the beach, and Pina coladas at the tiki beach bar. Enjoy the white sand beaches, explore the nesting grounds of sea birds, and hand-feed the bananaquit birds before re-boarding Tradition around 1:30 pm. It's an adventurous and exhilarating upwind sail back to Road Bay and Sandy Ground, a day made complete with rum punch, Tradition's chocolate chip cookies and fresh watermelon. Tradition hosts a maximum of 12 guests and space is limited to a maximum of 12 guests on this 6 hour sail.

Availability and Prices

Free cancellation up to 24 hours before the experience starts (local time)

Travel Date


Inclusions & Exclusions

What is included:

  • Local guide
  • Unlimited drinks (open bar)
  • Food and drink: Lunch, Lunch
  • Fees: Goods and Services Tax (GST), GST (Goods and Services Tax)
  • Authentic Sailing on a Historic Caribbean Sailing Vessel
  • Use of snorkel equipment & swim aids
  • What is excluded:

  • Fees: Gratuities, Gratuities
  • Hotel pickup and drop-off
  • Travel Itinerary

  • Total Duraration: 6.0 hours
  • Locations in the itinerary


    Starting Location

    Ending Location

    Ticket Redemption

    No redemption point. This is a direct entry ticket

    Pickup Information

    Customers must make their own way to and meet at the start point

    Additional Information

  • Suitable for all physical fitness levels
  • Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough passengers (6) to meet requirements. In the event of this occurring, you will be offered an alternative or full refund
  • Please advise any specific dietary requirements at time of booking
  • Not recommended for travelers with serious shellfish or nut allergies
  • Language and Guide Availability

    Tour guide available in:

  • English
  • Ticket Policy

  • Mobile or paper ticket accepted
  • One ticket per booking.
  • Cancellation & Refunds

    Cancellable up to 24 hours before the travel date (local supplier time) for a full refund. A 100% cancellation penalty applies for cancellations submitted less than 24 hours before the start time.

  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • Suplier may cancel the activity on account of bad weather conditions.
  • Suplier may cancel the activity due to too few participants.
  • Cancel at least 1 day before activity starts in America/Anguilla time.
  • 100% refund if cancelled on time.
  • Reviews from Travelers


    79 Reviews











    Operated by Tradition Sailing Charters

    Created on 2018-11-02

    Last updated on 2024-05-21

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