About This Tour
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.
Photo Gallery
Delicious Caribbean Lobster Lunch
Fishing is part of the adventure!
Tradition at anchor at Prickly Pear Cay
TopTours Insights
Traditional Sailing Adventure to Anguilla's Prickly Pear Cays
We love this tour because Tradition Sailing Charters offers an authentic sailing adventure to Anguilla's pristine Prickly Pear Cays. This relaxed, small-group experience is perfect for couples and families seeking a tranquil day on the water, complete with a delicious lunch and the convenience of GST included.
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What's Included
What's Not Included
Additional Information
Meeting Point
Departure Point: Sandy Ground Dinghy Dock We will pick you up at the Sandy Ground Dinghy Dock at the time of your departure. Dates: See Availability
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
✓ Free cancellation due to bad weather
Tour Operator
Tradition Sailing Charters
Official supplier for this experience. Bookings are handled directly through Viator with verified partners.
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Trusted local operator
Guest Ratings
Total review count and overall rating based on Viator and Tripadvisor reviews
Based on 86 verified reviews
Average rating
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Frequently Asked Questions
Common questions about Traditional Sailing Adventure to Anguilla's Prickly Pear Cays
Who operates this experience?
This experience is operated by Tradition Sailing Charters, a local water sports provider.
What's included?
This tour includes Local guide, GST (Goods and Services Tax), and Unlimited drinks (open bar). Additional amenities and services are included. All inclusions are provided by the tour operator.
How long is this tour?
The experience lasts approximately 6 hours, giving you time to fully enjoy your chosen activity.
Can I cancel this tour?
Yes, you can cancel up to 24 hours before the scheduled departure time for a full refund. If weather conditions are unsafe, the tour may be canceled by the operator. In such cases, you'll be offered a refund or reschedule.
What should I bring?
We recommend bringing a swimsuit, towel, and sunscreen. All necessary equipment is provided by the tour operator.
Will I receive instant confirmation?
Yes, you'll receive instant confirmation when you book.
Is this tour worth it?
Yes, this experience has a 5.0-star rating based on 86+ reviews, making it a highly rated option.
What to expect on this tour?
This water sports experience lasts approximately 6 hours and includes all necessary equipment and guidance. You'll have access to Local guide and more.
What's the best time to do this tour?
Morning and early afternoon are typically the best times for water activities, as conditions are usually calmer and visibility is better.
Do I need to know how to swim?
Swimming ability requirements vary. Life jackets and safety equipment are provided. Please check the tour details or contact the operator if you have concerns about swimming requirements.
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