Embark on an unforgettable journey to Anguilla’s captivating Prickly Pear Cays aboard the charming retired cargo sailboat Tradition. This full-day adventure offers thrilling sailing, snorkeling, and beach exploration, complemented by an open bar and a delectable lobster lunch. With a maximum of 12 travelers, guests can expect a personalized and intimate atmosphere, guided by knowledgeable locals. Departing from Sandy Ground Dinghy Dock at 9:00 AM, this experience promises breathtaking vistas and memories that’ll last a lifetime. Intrigued? Let’s dive deeper into the details.
Key Points
- Authentic sailing experience on a historic cargo sailboat to explore the Prickly Pear Cays in Anguilla.
- Inclusive of an open bar, lobster lunch, snorkeling equipment, and knowledgeable local guides.
- Panoramic views and ample space for activities like sailing and snorkeling on the open deck.
- Recommendation rate of 100% and a Badge of Excellence, ensuring a high-quality adventure.
- Convenient meeting point at Sandy Ground Dinghy Dock and door-to-door transportation services.
Overview of the Sailing Adventure

This traditional sailing adventure to Anguilla’s Prickly Pear Cays offers travelers an opportunity to experience the rich maritime heritage of the region.
Aboard the retired cargo sailboat "Tradition," guests can enjoy authentic sailing, snorkeling, and beach exploration.
With an open bar, lobster lunch, and friendly local guides, the experience is both comfortable and enlightening.
Boasting 100% recommendation from past travelers, this excursion has earned a Badge of Excellence for its exceptional quality.
Boasting 100% recommendation, this excursion has earned a Badge of Excellence for its exceptional quality.
Whether seeking a unique adventure or a leisurely day on the water, this sailing tour promises unforgettable memories.
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The Vessel: Tradition, the Retired Cargo Sailboat

The retired cargo sailboat "Tradition" serves as the vessel for this authentic sailing adventure.
This historic boat has been converted for leisure, offering a unique and comfortable experience for travelers.
Some key features of the Tradition include:
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Open deck layout for panoramic views
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Ample space for activities like sailing, snorkeling, and swimming
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Well-stocked open bar for unlimited drinks
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Spacious seating areas to relax and enjoy the scenery
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Shade structures to provide relief from the sun
The Tradition’s vintage charm and functionality make it the perfect platform to explore Anguilla’s stunning Prickly Pear Cays.
Activities and Amenities Onboard

Aboard the Tradition, travelers can enjoy a variety of engaging activities and amenities throughout the sailing adventure.
From sailing the historic vessel to snorkeling the vibrant waters, there’s something for all. The open bar provides unlimited drinks, while a delicious lobster lunch, fresh watermelon, and chocolate chip cookies fuel the journey.
Snorkeling equipment and swim aids are provided, allowing guests to explore the underwater world. Throughout the day, a knowledgeable local guide shares insights about the islands and culture.
This well-rounded experience offers a memorable taste of Anguilla’s natural beauty and rich maritime heritage.
What’s Included in the Experience

The sailing adventure to Anguilla’s Prickly Pear Cays includes an array of complimentary offerings that immerse travelers in the local culture and natural wonders.
Participants can enjoy:
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Authentic sailing on a historic, retired cargo sailboat
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Unlimited drinks from the open bar
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Snorkeling equipment and swim aids
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A delectable lobster lunch and other local delicacies
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Gratuities and hotel pickup/drop-off
The experience is led by knowledgeable local guides, allowing guests to fully appreciate the serene beauty of the Prickly Pear Cays.
With these inclusive amenities, travelers can fully focus on creating unforgettable memories during this unique sailing excursion.
Meeting Point and Departure Details

Travelers meet at the Sandy Ground Dinghy Dock in Anguilla, using the coordinates 6W25+9R8 as their guide.
The tour departs promptly at 9:00 AM, so guests are advised to arrive on time. The full-day adventure returns to the same meeting point at the end of the day.
Transportation to and from the dock is included in the tour package, making it a convenient and hassle-free experience for participants.
With a maximum capacity of 12 travelers, the sailing tour offers an intimate and personalized experience on the historic vessel known as Tradition.
Additional Information for Travelers

Confirmation at the time of booking and free cancellation up to 24 hours prior provide travelers with flexibility when planning their sailing adventure.
Flexibility for travelers when planning their sailing adventure through confirmation and free cancellation up to 24 hours prior.
This tour has some additional considerations to keep in mind:
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Not wheelchair accessible; a minimum of 6 passengers is required.
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Advise of any dietary requirements at the time of booking, as the tour may not be suitable for those with serious shellfish or nut allergies.
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The maximum capacity is 12 travelers, ensuring an intimate and personalized experience.
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The sailboat, Tradition, is a retired cargo vessel converted for leisure, offering a unique and authentic sailing experience.
Feedback From Satisfied Customers

Overwhelmingly positive reviews have earned the sailing adventure to Anguilla’s Prickly Pear Cays a Badge of Excellence. With 82 total reviews and a 100% recommendation rate, travelers are raving about the exceptional experience. The knowledgeable and accommodating staff, the comfortable and unique boat, and the delicious grilled lobster lunch have all received high praise. Families particularly enjoyed the memorable activities for children. The sailing adventure offers an authentic and family-friendly experience that leaves lasting impressions.
| Rating | Highlights from Reviews |
|——–|————————|
| 5.0 stars | • Knowledgeable, accommodating, and friendly staff
• Unique and comfortable boat experience
• Positive remarks on grilled lobster lunch and overall service
• Family-friendly environment with memorable experiences for children |
Exploring the Prickly Pear Cays

As the boat gently glides across the turquoise waters, passengers aboard the traditional sailboat can’t help but marvel at the serene beauty of the Prickly Pear Cays.
This idyllic archipelago offers a diverse array of natural wonders to explore:
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Pristine white-sand beaches perfect for leisurely strolls
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Vibrant coral reefs teeming with marine life for snorkeling adventures
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Lush, uninhabited islands ripe for discovery and relaxation
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Tranquil coves and hidden caves waiting to be uncovered
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A rich history and unique ecosystem to learn about from the knowledgeable local guides.
The Prickly Pear Cays promise an unforgettable day of exploration and connection with the natural beauty of Anguilla.
Frequently Asked Questions
What Is the Typical Weather During the Sailing Adventure?
The weather is typically warm and sunny, with moderate trade winds that provide ideal sailing conditions. Guests can expect calm, clear waters and a comfortable, breezy experience on the water.
Can Participants Bring Their Own Food and Drinks on Board?
Participants can’t bring their own food and drinks on board. The tour provides an open bar with unlimited drinks as well as a lobster lunch and other snacks. Bringing outside items is not allowed.
Is There a Minimum Age Requirement for the Sailing Tour?
There’s no minimum age requirement for the sailing tour, but it’s not recommended for very young children. The tour is suitable for families, with a maximum capacity of 12 travelers.
Are There Any Restrictions on the Types of Cameras Allowed?
The sailing tour doesn’t have any restrictions on the types of cameras allowed. Passengers are welcome to bring their cameras and capture the scenic views and memorable moments during the sailing adventure.
Are There Any Discounts or Special Offers Available for the Tour?
The operator doesn’t currently offer any discounts or special offers for this tour. However, guests can check the company’s website or contact them directly to inquire about any promotional deals that may become available in the future.
The Sum Up
This traditional sailing adventure to Anguilla’s Prickly Pear Cays aboard the charming "Tradition" offers an unforgettable day of thrilling sailing, snorkeling, and beach exploration. With an open bar, lobster lunch, and a maximum of 12 travelers, guests can expect a personalized, guided experience showcasing the stunning natural beauty of this tropical paradise. Whether seeking adventure or relaxation, this sailing trip promises breathtaking views and lasting memories.
