Perfect day on the water - Our favorite day on the island! Not to be missed! Laurie & Deb are fabulous hosts, and the sail was enjoyable from beginning to end. Prickly Pear is beautiful, and definitely worth the time and cost.

A true trip highlight - Fantastic sailing day and a highlight of our group trip to Anguilla. Deb, Laurie and Maria were just fantastic and made sure we were so well taken care of throughout the day. Lunch was delicious and relaxation time on Prickly Pear was great fun. Highly recommend a private charter on this stunning wood sailboat with so much great history behind her.

A MUST DO - Deb, Laurie and their crew are the BEST! Laurie sharing his knowledge and the most amazing stories during the trip is an absolute delight! Once arrived on Prickly Pear, they transformed into your own personal butlers, you have nothing else to do than relax, enjoy the delicious food and drinks! I want to go again! it is a MUST DO in Anguilla. Sweet touch at the end with the delicious homemade cookies to go!

What a great day on the water ! - This trip was a blast , captain and staff were the best . They made sure everybody was taken care off with drinks , food , etc.

Just book it - NOW!! - After reading the reviews, we decided to book the Tradition trip to Prickly Pear, and boy it did not disappoint! It started before the trip when Captain Laurie and Deb spoke with me about my concerns regarding my husband's broken foot and how he would get on and off the boat. They assured me all would be ok, and indeed, they made every effort to accommodate him. So glad he did come along because he agrees it was our best day on Anguilla. We were treated to a history lesson first, then a lovely sail out to Prickly Pear, followed by snorkeling among thousands of colorful fish, and the most amazing lobster meal on the beach. After that, we enjoyed chatting with the group as Deb poured us many adult beverages, delivering them right to us in the water. The day was capped off with a perfect sail back to Sandy Ground, warm chocolate chip cookies, and more beverages. All the guests got along so well with each other, which was largely a testament to how comfortable Laurie and Deb made us feel. The entire Tradition crew worked tirelessly all day long to ensure we would have an incredible experience - which is exactly what we did!! Can't say enough great things about this adventure - just go ahead and book it so you see for yourself!

Definitely worth the wait! - Our Saturday sail was cancelled due to weather but fortunately they were able to reschedule for Sunday. The weather was perfect, the crew was attentive, the meal was delicious and the sailing was delightful. Captain Laurie, Deb and Bea kept us entertained all day long. So many great things about this adventure but you need to experience it for yourself. Definitely the highlight of our week in Anguilla.

Perfect sailing day - Third time to Anguilla and third Tradition trip. The day sail to Prickly Pear was perfect in every way — the crew is phenomenal and attentive, the time on sea and land is perfect. Do not hesitate to book with Laurie and Deb. Top-notch, high-end experience.

Another Prickly Pear Day in Anguillan Paradise - This was our second Prickly Pear Cay day sail with Tradition. Our first trip, during a visit to ex-pat friends in Anguilla, was amazing. This repeat trip for the four of us was every bit as good, and possibly even better due to our relative familiarity with what to expect. With an initial greeting at the dock at Sandy Ground at 9 o'clock in the morning, a short dinghy ride out to Tradition - a magnificent and lovingly preserved wooden sailing ship constructed by hand, and welcome mimosas (or fresh squeezed OJ for those not imbibing so early in the morning), the kickoff to the day's journey was flawless. Our departure from Sandy Ground harbor was preceded by a thorough safety briefing by Captain Laurie. His breadth of Anguillan and Caribbean sailing, commerce, shipbuilding, and bootlegging history is boundless, and he was generous in sharing his knowledge with us. Along with Captain Thomas and Deb, our experienced first mate and guest services director, our foursome and seven other instant best friends were in capable and safety conscious hands. Once out of the harbor, the sails were hoisted and the engine was cut. We experienced the beautiful soothingly quiet sounds of the sea and the wind, the sights around us from the sea spray to the far off horizon, and the feel of the powerful ocean beneath our feet as the breeze and sun enveloped us. We sailed along briskly and Tradition heeled over gently under 100% wind power. The sun shone down and the warm sea breeze enveloped us. Not a care in the world! The fun was non-stop, as were the provisions (including libations, alcoholic and not), which were available all day long. As we turned between two small spits of land to approach Prickly Pear Cay, we saw large numbers of brown boobies and their light-colored baby chicks, a welcome sight that we were told signaled the rejuvenation of their local population. Reaching Prickly Pear Cay, an uninhabited island with beach chairs, island tunes, and a kitchen for day visitors, we anchored off shore and settled in for some serious snorkeling along the extensive reef system that lies just off shore. Coral of every description - sadly experiencing the bleaching that is being seen worldwide - was the backdrop for a variety of brightly colored fish. Last year, jellyfish were everywhere, and we were happy to not see them this time. Near shore, there were many yellowtail snapper cruising in the shallow water above the fine sandy bottom. Lunch was either Anguillan lobster or ribs. Last year, my wife and I went half-sies, but this year all four of us had the lobster. It did not disappoint! It was prepared perfectly, served hot, and tasted absolutely scrumptious with sides of slaw, rice and beans, and curried potatoes. After a little siesta time in the sun with a bright green rum punch, a game of cornhole on the beach, or sitting in the shade provided by low-hanging fronds of the beach palm trees - my preference - we swam or snorkeled back out to Tradition to prepare for the sail back to Sandy Ground. We were treated to fresh fruit and giant home-baked chocolate chip cookies on the return sail. As the mid-afternoon sun drifted slowly toward the west, we saw Sandy Ground coming slowly into view, signaling the end of another Prickly Pear day in the paradise called Anguilla.

Don’t hesitate…book it! - The entire crew is so knowledgeable and accommodating. They treated us like family during our entire charter. We brought our young kids and they also had an amazing experience. They keep talking about Prickly Pear and the amazing lunch.

Amazing Sailing Adventure! Highly Recommend - The boat crew was very accommodating and made our sailing adventure comfortable, safe, and memorable! We would highly recommend any families looking for a boating experience in a smaller group with an amazing staff! On our trip, we snorkeled near the Prickly Island and saw two stingrays! After our lunch on the island, we jumped back on the boat to enjoy snacks, watermelon, and cookies! And we even caught a barracuda on the fishing line traveling back to Sandy Ground! Thank you to the staff for making this an adventure our family will remember forever.