Tradition Sailing Charters Anguilla

We went on the sunset cruise with Tradition Sailing and it was an amazing trip. Deb and Laurie were amazing hosts, great cocktails, amazing food, and all around a wonderful experience. They even helped sort out an accidental shoe mishap. I would recommend a Tradition sail to anyone who is visiting Anguilla!! We will certainly be taking another trip with them the next time were are on the island.

Wonderful experience! This was my first time visiting Anguilla and sailing. The crew (Lori, Deborah, and Thomas) were exceptional. They were informative, had funny quips, and were able to hold conversations with all the guests on the boat. Lunch was also delicious. They gave us more than enough time to snorkel and play in the water. Would recommend to anyone looking for a memorable experience.

There are not enough superlatives to describe a sunset cruise on Tradition. The boat-a real beauty: solid, beautifully maintained and a testament to boat building in the Caribbean. The crew-professional but fun, they work hard to make your trip memorable & pleasant. The scenery-seeing Anguilla from the water is a unique experience that everyone should have at least once! The raw beauty is breathtaking-Dover style cliffs, wild beaches & wonderful sea life including sea turtles, dolphins, pelicans & goats! All of this while sipping fabulous cocktails and having tasty nibbles with your new found on board friends. Truly a must do when visiting Anguilla. Thanks to Captain Thomas, First Mate Deb and Dylan for a fantastic evening!!

At first my husband and I discussed the expense of the trip, but after our day was said and done, it was will worth it! Thomas was our captain and did a great job commanding the sails! The rest of the crew was so much fun to converse with and enjoyed getting to know. We had a great group of people that took passage of her sails to Prickly Pear Caye. The snorkeling was the best of all the beaches we went to in Anguilla. We saw a sting ray, a manta ray, lots of vibrant fish, we fed the birds and ate an amazing lobster lunch! The fresh watermelon and chocolate Chip cookies were a godsend of food blessings on the journey back. We cannot express our gratitude enough for the whole crew!!!! They collectively made our day of sailing, the best way to start of our new year of 2024!

Highly recommend Tradition Sailing - very kind hosts, great way to get on the water and prickly pear water was gorgeous! Lunch was fantastic as well. Thank you for the hospitality Deb Lori and Marie!

All the reviews are correct, this is an wonderful way to spend your day on Anguilla. Laid back and casual, but attention to every detail. If we come back, I would take friends and I will recommend to anyone visiting. Crew was kind and helpful, we sailed with two other lovely couples. The sail will be a highlight of our trip.

We loved our experience with Tradition Sailing. It was the highlight of our trip. The Captain and crew were a joy to be with. The snorkeling was wonderful off Prickly Pear Island. The lobster was delicious. Great time, I would highly recommend this experience.

My husband and I went on a sunset cruise with Tradition Sailing Charters. It was a punctual crew - and they were very friendly and fun! Our captain told us he is an Anguilla-native and was generous with his knowledge of the island.