Little Bay Half-Day Sail & Snorkel Adventure
Overview
Available languages
3 hours
Mobile ticket
Indulge in an authentic sailing experience on a classic Caribbean "Rum Runner" of yesteryear as Tradition sails to one of Anguilla's hidden treasures, Little Bay.
Home to turtles, nesting pelicans, tropic birds and magnificent cliffs, Little Bay is a stunning oasis and a “must do” on your Anguilla itinerary. Dive off the side of Tradition and feast your eyes on a panorama of spectacular marine life as you snorkel through the warm, buoyant waters of the Caribbean.
Additional Info
Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Tradition Sailing Charters
Enjoy a "once in a lifetime experience" sailing onboard a historical and traditionally rigged, Classic West Indian Sloop. Tradition, built in 1978 to sail cargo up and down the Lesser Antilles, Caribbean (including smuggling rum!), is one of the last surviving vessels of her kind. The Captain will pick you up on the small wooden dock in Sandy Ground, and transfer you to Tradition. Once the Captain gives a short history of Tradition and a safety briefing, the crew will raise the sails while you enjoy a delightful 1-1.5 hour sail to the gorgeous and secluded Little Bay. The captain and crew are always happy to show you the ropes, if you'd like to participate in the sailing.
Little Bay
Once at anchor in Little Bay, spend the next hour exploring the delightful marine life, including turtles and stingrays, using the complimentary snorkel gear and swim aids. Swim to the beach, jump off the famous Little Bay Rock, or simply, relax on the boat's shaded deck enjoying a cold beer, chilled glass of wine, rum punch, or your favorite beverage. This all-inclusive adventure includes a fully stocked cooler with alcoholic and non-alcoholic beverages, snorkeling gear, towels, swim aids and an authentic sailing experience onboard the last surviving sail-trading vessel of its kind.
What‘s Included
GST (Goods and Services Tax)
Unlimited drinks (open bar)
Water and other non-alcoholic drinks
Towels
Use of Snorkelling equipment
Gratuities
Transportation to/from attractions
Options
Little Bay Half-Day Sail & Snorkel Adventure
Reviews
45 reviews
Total reviews and rating from Viator & Tripadvisor
Great sail and snorkel
Lynn D,Apr 16, 2026
- Review from Viator
5.00Deb and the crew were amazing as was our sail to Little Bay, with turtles, rays and an assortment of fish for or snorkel adventure. Great drinks and a little history as well as fun stories along the way.
Fantastic Sail & Snorkeling Trip
Excursion672688,Mar 10, 2026
- Review from Tripadvisor
5.00We had a fantastic time! The trip was well organized and the boat staff and crew were amazing. Would highly recommend Tradition Sailing if you are on the island.
Don't miss a sail on this lovely ship with a fantastic crew
luxlovernyc,Feb 11, 2026
- Review from Tripadvisor
5.00Our sail on Tradition was a highlight of a great week-long visit to Anguilla. There were six of us in total on the 3-hour sail. It was a gorgeous day (a lucky break in a week of mixed weather) and we had a fantastic time with Captain Deb and her stellar crew. We spent about an hour under sail to Little Bay, where several of our group snorkeled for an hour or more and others simply enjoyed floating in the water with noodles, amid turtles and other sea life. Rum punches or other drinks happily handed out to those afloat when asked. We got a lot of great stories about the boat and its history and about the island as well. Drinks of all kinds were provided, along with towels, noodles, snorkel equipment, even sun screen if needed. A lovely and relaxing way to spend a beautiful morning. Highly recommended.
Excellent half day trip. So much fun and great staff.
btggo,Jan 25, 2026
- Review from Tripadvisor
5.00Deb and her crew took us on a great half day trip to little bay. They were super accommodating, gave us time for snorkeling and provided plenty of rum punch! We brought our own snorkel gear but there is no need, they have all the gear you need on the boat. They also provide nice towels for drying off after you’ve finished in the water. It was a wonderful way to experience the beautiful coast of Anguilla.
Absolutely relaxing adventure!
Kathleen S,May 1, 2025
- Review from Tripadvisor
5.00Loved the crew, very knowledgeable and accommodating to each individual passenger. Breathtaking views! Highly recommend to anyone who is interested in sailing! Worry free and fun!
World Class Service!
rpT5120ZF,Apr 7, 2025
- Review from Tripadvisor
5.00We have been coming to Anguilla for over 10 years and this was the first year we took this sail. Shame on us - as we have been missing out on this incredibly fun experience! From the moment of first contact, throughout the sail, snorkeling and lunch, to disembarkment, it was absolutely perfect. Laurie, Deb and Marie were fantastic hosts and sailors, with no detail too small for them. It is rare to find this level of service anywhere in the world, let alone a beautiful sailboat. We will definitely be repeat customers!
Fun on the water
991rossanad,Mar 27, 2025
- Review from Tripadvisor
5.00This was a wonderful half day on the water. Our hosts Deb and Laurie were great. We appreciated learning some history of the island, as well as the beautiful ship Traditions herself. Sailing, snorkeling, swimming, topped off with ice cold beverages like rum punch and rose wine….what more can you ask for?! Will definitely book another visit next time we come to Anguilla
This was a delightful...
Rossana D,Mar 27, 2025
- Review from Viator
5.00This was a delightful half day on the water. Our hosts Deb and Laurie were great. We appreciated learning about the island, as well as the ship Tradition herself. Sailing, snorkeling, swimming, topped off with ice cold beverages ( rum punch, rose wine, beer, water) ….what’s not to love about that?! We will definitely book again next time we visit Anguilla
Great thing to do in Anguilla
rocksideridge,Mar 1, 2025
- Review from Tripadvisor
5.00What a great experience. The crew are just lovely, lovely people. It was great to watch them sail and see what a physically intensive sport it is! Next time we are in Anguilla we will do the sunset cruise! Loved it - and the old boat is just so beautiful and well taken care of.
Friendly staff
Ronni G,Feb 20, 2025
- Review from Viator
5.00Very friendly staff very knowledgeable of the Island a very nice morning. A fun time I would do it again next time I return.
From US$254.98
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Operated by Tradition Sailing Charters