Half-Day Sail, Snorkel Adventure, and Lunch at Little Bay

carribean » anguilla » anguilla » anguilla

From $362.73

28 reviews   (5.00)

Price varies by group size

Lowest Price Guarantee

Pricing Info: Per Person

Duration: 4 hours

Departs: anguilla, anguilla

Ticket Type: Mobile or paper ticket accepted

Free cancellation

Up to 24 hours in advance.

Learn more


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.

We know nothing gets you hungry like the sea, fresh air and an invigorating swim. Sprawl out in comfort beneath our shady awning while we serve you a scrumptious lunch of Lobster Salad Rolls, Greek Salad, Crisp Cassava Chips, fresh fruit and homemade Tradition cookies. The cooler is fully stocked and there’s always room for a chilled glass of wine, rum punch or an ice-cold beer. After lunch and perhaps another refreshing dip, we’ll get underway and leisurely make our way back home.

What's Included

Buffet lunch on deck

GST (Goods and Services Tax)

Mimosas and freshly squeezed orange juice

Unlimited drinks (open bar)

Use of Snorkelling equipment

Water and other non-alcoholic drinks

What's Not Included


Transportation to/from attractions

Traveler Information

  • CHILD: Age: 4 - 17
  • ADULT: Age: 18 - 90

Additional Info

  • Gear/equipment sanitised between use
  • Hand sanitiser available to travellers and staff
  • Paid stay-at-home policy for staff with symptoms
  • Regularly sanitised high-traffic areas
  • Suitable for all physical fitness levels
  • Gear/equipment sanitised between use
  • Hand sanitiser available to travellers and staff
  • Paid stay-at-home policy for staff with symptoms
  • Regularly sanitised high-traffic areas
  • Suitable for all physical fitness levels

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Experience may be cancelled due to Insufficient travelers
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

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 onboard, sip on Mimosas and freshly squeezed Orange Juice while the Captain gives a short history of Tradition and a safety briefing.  

Then 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.

4 hours • Admission Ticket Included

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.    

Once you work up your appetite, feast on a delicious onboard picnic of fresh Caribbean Lobster Rolls, Greek Salad, Cassava Chips, Watermelon, and Cookies.   After lunch and great conversation with the crew and other guests, enjoy a brief post-lunch swim before sailing back to Sandy Ground.  

This all-inclusive adventure includes a fully stocked cooler with alcoholic and non-alcoholic beverages, snorkeling gear, swim aids, a delicious lunch, and an authentic sailing experience onboard the last surviving sail-trading vessel of its kind.

2 hours • Admission Ticket Included


Great Experience
lesleytrapnell, 23-06-2022
The best day of our Anguilla Trip for a family of 5. Food, drinks, and service were all incredible. Highly recommend! The staff and captain were so kind and had lots of interesting knowledge about the island.
Super Amazing !
biztravelblues, 02-07-2022
This was one of the best parts of our vacation. The crew was so amazing and down to earth. We really had such an amazing time and will absolutely do this sail again when we come back!
Best Boating in Anguilla
811linng, 24-06-2022
I’m sooooo glad we did this and not charter a private boat. It was way safer bc the captain and crew REALLY know their stuff and cared about the clients. We met amazing people and it was so peaceful on a sailing boat and not a loud motor boat. You got to learn soooo much from the crew and captain. This was the highlight of our trip. Good food, good people, peaceful, fascinating experience. They really took care of us and educated us about sailing in Anguilla and Caribbean for hundreds of years. It was an EPIC experience.
Best ever experience! Beautiful vessel
Dap305, 20-06-2022
Let me tell you if you ever are in Anguilla, RUN to do this. Both hubby and I suffer from seasickness, but we slapped a seasick patch on and went. We never been on this type of a vessel. They crew was soooo welcoming and professional. We felt so safe and cared for. The vessel was beautiful. The food, ohhhh the lobster rolls, were the BEST I EVER HAD. Chunks of fresh lobster and dill....I mean, it was a 5 star lunch, with plenty of liberations ! Whatever you want, they had it. I can't thank them enough for this opportunity. We are still talking about this being the best part of birthday trip. Being a Florida girl by way of Bahamas, Anguilla has some of the most beautiful waters ever. Please don't miss this excursion!!
Wonderful hospitality!
Chantel_V, 18-06-2022
Beautiful day on the water and DELICIOUS lunch! The team was so friendly and attentive. Highly recommend!

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