The Best Sunset Sail and Cocktail Hour in Anguilla




The Best Sunset Sail and Cocktail Hour in Anguilla
Experience a captivating sunset sail along Anguilla's coast on a classic wooden vessel. Enjoy cocktails, romance, and stunning views, perfect for couples and star-gazing enthusiasts.
Experience Details
The Ultimate Sunset Sail Experience. If you've never sailed on a classic wooden vessel, our Sunset Sail on Tradition is the way to start. Sail with us (yes, we'll be raising those sails all by hand, using traditional block and tackle rigging) along Anguilla's coastline. We'll keep your Champagne Cocktails & other beverages topped up while sharing the history of the boat and Anguilla. As our sunset sail caters only to adults its the perfect sailing excursion for honeymooners, romantic, and anyone wishing to experience the joys of sunset sailing.
You'll find yourself meeting new friends. The soft rosy light of the late afternoon sun will entice the photographer in you. And the charm of the wooden deck and the wind in the sails will live in your memory forever. As we sail back under the night sky, keep watch for satellites and at least one shooting star to wish on.
Sample Menu
What You Get
Good To Know
- Suitable for all physical fitness levels
- Must be 18 years or older
What You’ll Experience
Meeting & Pickup
6W25+7R Sandy Ground, Anguilla, AI, 2640
Open in Google MapsThis experience ends at the meeting point.
Cancellation Policy
Cancel your booking at least 24 hours before the experience start time to receive a full refund.
Booked Traditions Sunset Sail for my birthday and it could not have been better. We had an amazing time and the perfect way to end a day in Anguilla. Deb, Laury, and Nash were the perfect hosts and...read more

The crew and overall experience was fantastic! We had a wonderful time! This is an experience you don’t want to miss! We will book with them again on our next trip to Anguilla!
This was our second experience on tradition, having done the snorkeling trip last year. The cruise was lovely and the food and drink were abundant and delicious! The crew are knowledgeable, experie...read more



Wow! Just a great decision to do this sail during our 6th trip to Anguilla-- wish we had done this before! In talking with others onboard, many book it every time they are on island. Beautiful boat...read more
We had a beautiful sunset sail with Deb and the very friendly crew. Loved the old historic schooner. Plenty of cold beverages and great appetizer spread. Would definitely go again.