Anguilla Romantic Sunset Sail: Ultimate Cocktail Hour Experience on a Classic Wooden Vessel

Experience the ultimate romantic sunset sail on a classic wooden vessel in Anguilla. Sip Champagne Cocktails, learn about the boat’s history, and create lasting memories under the night sky.

Duration: 2 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • 6W25+7R Sandy Ground - There is nothing that says unforgettable Caribbean vacation than “Cocktail Hour” on an historic Caribbean Rum-smuggling sailboat. Step aboard Tradition and sail with us along the Anguilla coastline while enjoying our signature Champagne Cocktails, premium open bar, and tucking into our delicious house-made hors d’oeuvres….
What's Included
  • Carbonated beverages
  • Bottled water
  • Alcoholic beverages
  • Dinner
  • All fees and/or taxes
What's Not Included
  • Gratuities
Meal Options
  • A selection of fine French Cheeses - served with a variety of crostini and rice crackers
  • Roasted gorgonzola stuffed, bacon-wrapped figs in a balsamic glaze
  • Charcutere Platter with a selection of saucisson - served with a selection of cornichon, mixed olives, and french dijon
  • Classic Devilled Eggs - Such a crowd pleaser, we don’t dare take it off…
Additional Information

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…

Location
6W25+7R Sandy Ground
We will pick you up at the Sandy Ground Dinghy Dock in the center of Sandy Ground.
Cancellation Policy

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

Customer Ratings
5.0
(57 Ratings)
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636debbier636
Mar 17, 2025
The best there is. - Laurie, Deb and team are the best. Safety, professionalism, fun and a great sailing experience each and every time. Add beautiful weather, great drinks and food and it really doesn’t get any better. Thanks for a wonderful evening.
Review provided by Tripadvisor
Mrbvermont
Mar 8, 2025
Fun Evening - Six of us, three cousin's and our wives, went on an amazing sunset cruise on Traditions. Everything was wonderful from the dock pick in the dingy to the cocktails and appetizers to the amazing views and sunset. It was just spectacular. The crew was outstanding. Could not have had a better time. Thanks.
Review provided by Tripadvisor
Crunchyjiff
Feb 28, 2025
Memorable sunset experience - What a lovely way to enjoy our last evening on the island. We enjoyed learning about the history of the Tradition as well as points of interest while we cruised along the coastline. The smaller group on our shared sail allowed for meeting new people and a relaxing vibe. The Champagne cocktails and light bites were a level up — this happy hour is hard to beat. Big thanks to Capt. Laurie, Deb, and Marie for their hospitality!
Review provided by Tripadvisor
Tttsunshine
Feb 26, 2025
Magical in EveryWay - Magical beautiful experience on this Red Beauty Vessel ! Truly the biggest highlight of our trip. Top Notch 5 Star⭐️⭐️⭐️⭐️⭐️ service from start to finish! Highly recommend!
Review provided by Tripadvisor
E7046nncatherinem
Feb 24, 2025
Sunset Sail - Great old wooden ship, fabulous crew, wonderful drinks and food, but the views ... the views were just spectacular. It was so fun meeting travelers from around the world and chatting for hours as we sailed the coastline.
Review provided by Tripadvisor
David_s
Feb 22, 2025
Awesome sunset sail - The trip was outstanding and the crew provided top notch service! We highly recommend this trip and if we return to Anguilla again, we would take the trip again!
Review provided by Viator
Jdferg1
Feb 8, 2025
Beyond expectations - Our hosts were amazing. So knowledgeable and friendly. A highlight of our trip, for sure! The small group made it very intimate. Food and drinks exceptional.
Review provided by Tripadvisor
Loganwc2756jn
Feb 6, 2025
First time sailing - Great crew, amazing boat, wonderful time. We saw and learned about more of the island. We made quick friends with other passengers and the crew.
Review provided by Tripadvisor
Micheleg764
Jan 16, 2025
Dazzling Sunset Sail! - We had a sensational sunset sail with Deb and Laurie. The sunset was spectacular as was everything else. The cocktails were flowing and very, very generous. The snacks were sensational and very good for vegetarians as well. Highly recommend this excursion.
Review provided by Tripadvisor
Michele310c
Jul 2, 2024
Sunset Cruise - Tradition is AMAZING! The drinks, food & hospitality are perfect! Amazing crew! I look forward to sailing with them again!
Review provided by Tripadvisor
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up to 12 guests
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March 2025
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