Find deals on 3 top-rated, price matched, things to do close to $500+ around Anguilla and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

The West Indian built Tradiiton - an historic Caribbean rum-smuggler offers the best sunset sail and cocktail hour in Anguilla
Much loved
The Best Sunset Sail And Cocktail Hour In Anguilla
Anguilla
5.0 (58)
from $368
Authentic Anguilla sail adventure
Much loved
Little Bay Half-day Sail & Snorkel Adventure
Anguilla
5.0 (40)
from $255
Sailing to Prickly Pear
Much loved
Traditional Sailing Adventure To Anguilla's Prickly Pear Cays
Anguilla
5.0 (85)
from $644