THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Step aboard Tradition for a six-hour day sail to Anguilla’s Prickly Pear Cays—snorkel the reef, enjoy a lobster beach barbecue, and experience authentic Caribbean sailing aboard a historic sloop. Limited to 12 guests, the trip blends hands-on seamanship with relaxed beach time.
Step aboard Tradition for a six-hour day sail to Anguilla’s Prickly Pear Cays—snorkel the reef, enjoy a lobster beach barbecue, and experience authentic Caribbean sailing aboard a historic sloop. Limited to 12 guests, the trip blends hands-on seamanship with relaxed beach time.
Book with Tradition Sailing Charters
Book directly with Tradition Sailing Charters for the best rates and real-time scheduling.
Reserve NowVerified experiences and guided adventures in the surrounding area.
Operated by Tradition Sailing Charters · Sandy Ground, Anguilla
The deck rocks gently as Tradition slips out of Sandy Ground, sails filling with trade wind breath. Morning mimosas circulate; the crew runs lines with practiced economy while the island of Anguilla recedes into a strip of green and limestone. By mid-morning the Prickly Pear Cays appear: low, white beaches framing shallow reefs that glint aquamarine in the sun.
easy.
6 hours.
Suitable for most fitness levels; requires short periods of balance and light mobility for boarding and shore landings.
Yes—use of snorkel equipment and swim aids is included; feel free to bring a preferred mask if you have one.
The vessel hosts a maximum of 12 guests, keeping the experience personal and allowing quick shore landings.
Lunch (typically Caribbean lobster or a beach barbecue) and unlimited drinks from an open bar are included in the excursion.
Trips may be canceled for safety or insufficient numbers; refunds or alternatives are offered if canceled at least 24 hours before departure.
The sloop Tradition reflects Caribbean maritime history when small, fast sail-traders moved goods between islands; Anguilla’s cays have long served as foraging and nesting sites for seabirds.
Prickly Pear Cays are within Anguilla’s Marine Parks system—follow guidelines: no touching coral, take only photos, and use marked anchoring or mooring to protect seafloor habitats.
Tradition Sailing Charters operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Tradition Sailing Charters
Book directly with Tradition Sailing Charters for the best rates and real-time scheduling.
Reserve Now