Jolly Roger Charters
Christiansted boardwalk
Captain Mike's 42-foot catamaran, running Buck Island halves and fulls that deliberately don't overbook.
Boat charters & sails
Boat charters & sails
The short list, verified.
The classic St. Croix boat day is Buck Island: a national-monument reef 1.5 miles offshore with one of the Caribbean's most photographed beaches at its west end. Only specifically licensed operators hold NPS authorization to land there — all are listed below, and any of them can be booked through the villa's concierge.
For the golden hour, Frederiksted answers with Lyric Sails — a 63-foot catamaran that doubles as the island's floating music venue.
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Big Beard's Adventure Tours
Christiansted boardwalk
Half- and full-day Buck Island snorkel sails on the 42-foot catamarans Renegade and Adventure — the full day adds a beach barbecue.
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Caribbean Sea Adventures
Christiansted boardwalk
A six-boat fleet running daily Buck Island trips (power cat Celebration), sunset sails, sportfishing and private charters.
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Buck Island Charters — Teroro II & Dragonfly
Green Cay Marina, East End
The East End's own Buck Island operation: Teroro II takes up to 24 guests, Dragonfly up to 8 — and Green Cay Marina is minutes from the villa.
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Lyric Sails
Frederiksted
Sunset sails with live music aboard the 63-foot catamaran Jolly Mon — St. Croix's sailing music venue, plus private day sails and monthly full-moon trips.
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World Ocean School — Denis Sullivan
Christiansted Harbor, winter
An educational tall ship wintering in Christiansted (roughly November–March) with public late-afternoon harbor sails — check seasonal dates.
Good to know
- Closest dockTeroro II and Dragonfly sail from Green Cay Marina on the East End — the shortest drive from the villa.
- Full day vs halfFull-day Buck Island trips add Turtle Beach time and lunch; halves are snorkel-focused. With kids, take the full day.
- The concierge books itTell the villa team your date and group size — they know every captain below.
The Cerulean
Stay on the quiet end of all of it.
The Cerulean puts twelve of you on a private beach, fifteen minutes from town — check your dates.
Sleeps 12 · 4.90 ★ · rates by season