Spend a full day by private boat from Sint Maarten exploring Anguilla’s best beaches—Shoal Bay, Sandy Island and hidden coves. This guide outlines what to expect, practical logistics and local tips to make the most of a seven‑hour private charter.
Spend a full day by private boat from Sint Maarten exploring Anguilla’s best beaches—Shoal Bay, Sandy Island and hidden coves. This guide outlines what to expect, practical logistics and local tips to make the most of a seven‑hour private charter.
The morning opens with the boat cleaving a glassy channel between two islands; spray teases the rail and the Caribbean horizon sits low and patient. From Sint Maarten you cross a short stretch of sea and Anguilla rises—low, luminous, fringed with coral and white sand that seems to push sunlight back into the sky.
Verified experiences and guided adventures in the surrounding area.
Operated by Billy Bones · The Valley, Anguilla
The morning opens with the boat cleaving a glassy channel between two islands; spray teases the rail and the Caribbean horizon sits low and patient. From Sint Maarten you cross a short stretch of sea and Anguilla rises—low, luminous, fringed with coral and white sand that seems to push sunlight back into the sky.
Anguilla’s coastline is geologically young coral limestone, flattened by waves and wind, with pockets where sand accumulates into broad beaches like Shoal Bay. The island’s history is visible in small fishing coves, the remains of salt ponds, and the slow-line architecture of cottages in The Valley. Local culture here is relaxed but proud: boat captains, beach bar keepers and fishermen share stories and a terse generosity that makes private landings feel like an invitation.
A private charter spends a full day hopping the highlights—Shoal Bay’s long swimable shore, the sandbar at Sandy Island, coves like Little Bay and Rendezvous Bay—letting currents and crew set the pace. Wildlife is straightforward: frigatebirds quarter the air and reef fish flash beneath the boat when you drop anchor.
Practical guidance: bring a passport and a small amount of cash for the mandatory natural reserve fee; expect seven hours on the water. Wear reef-safe sunscreen, non-slip water shoes and layered light clothing for wind. If prone to seasickness, plan medication ahead of time.
This experience balances easy seaside pleasure with simple logistics: know your pickup point on Sint Maarten, confirm boarding details for cruise passengers, and book a private boat to tailor which bays you’ll claim for the day.
Yes. Travelers must present a valid passport for entry to Anguilla; cruise passengers should provide ship name and times at booking.
Typical inclusions are a professional crew, open bar/unlimited drinks, and beach stops; confirm specific inclusions with the operator before booking.
Yes. A $6 per person Natural Reserve fee is required by St. Martin Government and must be paid in cash at check‑in.
The crossing can be choppy; if you are prone to seasickness, take preventative medication and choose a calm weather day if possible.
Billy Bones operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The morning opens with the boat cleaving a glassy channel between two islands; spray teases the rail and the Caribbean horizon sits low and patient. From Sint Maarten you cross a short stretch of sea and Anguilla rises—low, luminous, fringed with coral and white sand that seems to push sunlight back into the sky.
The morning opens with the boat cleaving a glassy channel between two islands; spray teases the rail and the Caribbean horizon sits low and patient. From Sint Maarten you cross a short stretch of sea and Anguilla rises—low, luminous, fringed with coral and white sand that seems to push sunlight back into the sky.
Anguilla’s coastline is geologically young coral limestone, flattened by waves and wind, with pockets where sand accumulates into broad beaches like Shoal Bay. The island’s history is visible in small fishing coves, the remains of salt ponds, and the slow-line architecture of cottages in The Valley. Local culture here is relaxed but proud: boat captains, beach bar keepers and fishermen share stories and a terse generosity that makes private landings feel like an invitation.
A private charter spends a full day hopping the highlights—Shoal Bay’s long swimable shore, the sandbar at Sandy Island, coves like Little Bay and Rendezvous Bay—letting currents and crew set the pace. Wildlife is straightforward: frigatebirds quarter the air and reef fish flash beneath the boat when you drop anchor.
Practical guidance: bring a passport and a small amount of cash for the mandatory natural reserve fee; expect seven hours on the water. Wear reef-safe sunscreen, non-slip water shoes and layered light clothing for wind. If prone to seasickness, plan medication ahead of time.
This experience balances easy seaside pleasure with simple logistics: know your pickup point on Sint Maarten, confirm boarding details for cruise passengers, and book a private boat to tailor which bays you’ll claim for the day.