Spend a private day aboard a 42ft Lagoon catamaran from St. Maarten to Anguilla, exploring offshore cays, snorkeling coral reefs and relaxing with chef-style snacks and cocktails. This full-day luxury sail balances comfort and active marine time for a polished island escape.
Spend a private day aboard a 42ft Lagoon catamaran from St. Maarten to Anguilla, exploring offshore cays, snorkeling coral reefs and relaxing with chef-style snacks and cocktails. This full-day luxury sail balances comfort and active marine time for a polished island escape.
The teak deck rocks gently beneath your feet as Freedom slips out of Port de Plaisance just after dawn. A breeze pushes salt across your face and the captain eases the twin hulls into a steady cruise toward Anguilla; palms and low limestone cliffs recede behind you while turquoise water stretches ahead like an invitation.
Verified experiences and guided adventures in the surrounding area.
Operated by Renegades · Cole Bay, Sint Maarten
The teak deck rocks gently beneath your feet as Freedom slips out of Port de Plaisance just after dawn. A breeze pushes salt across your face and the captain eases the twin hulls into a steady cruise toward Anguilla; palms and low limestone cliffs recede behind you while turquoise water stretches ahead like an invitation.
This is a day-long private cruise aboard a 2022 Lagoon 42 catamaran — a stable, roomy platform ideal for relaxed passage and snorkeling stops. Geologically the region is low carbonate limestone and sand-built cays; coral reefs ring the offshore islets and build the clear bays that made Anguilla famous. Culturally the islands blend Dutch, French and Caribbean influences — expect breezy beach shacks, fresh seafood, and English- and Dutch-speaking crews.
Stops often include Prickly Pear, Sandy Island, Meads Bay and Shoal Bay, each offering shallow reefs, seagrass flats and sandbars to explore. A crewed luxury sail packages in breakfast, lunch, cocktails, paddle boards and snorkel gear so the day reads like a floating beach club with marine moments.
Practicalities: the full experience is ~9.5 hours, so bring a valid passport for the international stop to Anguilla, reef-safe sunscreen, sun protection and a refillable water bottle. If you’re prone to motion sickness, take precautions before boarding. Timing matters — calmer seas are usually mid-morning to early afternoon — and weather can alter the itinerary, so be flexible. On return you’ll glide through the Simpson Bay Bridge with the late light on the lagoon, having spent a long day on open water.
Yes — the sail lands at Anguilla, an international destination; all passengers should carry a valid passport.
Yes — the trip includes the use of snorkel equipment, plus paddleboards and floating mats for leisure.
Children are permitted; infant and child PFDs are available and the trip is suitable for most ages.
Operators monitor conditions and may reschedule or refund if weather makes the crossing unsafe; cancellation policy typically requires 24‑hour notice for a full refund.
Renegades operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The teak deck rocks gently beneath your feet as Freedom slips out of Port de Plaisance just after dawn. A breeze pushes salt across your face and the captain eases the twin hulls into a steady cruise toward Anguilla; palms and low limestone cliffs recede behind you while turquoise water stretches ahead like an invitation.
The teak deck rocks gently beneath your feet as Freedom slips out of Port de Plaisance just after dawn. A breeze pushes salt across your face and the captain eases the twin hulls into a steady cruise toward Anguilla; palms and low limestone cliffs recede behind you while turquoise water stretches ahead like an invitation.
This is a day-long private cruise aboard a 2022 Lagoon 42 catamaran — a stable, roomy platform ideal for relaxed passage and snorkeling stops. Geologically the region is low carbonate limestone and sand-built cays; coral reefs ring the offshore islets and build the clear bays that made Anguilla famous. Culturally the islands blend Dutch, French and Caribbean influences — expect breezy beach shacks, fresh seafood, and English- and Dutch-speaking crews.
Stops often include Prickly Pear, Sandy Island, Meads Bay and Shoal Bay, each offering shallow reefs, seagrass flats and sandbars to explore. A crewed luxury sail packages in breakfast, lunch, cocktails, paddle boards and snorkel gear so the day reads like a floating beach club with marine moments.
Practicalities: the full experience is ~9.5 hours, so bring a valid passport for the international stop to Anguilla, reef-safe sunscreen, sun protection and a refillable water bottle. If you’re prone to motion sickness, take precautions before boarding. Timing matters — calmer seas are usually mid-morning to early afternoon — and weather can alter the itinerary, so be flexible. On return you’ll glide through the Simpson Bay Bridge with the late light on the lagoon, having spent a long day on open water.