Spend a private day aboard a 42ft Lagoon catamaran, sailing from Cole Bay to Happy Bay, Baie Longue, and Maho. Expect Mediterranean-style lunches, paddleboards, snorkel stops over coral gardens and a level of service that turns a day at sea into a polished escape.
Spend a private day aboard a 42ft Lagoon catamaran, sailing from Cole Bay to Happy Bay, Baie Longue, and Maho. Expect Mediterranean-style lunches, paddleboards, snorkel stops over coral gardens and a level of service that turns a day at sea into a polished escape.
The teak feels warm underfoot and the bow hums with a soft, steady confidence as Freedom slips away from Port de Plaisance. A scented towel cools the back of your neck; a flute of prosecco catches sunlight and turns it to gold. Around you the Caribbean lays itself flat and honest: glassy turquoise at anchor, deeper indigo where the channels run, and a wind that seems impatient to show you something. The captain unfurls the sail and the island—its cliffs, resorts, and a string of secret coves—begins to slide past like a postcard.
Verified experiences and guided adventures in the surrounding area.
Operated by Renegades · Cole Bay, Sint Maarten
The teak feels warm underfoot and the bow hums with a soft, steady confidence as Freedom slips away from Port de Plaisance. A scented towel cools the back of your neck; a flute of prosecco catches sunlight and turns it to gold. Around you the Caribbean lays itself flat and honest: glassy turquoise at anchor, deeper indigo where the channels run, and a wind that seems impatient to show you something. The captain unfurls the sail and the island—its cliffs, resorts, and a string of secret coves—begins to slide past like a postcard.
St. Maarten is an island of two halves and a long maritime history: French and Dutch flags share a skyline shaped by colonial trade, plantation-era ruins, and a modern love of boats. The geology is ancient volcanic rock softened by coral growth; that contrast creates the steep cliffs at Baie Longue and the sheltered, sandy bowls like Happy Bay where anchorages feel private even in high season.
On Freedom, the day is planned with an easy rhythm. You’ll cruise to the French side first, linger on the floating lily pad and paddle to Happy Bay’s secluded shore. Later, the catamaran slips into the high-end quiet of Baie Longue—cliffs leaning in, villas peering down—then makes the obligatory stop at Maho, where the beach provides a raucous, unforgettable viewpoint as jets thunder overhead. Snorkel gear and paddleboards are included; crew serve Mediterranean-style lunch, cocktails from a full bar, and local ice cream for dessert.
For travelers, this is equal parts pampering and sea time. Expect long, comfortable stretches on deck, regular swims over coral gardens, and a chance to stand at the helm while the captain plots a course through channels that are narrower than they look.
Practical notes: the charter runs roughly 7–8 hours. Seas are usually calm in the morning but can build; the crew adapts the route to wind and swell. Reef-safe sunscreen and towels are provided, and infant PFDs are available. Because the boat anchors in delicate reef zones, follow crew instructions about where to swim and how to board from the water.
Timing and packing matter. Arrive with motion-sickness meds if you’re sensitive, and leave valuables locked away—phone pockets on deck are wet and the sun is relentless. Early light and late afternoon give the best photography: soft shadows on limestone cliffs, glittering wake down the hull, and the dramatic silhouette of a jumbo jet descending over Maho.
This charter is designed for travelers who want luxury without fuss: private crew, meals, on-board restroom, and enough time to anchor, snorkel, paddle, and simply float. The island’s coasts are waiting—bracing, bright, and honest—and for a day you get to meet them on their own terms.
easy.
7–8 hours.
Suitable for most fitness levels; you should be comfortable climbing a short ladder to get in and out of the water and standing on deck for stretches of time.
Meet at Port de Plaisance Yacht Club in Cole Bay; follow signage to the small parking lot and walk the footpath to the water’s edge where the crew will greet you.
Yes—the charter is private with your own captain and crew and is designed for a single booking group.
Yes—breakfast-style nibbles, full lunch, snacks, locally made ice cream, and an open premium bar are included.
Yes—snorkel equipment is provided for all guests and the crew will recommend the best sites for visibility and safety.
Morning sails tend to be calmer; if you’re prone to motion sickness, take medication beforehand and request a mid-ship spot where motion is least noticeable.
To an extent—the captain adapts the route to sea and weather conditions and can prioritize snorkeling, beach time, or sightseeing based on guest preferences.
St. Maarten’s coastline reflects its colonial history—French and Dutch influences shaped trade routes and small coastal settlements that the boat passes on this tour.
The crew uses reef-safe practices and asks guests to avoid stepping on coral; anchoring is managed to reduce impact and discourage damage to seagrass beds.
Renegades operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The teak feels warm underfoot and the bow hums with a soft, steady confidence as Freedom slips away from Port de Plaisance. A scented towel cools the back of your neck; a flute of prosecco catches sunlight and turns it to gold. Around you the Caribbean lays itself flat and honest: glassy turquoise at anchor, deeper indigo where the channels run, and a wind that seems impatient to show you something. The captain unfurls the sail and the island—its cliffs, resorts, and a string of secret coves—begins to slide past like a postcard.
The teak feels warm underfoot and the bow hums with a soft, steady confidence as Freedom slips away from Port de Plaisance. A scented towel cools the back of your neck; a flute of prosecco catches sunlight and turns it to gold. Around you the Caribbean lays itself flat and honest: glassy turquoise at anchor, deeper indigo where the channels run, and a wind that seems impatient to show you something. The captain unfurls the sail and the island—its cliffs, resorts, and a string of secret coves—begins to slide past like a postcard.
St. Maarten is an island of two halves and a long maritime history: French and Dutch flags share a skyline shaped by colonial trade, plantation-era ruins, and a modern love of boats. The geology is ancient volcanic rock softened by coral growth; that contrast creates the steep cliffs at Baie Longue and the sheltered, sandy bowls like Happy Bay where anchorages feel private even in high season.
On Freedom, the day is planned with an easy rhythm. You’ll cruise to the French side first, linger on the floating lily pad and paddle to Happy Bay’s secluded shore. Later, the catamaran slips into the high-end quiet of Baie Longue—cliffs leaning in, villas peering down—then makes the obligatory stop at Maho, where the beach provides a raucous, unforgettable viewpoint as jets thunder overhead. Snorkel gear and paddleboards are included; crew serve Mediterranean-style lunch, cocktails from a full bar, and local ice cream for dessert.
For travelers, this is equal parts pampering and sea time. Expect long, comfortable stretches on deck, regular swims over coral gardens, and a chance to stand at the helm while the captain plots a course through channels that are narrower than they look.
Practical notes: the charter runs roughly 7–8 hours. Seas are usually calm in the morning but can build; the crew adapts the route to wind and swell. Reef-safe sunscreen and towels are provided, and infant PFDs are available. Because the boat anchors in delicate reef zones, follow crew instructions about where to swim and how to board from the water.
Timing and packing matter. Arrive with motion-sickness meds if you’re sensitive, and leave valuables locked away—phone pockets on deck are wet and the sun is relentless. Early light and late afternoon give the best photography: soft shadows on limestone cliffs, glittering wake down the hull, and the dramatic silhouette of a jumbo jet descending over Maho.
This charter is designed for travelers who want luxury without fuss: private crew, meals, on-board restroom, and enough time to anchor, snorkel, paddle, and simply float. The island’s coasts are waiting—bracing, bright, and honest—and for a day you get to meet them on their own terms.