Guadeloupe

1 itinerary · 0 open departures · 0 missions

The Caribbean arc from Guadeloupe to Sint Maarten spans some of the Lesser Antilles' most rewarding sailing and island-hopping territory, stretching roughly 250 kilometres through the eastern Caribbean Sea. This chain takes in French, Dutch, and English-influenced islands — including Guadeloupe's twin-lobed rainforest interior, the volcanic peaks of Montserrat and Saba, and Sint Maarten's famously split French-Dutch jurisdiction. Travellers come for world-class sailing and bareboat charters, vibrant reef diving, white-sand beaches, and the cultural contrast of hopping between distinctly different island identities. The region's steady trade winds and sheltered anchorages make it one of the most popular bluewater cruising routes in the world.

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Itineraries

-49%

Save £1,380 (49% off)

£2,800 retail with Sailing-Dutchman → £1,420 self-launched

Caribbean (Guadeloupe to Sint Maarten) · 12 days

Copycat

Caribbean Dream: Self-Launched Sailing from Guadeloupe to Sint Maarten

Skip the fully-guided catamaran package and island-hop the Eastern Caribbean independently — from Guadeloupe through Les Saintes, Montserrat, St. Kitts, St. Eustatius, St. Barts, St. Martin and Anguilla — using a mix of budget ferries, guesthouses, and self-booked experiences. This self-launched route follows the same stunning arc of islands at a fraction of the cost, letting you swim in Shoal Bay, walk the volcanic trails of Montserrat, and sip rum sundowners on your own schedule. Estimated costs are approximate and based on budget-traveller rates as of 2025.

adventurebeachesculture

Travel Crew

~£1,420

Missions

Nobody's posted a Mission for Guadeloupe yet — which, frankly, is an opportunity.

Wait, what's a Mission?It's not a scheduled trip with dates and a minimum group size like a Departure — it's a goal. Learn to dive, do a Muay Thai camp, live somewhere for a month and work on something, chase one very specific experience. Post it, and other people chasing the same thing find you.

Be the first to post one: "Learn the first 20 seconds of a local dance, then perform it, uninvited, at every bar you visit."

Post the first Guadeloupe Mission →

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