Home Port · St. Martin · Leeward Islands
St. Martin Yacht Charter
Our second home port. Flying Wing and Cap II operate from Simpson Bay and Marigot for day and week-long charters across the northern Leewards.
Private proposals within 48 hours
From
$1,595from one day
Departure
Antigua · St. Martin · Leeward Islands
Aboard
Cap II · Flying Wing
St. Martin is our second home port. The yachts move between here and Antigua across the season — when guests want the northern Leewards (Anguilla, St. Barts, Tintamarre, the offshore cays), we base out of Simpson Bay or Marigot. The advantage is geographic: from St. Martin every island worth sailing to is within 25 nautical miles. No long deliveries. Long mornings at anchor.
We operate the same fleet from St. Martin that we run from Antigua. Cap II — the 77 ft CNB flagship — and Flying Wing, the 75 ft sister yacht, both base here for the high season. All charters are private, crewed, and shaped around the guests aboard. Provisioning happens at Marigot's Tuesday and Saturday markets, customs clearance for day-trips to Anguilla and St. Barts is straightforward, and dinner reservations at Grand Case, Veya, or Bagatelle are arranged on request.
Charter options are built around the length of stay and the yacht. Aboard Flying Wing — our competitively-priced 75 ft classic — single-day charters start at $1,595 and week-long voyages through the northern Leewards start from $11,750 all-inclusive. Aboard Cap II, the 77 ft CNB flagship, private day charters start at $2,950 and weeks from $32,500 — reserved for small parties who prefer the flagship. All rates include the yacht, crew, fuel, mooring, marina fees, and full provisioning.
Highlights of this charter
Simpson Bay & Marigot
Two world-class charter bases on the same island — Simpson Bay Lagoon for departures and provisioning, Marigot for the markets, the customs clearance, and Fort Louis above the bay.
Three islands inside 25 nm
Anguilla, St. Barts, and the offshore cays (Tintamarre, Pinel) are all reachable as half- or full-day sails. No long passage, no overnight delivery — just sailing.
Same fleet, second base
Cap II and Flying Wing rotate between Antigua and St. Martin across the season. The yacht you book is the yacht you sail — never sub-chartered out of region.
Provisioning capital of the Caribbean
Marigot's twice-weekly market, the chandleries of Simpson Bay, and the bakeries of Grand Case make St. Martin the easiest place in the Lesser Antilles to provision a charter.
Sailing this route with RexSailing
Local captains
Our crews live in the Leewards and run the St. Martin / Anguilla / St. Barts loop weekly during high season. Local knowledge of every restaurant calendar and weather window is built in.
Truly private
Every charter is by booking, never by the seat. No shared groups, no fixed itinerary — the yacht is yours for the duration.
All-inclusive
The yacht, the crew, the food, the wine, the marina fees, the customs. Restaurant bills ashore are billed at end-of-charter cost. No surprise extras.
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Before you enquire
How do I get to the boat?
Most guests arrive in St. Martin and we meet them with a private transfer to the marina (Simpson Bay or Marigot, depending on the yacht's berth). Boarding the same day is the norm. We coordinate the pickup once your itinerary is set.
Are charters all-inclusive?
Yes. The published rate covers the yacht, crew, fuel, mooring fees, customs clearance for inter-island day-trips, and full provisioning of fresh food and drinks throughout the charter. Optional add-ons (chef's tasting menus, special wine selections, dive charters) are quoted separately.
Can I start my charter in St. Martin and end in Antigua?
Yes. We run one-way charters between our two home ports as a delivery week — the 80 nm passage is the best sailing in the schedule. Adds a small one-way fee but works with most calendars.
What's the difference between basing in Antigua vs. St. Martin?
Antigua is the larger base — easier for groups arriving from London, New York, Toronto. St. Martin is geographically closer to Anguilla, St. Barts, and the northern Leewards, so charters from here cover three islands in a comfortable week. Both bases use the same fleet, same crew standards, same all-inclusive pricing.
St. Martin is the natural base for the northern Leewards — Anguilla and St. Barts within an easy day-sail, the best provisioning in the Caribbean at Marigot's market. Tell us your dates and the yacht you have in mind, and we will hold the boat while we shape the rest.
Find the Right Yacht for Your Charter
Tell us your dates, group size, and preferred experience - we will match you with the ideal yacht.
Private proposals within 48 hours · Enquiries handled discreetly
RexSailing · Antigua · St. Martin