March 19, 2026
St. Maarten is one of the most compelling places in the Caribbean to launch a catamaran tour business right now. With nearly 1.6 million cruise visitors in 2025 — a 16% jump over the prior year — and air arrivals topping 855,000, the demand for on-water experiences has never been stronger. Tourists step off ships in Philipsburg looking for exactly what you can offer: snorkeling, open bars, sunset sails, and island-hopping adventures to Anguilla and St. Barts.
If you've been thinking about turning your love of the water into a real business, here's a practical breakdown of how to make it happen.
The island's geography works in your favor. The Dutch side puts you minutes from Simpson Bay, Little Bay, and Mullet Bay, while the French side opens routes to Happy Bay and Grand Case. A short sail gets you to Anguilla, Prickly Pear Cay, and St. Barts — destinations that justify premium pricing and attract stay-over guests willing to spend more per head.
The market is proven. Established operators run shared day sails at around $139 USD per person, private half-day charters from $2,095, and full-day island-hopping trips at $2,795 and up. A well-booked shared day sail with 25 passengers can gross over $3,400 per trip. Run five trips a week in high season and the math starts to look compelling.
All businesses operating on the Dutch side must register with the St. Maarten Chamber of Commerce & Industry (COCI). For most owner-operators, the right legal structure is a Besloten Vennootschap (B.V.) — the Dutch Caribbean equivalent of a private limited company. It caps your personal liability and is the standard setup for charter operators on the island.
You'll need three core licenses:
Registration fees run roughly NAf 250 for businesses under 50 employees. If you're not a Dutch or US citizen, work permit applications must be filed before you arrive on the island — this is a common bottleneck, so plan ahead and work with a local business services firm to avoid delays.
To carry paying passengers on Dutch Sint Maarten waters, your skipper needs a local Certificate of Competency for commercially operated vessels from the St. Maarten Ports Authority Maritime Department. Requirements include:
Your vessel also requires an annual Certificate of Seaworthiness, issued after a Ports Authority inspection. This must be current before you take any paying guests aboard.
For vessel registration itself, file with the Department of Civil Aviation, Shipping and Maritime Affairs. You'll need a notarized Bill of Sale, proof of de-registration from any prior registry, liability insurance, vessel photos, and an established link of ownership with St. Maarten. Provisional registration is valid for three months; permanent registration lasts five years.
For a day-tour operation in St. Maarten, a 40–55 foot sailing catamaran is the standard. Popular models among Caribbean operators include the Lagoon 42, Lagoon 46, and Privilege series — all stable, spacious, and capable of carrying 25–50 guests depending on configuration.
Budget realistically for the major cost categories:
Make sure your insurance policy explicitly covers commercial charter operations — standard yacht policies do not, and this gap has sunk more than a few operators.
The most successful catamaran operators in St. Maarten don't just sell a boat ride — they sell a clearly defined experience. Before you launch, decide what type of operation you're building:
Include food, open bar, snorkel gear, and paddleboards in your base price. In this market, all-inclusive is the expectation, not an upsell.
Cruise passengers often book excursions the morning of departure — sometimes while standing on the pier. Your booking process needs to handle real-time availability, accept credit cards instantly, and work on mobile without friction. A slow or confusing checkout will cost you bookings you'd otherwise win.
Junglebee's charter booking software is built specifically for day-charter and term-charter operators. You can configure multiple start times, per-passenger pricing, and availability windows, then embed the booking form directly on your website. It takes minutes to set up and already powers over 50 charter boats across the Caribbean.
For getting your first bookings, prioritize TripAdvisor, Viator, and GetYourGuide — that's where cruise passengers look. Once your reviews build up, you'll see direct traffic grow significantly, which lowers your OTA commission spend over time. Hotel partnerships and villa rental concierges on the French side are also strong channels for the higher-spending stay-over guests.
The operators who succeed in St. Maarten treat this like a real business from day one: proper licensing, a clean booking setup, a genuinely great guest experience, and consistent marketing. The island rewards people who get the details right. Check out Junglebee's pricing to see how affordable it is to get your booking system running before your first season.