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Spend 4 Nights in Sint Maarten from $530 — Award-Winning Beach Resort & Flights Included!
From $530
Book FlightsStep 2: Book FlightsPirates, we've found a fantastic deal on a Sint Maarten vacation! From $530, you can fly out and spend four nights at the stunning 4-star Divi Little Bay Beach Resort (4.2/5 on TripAdvisor & Winner of the 2026 Travelers' Choice Award). This resort is situated on its own private peninsula between Little Bay and Great Bay. This means you'll have incredible ocean views, plus three pools, a swim-up bar, luxury spa, tons of watersports and activities, and much more.
Sint Maarten getaways are notoriously expensive, with similar vacations costing well over $1,000, so you can save over 40% off today! We've found the best prices on dates through December.
We found some dates with the best rates for you, but many others are available.
All prices listed are based on nonstop journeys or short layovers. Be sure to avoid overnight flights or flights with long layovers, which may be cheaper.
🔻 Departing Toronto
🔻 Departing Montreal
🔻 Departing NYC
🔻 Departing Boston
🔻 Departing Washington, DC
🔻 Departing New Orleans
🔻 Departing Austin
🔻 Departing Fort Lauderdale
🔻 Departing Atlanta
🔻 Departing Philadelphia
🔻 Departing Chicago
🔻 Departing Dallas
🔻 Departing Houston
*That's $326 per person for a 4-night stay!
Hotel Price per Person = $326
Flight Price = $204
TOTAL = $530 [Based on Two Guests]