Spend 4 Nights in Sint Maarten from $428 — Award-Winning 5⭐️ Beach Resort & Flights Included
From $428
Book FlightsCheapest FlightsPirates, we rarely find such cheap rates on a Sint Maarten vacation! From $428, you can fly out and spend four nights at the award-winning 5-star Simpson Bay Resort, Marina & Spa (4/5 on TripAdvisor & winner of the 2025 Travelers' Choice Award). Enjoy a private beach, five pools, a spa, live entertainment, and more.
Sint Maarten getaways are notoriously expensive, with similar vacations costing over $1,000, so you can save over 50% off today! We've found these excellent-value prices on fall and winter 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.
🔻 Departing Fort Lauderdale
🔻 Departing Toronto
🔻 Departing NYC
🔻 Departing Boston
🔻 Departing Philadelphia
🔻 Departing Houston
🔻 Departing New Orleans
🔻 Departing Chicago
🔻 Departing Dallas
🔻 Departing Washington, DC
🔻 Departing Atlanta
Pirate Tip 🏴☠️️: select the lowest price option on Trivago to get the best deal.
*That's $172 per person!
Hotel Price per Person = $172
Flight Price = $256
TOTAL = $428 [Based on Two Guests]
We use cookies to enhance your browsing experience, serve personalized content, and analyze our traffic. By clicking "Accept All" you accept this and consent that we share this information with third parties and that your data may be processed in the USA. For more information, please read our .
You can adjust your preferences at any time. If you deny, we will use only the essential cookies and unfortunately, you will not receive any personalized content. To deny, .