Bargain Rates on a Luxury Sint Maarten Getaway 🏝️🦩

Pirates, we rarely find such cheap rates on a Sint Maarten vacation! From $434, 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 winter dates through February.

Details

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 Philadelphia

🔻 Departing NYC

🔻 Departing Chicago

🔻 Departing Atlanta

🔻 Departing New Orleans

🔻 Departing Washington, DC

🔻 Departing Boston

🔻 Departing Dallas

🔻 Departing Houston

🔻 Departing Toronto

Example of Cheapest Date

4-Night Hotel Stay

Pirate Tip 🏴‍☠️️: select the lowest price option on Trivago to get the best deal. 

To the Offer

*That's $242 per person!

Flights

To the Offer

Travel Math

Hotel Price per Person = $242

Flight Price = $192

TOTAL = $434 [Based on Two Guests]

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.

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