Simpson Bay Vacations

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Find the Best Simpson Bay Vacation Packages

Simpson Bay Hotel Deals

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,895 reviews)
Love it here. Just make sure to always check the restroom off the lobby continuously for cleanliness.

Reviewed on 11 December 2025

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The Morgan Resort Spa Village
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
The price is AED 954 per night from Dec 16 to Dec 17
AED 954
AED 1,145 total
16 Dec - 17 Dec
includes taxes & fees
8.8/10 Excellent! (1,522 reviews)
Great experience at this location, would highly recommend.

Reviewed on 12 December 2025

Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
The price is AED 631 per night from Dec 16 to Dec 17
AED 631
AED 759 total
16 Dec - 17 Dec
includes taxes & fees
9/10 Wonderful! (1,372 reviews)
I wish the staff were more friendly

Reviewed on 10 December 2025

Hilton Vacation Club Flamingo Beach St. Maarten
See all 461 properties in Simpson Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Simpson Bay

Kim Sha Beach showing a coastal town, a sandy beach and general coastal views

Kim Sha Beach

4/5(49 reviews)

Why not spend a carefree afternoon at Kim Sha Beach during your travels in Simpson Bay? Check out the shops and lively bars in this romantic area.

Kim Sha Beach
Hollywood Casino showing interior views and a casino

Hollywood Casino

4/5(9 reviews)

Why not roll the dice with a visit to Hollywood Casino during your visit to Simpson Bay? Stroll along the beautiful beaches in this romantic area, or check out its top-notch restaurants.

Hollywood Casino

Simpson Bay Beach

4/5(14 reviews)

Why not spend a lazy afternoon at Simpson Bay Beach during your trip to Simpson Bay? Check out the shops and top-notch restaurants in this romantic area.

Simpson Bay Beach

Frequently asked questions

How do I find cheap flights to Simpson Bay that have flexible change policies?
Search for your affordable flights to Simpson Bay, then mark the "No change fee" box directly under the "Flexible change policies" heading. It's that simple. We appreciate that things can change and flexibility matters, so you can book with confidence with Expedia.
Which airlines fly to Simpson Bay?
With a good range of airlines offering flights into or near Simpson Bay, you have plenty of choice:

  • American Airlines - 121 flights to or near Simpson Bay each month, including 121 flights to Princess Juliana Intl. Airport (SXM) per month.
  • JetBlue Airways - 43 flights to or near Simpson Bay each month, including 43 flights to Princess Juliana Intl. Airport (SXM) per month.
  • United Airlines - 26 flights to or near Simpson Bay each month, including 26 flights to Princess Juliana Intl. Airport (SXM) per month.

How can I find cheap tickets to Simpson Bay?
One of the easiest ways to bag cheap tickets to Simpson Bay is to be flexible with your travel dates. Search for your flights, then click "flexible dates" above the results. It will reveal the cheapest prices for nearby days. The lowest price for a flight to Simpson Bay in the last seven days was . Booking well in advance will usually help you pick up an even bigger bargain.
How much is a flight to Simpson Bay?
If you were jetting one way from (), you could've nabbed a bargain seat for just in the last seven days. Round-trip journeys to Simpson Bay ranged from only to during this same period.
What are the most popular airports to fly into in Simpson Bay?
Start organizing your Simpson Bay getaway by booking a fare on one of the 234 monthly flights to Princess Juliana Intl. Airport (SXM). This is the region's primary gateway.
When is the cheapest time to fly to Simpson Bay?
If you're not fixed on what day you travel to Simpson Bay, fly out early on in the week. The most affordable day to take off is generally Tuesday, followed by Monday. Saturday is typically the most expensive day, with many people choosing to fly on the weekend.
How much is a plane ticket to Simpson Bay?
In the last seven days, seats varied between and . Scroll through our terrific deals to Simpson Bay, make a booking and then start packing your things!
What months are the cheapest to book a flight to Simpson Bay?
February is a great month to snap up an awesome deal to Simpson Bay. Be aware that the costliest time to reserve a seat in the U.S. Isn't the middle of summer, but in December.