Simpson Bay Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AED 148 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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! (1,988 reviews)
Nice rooms. Friendly staff. Great food. Wonderful pool. Great restaurants near by. Would definitely come again.

Reviewed on 3 February 2026

Get rates
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 1,189 per night from Feb 15 to Feb 16
AED 1,189
AED 1,427 total
15 Feb - 16 Feb
includes taxes & fees
8.8/10 Excellent! (1,592 reviews)
The staff were extremely helpful and attentive everywhere across the resort. From the front desk staff to the bartenders (especially Sofia at the beach bar) and everyone in between. We will definitely be coming back for a MUCH longer stay!

Reviewed on 4 February 2026

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
Fully refundableReserve now, pay when you stay
The price is AED 1,171 per night from Mar 8 to Mar 9
AED 1,171
AED 1,326 total
8 Mar - 9 Mar
includes taxes & fees
9/10 Wonderful! (1,429 reviews)
Everything was great would definitely go back

Reviewed on 5 February 2026

Hilton Vacation Club Flamingo Beach St. Maarten
See all 456 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

Flamingo Beach

Why not spend a lazy afternoon at Flamingo Beach during your trip to Simpson Bay? Stroll along the beautiful beaches or visit the shops in this romantic area.

Flamingo Beach

Dunes Casino

Why not roll the dice with a visit to Dunes Casino during your travels in Beacon Hill? Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.

Dunes Casino

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.