Cheap Flights to Simpson Bay from $108
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How Much Does it Cost To Fly To Simpson Bay?
The cheapest prices found with in the last 7 days for return flights were $305 and $108 for one-way flights to Simpson Bay for the period specified. Prices and availability are subject to change. Additional terms apply
BWI
Baltimore Washington Intl. Thurgood Marshall
SXM
Princess Juliana Intl.
$305 Roundtrip, found 2 days ago
$305
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YYZ | Simpson Bay | October 22 to October 25 | $325 |
| YUL | Simpson Bay | October 25 to October 30 | $343 |
| FLL | Simpson Bay | August 10 to August 26 | $364 |
| JFK | Simpson Bay | August 22 to August 29 | $372 |
| JFK | Simpson Bay | August 22 to August 29 | $372 |
| MIA | Simpson Bay | October 10 to October 17 | $379 |
| EWR | Simpson Bay | September 6 to September 10 | $383 |
| BOS | Simpson Bay | August 30 to September 5 | $387 |
| PHL | Simpson Bay | September 5 to September 12 | $397 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Simpson Bay | August 1 to August 15 | $470 |
| YYZ | Simpson Bay | August 2 to August 10 | $535 |
| FLL | Simpson Bay | August 2 to August 21 | $681 |
| JFK | Simpson Bay | August 2 to August 7 | $686 |
| LGA | Simpson Bay | August 2 to August 7 | $686 |
| MIA | Simpson Bay | August 1 to August 3 | $843 |
| PHL | Simpson Bay | August 1 to August 8 | $872 |
| EWR | Simpson Bay | August 1 to August 8 | $989 |
| YUL | Simpson Bay | August 1 to August 8 | $1,295 |
Simpson Bay Flight Information
Traveling to | Simpson Bay |
|---|---|
Lowest Price | $305 |
Number of Airlines Serving | |
Airlines Serving | American Airlines |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Simpson Bay Accommodation Deals
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
$147 nightly
The price is $155 total per night from Aug 9 to Aug 10
$155 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,673 reviews)
"Extremely friendly and helpful staff"
Reviewed on Jul 30, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$212 nightly
The price is $223 total per night from Aug 25 to Aug 26
$223 total
Aug 25 - Aug 26
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
$176 nightly
The price is $185 total per night from Aug 25 to Aug 26
$185 total
Aug 25 - Aug 26
Total with taxes and fees
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Save an average of 15% on thousands of hotels when you're signed in
Travel Inn Hotel
Airport Road 15 Simpson Bay
$95 nightly
The price is $100 total per night from Jul 31 to Aug 1
$100 total
Jul 31 - Aug 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Simpson Bay. Enjoy free parking, room service, and a 24-hour front desk. Popular attractions Maho Beach and Simpson ...
6.8/10 (492 reviews)
"Kool"
Reviewed on Jul 28, 2026
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.
Luxury Hotels in Simpson Bay
Villa Bianca
Ruby Drive, Pelican Key Simpson Bay
Book a stay at this luxury villa in Simpson Bay. Enjoy free WiFi, free parking, and private pools. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Mary's Boon Beach Resort & Spa
117 Simpson Bay Road Simpson Bay
$129 nightly
The price is $135 total per night from Aug 1 to Aug 2
$135 total
Aug 1 - Aug 2
Total with taxes and fees
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the restaurant and the helpful staff ...
The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road Simpson Bay
$171 nightly
The price is $178 total per night from Aug 11 to Aug 12
$178 total
Aug 11 - Aug 12
Total with taxes and fees
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Save an average of 15% on thousands of hotels when you're signed in
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$212 nightly
The price is $223 total per night from Aug 25 to Aug 26
$223 total
Aug 25 - Aug 26
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
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.
Family Friendly Hotels in Simpson Bay
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
$176 nightly
The price is $185 total per night from Aug 25 to Aug 26
$185 total
Aug 25 - Aug 26
Total with taxes and fees
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$212 nightly
The price is $223 total per night from Aug 25 to Aug 26
$223 total
Aug 25 - Aug 26
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
$263 nightly
The price is $276 total per night from Aug 24 to Aug 25
$276 total
Aug 24 - Aug 25
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (1,475 reviews)
Families like: Outdoor pools, waterslide, playground, babysitting
Travelers say...
"The villas was amazing. Don’t listen to the other reviews. Rooms were very spacious and clean, it was basically like our own apartment except a washer and dryer lol. They had everything you might plus extra everything. The breakfast was amazing, definitely recommend. There are so many different places ..."
Reviewed on Jul 30, 2026
Save an average of 15% on thousands of hotels when you're signed in
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
$147 nightly
The price is $155 total per night from Aug 9 to Aug 10
$155 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,673 reviews)
"Extremely friendly and helpful staff"
Reviewed on Jul 30, 2026
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.
Best Simpson Bay Flight and Hotel Packages
Simpson Bay flight + hotel packages - economy flights
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Simpson Bay flight + hotel packages - premium economy flights
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See all available trips from New York to Simpson Bay
View all tripsSimpson Bay flight + hotel packages - first class flights
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Frequently asked questions
Plane Tickets To Simpson Bay
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Simpson Bay. Browse through our inventory to explore a wide range of cheap flights to Simpson Bay to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Simpson Bay as you anxiously await to exit the plane and explore what Simpson Bay has to offer. Considering all the amazing local food and culture in Simpson Bay, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Simpson Bay to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Simpson Bay without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Simpson Bay with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Simpson Bay today!
More Ways To Wander
Simpson Bay Hotels
Find the perfect hotel after your flight
Simpson Bay Vacation Rentals
Great Deals on alternative accommodations
Simpson Bay Car Rentals
Affordable cars to get you around town
Simpson Bay Vacations
Save more by combining flights, hotels and cars
Things to do in Simpson Bay
Activities, attractions and tours
Explore More Ways to Travel with Travelocity
- Travel Inn Hotel
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- Hilton Vacation Club Flamingo Beach St Maarten
- Hilton Flamingo Beach St Maarten Cozy suite in lovely Simpson Bay with WiFi
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- Hilton Vacation Club Royal Palm St Maarten
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- The Horny Toad Guesthouse
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- The Penthouse at LaSiesta Stunning views in luxurious surroundings
- The Villas At Simpson Bay Resort
- Top of the art penthouse on the beach - 4000 sq ft of luxury
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