Cheap Flights to Simpson Bay from $98
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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 $275 and $98 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.
$275 Roundtrip, found 1 hour ago
$275
Roundtrip
found 1 hour ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YYZ | Simpson Bay | November 16 to November 19 | $288 |
| JFK | Simpson Bay | November 15 to November 22 | $291 |
| JFK | Simpson Bay | November 15 to November 22 | $291 |
| BOS | Simpson Bay | October 30 to November 6 | $310 |
| YUL | Simpson Bay | November 30 to December 5 | $337 |
| FLL | Simpson Bay | October 26 to October 28 | $386 |
| MIA | Simpson Bay | December 1 to December 8 | $387 |
| EWR | Simpson Bay | October 30 to November 2 | $400 |
| PHL | Simpson Bay | December 9 to December 13 | $429 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MIA | Simpson Bay | October 10 to October 17 | $520 |
| FLL | Simpson Bay | October 11 to October 17 | $537 |
| EWR | Simpson Bay | October 9 to October 12 | $676 |
| EWR | Simpson Bay | October 9 to October 12 | $676 |
| JFK | Simpson Bay | October 11 to October 20 | $736 |
| BOS | Simpson Bay | October 11 to October 15 | $762 |
| PHL | Simpson Bay | October 11 to October 16 | $875 |
| YUL | Simpson Bay | October 11 to October 15 | $1,241 |
Simpson Bay Flight Information
Traveling to | Simpson Bay |
|---|---|
Lowest Price | $275 |
Number of Airlines Serving | |
Airlines Serving | American Airlines, Southwest 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
$135 nightly
The price is $142 total per night from Oct 9 to Oct 10
$142 total
Oct 9 - Oct 10
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,767 reviews)
"Nice property. Ants in the rooms. The staff was very friendly."
Reviewed on Oct 1, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$153 nightly
The price is $161 total per night from Oct 5 to Oct 6
$161 total
Oct 5 - Oct 6
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 ...
9/10 Wonderful! (2,086 reviews)
"Ocean view was not quite true"
Reviewed on Oct 2, 2026
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
$135 nightly
The price is $141 total per night from Oct 11 to Oct 12
$141 total
Oct 11 - Oct 12
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 ...
9/10 Wonderful! (1,310 reviews)
"The staff was very friendly"
Reviewed on Sep 29, 2026
Save an average of 15% on thousands of hotels when you're signed in
Travel Inn Hotel
Airport Road 15 Simpson Bay
$106 nightly
The price is $111 total per night from Oct 3 to Oct 4
$111 total
Oct 3 - Oct 4
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 Mullet ...
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 Oct 3 to Oct 4
$135 total
Oct 3 - Oct 4
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 ...
8.8/10 Excellent! (1,000 reviews)
"Quick check in and accommodated us with a late check out. Staff is top notch and very friendly. Love The Boon."
Reviewed on Oct 1, 2026
The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road Simpson Bay
$195 nightly
The price is $203 total per night from Oct 22 to Oct 23
$203 total
Oct 22 - Oct 23
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
$153 nightly
The price is $161 total per night from Oct 5 to Oct 6
$161 total
Oct 5 - Oct 6
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 ...
9/10 Wonderful! (2,086 reviews)
"Ocean view was not quite true"
Reviewed on Oct 2, 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.
Family Friendly Hotels in Simpson Bay
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
$135 nightly
The price is $141 total per night from Oct 11 to Oct 12
$141 total
Oct 11 - Oct 12
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 ...
9/10 Wonderful! (1,310 reviews)
"The staff was very friendly"
Reviewed on Sep 29, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$153 nightly
The price is $161 total per night from Oct 5 to Oct 6
$161 total
Oct 5 - Oct 6
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 ...
9/10 Wonderful! (2,086 reviews)
Families like: Outdoor pools, kitchen, playground, babysitting
Travelers say...
"Ocean view was not quite true"
Reviewed on Oct 2, 2026
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
$172 nightly
The price is $181 total per night from Oct 5 to Oct 6
$181 total
Oct 5 - Oct 6
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 ...
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
$135 nightly
The price is $142 total per night from Oct 9 to Oct 10
$142 total
Oct 9 - Oct 10
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,767 reviews)
"Nice property. Ants in the rooms. The staff was very friendly."
Reviewed on Oct 1, 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
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
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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
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