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 $288 and $98 for one-way flights to Simpson Bay for the period specified. Prices and availability are subject to change. Additional terms apply
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$288 Roundtrip, found 2 days ago
$288
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Simpson Bay | December 8 to December 11 | $297 |
| JFK | Simpson Bay | December 3 to December 8 | $310 |
| BOS | Simpson Bay | January 24 to January 28 | $317 |
| EWR | Simpson Bay | January 4 to January 29 | $322 |
| YUL | Simpson Bay | December 12 to December 16 | $336 |
| YYZ | Simpson Bay | January 10 to January 15 | $343 |
| MIA | Simpson Bay | November 16 to November 24 | $349 |
| FLL | Simpson Bay | November 13 to November 19 | $369 |
| PHL | Simpson Bay | November 29 to December 4 | $401 |
| FCO | Simpson Bay | October 30 to November 3 | $1,813 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Simpson Bay | October 30 to November 1 | $420 |
| MIA | Simpson Bay | November 1 to November 5 | $427 |
| PHL | Simpson Bay | November 1 to November 8 | $455 |
| FLL | Simpson Bay | October 31 to November 4 | $456 |
| LGA | Simpson Bay | October 30 to November 1 | $487 |
| YUL | Simpson Bay | November 1 to November 8 | $494 |
| JFK | Simpson Bay | October 30 to November 1 | $501 |
| EWR | Simpson Bay | October 30 to November 1 | $521 |
| YYZ | Simpson Bay | November 1 to November 10 | $553 |
| FCO | Simpson Bay | October 30 to November 3 | $1,813 |
Simpson Bay Flight Information
Traveling to | Simpson Bay |
|---|---|
Lowest Price | $288 |
Number of Airlines Serving | |
Airlines Serving | Southwest Airlines, United |
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
$134 nightly
The price is $141 total per night from Nov 3 to Nov 4
$141 total
Nov 3 - Nov 4
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! (1,805 reviews)
"This was great property to stay at, near the everything and staff is very helpful"
Reviewed on Oct 22, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$200 nightly
The price is $209 total per night from Oct 26 to Oct 27
$209 total
Oct 26 - Oct 27
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
$184 nightly
The price is $194 total per night from Nov 5 to Nov 6
$194 total
Nov 5 - Nov 6
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! (1,322 reviews)
"It was amazing!! I will stay here again."
Reviewed on Oct 22, 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 24 to Oct 25
$111 total
Oct 24 - Oct 25
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 ...
6.8/10 (503 reviews)
"This property needs a complete renovation. The fixtures in the bathroom are broken. The air conditioning needs to be replaced. The sheets are old and stained etc..... Just please do some renovations. The staff is nice though so that is a plus,"
Reviewed on Oct 19, 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 Oct 24 to Oct 25
$135 total
Oct 24 - Oct 25
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! (999 reviews)
"One of the most amazing stays so far this year, helpful and attentive staff, property so well maintained, and the most delicious food ever. Absolutely beautiful room by the ocean. Super please with this stablisment!"
Reviewed on Oct 15, 2026
The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road Simpson Bay
$159 nightly
The price is $165 total per night from Nov 22 to Nov 23
$165 total
Nov 22 - Nov 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 ...
8.8/10 Excellent! (1,002 reviews)
"I enjoyed my stay the room was very clean and the staff was very friendly and helpful. Thank you"
Reviewed on Oct 22, 2026
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
$200 nightly
The price is $209 total per night from Oct 26 to Oct 27
$209 total
Oct 26 - Oct 27
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
$184 nightly
The price is $194 total per night from Nov 5 to Nov 6
$194 total
Nov 5 - Nov 6
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! (1,322 reviews)
"It was amazing!! I will stay here again."
Reviewed on Oct 22, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$200 nightly
The price is $209 total per night from Oct 26 to Oct 27
$209 total
Oct 26 - Oct 27
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
$232 nightly
The price is $242 total per night from Nov 1 to Nov 2
$242 total
Nov 1 - Nov 2
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! (1,583 reviews)
"Awesome"
Reviewed on Oct 22, 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
$134 nightly
The price is $141 total per night from Nov 3 to Nov 4
$141 total
Nov 3 - Nov 4
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! (1,805 reviews)
"This was great property to stay at, near the everything and staff is very helpful"
Reviewed on Oct 22, 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
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Price found within the past 48 hours. Click for updated prices.
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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
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Simpson Bay Vacation Rentals
Great Deals on alternative accommodations
Simpson Bay Car Rentals
Affordable cars to get you around town
Simpson Bay Vacations
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Things to do in Simpson Bay
Activities, attractions and tours
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