Cheap Flights to Simpson Bay from $100
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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 $270 and $100 for one-way flights to Simpson Bay for the period specified. Prices and availability are subject to change. Additional terms apply
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$270 Roundtrip, found 10 hours ago
$270
Roundtrip
found 10 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FLL | Simpson Bay | July 28 to August 5 | $270 |
| YYZ | Simpson Bay | June 7 to June 14 | $294 |
| MIA | Simpson Bay | May 19 to May 23 | $310 |
| YUL | Simpson Bay | June 1 to June 4 | $325 |
| BOS | Simpson Bay | June 16 to June 22 | $369 |
| TTN | Simpson Bay | July 10 to July 18 | $377 |
| JFK | Simpson Bay | May 31 to June 4 | $382 |
| JFK | Simpson Bay | May 31 to June 4 | $382 |
| EWR | Simpson Bay | June 5 to June 11 | $402 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MIA | Simpson Bay | May 9 to May 16 | $375 |
| EWR | Simpson Bay | May 10 to May 13 | $452 |
| EWR | Simpson Bay | May 10 to May 13 | $452 |
| FLL | Simpson Bay | May 9 to May 16 | $478 |
| JFK | Simpson Bay | May 10 to May 16 | $502 |
| PHL | Simpson Bay | May 9 to May 16 | $516 |
| BOS | Simpson Bay | May 10 to May 17 | $667 |
| YYZ | Simpson Bay | May 10 to May 17 | $1,265 |
Simpson Bay Flight Information
Traveling to | Simpson Bay |
|---|---|
Lowest Price | $270 |
Number of Airlines Serving | |
Airlines Serving | American Airlines, JetBlue Airways |
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
$144 nightly
The price is $151 total per night from May 18 to May 19
$151 total
May 18 - May 19
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! (1,542 reviews)
Everything was great except there was no housekeeping throughout our stay.
Reviewed on May 2, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$239 nightly
The price is $250 total per night from May 14 to May 15
$250 total
May 14 - May 15
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! (1,690 reviews)
We had a fantastic time at this resort! Our room was in the perfect location in the marina building, ocean front and also beside a pool and bar. We had the breakfast buffet every morning, it was delicious with fresh fruit and a mix of different items every day. Service here was great and the staff ...
Reviewed on May 3, 2026
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
$305 nightly
The price is $320 total per night from Jun 2 to Jun 3
$320 total
Jun 2 - Jun 3
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! (1,217 reviews)
Clean room. Beach front property that has free laundry.
Reviewed on May 2, 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 May 4 to May 5
$111 total
May 4 - May 5
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 (485 reviews)
Everything was perfect staffs was very helpful, smoothly checked in, one of the best room we ever had stayed at mind you this is our third time staying here as an overnight to connect our early morning flights. Showers surprise its got hot water and cold very good waters pressure, bed linen was nice ...
Reviewed on Apr 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.
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
$122 nightly
The price is $128 total per night from Jun 1 to Jun 2
$128 total
Jun 1 - Jun 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 ...
8.8/10 Excellent! (1,000 reviews)
Everything was amazing including staff, food & location. We'll be back!!!
Reviewed on Apr 30, 2026
The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road Simpson Bay
$146 nightly
The price is $152 total per night from May 4 to May 5
$152 total
May 4 - May 5
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 ...
8.6/10 Excellent! (1,003 reviews)
Room services don’t take out trash they just change towels
Reviewed on May 2, 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
$239 nightly
The price is $250 total per night from May 14 to May 15
$250 total
May 14 - May 15
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! (1,690 reviews)
We had a fantastic time at this resort! Our room was in the perfect location in the marina building, ocean front and also beside a pool and bar. We had the breakfast buffet every morning, it was delicious with fresh fruit and a mix of different items every day. Service here was great and the staff ...
Reviewed on May 3, 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
$305 nightly
The price is $320 total per night from Jun 2 to Jun 3
$320 total
Jun 2 - Jun 3
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! (1,217 reviews)
Clean room. Beach front property that has free laundry.
Reviewed on May 2, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$239 nightly
The price is $250 total per night from May 14 to May 15
$250 total
May 14 - May 15
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! (1,690 reviews)
Families like: Outdoor pools, kitchen, playground, babysitting
Travelers say...
We had a fantastic time at this resort! Our room was in the perfect location in the marina building, ocean front and also beside a pool and bar. We had the breakfast buffet every morning, it was delicious with fresh fruit and a mix of different items every day. Service here was great and the staff ...
Reviewed on May 3, 2026
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
$290 nightly
The price is $304 total per night from May 17 to May 18
$304 total
May 17 - May 18
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! (1,381 reviews)
Families like: Outdoor pools, waterslide, playground, babysitting
Travelers say...
Beach staff and chairs/umbrellas/food/drink as well as cleanliness was great. Mexican restaurant was good food but staff slow and forgetful/inattentive. It appeared you had to pay a fee to use the gym $6/day but never bothered to confirm.
Reviewed on May 2, 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
$144 nightly
The price is $151 total per night from May 18 to May 19
$151 total
May 18 - May 19
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! (1,542 reviews)
Everything was great except there was no housekeeping throughout our stay.
Reviewed on May 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.
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?
Mini
Simpson Bay, SXM
$23
$63 total
found 18 hours ago
Economy
Simpson Bay, SXM
$26
$69 total
found 18 hours ago
Compact
Simpson Bay, SXM
$30
$81 total
found 18 hours ago
Midsize
Simpson Bay, SXM
$33
$88 total
found 18 hours ago
Lowest prices found within the past 18 hours. Prices and availability subject to change. Additional terms may apply.
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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