Cheap Flights to Simpson Bay
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Simpson Bay | July 13 to July 16 | $307 |
| FLL | Simpson Bay | August 18 to August 23 | $310 |
| MIA | Simpson Bay | June 8 to June 12 | $310 |
| YYZ | Simpson Bay | August 27 to August 31 | $341 |
| PHL | Simpson Bay | August 25 to September 1 | $357 |
| EWR | Simpson Bay | June 13 to June 20 | $380 |
| EWR | Simpson Bay | June 13 to June 20 | $380 |
| JFK | Simpson Bay | June 14 to June 19 | $382 |
| YUL | Simpson Bay | June 5 to June 6 | $400 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YUL | Simpson Bay | May 30 to June 6 | $427 |
| EWR | Simpson Bay | May 30 to June 6 | $475 |
| EWR | Simpson Bay | May 30 to June 6 | $475 |
| FLL | Simpson Bay | May 30 to June 5 | $506 |
| PHL | Simpson Bay | May 30 to June 3 | $533 |
| JFK | Simpson Bay | May 30 to June 4 | $541 |
| BOS | Simpson Bay | May 30 to May 31 | $630 |
| YYZ | Simpson Bay | May 30 to May 31 | $674 |
Simpson Bay Flight Information
Traveling to | Simpson Bay |
|---|---|
Lowest Price | $307 |
Number of Airlines Serving | |
Airlines Serving | Delta, JetBlue Airways, American Airlines, WestJet, Air Canada |
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
$163 nightly
The price is $171 total per night from Jun 1 to Jun 2
$171 total
Jun 1 - Jun 2
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! (1,578 reviews)
"Our stay at Hilton Vacation Club Flamingo Beach St. Maarten was honestly unforgettable. From the second we arrived, the entire staff made us feel welcomed, relaxed, and completely at home. The resort is absolutely beautiful — crystal clear water, an incredible beach just steps from the rooms, gorgeous ..."
Reviewed on May 28, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$230 nightly
The price is $241 total per night from Jun 15 to Jun 16
$241 total
Jun 15 - Jun 16
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! (1,754 reviews)
"Room were really clean everyday"
Reviewed on May 28, 2026
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
$262 nightly
The price is $275 total per night from Jun 16 to Jun 17
$275 total
Jun 16 - Jun 17
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! (1,233 reviews)
"Very loud noise from club across the street."
Reviewed on May 28, 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 29 to May 30
$111 total
May 29 - May 30
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 (488 reviews)
"Super location"
Reviewed on May 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 Jun 1 to Jun 2
$135 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! (1,001 reviews)
"Always amazing! This is the best quaint hotel on the island, beachfront with the most amazing staff!"
Reviewed on May 17, 2026
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 Jun 2 to Jun 3
$178 total
Jun 2 - Jun 3
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)
"The resort was a nice change from the busy non-stop vibe of most other resorts. It has a very relaxing laid-back vibe. Friendly, attentive, and clean staff. Look forward to visiting again"
Reviewed on May 27, 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
$230 nightly
The price is $241 total per night from Jun 15 to Jun 16
$241 total
Jun 15 - Jun 16
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! (1,754 reviews)
"Room were really clean everyday"
Reviewed on May 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.
Family Friendly Hotels in Simpson Bay
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
$262 nightly
The price is $275 total per night from Jun 16 to Jun 17
$275 total
Jun 16 - Jun 17
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! (1,233 reviews)
"Very loud noise from club across the street."
Reviewed on May 28, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$230 nightly
The price is $241 total per night from Jun 15 to Jun 16
$241 total
Jun 15 - Jun 16
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! (1,754 reviews)
Families like: Outdoor pools, kitchen, playground, babysitting
Travelers say...
"Room were really clean everyday"
Reviewed on May 28, 2026
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
$310 nightly
The price is $325 total per night from Jun 15 to Jun 16
$325 total
Jun 15 - Jun 16
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! (1,410 reviews)
Families like: Outdoor pools, waterslide, playground, babysitting
Travelers say...
"AMAZING property! Great location, excellent staff! Highly recommend!"
Reviewed on May 27, 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
$163 nightly
The price is $171 total per night from Jun 1 to Jun 2
$171 total
Jun 1 - Jun 2
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! (1,578 reviews)
"Our stay at Hilton Vacation Club Flamingo Beach St. Maarten was honestly unforgettable. From the second we arrived, the entire staff made us feel welcomed, relaxed, and completely at home. The resort is absolutely beautiful — crystal clear water, an incredible beach just steps from the rooms, gorgeous ..."
Reviewed on May 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.
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.
Simpson Bay flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from New York to Simpson Bay
View all tripsSimpson Bay flight + hotel packages - business class flights
Price found within the past 48 hours. Click for updated prices.
Simpson Bay flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Economy
Simpson Bay, SXM
$19
$38 total
found 5 days ago
Mini
Sint Maarten, SXM
$19
$38 total
found 5 days ago
Compact
Simpson Bay, SXM
$21
$42 total
found 5 days ago
Fullsize
Simpson Bay, SXM
$21
$69 total
found 5 days ago
Lowest prices found within the past 5 days. 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
- All Inclusive Resorts & in Pelican Key
- Beach Resorts & in Pelican Key
- Cheap Hotels in Pelican Key
- Hotels with Pools in Pelican Key
- Hotels with Free Parking in Pelican Key
- Oceanfront Hotels in Pelican Key
- Pelican Key Hotels
- Hotels near Princess Juliana Intl.
- Hotels near Hollywood Casino
- B&B in Cole Bay
- Extended Stay Hotels in Cole Bay
- Guest Houses in Cole Bay
- Cole Bay Hotels
- Flights to Sint Maarten
- Flights from Princess Juliana Intl.
- Air France Paris (CDG) to Philipsburg (SXM) flights
- American Airlines Charlotte (CLT) to Philipsburg (SXM) flights
- American Airlines Dallas (DFW) to Philipsburg (SXM) flights
- American Airlines Miami (MIA) to Philipsburg (SXM) flights
- British Airways London (LHR) to Philipsburg (SXM) flights
- Caribbean Airlines Bridgetown (BGI) to Philipsburg (SXM) flights
- Caribbean Airlines Port of Spain (POS) to Philipsburg (SXM) flights
- Delta Buffalo (BUF) to Philipsburg (SXM) flights
- Delta Cincinnati (CVG) to Philipsburg (SXM) flights
- Delta Atlanta (ATL) to Philipsburg (SXM) flights
- Delta New York (JFK) to Philipsburg (SXM) flights
- Delta Minneapolis (MSP) to Philipsburg (SXM) flights
- Jetblue Airways Hartford (BDL) to Philipsburg (SXM) flights
- Jetblue Airways Fort Lauderdale (FLL) to Philipsburg (SXM) flights
- Jetblue Airways New York (JFK) to Philipsburg (SXM) flights
- Jetblue Airways Boston (BOS) to Philipsburg (SXM) flights
- Jetblue Airways Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM) flights
- Jetblue Airways Orlando (MCO) to Philipsburg (SXM) flights
- Jetblue Airways Providence (PVD) to Philipsburg (SXM) flights
- Klm Amsterdam (AMS) to Philipsburg (SXM) flights
- Spirit Airlines Fort Lauderdale (FLL) to Philipsburg (SXM) flights
- Sun Country Airlines Minneapolis (MSP) to Philipsburg (SXM) flights
- Sunwing Toronto (YYZ) to Philipsburg (SXM) flights
- United Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM) flights
- Flights from Albany (ALB) to Philipsburg (SXM)
- Flights from St. John's (ANU) to Philipsburg (SXM)
- Flights from Atlanta (ATL) to Philipsburg (SXM)
- Flights from Austin (AUS) to Philipsburg (SXM)
- Flights from The Valley (AXA) to Philipsburg (SXM)
- Flights from Hartford (BDL) to Philipsburg (SXM)
- Flights from Nashville (BNA) to Philipsburg (SXM)
- Flights from Boston (BOS) to Philipsburg (SXM)
- Flights from Buffalo (BUF) to Philipsburg (SXM)
- Flights from Baltimore (BWI) to Philipsburg (SXM)
- Flights from Charleston (CHS) to Philipsburg (SXM)
- Flights from Cleveland (CLE) to Philipsburg (SXM)
- Flights from Charlotte (CLT) to Philipsburg (SXM)
- Flights from Columbus (CMH) to Philipsburg (SXM)
- Flights from Washington (DCA) to Philipsburg (SXM)
- Flights from Denver (DEN) to Philipsburg (SXM)
- Flights from Dallas (DFW) to Philipsburg (SXM)
- Flights from Detroit (DTW) to Philipsburg (SXM)
- Flights from Tortola (EIS) to Philipsburg (SXM)
- Flights from Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
- Flights from Washington (IAD) to Philipsburg (SXM)
- Flights from Houston (IAH) to Philipsburg (SXM)
- Flights from Indianapolis (IND) to Philipsburg (SXM)
- Flights from Jacksonville (JAX) to Philipsburg (SXM)
- Flights from New York (JFK) to Philipsburg (SXM)
- Flights from Los Angeles (LAX) to Philipsburg (SXM)
- Flights from New York (LGA) to Philipsburg (SXM)
- Flights from Kansas City (MCI) to Philipsburg (SXM)
- Flights from Orlando (MCO) to Philipsburg (SXM)
- Flights from Miami (MIA) to Philipsburg (SXM)
- Flights from New Orleans (MSY) to Philipsburg (SXM)
- Flights from Myrtle Beach (MYR) to Philipsburg (SXM)
- Flights from Chicago (ORD) to Philipsburg (SXM)
- Flights from Norfolk (ORF) to Philipsburg (SXM)
- Flights from West Palm Beach (PBI) to Philipsburg (SXM)
- Flights from Philadelphia (PHL) to Philipsburg (SXM)
- Flights from Phoenix (PHX) to Philipsburg (SXM)
- Flights from Pittsburgh (PIT) to Philipsburg (SXM)
- Flights from Port of Spain (POS) to Philipsburg (SXM)
- Flights from Raleigh (RDU) to Philipsburg (SXM)
- Flights from Richmond (RIC) to Philipsburg (SXM)
- Flights from Fort Myers (RSW) to Philipsburg (SXM)
- Flights from Seattle (SEA) to Philipsburg (SXM)
- Flights from San Francisco (SFO) to Philipsburg (SXM)
- Flights from San Juan (SJU) to Philipsburg (SXM)
- Flights from Basseterre (SKB) to Philipsburg (SXM)
- Flights from Salt Lake City (SLC) to Philipsburg (SXM)
- Flights from Castries (SLU) to Philipsburg (SXM)
- Flights from St. Louis (STL) to Philipsburg (SXM)
- Flights from St. Thomas (STT) to Philipsburg (SXM)
- Flights from Christiansted (STX) to Philipsburg (SXM)
- Flights from Tampa (TPA) to Philipsburg (SXM)
- Flights from Fayetteville (XNA) to Philipsburg (SXM)
- Flights from Montreal (YUL) to Philipsburg (SXM)
- Flights from Toronto (YYZ) to Philipsburg (SXM)
- Flights to Maho Reef
- Flights to Lowlands