Cheap Flights to Simpson Bay from $111
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
How Much Does it Cost To Fly To Simpson Bay?
The cheapest prices found with in the last 7 days for return flights were $280 and $111 for one-way flights to Simpson Bay for the period specified. Prices and availability are subject to change. Additional terms apply
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$298 Roundtrip, found 6 hours ago
$298
Roundtrip
found 6 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YYZ | Simpson Bay | October 25 to October 31 | $280 |
| JFK | Simpson Bay | October 17 to October 21 | $298 |
| JFK | Simpson Bay | October 17 to October 21 | $298 |
| YUL | Simpson Bay | October 25 to October 31 | $299 |
| PHL | Simpson Bay | October 25 to October 30 | $338 |
| BOS | Simpson Bay | October 25 to October 31 | $341 |
| EWR | Simpson Bay | October 21 to October 25 | $353 |
| MIA | Simpson Bay | November 7 to November 12 | $359 |
| FLL | Simpson Bay | August 29 to September 2 | $360 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FLL | Simpson Bay | August 21 to September 6 | $496 |
| JFK | Simpson Bay | August 21 to September 2 | $557 |
| JFK | Simpson Bay | August 21 to September 2 | $557 |
| BOS | Simpson Bay | August 22 to August 29 | $613 |
| MIA | Simpson Bay | August 21 to August 24 | $653 |
| PHL | Simpson Bay | August 23 to August 27 | $681 |
| EWR | Simpson Bay | August 21 to August 25 | $693 |
| YUL | Simpson Bay | August 22 to August 29 | $771 |
| YYZ | Simpson Bay | August 23 to August 29 | $797 |
Simpson Bay Flight Information
Traveling to | Simpson Bay |
|---|---|
Lowest Price | $280 |
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
$135 nightly
The price is $142 total per night from Sep 1 to Sep 2
$142 total
Sep 1 - Sep 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. ...
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$160 nightly
The price is $168 total per night from Sep 9 to Sep 10
$168 total
Sep 9 - Sep 10
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
$160 nightly
The price is $168 total per night from Aug 25 to Aug 26
$168 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 Aug 15 to Aug 16
$100 total
Aug 15 - Aug 16
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 St. ...
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 17 to Aug 18
$135 total
Aug 17 - Aug 18
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)
"Super emplacement sur une belle plage. Petit hôtel charmant avec une bonne literie. Boutiques et restaurants à 10 mins à pied."
Reviewed on Aug 8, 2026
The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road Simpson Bay
$162 nightly
The price is $169 total per night from Aug 23 to Aug 24
$169 total
Aug 23 - Aug 24
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)
"Great place today staff very helpful"
Reviewed on Aug 13, 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
$160 nightly
The price is $168 total per night from Sep 9 to Sep 10
$168 total
Sep 9 - Sep 10
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
$160 nightly
The price is $168 total per night from Aug 25 to Aug 26
$168 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
$160 nightly
The price is $168 total per night from Sep 9 to Sep 10
$168 total
Sep 9 - Sep 10
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
$184 nightly
The price is $193 total per night from Sep 13 to Sep 14
$193 total
Sep 13 - Sep 14
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! (1,503 reviews)
Families like: Outdoor pools, waterslide, playground, babysitting
Travelers say...
"Second time staying there, staff is always great, location is perfect and plenty of food options in walking distance. The market on the property is super helpful for any needs! Love it here will be back!"
Reviewed on Aug 14, 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
$135 nightly
The price is $142 total per night from Sep 1 to Sep 2
$142 total
Sep 1 - Sep 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. ...
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.
Don't see what you're looking for?
See all available trips from Hartford to Simpson Bay
View all tripsSimpson Bay flight + hotel packages - first class 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 tripsNeed a Car For After Your Flight?
Economy
Chevrolet Spark
Compact
Ford Focus
Midsize
Toyota Corolla
SUV
Jeep Compass
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
- Welcome to the Dutch side of St Maarten 3 bedroom unforgettable ocean view
- All-Inclusive in Sint Maarten
- Beach in Sint Maarten
- Family Friendly in Sint Maarten
- Sint Maarten Hotels
- Fourteen at Mullet Bay
- Royal Islander Resort La Plage
- Sonesta Maho Beach All Inclusive Resort Casino & Spa
- Sonesta Ocean Point All Inclusive Adults Only Resort
- Hotels near Maho Beach
- All-Inclusive Hotels in Pelican Key
- Free Parking Hotels in Pelican Key
- Hotels near Philipsburg
- Condos in Simpson Bay
- Living The Dream by IRE Vacations - Luxury Penthouse on Simpson Bay Beach
- The Hills Residence
- Adults Only in Simpson Bay
- All-Inclusive in Simpson Bay
- Anchor House - Direct Oceanfront - Luxury & Modern Style
- The Atrium Beach Resort and Spa an Ascend Collection Resort
- Azure Hotel and Art Studio
- B225 - Incredible Lagoon View
- Baker's Suites
- BethsAida Boutique Hotel
- Blue Pelican Vacation Rental
- Blue Sail
- Cliff House
- Coco Beachside Duplex
- Cocovaa
- Commodore Suites SureStay Collection by Best Western
- New Listing Exceptional 3 bed & bath with private pool in Pelican Cove
- Hilton Vacation Club Flamingo Beach St Maarten
- Hilton Flamingo Beach St Maarten Cozy suite in lovely Simpson Bay with WiFi
- Pool in Simpson Bay
- La Vista Hotel
- Mary's Boon Beach Resort & Spa
- Romantic in Simpson Bay
- Hilton Vacation Club Royal Palm St Maarten
- Simpson Bay Penthouse
- Simpson Bay Resort Marina & Spa
- The Horny Toad Guesthouse
- The Morgan Resort Spa Village
- 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
- Tradewinds at Simpson Bay
- Travel Inn Hotel
- Villa Bianca
- Villa Turquoise Heaven
- Wedding in Simpson Bay
- Hotels in Simpson Bay
- Resorts in Simpson Bay
- Villas in Simpson Bay
- Resorts in Sint Maarten
- Flights to Maho Reef
- Flights to Philipsburg
- Flights to Sint Maarten
- Flights from Philipsburg
- American Airlines Houston (IAH) to Saint Martin (SXM) flights
- American Airlines Miami (MIA) to Saint Martin (SXM) flights
- British Airways Hounslow (LHR) to Saint Martin (SXM) flights
- Caribbean Airlines Kingston (KIN) to Saint Martin (SXM) flights
- Caribbean Airlines Piarco (POS) to Saint Martin (SXM) flights
- Delta Air Lines Atlanta (ATL) to Saint Martin (SXM) flights
- Delta Air Lines Jamaica (JFK) to Saint Martin (SXM) flights
- Delta Air Lines Minneapolis (MSP) to Saint Martin (SXM) flights
- JetBlue Airways Windsor Locks (BDL) to Saint Martin (SXM) flights
- JetBlue Airways Fort Lauderdale (FLL) to Saint Martin (SXM) flights
- JetBlue Airways Jamaica (JFK) to Saint Martin (SXM) flights
- JetBlue Airways Boston (BOS) to Saint Martin (SXM) flights
- JetBlue Airways Newark (EWR) to Saint Martin (SXM) flights
- JetBlue Airways Orlando (MCO) to Saint Martin (SXM) flights
- Silver Airways (3M) St Thomas (STT) to Saint Martin (SXM) flights
- Flights from Atlanta (ATL) to Saint Martin (SXM)
- Flights from Baltimore (BWI) to Saint Martin (SXM)
- Flights from Columbus (CMH) to Saint Martin (SXM)
- Flights from Arlington (DCA) to Saint Martin (SXM)
- Flights from Denver (DEN) to Saint Martin (SXM)
- Flights from Dallas (DFW) to Saint Martin (SXM)
- Flights from Detroit (DTW) to Saint Martin (SXM)
- Flights from Beef Island (EIS) to Saint Martin (SXM)
- Flights from Jamaica (JFK) to Saint Martin (SXM)
- Flights from Los Angeles (LAX) to Saint Martin (SXM)
- Flights from Orlando (MCO) to Saint Martin (SXM)
- Flights from Miami (MIA) to Saint Martin (SXM)
- Flights from Philadelphia (PHL) to Saint Martin (SXM)
- Flights from Piarco (POS) to Saint Martin (SXM)
- Flights from Sandston (RIC) to Saint Martin (SXM)
- Flights from San Francisco (SFO) to Saint Martin (SXM)
- Flights from San Juan (SJU) to Saint Martin (SXM)
- Flights from St Thomas (STT) to Saint Martin (SXM)
- Flights from Estate Mannings Bay (STX) to Saint Martin (SXM)
- Flights from Tampa (TPA) to Saint Martin (SXM)