Cheap Flights to Simpson Bay from $86

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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 $255 and $86 for one-way flights to Simpson Bay for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
JFKSimpson BayDecember 5 to December 11$255
JFKSimpson BayDecember 5 to December 11$255
EWRSimpson BayJanuary 31 to February 7$302
FLLSimpson BayDecember 1 to December 8$311
BOSSimpson BayJanuary 23 to January 30$313
MIASimpson BayJanuary 6 to January 20$343
YYZSimpson BayDecember 7 to December 10$404
YULSimpson BayJanuary 12 to January 26$421
PHLSimpson BayDecember 12 to December 15$510
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKSimpson BayNovember 22 to November 26$400
JFKSimpson BayNovember 22 to November 26$400
FLLSimpson BayNovember 20 to November 22$441
MIASimpson BayNovember 21 to December 1$528
EWRSimpson BayNovember 21 to November 23$538
YULSimpson BayNovember 21 to November 28$664
PHLSimpson BayNovember 22 to November 27$746
BOSSimpson BayNovember 20 to November 23$768
YYZSimpson BayNovember 21 to November 28$1,064
*Prices include taxes and fees

Simpson Bay Flight Information

Traveling to
Simpson Bay
Lowest Price
$255
Number of Airlines Serving
Airlines Serving
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

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
$168 nightly
The price is $177 total per night from Dec 11 to Dec 12
$177 total
Dec 11 - Dec 12
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! (1,830 reviews)
"Couldn’t have asked for a better resort for a vacation. The staff were friendly and helpful, the food was good, and it’s right on the beach."

Reviewed on Nov 11, 2026

Opens in a new windowHilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
$223 nightly
The price is $233 total per night from Dec 11 to Dec 12
$233 total
Dec 11 - Dec 12
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 ...
Opens in a new windowSimpson Bay Resort, Marina & Spa
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
115 Welfare Road Simpson Bay
$227 nightly
The price is $238 total per night from Dec 2 to Dec 3
$238 total
Dec 2 - Dec 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! (1,339 reviews)
"We are return customers, and undoubtedly will come back there again. 2 bedroom/2 bathroom setup with full kitchen and spacious living room accommodations are perfect for our travel party. Beach is great. Location is super convenient, near the airport, many bars and restaurants, supermarkets, casinos ..."

Reviewed on Nov 12, 2026

Opens in a new windowHilton Vacation Club Royal Palm St. Maarten
Save an average of 15% on thousands of hotels when you're signed in
Travel Inn Hotel

Travel Inn Hotel

3 out of 5
Airport Road 15 Simpson Bay
$106 nightly
The price is $111 total per night from Nov 15 to Nov 16
$111 total
Nov 15 - Nov 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 Mullet ...
Opens in a new windowTravel Inn Hotel
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

Villa Bianca

4.5 out of 5
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 Great Bay Beach are located ...
Opens in a new windowVilla Bianca
Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

3 out of 5
117 Simpson Bay Road Simpson Bay
$155 nightly
The price is $162 total per night from Nov 15 to Nov 16
$162 total
Nov 15 - Nov 16
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)
"Beat location for day activities and night life. Excellent value for money."

Reviewed on Nov 11, 2026

Opens in a new windowMary's Boon Beach Resort & Spa
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3 out of 5
6 Billy Folly Road Simpson Bay
$195 nightly
The price is $203 total per night from Nov 22 to Nov 23
$203 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 ...
Opens in a new windowThe Atrium Beach Resort and Spa, an Ascend Collection Resort
Save an average of 15% on thousands of hotels when you're signed in
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
$223 nightly
The price is $233 total per night from Dec 11 to Dec 12
$233 total
Dec 11 - Dec 12
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 ...
Opens in a new windowSimpson Bay Resort, Marina & Spa
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

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
115 Welfare Road Simpson Bay
$227 nightly
The price is $238 total per night from Dec 2 to Dec 3
$238 total
Dec 2 - Dec 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! (1,339 reviews)
"We are return customers, and undoubtedly will come back there again. 2 bedroom/2 bathroom setup with full kitchen and spacious living room accommodations are perfect for our travel party. Beach is great. Location is super convenient, near the airport, many bars and restaurants, supermarkets, casinos ..."

Reviewed on Nov 12, 2026

Opens in a new windowHilton Vacation Club Royal Palm St. Maarten
Simpson Bay Resort, Marina & Spa
Great for families

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
$223 nightly
The price is $233 total per night from Dec 11 to Dec 12
$233 total
Dec 11 - Dec 12
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 ...
Opens in a new windowSimpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Great for families

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
$285 nightly
The price is $297 total per night from Dec 11 to Dec 12
$297 total
Dec 11 - Dec 12
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 ...
Opens in a new windowThe Villas at Simpson Bay Resort
Save an average of 15% on thousands of hotels when you're signed in
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
$168 nightly
The price is $177 total per night from Dec 11 to Dec 12
$177 total
Dec 11 - Dec 12
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! (1,830 reviews)
"Couldn’t have asked for a better resort for a vacation. The staff were friendly and helpful, the food was good, and it’s right on the beach."

Reviewed on Nov 11, 2026

Opens in a new windowHilton Vacation Club Flamingo Beach St. Maarten
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.
Princess Heights Luxury Boutique Condo Hotel
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Don't see what you're looking for?
See all available trips from Hartford to Simpson Bay
View all trips

Simpson Bay flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Oceans at Divi Little Bay
The Morgan Resort Spa Village
Divi Little Bay Beach Resort
Don't see what you're looking for?
See all available trips from Boston to Simpson Bay
View all trips

Simpson Bay flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
Fourteen at Mullet Bay
Sonesta Ocean Point All Inclusive, Adults Only Resort
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Don't see what you're looking for?
See all available trips from New York to Simpson Bay
View all trips

Simpson Bay flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Holland House Beach Hotel
Panorama Residences at Monte Vista
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Simpson Bay
View all trips

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Simpson Bay?
Book your ticket with one of the 16 airlines that fly to Simpson Bay and enjoy a wonderful new adventure. Carriers with outstanding reviews include:

  • Winair
  • American Airlines
  • Anguilla Air Services

What airport is best to fly into Simpson Bay?
There's no need for you to look up flight options into numerous airports when jetting into Simpson Bay. Princess Juliana Intl. Airport (SXM) is the city's sole airport, and is located 1 mi from all the action downtown.
Where to stay in Simpson Bay
With 2,082 wonderful properties in Simpson Bay, your options are many and varied. But don't drag your feet. The sooner you book, the sooner you can start counting down the days until your adventure!There's no more opportune time to truly indulge yourself than when you're taking a vacation. Lock in a room at the Simpson Bay Penthouse and feel like a VIP during your stay. Simpson Bay also features accommodations that won't break the budget. Check out the Travel Inn Hotel if you would rather keep those pennies in your pocket.
Places to visit in Simpson Bay
If you're planning on staying in this lively metropolis, you'll want to add Maho Beach to your travel schedule. It's one of the most noteworthy attractions in the city.Breathe in the salty, fresh air and listen to the crashing of the waves at Mullet Bay Beach. Want some more ideas? Clear your mind and tune in to the sounds of the seabirds encircling you at Kim Sha Beach. But there's more. Pack a delicious picnic and spend an entire day admiring the waves and tasting the salty air at Cupecoy Beach.
How to get through airport security fast when traveling to Simpson Bay
If you like the idea of spending more time at the airport cafes and less time at the security checkpoint on your way to Simpson Bay, just follow these handy tips:

  • Make sure you know the location of your travel ID and boarding pass. You don't want to hold up the line when you're asked to produce them.
  • Take off your shoes and belt before approaching security. Items such as these are not allowed to pass through the body scanner.
  • All laptops must be removed from their carry bags and placed in a tub before X-raying.
  • Toothpaste, lip balm and other toiletry items in gel, liquid or cream form need to be stored in containers smaller than 3.4 ounces (100 milliliters). They also need to fit in a 1-quart (1-liter) clear zip-lock plastic bag.
  • Airport security personnel may ask you to remove your shoes before entering the body scanner. Choose a pair that you can take off easily. There's nothing more tiresome than having to do your laces up again and again.
  • The list of prohibited items is forever changing. Read over your carrier's official website for what is not allowed on board their aircraft.

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!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.