Cheap Flights to Simpson Bay from $72

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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 $228 and $72 for one-way flights to Simpson Bay for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
FLLSimpson BaySeptember 13 to September 15$261
EWRSimpson BayNovember 19 to November 23$261
EWRSimpson BayNovember 19 to November 23$261
MIASimpson BayDecember 3 to December 7$291
BOSSimpson BaySeptember 20 to September 27$300
YYZSimpson BayOctober 28 to November 4$304
YULSimpson BaySeptember 6 to September 19$306
JFKSimpson BaySeptember 19 to September 26$321
PHLSimpson BaySeptember 20 to September 26$329
FCOSimpson BaySeptember 11 to September 15$1,283
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YULSimpson BaySeptember 6 to September 19$306
FLLSimpson BaySeptember 6 to September 13$321
BOSSimpson BaySeptember 6 to September 13$321
EWRSimpson BaySeptember 6 to September 13$331
EWRSimpson BaySeptember 6 to September 13$331
PHLSimpson BaySeptember 5 to September 12$378
YYZSimpson BaySeptember 7 to September 14$384
JFKSimpson BaySeptember 7 to September 19$423
MIASimpson BaySeptember 7 to September 15$532
*Prices include taxes and fees

Simpson Bay Flight Information

Traveling to
Simpson Bay
Lowest Price
$228
Number of Airlines Serving
Airlines Serving
Arajet, Spirit 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

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
$130 nightly
The price is $136 total per night from Aug 31 to Sep 1
$136 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this 4-star 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. ...
9/10 Wonderful! (1,176 reviews)
"This property is basically on the beach and in walking distance to a near by casino. They had dining options on the property as well as options with in walking distance and the staff was very friendly and helpful with suggestions for activities and eating. The villa rooms were larger than expected ..."

Reviewed on Aug 25, 2025

Hilton 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
$97 nightly
The price is $101 total per night from Aug 31 to Sep 1
$101 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,316 reviews)
"Most wonderful resort with amazing friendly staff. The amenities were amazing as was the food and the service of the staff."

Reviewed on Aug 26, 2025

Simpson 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
$124 nightly
The price is $130 total per night from Sep 21 to Sep 22
$130 total
Sep 21 - Sep 22
Total with taxes and fees
Stay at this 4-star beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Hilton 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
$95 nightly
The price is $100 total per night from Aug 30 to Aug 31
$100 total
Aug 30 - Aug 31
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Simpson Bay. Enjoy free parking, room service, and a 24-hour front desk. Popular attractions Orient Bay Beach ...
Travel 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
Stay at this 4.5-star luxury villa in Simpson Bay. Enjoy free WiFi, free parking, and private pools. Popular attractions Maho Beach and Mullet Bay Beach are ...
Villa Bianca
Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

3 out of 5
117 Simpson Bay Road, Simpson Bay
$129 nightly
The price is $135 total per night from Aug 30 to Aug 31
$135 total
Aug 30 - Aug 31
Total with taxes and fees
Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the restaurant and the helpful staff ...
Mary's Boon Beach Resort & Spa
The Atrium Beach Resort and Spa, Ascend Hotel Collection

The Atrium Beach Resort and Spa, Ascend Hotel Collection

3 out of 5
6 Billy Folly Road, Simpson Bay
$100 nightly
The price is $104 total per night from Aug 31 to Sep 1
$104 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this 3-star 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 ...
8.4/10 Very Good! (1,015 reviews)
"The room was big and spacious and came with all the amenties. It was clean and confortable and walking distance to the hip strip."

Reviewed on Aug 24, 2025

The Atrium Beach Resort and Spa, Ascend Hotel Collection
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
$97 nightly
The price is $101 total per night from Aug 31 to Sep 1
$101 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,316 reviews)
"Most wonderful resort with amazing friendly staff. The amenities were amazing as was the food and the service of the staff."

Reviewed on Aug 26, 2025

Simpson 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
$124 nightly
The price is $130 total per night from Sep 21 to Sep 22
$130 total
Sep 21 - Sep 22
Total with taxes and fees
Stay at this 4-star beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Hilton 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
$97 nightly
The price is $101 total per night from Aug 31 to Sep 1
$101 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,316 reviews)

Families like: Outdoor pools, kitchen, playground, babysitting

Travelers say...
"Most wonderful resort with amazing friendly staff. The amenities were amazing as was the food and the service of the staff."

Reviewed on Aug 26, 2025

Simpson 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
$126 nightly
The price is $131 total per night from Sep 27 to Sep 28
$131 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this 4-star 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! (1,225 reviews)

Families like: Outdoor pools, waterslide, playground, babysitting

Travelers say...
"Property was beautiful and kept together nicely"

Reviewed on Aug 25, 2025

The 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
$130 nightly
The price is $136 total per night from Aug 31 to Sep 1
$136 total
Aug 31 - Sep 1
Total with taxes and fees
Stay at this 4-star 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. ...
9/10 Wonderful! (1,176 reviews)
"This property is basically on the beach and in walking distance to a near by casino. They had dining options on the property as well as options with in walking distance and the staff was very friendly and helpful with suggestions for activities and eating. The villa rooms were larger than expected ..."

Reviewed on Aug 25, 2025

Hilton 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.
Holland House Beach 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 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.
Princess Heights Luxury Boutique Condo Hotel
The Villas at Simpson Bay Resort
Holland House Beach Hotel
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.
Oyster Bay Beach Resort
The Villas at Simpson Bay Resort
Divi Little Bay Beach Resort
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?

Lowest prices found within the past 4 hours. Prices and availability subject to change. Additional terms may apply.

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!

*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.