Cheap Flights to Sint Maarten from $98 (2026/2027)

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

Jet to one of Sint Maarten's top cities

A wooden pier extending into calm waters with sailboats anchored nearby.

Simpson Bay

Flights
Simpson Bay

How Much Does it Cost To Fly To Sint Maarten?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 27 - Wed, Oct 28
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Select United flight, departing Tue, Oct 27 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Wed, Oct 28, priced at $285 found 1 day ago
Mon, Dec 7 - Tue, Dec 22
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$285 Roundtrip, found 20 hours ago
$285
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Mon, Dec 7 from John F. Kennedy Intl. to Princess Juliana Intl., returning Tue, Dec 22, priced at $285 found 20 hours ago
Mon, Dec 7 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
SXM
Princess Juliana Intl.
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Select United flight, departing Mon, Dec 7 from Raleigh - Durham Intl. to Princess Juliana Intl., returning Thu, Dec 10, priced at $285 found 1 day ago
Sun, Oct 25 - Thu, Oct 29
DCA
Ronald Reagan Washington National
SXM
Princess Juliana Intl.
$285 Roundtrip, found 4 days ago
$285
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Oct 25 from Ronald Reagan Washington National to Princess Juliana Intl., returning Thu, Oct 29, priced at $285 found 4 days ago
Tue, Dec 1 - Sat, Dec 5
LGA
LaGuardia
SXM
Princess Juliana Intl.
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 1 from LaGuardia to Princess Juliana Intl., returning Sat, Dec 5, priced at $285 found 1 day ago
Wed, Jan 13 - Fri, Jan 29
TPA
Tampa Intl.
SXM
Princess Juliana Intl.
$298 Roundtrip, found 1 day ago
$298
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 13 from Tampa Intl. to Princess Juliana Intl., returning Fri, Jan 29, priced at $298 found 1 day ago
Fri, Nov 13 - Tue, Nov 17
BWI
Baltimore Washington Intl. Thurgood Marshall
SXM
Princess Juliana Intl.
$309 Roundtrip, found 6 days ago
$309
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Nov 13 from Baltimore Washington Intl. Thurgood Marshall to Princess Juliana Intl., returning Tue, Nov 17, priced at $309 found 6 days ago
Sat, Jan 23 - Thu, Jan 28
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$317 Roundtrip, found 2 days ago
$317
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jan 23 from Logan Intl. to Princess Juliana Intl., returning Thu, Jan 28, priced at $317 found 2 days ago
OriginDestinationTravel DatesFlights From*
JFKSimpson BayDecember 1 to December 5$286
JFKSimpson BayDecember 1 to December 5$286
EWRSimpson BayJanuary 18 to January 21$292
YYZSimpson BayDecember 8 to December 15$306
BOSSimpson BayJanuary 23 to January 30$325
YULSimpson BayDecember 8 to December 15$334
MIASimpson BayNovember 29 to December 3$377
FLLSimpson BayNovember 16 to November 20$378
PHLSimpson BayDecember 7 to December 15$429
FCOSimpson BayNovember 6 to November 23$901
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKSimpson BayOctober 17 to October 21$395
JFKSimpson BayOctober 17 to October 21$395
BOSSimpson BayOctober 17 to October 31$503
FLLSimpson BayOctober 17 to October 24$544
EWRSimpson BayOctober 18 to October 19$719
PHLSimpson BayOctober 17 to October 19$817
YULSimpson BayOctober 17 to October 24$1,252
*Prices include taxes and fees

Best Sint Maarten Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Morgan Resort Spa Village
4.0-star property

The Morgan Resort Spa Village

Oct 27 - Oct 31

4 night stay

Boston (BOS) to Philipsburg (SXM)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,630, price is now $787 per person
$787
per person
found 1 day ago
Princess Heights Luxury Boutique Condo Hotel
3.5-star property

Princess Heights Luxury Boutique Condo Hotel

Jan 12 - Jan 17

5 night stay

Boston (BOS) to Philipsburg (SXM)

American Airlines • Non-stop • Coach

Philipsburg (SXM) to Boston (BOS)

Air Canada • Non-stop • Coach
Price was $1,946, price is now $905 per person
$905
per person
found 1 day ago
Simpson Bay Resort, Marina & Spa
4.0-star property

Simpson Bay Resort, Marina & Spa

Jan 8 - Jan 12

4 night stay

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

United • Roundtrip • Coach
Save 100% on your flight
Price was $2,516, price is now $1,309 per person
$1,309
per person
found 18 hours ago
Don't see what you're looking for?
See all available trips from Boston to Sint Maarten
View all trips

Travelers ❤️ These Sint Maarten 🏨

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
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 reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
9/10 Wonderful! (2,112 reviews)
"Beautiful property. Most of the staff were friendly!! Loved the pools and how the hotel was right on the beach. we did experience a few minor inconveniences such as the toilet not flushing all the time or how the shower didn't get as hot as we would have liked. Other than that, I do recommend this ..."

Reviewed on Oct 14, 2026

Opens in a new windowSimpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
9/10 Wonderful! (2,423 reviews)
"I enjoyed my stay at the Morgan, the staff were really good and everyone was friendly."

Reviewed on Oct 15, 2026

Opens in a new windowThe Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
8/10 Very Good! (3,254 reviews)
"Nice hotel. Brilliant staff. Good food. Great location."

Reviewed on Oct 15, 2026

Opens in a new windowSonesta Maho Beach All Inclusive Resort Casino & Spa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Port of St. Maarten and Grand Case Beach are located nearby.
9/10 Wonderful! (1,004 reviews)
"The resort gives the perfect (quiet)getaway vibe, which allows you to rest and relax away from the hustle and fast pace tourist spots. The room was clean and furnished with modern amenities. The views were serene and therapeutic. Overall stay was excellent!!!"

Reviewed on Oct 14, 2026

Opens in a new windowOyster Bay Beach Resort
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.

Frequently asked questions

How much is the cheapest flight to Sint Maarten?
Some travelers booked a roundtrip flight to Sint Maarten for as little as $285 in the last seven days. If you see a fare you like, book fast. Cheap deals don't wait around for long! This price was available on Travelocity for flights to Sint Maarten departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Sint Maarten?
Lock in a seat with one of the 15 airlines that operate flights to Sint Maarten. If you're spending some time in Cul de Sac, let Saint Barth Commuter whisk you away to this buzzing destination to explore its top attractions. This well-known carrier offers 485 flights there a month.
What is the cheapest month to fly to Sint Maarten?
According to Travelocity's direct return flight demand from January to December last year, October is the cheapest time to hop on a plane to Sint Maarten. Look for flights during this month and snap up an awesome deal today.
How can I check my flight status to Sint Maarten?
Head to Travelocity's customer portal, Trips. You'll find almost everything related to your flight to Sint Maarten here, including important information about your flight status, gate changes and more. Trips is located at the top right of the Travelocity homepage. Simply sign up, log in and get the answers you need. You can also access your itinerary on the move and get real-time travel updates through the Travelocity app. You'll find all your itineraries in one place, so you can easily share details with any members of your family flying with you.
How do I find the best deals on flights to Sint Maarten?
It's always good to book ahead, and if you can, avoid traveling during peak periods. Another smart way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. It's an easy way to compare prices for nearby days. In the last seven days, the best price for a roundtrip flight to Sint Maarten was $285. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Sint Maarten with Travelocity?
An amazing vacation is at the click of a button when you organize your trip with Travelocity. With great deals on cheap family flights, places to stay, rental cars and more, we make it easy to find the best prices to suit your needs. You can also take advantage of our 24/7 social media assistance and free cancellations on most hotels during every step of the process. Wander wisely with us and reserve your cheap flights to Sint Maarten today.
What are the most popular flight routes to Sint Maarten?
If you're planning to hop on a flight to Sint Maarten, here are some major routes to think about:

  • Gustavia (SBH-Gustaf III) to Princess Juliana Intl. Airport (SXM) - 4,710 flights a month.
  • The Valley (AXA-Clayton J. Lloyd Intl.) to Princess Juliana Intl. Airport (SXM) - 424 flights a month.
  • New York, NY (JFK-John F. Kennedy Intl.) to Princess Juliana Intl. Airport (SXM) - 216 flights a month.

How much is a flight to Sint Maarten on average?
Roundtrip flights to Sint Maarten were priced between $285 and $1,252 in the last seven days. If you spot a ticket price that works with your budget, get in quick. Cheap deals don't last long! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Sint Maarten?
The duration of a direct flight to Sint Maarten differs, but here you can see the average journey times for a few top routes:

  • Gustavia (SBH-Gustaf III) to Princess Juliana Intl. Airport (SXM) - 15 minutes
  • The Valley (AXA-Clayton J. Lloyd Intl.) to Princess Juliana Intl. Airport (SXM) - 10 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Princess Juliana Intl. Airport (SXM) - 3 hours and 55 minutes

What can I expect on a flight to Sint Maarten?
The length of your flight and whether you fly with a full-service or budget carrier will determine what to expect on board. If you're searching for long-haul flights to Sint Maarten, food and entertainment are routine inclusions. Interested in cheap flights for family vacations? Check out the fares with budget carriers. Usually, these airlines don't offer as many inclusions, or you may have to pay extra for them.

Explore More Ways to Travel with Travelocity