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

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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.

Wed, Nov 18 - Wed, Nov 25
SDQ
Las Americas Intl.
SXM
Princess Juliana Intl.
$246 Roundtrip, found 6 days ago
$246
Roundtrip
found 6 days ago
Select Arajet flight, departing Wed, Nov 18 from Las Americas Intl. to Princess Juliana Intl., returning Wed, Nov 25, priced at $246 found 6 days ago
Sun, Oct 18 - Thu, Oct 22
BWI
Baltimore Washington Intl. Thurgood Marshall
SXM
Princess Juliana Intl.
$285 Roundtrip, found 19 hours ago
$285
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Sun, Oct 18 from Baltimore Washington Intl. Thurgood Marshall to Princess Juliana Intl., returning Thu, Oct 22, priced at $285 found 19 hours ago
Sun, Nov 8 - Wed, Nov 11
IAD
Washington Dulles Intl.
SXM
Princess Juliana Intl.
$285 Roundtrip, found 5 days ago
$285
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Nov 8 from Washington Dulles Intl. to Princess Juliana Intl., returning Wed, Nov 11, priced at $285 found 5 days ago
Tue, Nov 3 - Fri, Nov 6
RDU
Raleigh - Durham Intl.
SXM
Princess Juliana Intl.
$285 Roundtrip, found 2 hours ago
$285
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Tue, Nov 3 from Raleigh - Durham Intl. to Princess Juliana Intl., returning Fri, Nov 6, priced at $285 found 2 hours ago
Mon, Oct 26 - Sat, Oct 31
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$286 Roundtrip, found 6 days ago
$286
Roundtrip
found 6 days ago
Select WestJet flight, departing Mon, Oct 26 from Pearson Intl. to Princess Juliana Intl., returning Sat, Oct 31, priced at $286 found 6 days ago
Sat, Dec 12 - Wed, Dec 16
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$290 Roundtrip, found 10 hours ago
$290
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sat, Dec 12 from John F. Kennedy Intl. to Princess Juliana Intl., returning Wed, Dec 16, priced at $290 found 10 hours ago
Sat, Jan 9 - Wed, Jan 13
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$302 Roundtrip, found 23 hours ago
$302
Roundtrip
found 23 hours ago
Select United flight, departing Sat, Jan 9 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Wed, Jan 13, priced at $302 found 23 hours ago
Sat, Nov 14 - Tue, Nov 17
DCA
Ronald Reagan Washington National
SXM
Princess Juliana Intl.
$307 Roundtrip, found 2 days ago
$307
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Nov 14 from Ronald Reagan Washington National to Princess Juliana Intl., returning Tue, Nov 17, priced at $307 found 2 days ago
Thu, Dec 31 - Thu, Jan 7
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
Select United flight, departing Thu, Dec 31 from Logan Intl. to Princess Juliana Intl., returning Thu, Jan 7, priced at $312 found 1 day ago
OriginDestinationTravel DatesFlights From*
YYZSimpson BayNovember 16 to November 19$288
JFKSimpson BayNovember 16 to November 19$290
JFKSimpson BayNovember 16 to November 19$290
EWRSimpson BayJanuary 9 to January 13$302
BOSSimpson BayOctober 30 to November 6$310
YULSimpson BayOctober 24 to October 31$329
FLLSimpson BayOctober 26 to October 28$386
MIASimpson BayNovember 1 to November 6$391
PHLSimpson BayDecember 13 to January 8$407
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKSimpson BayOctober 4 to October 8$395
JFKSimpson BayOctober 4 to October 8$395
BOSSimpson BayOctober 3 to October 10$502
EWRSimpson BayOctober 3 to October 10$503
FLLSimpson BayOctober 4 to October 8$529
PHLSimpson BayOctober 3 to October 10$702
YYZSimpson BayOctober 3 to October 10$780
MIASimpson BayOctober 4 to October 10$874
*Prices include taxes and fees

Best Sint Maarten Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
3.5-star property

Princess Heights Luxury Boutique Condo Hotel

Dec 9 - Dec 14

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 $1,307, price is now $796 per person
$796
per person
found 1 day ago
Simpson Bay Resort, Marina & Spa
4.0-star property

Simpson Bay Resort, Marina & Spa

Dec 8 - Dec 15

7 night stay

Boston (BOS) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • Coach
Price was $2,596, price is now $1,170 per person
$1,170
per person
found 14 hours ago
The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

Dec 9 - Dec 14

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 $2,049, price is now $1,001 per person
$1,001
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Sint Maarten
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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! (2,078 reviews)
"Great location balcony amazing and rooms were well air conditioned"

Reviewed on Oct 1, 2026

Opens in a new windowSimpson Bay Resort, Marina & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
Book a stay at this beach property in 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.
Opens in a new windowSonesta Maho Beach All Inclusive Resort Casino & 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.
Opens in a new windowThe Morgan Resort Spa Village
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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! (1,001 reviews)
"Beach was nice. A lot of seaweed. But it’s cleaned daily. The main restaurant was low on choices. The beach bar is much better for food. Very nice staff."

Reviewed on Sep 30, 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 $246 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 17 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, November 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 $246. 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 $246 and $874 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.

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