$98 Cheap flight deals from Boston (BOS) to Philipsburg (SXM)

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This Weekend's Flight Deals from Boston to Philipsburg

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 5 - Sat, Sep 12
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$450 Roundtrip, found 1 day ago
$450
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, Sep 5 from Logan Intl. to Princess Juliana Intl., returning Sat, Sep 12, priced at $450 found 1 day ago

Airfares from $98 One Way, $344 Round Trip from Boston to Philipsburg

Prices starting at $344 for return flights and $98 for one-way flights to Philipsburg were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 17 - Wed, Oct 21
BOS
Boston
SXM
Saint Martin
$344 Roundtrip, found 5 days ago
$344
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Oct 17 from Boston to Saint Martin, returning Wed, Oct 21, priced at $344 found 5 days ago
Sat, Feb 6 - Sat, Feb 13
BOS
Boston
SXM
Saint Martin
$346 Roundtrip, found 1 day ago
$346
Roundtrip
found 1 day ago
Select United flight, departing Sat, Feb 6 from Boston to Saint Martin, returning Sat, Feb 13, priced at $346 found 1 day ago
Mon, Jan 11 - Fri, Jan 15
BOS
Boston
SXM
Saint Martin
$349 Roundtrip, found 3 days ago
$349
Roundtrip
found 3 days ago
Select United flight, departing Mon, Jan 11 from Boston to Saint Martin, returning Fri, Jan 15, priced at $349 found 3 days ago
Sat, Oct 17 - Wed, Oct 21
BOS
Boston
SXM
Saint Martin
$349 Roundtrip, found 5 days ago
$349
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Oct 17 from Boston to Saint Martin, returning Wed, Oct 21, priced at $349 found 5 days ago
Tue, Nov 24 - Tue, Dec 1
BOS
Boston
SXM
Saint Martin
$374 Roundtrip, found 5 days ago
$374
Roundtrip
found 5 days ago
Select Air Canada flight, departing Tue, Nov 24 from Boston to Saint Martin, returning Tue, Dec 1, priced at $374 found 5 days ago

Philipsburg economy flight packages

Price found within the past 48 hours. Click for updated prices.
La Playa Orient Bay
4.0-star property

La Playa Orient Bay

9.4/10 Exceptional! (785 reviews)

Oct 21 - Oct 24

3 night stay

Boston (BOS) to Philipsburg (SXM)

American Airlines • Coach

Philipsburg (SXM) to Boston (BOS)

Air Canada • Coach
Price was $1,038, price is now $687 per person
$687
per person
found 1 day ago
Fabulous stay! Beautiful resort right on Orient Bay!

Reviewed on Aug 26, 2026

Simpson Bay Resort, Marina & Spa
4.0-star property

Simpson Bay Resort, Marina & Spa

9/10 Wonderful! (1,981 reviews)

Oct 3 - Oct 10

7 night stay

Boston (BOS) to Philipsburg (SXM)

United • Non-stop roundtrip • Coach
Price was $1,763, price is now $771 per person
$771
per person
found 1 day ago
Our stay at Simpson Bay Resort was okay overall, but there were definitely some areas that could use improvement. One of the positives was the beach area. It was nice and relaxing, and we appreciated that we were able to get a palapa and chairs in the morning without having to wake up extremely early just to reserve a spot. The paid breakfast buffet, however, was less than okay. The food was below average in taste, and there were very limited options for anyone with dietary restrictions or specific dietary needs. For the price, I would definitely recommend saving your money and going out to breakfast instead. Our biggest disappointment was the cleanliness and maintenance of the room. The room did not seem to be thoroughly cleaned. There was noticeable dust throughout, and the bathroom surfaces had streaks and residue on them. We also found stains on the bedsheets, which was concerning and made us question the overall cleanliness of the room and linens. Even more concerning, three out of the four people in our group developed severe rashes on their faces and bodies during our stay. We cannot say for certain what caused the reactions, but because several of us experienced the same issue, we were concerned that it may have been related to something we came into contact with at the resort, such as the pillows, bedding, or towels.

Reviewed on Sep 1, 2026

The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

9.2/10 Wonderful! (1,519 reviews)

Oct 3 - Oct 10

7 night stay

Boston (BOS) to Philipsburg (SXM)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,447, price is now $1,247 per person
$1,247
per person
found 1 day ago

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More About Flying To Philipsburg from Boston

Route Information for Flights from Boston to Philipsburg

Origin Airport IATA Code
BOS
Destination Airport IATA Code
SXM
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to Philipsburg

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.