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Simpson Bay

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Simpson Bay Flights as Low as $325

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

Spirit Airlines
Thu, May 22 - Sat, May 24
BDL
Bradley Intl.
SXM
Princess Juliana Intl.
$325 Roundtrip, found 3 days ago
$325
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, May 22 from Bradley Intl. to Princess Juliana Intl., returning Sat, May 24, priced at $325 found 3 days ago
Spirit Airlines
Sun, May 18 - Fri, May 23
CLE
Hopkins Intl.
SXM
Princess Juliana Intl.
$333 Roundtrip, found 10 hours ago
$333
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Sun, May 18 from Hopkins Intl. to Princess Juliana Intl., returning Fri, May 23, priced at $333 found 10 hours ago
American Airlines
Mon, May 5 - Wed, May 7
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
$349 Roundtrip, found 1 day ago
$349
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, May 5 from Pierre Elliott Trudeau Intl. to Princess Juliana Intl., returning Wed, May 7, priced at $349 found 1 day ago
Frontier Airlines
Fri, May 30 - Sun, Jun 1
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$360 Roundtrip, found 1 day ago
$360
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, May 30 from Miami Intl. to Princess Juliana Intl., returning Sun, Jun 1, priced at $360 found 1 day ago
American Airlines
Tue, Apr 29 - Wed, May 7
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
$362 Roundtrip, found 1 day ago
$362
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Apr 29 from Pierre Elliott Trudeau Intl. to Princess Juliana Intl., returning Wed, May 7, priced at $362 found 1 day ago
Frontier Airlines
Sat, May 31 - Mon, Jun 2
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$363 Roundtrip, found 1 day ago
$363
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 31 from Miami Intl. to Princess Juliana Intl., returning Mon, Jun 2, priced at $363 found 1 day ago
Frontier Airlines
Fri, May 30 - Mon, Jun 2
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$366 Roundtrip, found 1 day ago
$366
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, May 30 from Miami Intl. to Princess Juliana Intl., returning Mon, Jun 2, priced at $366 found 1 day ago
American Airlines
Sun, May 4 - Wed, May 7
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, May 4 from Pierre Elliott Trudeau Intl. to Princess Juliana Intl., returning Wed, May 7, priced at $367 found 1 day ago
Delta
Tue, Jul 29 - Sun, Aug 3
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$377 Roundtrip, found 15 hours ago
$377
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Jul 29 from Logan Intl. to Princess Juliana Intl., returning Sun, Aug 3, priced at $377 found 15 hours ago
Frontier Airlines
Mon, May 12 - Fri, May 16
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$383 Roundtrip, found 4 days ago
$383
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, May 12 from Philadelphia Intl. to Princess Juliana Intl., returning Fri, May 16, priced at $383 found 4 days ago
United
Tue, Jul 29 - Tue, Aug 5
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$408 Roundtrip, found 15 hours ago
$408
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Jul 29 from Logan Intl. to Princess Juliana Intl., returning Tue, Aug 5, priced at $408 found 15 hours ago
JetBlue Airways
Tue, May 20 - Thu, May 29
BDL
Bradley Intl.
SXM
Princess Juliana Intl.
$425 Roundtrip, found 2 hours ago
$425
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, May 20 from Bradley Intl. to Princess Juliana Intl., returning Thu, May 29, priced at $425 found 2 hours ago
American Airlines
Fri, May 30 - Sun, Jun 1
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$427 Roundtrip, found 1 day ago
$427
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 30 from Miami Intl. to Princess Juliana Intl., returning Sun, Jun 1, priced at $427 found 1 day ago
Copa
Tue, May 27 - Sun, Jun 1
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$441 Roundtrip, found 1 day ago
$441
Roundtrip
found 1 day ago
Select Copa flight, departing Tue, May 27 from Miami Intl. to Princess Juliana Intl., returning Sun, Jun 1, priced at $441 found 1 day ago
WestJet
Thu, Jul 10 - Thu, Jul 24
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
$488 Roundtrip, found 7 hours ago
$488
Roundtrip
found 7 hours ago
Select WestJet flight, departing Thu, Jul 10 from Pierre Elliott Trudeau Intl. to Princess Juliana Intl., returning Thu, Jul 24, priced at $488 found 7 hours ago
Delta
Mon, May 5 - Wed, May 7
OKC
Will Rogers World
SXM
Princess Juliana Intl.
$715 Roundtrip, found 13 hours ago
$715
Roundtrip
found 13 hours ago
Select Delta flight, departing Mon, May 5 from Will Rogers World to Princess Juliana Intl., returning Wed, May 7, priced at $715 found 13 hours ago

Cheap Flights to Simpson Bay

Fall in love at first flight with your vacation to Simpson Bay by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Simpson Bay on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Simpson Bay, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Simpson Bay

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Simpson Bay with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SXM airport.

What is the cheapest month to fly to Simpson Bay?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Simpson Bay are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Simpson Bay?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Simpson Bay.

What airport is best to fly into Simpson Bay?

When you’re planning your trip to Simpson Bay, convenience is the name of the game. Luckily, Simpson Bay Princess Juliana Intl. Airport is nearby so you can deplane and get going on checking off everything on your Simpson Bay must-do list.

How much are flights to Simpson Bay?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Simpson Bay on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $325, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Simpson Bay?

The trick to saving a stack of cash on your flight to Simpson Bay? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $325 right now, why wait?

Simpson Bay Flight Information
Destination airport
Princess Juliana Intl.
Destination airport IATA code
SXM
Roundtrip price
$323

Last Minute Hotel Deals in Simpson Bay

Simpson Bay Resort, Marina & Spa
Simpson Bay Resort, Marina & Spa
4 out of 5
Billy Folly Road 37, Simpson Bay
The price is $147 per night from May 15 to May 16
$147
includes taxes & fees
May 15 - May 16
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! (1,073 reviews)
"B"

Reviewed on Apr 10, 2025

Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village
The Morgan Resort Spa Village
4 out of 5
2 Beacon Hill Road, Simpson Bay
The price is $421 per night from May 1 to May 2
$421
includes taxes & fees
May 1 - May 2
Stay at this 4-star 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. ...
8.8/10 Excellent! (1,645 reviews)
"Being airplane lovers, we enjoyed the view of the famous Princess Julianne International Airport and Maho Beach near the resort. Our room as bright, well decorated in island colors and very comfortable and welcoming. The staff and facilities were amazing. We will return and have already spread the ..."

Reviewed on Apr 14, 2025

The Morgan Resort Spa Village
The Villas at Simpson Bay Resort
The Villas at Simpson Bay Resort
4 out of 5
Billy Folly Road No. 37A, Simpson Bay
The price is $200 per night from May 15 to May 16
$200
includes taxes & fees
May 15 - May 16
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! (1,159 reviews)
"The two bedroom villas are spacious. The view from the deck is amazing."

Reviewed on Apr 13, 2025

The Villas at Simpson Bay Resort
Hilton Vacation Club Flamingo Beach St. Maarten
Hilton Vacation Club Flamingo Beach St. Maarten
3.5 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
The price is $182 per night from Apr 27 to Apr 28
$182
includes taxes & fees
Apr 27 - Apr 28
Stay at this 3.5-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 ...
9/10 Wonderful! (1,007 reviews)
"I love this property, no issues at all"

Reviewed on Apr 11, 2025

Hilton Vacation Club Flamingo Beach St. Maarten
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
The price is $141 per night from Apr 29 to Apr 30
$141
includes taxes & fees
Apr 29 - Apr 30
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 ...
8.2/10 Very Good! (947 reviews)
"Great vacation! Staff is super friendly and the hotel is located walking distance from many restaurants and pubs. Family friendly!"

Reviewed on Apr 12, 2025

The Atrium Beach Resort and Spa, Ascend Hotel Collection
Hilton Vacation Club Royal Palm St. Maarten
Hilton Vacation Club Royal Palm St. Maarten
3.5 out of 5
115 Welfare Road, Simpson Bay
The price is $205 per night from May 1 to May 2
$205
includes taxes & fees
May 1 - May 2
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,004 reviews)
"Loved it"

Reviewed on Apr 11, 2025

Hilton Vacation Club Royal Palm St. Maarten
Baker's Suites
Baker's Suites
3.5 out of 5
Spinel Road #2, Simpson Bay
The price is $148 per night from May 12 to May 13
$148
includes taxes & fees
May 12 - May 13
Stay at this 3.5-star hotel in Simpson Bay. Enjoy free WiFi, breakfast (surcharge), and daily housekeeping. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (604 reviews)
"I was surprised there was no kettle, no breakfast bowls. The bathroom fan is very noisy and needs some maintenance. The room was excellent for the price, with a view of the sea, and two mins walk to the sandy bay with beach bars and eating facilities"

Reviewed on Apr 13, 2025

Baker's Suites
Mary's Boon Beach Resort & Spa
Mary's Boon Beach Resort & Spa
3 out of 5
117 Simpson Bay Road, Simpson Bay
The price is $163 per night from Apr 17 to Apr 18
$163
includes taxes & fees
Apr 17 - Apr 18
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 ...
8.6/10 Excellent! (1,001 reviews)
Unique spot...good for animal and aviation lovers
"Mary's Boon is a gem. I love all the animals around the place...especially the turtles and dogs! If you are not a dog lover it might be kind of hard to steer clear of them because they have the run of the place, but they are all sweet and if you are a dog lover you will really appreciate seeing them. ..."

Reviewed on Apr 12, 2025

Mary's Boon Beach Resort & Spa
See all 427 properties in Simpson Bay
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.