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BOS - SXM

$115 Find cheap flights from Boston to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Simpson Bay departing on 6/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 7/7
Sun 7/14

Search hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Simpson Bay.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Simpson Bay.
In the last 7 days travelers have searched 44,281,614 times on KAYAK, and here is why:

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Cheap flight deals from Boston to Simpson Bay (BOS-SXM)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:16 am - 3:10 pmBOS-SXM
29h 54m1 stop
6:25 pm - 10:25 amSXM-BOS
16h 00m1 stop
$233Frontier
Find Deal
Fri, Jun 21 - Mon, Jun 24
9:16 am - 3:10 pmBOS-SXM
29h 54m1 stop
6:25 pm - 10:25 amSXM-BOS
16h 00m1 stop
$243Frontier
Find Deal
Fri, Jun 28 - Mon, Jul 1
7:18 pm - 2:05 pmBOS-SXM
18h 47m2 stops
3:05 pm - 11:33 pmSXM-BOS
8h 28m1 stop
$331Spirit Airlines
Find Deal
Tue, Jul 16 - Wed, Jul 24
7:18 pm - 2:05 pmBOS-SXM
18h 47m2 stops
3:05 pm - 9:33 amSXM-BOS
18h 28m2 stops
$356Spirit Airlines
Find Deal
Tue, Jul 16 - Wed, Jul 24
5:19 pm - 1:35 pmBOS-SXM
20h 16m2 stops
2:35 pm - 12:21 pmSXM-BOS
21h 46m2 stops
$442American Airlines
Find Deal
Tue, Sep 3 - Sun, Sep 8
8:16 am - 12:31 pmBOS-SXM
4h 15mnonstop
1:35 pm - 6:01 pmSXM-BOS
4h 26mnonstop
$445JetBlue
Find Deal
Tue, Jul 16 - Tue, Jul 23
8:16 am - 12:31 pmBOS-SXM
4h 15mnonstop
1:35 pm - 6:01 pmSXM-BOS
4h 26mnonstop
$446JetBlue
Find Deal
Thu, Jun 27 - Thu, Jul 4
7:40 am - 1:35 pmBOS-SXM
29h 55m1 stop
2:22 pm - 8:04 amSXM-BOS
17h 42m2 stops
$452American Airlines
Find Deal
Sat, Sep 28 - Sat, Oct 5
6:00 am - 2:51 pmBOS-SXM
8h 51m2 stops
4:55 pm - 12:06 pmSXM-BOS
20h 11m2 stops
$499United Airlines
Find Deal
Tue, Oct 29 - Tue, Nov 12
7:05 pm - 2:43 pmBOS-SXM
19h 38m2 stops
3:55 pm - 9:26 amSXM-BOS
17h 31m2 stops
$519United Airlines
Find Deal
Sat, Aug 17 - Sat, Aug 24

Flights from Boston to Simpson Bay - Travel Insights & Trends

Get data-powered insights and trends into flights from Boston to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Boston to Simpson Bay?

The average price of all flights from Boston to Simpson Bay clicked on KAYAK for each day over the last 12 months.
When flying from Boston to Simpson Bay, you should consider leaving on a Tuesday and avoid Saturdays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Mondays and the most expensive ones on Saturdays.

What is the cheapest month to fly from Boston to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Boston to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Boston to Simpson Bay is September, where tickets cost $503 on average. On the other hand, the most expensive months are April and March, where the average cost of tickets is $849 and $817 respectively.

How far in advance should I book a flight from Boston to Simpson Bay?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Boston to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Boston to Simpson Bay, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 days before departure.

Which airlines provide the cheapest flights from Boston to Simpson Bay?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Boston to Simpson Bay found on KAYAK was with Frontier for $115. Frontier proposed a round-trip connection from $233 and Spirit Airlines from $331.

Which airlines fly non-stop between Boston and Simpson Bay?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Boston to Simpson Bay.
There is just one airline that flies from Boston to Simpson Bay direct and that is JetBlue. The best one-way deal found from JetBlue for the route is $471.

How many flights are there between Boston and Simpson Bay per day?

There is a maximum of 1 nonstop flight a day that takes off from Boston and lands in Simpson Bay, with an average flight time of 4h 12m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 3 flights.

Which cabin class options are there for flights between Boston and Simpson Bay?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 2 cabin class options for the route. These are Business and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Boston to Simpson Bay take?

A direct flight to Simpson Bay will take on average 3h 59m to travel the 1,742 miles flying distance from Boston.

What’s the earliest departure time from Boston to Simpson Bay?

Early birds can take the earliest flight from Boston at 7:48 am and will be landing in Simpson Bay at 12:00 pm.

What’s the latest departure time from Boston to Simpson Bay?

If you prefer to fly at night, the latest flight from Boston to Simpson Bay jets off at 8:55 am and lands at 1:07 pm.

Good to know

Low season

September

High season

February

Cheapest flight

$115
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Boston to Simpson Bay

When to book flights from Boston to Simpson Bay

Are your dates flexible? Find out the best times to travel from Boston to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Simpson Bay

  • What is the cheapest flight from Boston to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Boston to Simpson Bay was $115 for a one-way ticket and $233 for a round-trip.

  • Do I need a passport to fly between Boston and Simpson Bay?

    Yes

  • Which airports will I be using when flying from Boston to Simpson Bay?

    When flying out of Boston you will be using Boston Logan Intl. You will be landing at Simpson Bay, also known as Simpson Bay Princess Juliana.

  • Which airlines offer Wi-Fi service onboard planes from Boston to Simpson Bay?

    JetBlue, and Delta offer inflight Wi-Fi service on the Boston to Simpson Bay flight route.

  • Which aircraft models fly most regularly from Boston to Simpson Bay?

    The Airbus A318/A319/A320/A321 is the aircraft model that flies most regularly on the Boston to Simpson Bay flight route.

  • On which days can I fly direct from Boston to Simpson Bay?

    You can catch a nonstop flight from Boston to Simpson Bay on on Tuesday, Thursday, and Saturday.

  • Which is the best airline for flights from Boston to Simpson Bay, Delta or JetBlue?

    The two airlines most popular with KAYAK users for flights from Boston to Simpson Bay are Delta and JetBlue. With an average price for the route of $581 and an overall rating of 8.0, Delta is the most popular choice. JetBlue is also a great choice for the route, with an average price of $725 and an overall rating of 7.6.

  • How does KAYAK find such low prices on flights from Boston to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Boston with another airline. Booking your flights between Boston and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Boston to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $235 or less one-way and $492 or less round-trip.

Prefer to fly non-stop from Boston to Simpson Bay?

Find which airlines fly direct from Logan Intl to Princess Juliana, which days they fly and book direct flights.

Nonstop departures

Boston Logan Intl to Simpson Bay Princess Juliana

Tuesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

See more direct flights

Nonstop returns

Simpson Bay Princess Juliana to Boston Logan Intl

Tuesday

JetBlue, Qatar Airways

JetBlue, Qatar Airways

Thursday

JetBlue, Qatar Airways

JetBlue, Qatar Airways

Saturday

JetBlue, Qatar Airways

JetBlue, Qatar Airways

See more direct flights
See more direct flights

Top 5 airlines serving from Boston to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Boston to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10363 reviews
8.0Entertainment
7.4Food
7.9Comfort
8.2Boarding
8.6Crew
Airline reviews

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

8.0 Excellentmilton, Jun 2024ANC - MSP
Read more about Delta reviews

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Overall fine but both ways for this trip was delayed.

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

The boarding and flight were ok, but there were several painful issues. The flight was 3:20 in the air and almost four hours door to door, but they only had snack packs on the plane. They really need to have food on longer flights or make it clear to everyone that they won’t have food. They also advertise free WiFi, but it did not work for 90% of this flight. Again, almost four hours door to door. If I had known I was flying spirit for JetBlue prices then I would have planned differently.

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Everything was pretty good except for food. They need to improve on it compared to other airlines.

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

Not worth the premium paid for the first class ticket

Not worth the price of premium class ticket paid, felt more like steerage.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

I flew Delta last week and United Airlines is a poor substitute mechanical problems with the plane and shitty food among other things made my travel experience what’s become to be expected from United no way is it ever worth the money they make us pay

I had a great flight. Everything went smoothly and the flight arrived early.

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

Terrible. I didn’t fly and I had an important meeting the next day.

Missed this flight due to the first AA flight delay

Equipment swap led to 2+ hour delay on international flight. And to top it off, boarding took forever.

Wretched scheduling - they got themselves into a critical crew situation and didn’t try to address it until 15 minutes before they had to cancel my flight

They cancelled two flight and got us onto another airline, which was also delayed.

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

Missed connection from Philadelphia to London because flight from DC was seriously delayed. Was re-routed the next day (had to pay for hotel) to Zurich and was given a main cabin middle seat while I had paid for premium. Great job AA!!!

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Could have TV/Movie and some water ou soda free

Flight was good and clean but delayed over an hour on the return flight.

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

We can’t predict circumstances like this ahead of time, but I give your staff a hats off for immediately giving us updated informations.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

EVERYTHING WAS WONDERFUL HOSPITALITY THE HELP.THE SEATING FRIENDLY ALWAYS HAVE A GOOD RIDE NOT ONE BAD EXPERIENCE WITH THEM

This was the smoothest flight I have had in awhile. I was also offered an exit row seat for a great upgrade cost and was able to sleep almost thr whole flight due to comfort and a smooth flight. We left on time and arrived on time.

No food not even water offered unless you buy it and no usb in the seat but other than that everything was good

Book cheap flights from Boston to Simpson Bay

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Boston to Simpson Bay found on KAYAK in the last 72 hours.
6/28Fri
1 stopFrontier
29h 54mBOS-SXM
$115
6/24Mon
2 stopsSpirit Airlines
40h 29mBOS-SXM
$149
7/27Sat
1 stopUnited Airlines
10h 59mBOS-SXM
$187
6/28Fri
2 stopsSpirit Airlines
23h 22mBOS-SXM
$195
10/24Thu
1 stopCopa Airlines
19h 46mBOS-SXM
$196
7/1Mon
1 stopSpirit Airlines
7h 38mBOS-SXM
$199
11/28Thu
1 stopDelta
7h 49mBOS-SXM
$256
10/24Thu
2 stopsAmerican Airlines
27h 27mBOS-SXM
$262
6/13Thu
nonstopJetBlue
4h 15mBOS-SXM
$306
7/27Sat
nonstopJetBlue
4h 12mBOS-SXM
$396

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Last minute flights from Boston to Simpson Bay

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Boston to Simpson Bay that are departing in the next 10 days.
6/7Fri
multi-stopFrontier
29h 54mBOS-SXM
6/10Mon
multi-stopFrontier
16h 00mSXM-BOS
$272
6/7Fri
multi-stop
29h 54mBOS-SXM
6/14Fri
multi-stop
25h 59mSXM-BOS
$403
6/8Sat
multi-stopSpirit Airlines
7h 38mBOS-SXM
6/22Sat
multi-stopSpirit Airlines
9h 55mSXM-BOS
$495
6/8Sat
multi-stopSpirit Airlines
7h 38mBOS-SXM
6/22Sat
multi-stopSpirit Airlines
23h 41mSXM-BOS
$530
6/8Sat
multi-stopUnited Airlines
6h 47mBOS-SXM
6/9Sun
multi-stopUnited Airlines
19h 23mSXM-BOS
$631
6/8Sat
multi-stopUnited Airlines
6h 47mBOS-SXM
6/9Sun
multi-stopUnited Airlines
8h 04mSXM-BOS
$685
6/8Sat
multi-stopJetBlue
10h 17mBOS-SXM
6/22Sat
nonstopJetBlue
4h 23mSXM-BOS
$695
6/8Sat
nonstopJetBlue
4h 21mBOS-SXM
6/22Sat
nonstopJetBlue
4h 23mSXM-BOS
$745
6/8Sat
multi-stopAmerican Airlines
19h 05mBOS-SXM
6/10Mon
multi-stopAmerican Airlines
22h 08mSXM-BOS
$4,220
6/7Fri
multi-stopAmerican Airlines
9h 04mBOS-SXM
6/10Mon
multi-stopAmerican Airlines
22h 08mSXM-BOS
$5,867

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Boston - Simpson Bay Flights

Departure:

Boston (BOS)United States

Destination:

Simpson Bay (SXM)St. Maarten

Return flight deals:

Simpson Bay - Boston

Cabin classes:

$1,140
$1,333
$412