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BOS - SXM

Find cheap flights from Boston to Simpson Bay from $100

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 6/4. 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
mié. 6/12
mié. 6/19

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 41,771,603 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
6:10 am - 1:44 pmBOS-SXM
7h 34m1 stop
4:14 pm - 8:56 amSXM-BOS
16h 42m1 stop
mié., may. 29 - dom., jun. 2
7:49 pm - 1:44 pmBOS-SXM
17h 55m2 stops
4:09 pm - 10:36 amSXM-BOS
18h 27m1 stop
jue., may. 30 - lun., jun. 3
6:10 am - 1:48 pmBOS-SXM
7h 38m1 stop
2:44 pm - 4:43 pmSXM-BOS
25h 59m2 stops
$304Spirit Airlines
Find Deal
mié., jun. 5 - mié., jun. 12
6:10 am - 1:48 pmBOS-SXM
7h 38m1 stop
2:44 pm - 4:43 pmSXM-BOS
25h 59m2 stops
$312Spirit Airlines
Find Deal
mié., jun. 5 - mié., jun. 12
8:30 pm - 4:02 pmBOS-SXM
18h 32m2 stops
5:00 pm - 10:42 amSXM-BOS
18h 42m2 stops
$419American Airlines
Find Deal
mar., nov. 5 - mar., nov. 12
8:30 pm - 4:02 pmBOS-SXM
18h 32m2 stops
5:00 pm - 1:12 pmSXM-BOS
21h 12m1 stop
$429American Airlines
Find Deal
mar., nov. 5 - mar., nov. 12
8:10 am - 12:25 pmBOS-SXM
4h 15mnonstop
1:35 pm - 6:01 pmSXM-BOS
4h 26mnonstop
$445JetBlue
Find Deal
jue., ago. 1 - jue., ago. 8
6:00 am - 3:51 pmBOS-SXM
8h 51m1 stop
2:55 pm - 12:55 amSXM-BOS
11h 00m1 stop
$462United Airlines
Find Deal
mar., nov. 5 - sáb., nov. 9
7:40 am - 2:11 pmBOS-SXM
6h 31m1 stop
1:17 pm - 5:53 pmSXM-BOS
4h 36mnonstop
$471JetBlue
Find Deal
mar., jun. 4 - dom., jun. 9
5:50 am - 4:49 pmBOS-SXM
10h 59m1 stop
1:30 pm - 11:58 pmSXM-BOS
34h 28m2 stops
$554United Airlines
Find Deal
sáb., jul. 6 - sáb., jul. 13

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 $504 on average. On the other hand, the most expensive months are April and March, where the average cost of tickets is $849 and $822 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 5 days before departure. For the absolute cheapest price, our data suggests you should book 23 days before departure.

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 $475.

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 21m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 4 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 4h 01m 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 6:19 am and will be landing in Simpson Bay at 10:40 am.

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

$100
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 $100 for a one-way ticket and $225 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, Saturday, and Sunday.

  • 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 $586 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 $743 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

Top tips for finding a cheap flight from BOS to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $235 or less one-way and $482 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

Sunday

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

Sunday

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 10736 reviews
8.0Entertainment
7.9Comfort
8.6Crew
7.4Food
8.2Boarding
Airline reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

2.0 MediocreDevan, May 2024AUS - BOS
Read more about Delta reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

Boarding was chaotic. I didn’t finish dinner because I went to bed early. Breakfast omelet was overcooked and tasteless but croissant was better than usual. Plane was dirty—crumbs in every seam and lavatory was poorly maintained (paint peeling, etc.) and toilet paper had not been refreshed before takeoff. No cubby for storage in first and seat was narrow.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

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.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

Not a fan of the diagonal partially enclosed business class seats or how they have to be converted to beds manually by crew. I prefer more isolation and user control for switching to lie flat.

No lounge access with “United First” ticket. False alarm about late flight, jeopardizing connection. Wrong meal. Loose power socket would not hold plug, could not charge device. In-flight access to text messaging did not work. Toilet seat on plane would not stay up.

We ended up with seats in the very back. So they did not recline. Have no idea why, we reserved and checked in very early. The isles were very narrow and the seats had very little leg room. But they did give us water, and a snack.

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

Check in etc was very good. As for on the plane, it was like flying in a freezer. It was so cold, i have flown for years and never been so cold on a plane. Staff on board said its always cold when flying which is a load of rubbish. They wouldnt put any heating on and now i have the flu because of this .

I’ve had a couple flights this week on United that were delayed by an hour or more

Flight was delayed 2.5 hours - a big deal on an overnight when you plan to sleep.

I feel like they have upgraded the app since I last flew United and I found it to be super helpful. I had stopped flying United unless absolutely necessary and my experience on this trip indicates they have been working hard to improve their services.

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Liked - nothing. Disliked - delayed 35+ min sitting on the plane. Caused me to miss my connection in Charlotte. American Airlines is the worst US Air Carrier company with atrocious customer service.

Worst situation ever! I booked my tickets for this trip on Alaska Airlines. I guess AA is a partner and we flew nonstop from Eugene to PHX on an AA jet. I had to pay for luggage from PHX to EUG. And this was an Alaska Airlines reservation paid for with Alaska airlines credit card! Got to the PHX airport and was not able to check bags because of some weird issue with the AA software. My reservation had to be the-entered by the agent. I will never pick another American Airlines flight on the Alaska Airlines website. While on vacation, I tried to upgrade our seats for the trip home. The request just buffered and never went through. I tried four times and was charged four times on my credit card. The card was charged but the seats were never changed. What a wreck!

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. Very comfortable business seats with nice bedding. Good food. We were delayed to let late passengers on the flight, but otherwise great experience.

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

They stuck us with multiple extra fees. I will never fly spirit again

Arrived 3 hours early and never made it past baggage drop

Flight delayed then canceled! I will NEVER fly Spirit Airlines again and will tell all my friends!

Absolutely terrible. The boarding process had zero organization. Mobs of people trying to board. People were climbing over my child's stroller with her in it. No families were boarded first. Boarding was delayed with no reasoning or notification that it would be late. We were then stuck on the plane for 45 minutes after landing. Then waited over two hours for our luggage. There was zero communication with the travelers. Never have I experienced such I professionalism and disgrace of others. Extremely disappointed.

For it to have left on time! Instead of two hours early with zero notice

Flight kept delayed from morning to late afternoon so I had to make other arrangements

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

Terrible… missed our flight due to ridiculously long time to go thru baggage check-in!

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

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.
6/4mar.
2 stopsSpirit Airlines
18h 12mBOS-SXM
$100
6/3lun.
1 stopSpirit Airlines
7h 34mBOS-SXM
$103
6/4mar.
1 stopSpirit Airlines
19h 47mBOS-SXM
$110
6/3lun.
2 stopsSpirit Airlines
42h 12mBOS-SXM
$140
6/3lun.
2 stopsSpirit Airlines
39h 21mBOS-SXM
$144
6/4mar.
3 stopsSpirit Airlines
23h 55mBOS-SXM
$150
6/6jue.
1 stopSpirit Airlines
21h 06mBOS-SXM
$153
6/7vie.
1 stopSpirit Airlines
7h 38mBOS-SXM
$155
8/14mié.
3 stops
37h 43mBOS-SXM
$257
6/15sáb.
2 stops
16h 20mBOS-SXM
$568

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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.
5/17vie.
multi-stopFrontier
29h 00mBOS-SXM
5/19dom.
multi-stopFrontier
16h 47mSXM-BOS
$318
5/17vie.
multi-stopFrontier
26h 32mBOS-SXM
5/19dom.
multi-stopFrontier
16h 47mSXM-BOS
$369
5/17vie.
multi-stop
29h 00mBOS-SXM
5/24vie.
multi-stop
33h 38mSXM-BOS
$415
5/16jue.
multi-stopJetBlue
6h 36mBOS-SXM
5/21mar.
multi-stopJetBlue
8h 50mSXM-BOS
$618
5/17vie.
multi-stopSpirit Airlines
7h 34mBOS-SXM
5/24vie.
multi-stopSpirit Airlines
30h 53mSXM-BOS
$620
5/17vie.
multi-stopSpirit Airlines
23h 51mBOS-SXM
5/24vie.
multi-stopSpirit Airlines
30h 53mSXM-BOS
$637
5/17vie.
multi-stopJetBlue
8h 26mBOS-SXM
5/21mar.
multi-stopJetBlue
8h 50mSXM-BOS
$666
5/16jue.
multi-stopAmerican Airlines
7h 27mBOS-SXM
5/23jue.
multi-stopAmerican Airlines
10h 49mSXM-BOS
$768
5/14mar.
multi-stopAmerican Airlines
16h 30mBOS-SXM
5/21mar.
multi-stopAmerican Airlines
17h 13mSXM-BOS
$769
5/14mar.
multi-stopDelta
7h 55mBOS-SXM
5/15mié.
multi-stopDelta
10h 24mSXM-BOS
$835

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Boston - Simpson Bay Flights

Departure:

Boston (undefined)United States

Destination:

Simpson Bay (SXM)St. Maarten

Return flight deals:

Simpson Bay - Boston

Cabin classes:

$1,340
$1,333
$445