SXM - BOS

$187 Find Cheap Flights from Simpson Bay to Boston - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Simpson Bay to Boston departing on 7/16. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Boston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Simpson Bay to Boston, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$362
Typical prices: $581-$357
Delta
土 7/4土 7/11
SXM - BOS • 1 stop
Cheapest non-stop
$409
JetBlue
土 7/4土 7/11
SXM - BOS • Non-stop
Nonstop flights
1 day a week
Sat
You can fly direct with JetBlue. Average duration is 4h 23m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from $362 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $315 (round-trip)
Shortest trip • 8h 05m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Boston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Simpson Bay to Boston (SXM-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Simpson Bay to Boston 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Simpson Bay to Boston

土, 7月 4 - 土, 7月 11
Delta Logo
3:40 pm - 7:24 am
SXM
-
BOS
15h 44m
1 stop
Delta Logo
6:05 am - 2:10 pm
BOS
-
SXM
8h 05m
1 stop
$362Delta
木, 7月 23 - 木, 7月 30
United Airlines Logo
3:50 pm - 9:29 am
SXM
-
BOS
17h 39m
2 stops
United Airlines Logo
6:00 am - 12:33 pm
BOS
-
SXM
30h 33m
2 stops
$367United Airlines
木, 7月 23 - 木, 7月 30
United Airlines Logo
1:35 pm - 9:51 am
SXM
-
BOS
20h 16m
1 stop
United Airlines Logo
6:00 am - 12:33 pm
BOS
-
SXM
30h 33m
2 stops
$379United Airlines
土, 7月 4 - 土, 7月 11
Delta Logo
3:40 pm - 7:24 am
SXM
-
BOS
15h 44m
1 stop
Delta Logo
6:05 am - 2:10 pm
BOS
-
SXM
8h 05m
1 stop
$386Delta
土, 7月 11 - 日, 8月 16
American Airlines Logo
4:45 pm - 12:59 am
SXM
-
BOS
8h 14m
1 stop
American Airlines Logo
6:05 am - 3:39 pm
BOS
-
SXM
9h 34m
1 stop
$403American Airlines
金, 7月 3 - 日, 7月 12
American Airlines Logo
2:46 pm - 11:50 pm
SXM
-
BOS
9h 04m
1 stop
American Airlines Logo
7:37 pm - 12:34 pm
BOS
-
SXM
16h 57m
1 stop
$404American Airlines
火, 6月 30 - 火, 7月 28
United Airlines Logo
3:50 pm - 11:05 am
SXM
-
BOS
19h 15m
2 stops
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
6h 48m
1 stop
$406United Airlines
土, 7月 4 - 土, 7月 11
American Airlines Logo
2:46 pm - 8:31 am
SXM
-
BOS
17h 45m
1 stop
American Airlines Logo
7:41 pm - 1:19 pm
BOS
-
SXM
17h 38m
2 stops
$408American Airlines
木, 7月 9 - 水, 7月 15
American Airlines Logo
4:45 pm - 8:43 am
SXM
-
BOS
15h 58m
2 stops
American Airlines Logo
6:05 am - 1:51 pm
BOS
-
SXM
7h 46m
1 stop
$409American Airlines
木, 7月 23 - 木, 7月 30
United Airlines Logo
1:35 pm - 8:17 am
SXM
-
BOS
18h 42m
1 stop
United Airlines Logo
6:05 am - 2:43 pm
BOS
-
SXM
8h 38m
1 stop
$413United Airlines
Booking Insights

KAYAK's insights & trends for Simpson Bay to Boston flights

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

How much is a round-trip flight from Simpson Bay to Boston?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Simpson Bay to Boston departing in July.

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

The average price of all round-trip flights from Simpson Bay to Boston clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Boston on a Sunday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Simpson Bay to Boston. For your return ticket, we recommend flying on a Wednesday and avoiding Saturdays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Simpson Bay to Boston, 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 Simpson Bay to Boston is November, where tickets cost $0 (return) on average. On the other hand, the most expensive months are February and September, where the average cost of round-trip tickets is $598 and $587 respectively.

Can I save money by flying with a layover from Simpson Bay to Boston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $448, prices are generally cheapest when you fly direct.

Good to know

Low seasonMay
Cheapest flight$187
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Simpson Bay to Boston

When to book flights from Simpson Bay to Boston

Are your dates flexible? Find out the best times to travel from Simpson Bay to Boston 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 Simpson Bay to Boston

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

    In the last 5 days, the lowest price for a flight from Simpson Bay to Boston was $187 for a one-way ticket and $362 for a round-trip.

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

    Yes, you’ll need a passport to travel to Boston from Simpson Bay.

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

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

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

    Only Delta offers inflight Wi-Fi service on the Simpson Bay to Boston flight route.

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

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Simpson Bay to Boston flight route.

  • Which airline alliances offer flights from Simpson Bay to Boston?

    oneworld is the only airline alliance operating flights between Simpson Bay and Boston.

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

    You can catch a nonstop flight from Simpson Bay to Boston on on Saturday.

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

    The two airlines most popular with KAYAK users for flights from Simpson Bay to Boston are JetBlue and American Airlines. With an average price for the route of $538 and an overall rating of 7.1, JetBlue is the most popular choice. American Airlines is also a great choice for the route, with an average price of $528 and an overall rating of 7.1.

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

    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 Simpson Bay to Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Simpson Bay 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 Simpson Bay to Boston?

    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 Boston with an airline and back to Simpson Bay with another airline. Booking your flights between Simpson Bay and BOS 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 Simpson Bay to Boston?

    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 Boston from Simpson Bay up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Prefer to fly direct from Simpson Bay to Boston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Simpson Bay Princess Juliana to Boston Logan Intl.
Find which airlines fly direct from Simpson Bay Princess Juliana Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Simpson Bay Princess Juliana to Boston Logan Intl

Saturday

JetBlue

JetBlue

See more direct flights

Direct returns

Boston Logan Intl to Simpson Bay Princess Juliana

Saturday

JetBlue

JetBlue

See more direct flights

Reviews of the top airlines flying from Simpson Bay to Boston

 
See real verified KAYAK customer reviews for airlines flying from Simpson Bay to Boston. 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 Simpson Bay to Boston? 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.
7.1
American AirlinesOverall score based on 11684 reviews
6.4Food
7.2Comfort
7.5Boarding
7.9Crew
6.8Entertainment
Airline reviews

Flight had mechanical issues and it was delayed 30 mins - some of us boarded and then had to deplane.

8.0 ExcellentLydia, Jun 2026
SDF - DFW
Read more American Airlines reviews

Flight had mechanical issues and it was delayed 30 mins - some of us boarded and then had to deplane.

technology worked well and everything ran smoothly. The seats are quite cramped so please don't try to re-engineer the cabin to squeeze more bodies on board.

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

Flight was delayed due to connecting passengers. Lack of snack options bad. Sitting in Aisle, last cart run pulled the cart directly into my knee. Rude awakening.

We sat on plane at gate delayed without communication as to why we were just sitting there

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The plane was comfortable but the crew wasn’t friendly.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

Everything you need to know for your flight from Simpson Bay to Boston

Information on your arrival and departure airports