SXM - BOS

$148 Find Cheap Flights from Simpson Bay to Boston

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 2/25. 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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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$212
Overall average: $573
Spirit Airlines
Sat 2/14Sat 2/21
SXM - BOS • 1 stop
Cheapest non-stop
$309
JetBlue
Thu 2/12Wed 2/18
SXM - BOS • Non-stop
Top airlines
Spirit Airlines
Cheapest • from $212 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
May
Cheapest • 31% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

Sat, Feb 14 - Sat, Feb 21
Spirit Airlines Logo
3:20 pm - 11:44 pm
SXM
-
BOS
9h 24m
1 stop
Spirit Airlines Logo
8:32 pm - 2:15 pm
BOS
-
SXM
16h 43m
1 stop
$212Spirit Airlines
Wed, Apr 29 - Sun, May 3
American Airlines Logo
2:21 pm - 7:22 am
SXM
-
BOS
17h 01m
2 stops
American Airlines Logo
9:15 pm - 1:21 pm
BOS
-
SXM
16h 06m
2 stops
$274American Airlines
Fri, Feb 27 - Sun, Mar 8
Delta Logo
4:15 pm - 8:25 am
SXM
-
BOS
17h 10m
1 stop
Delta Logo
8:59 pm - 11:29 am
BOS
-
SXM
14h 30m
1 stop
$296Delta
Thu, Feb 12 - Wed, Feb 18
Delta Logo
4:15 pm - 7:30 am
SXM
-
BOS
16h 15m
1 stop
Delta Logo
8:59 pm - 12:13 pm
BOS
-
SXM
14h 14m
1 stop
$308Delta
Thu, Feb 12 - Wed, Feb 18
JetBlue Logo
4:25 pm - 8:05 pm
SXM
-
BOS
4h 40mnonstop
JetBlue Logo
7:49 am - 1:05 pm
BOS
-
SXM
4h 16mnonstop
$309JetBlue
Thu, Feb 12 - Wed, Feb 18
American Airlines Logo
5:28 pm - 12:59 am
SXM
-
BOS
8h 31m
1 stop
American Airlines Logo
6:00 am - 4:28 pm
BOS
-
SXM
9h 28m
2 stops
$310American Airlines
Thu, Mar 5 - Wed, Mar 11
American Airlines Logo
1:29 pm - 11:42 am
SXM
-
BOS
23h 13m
1 stop
American Airlines Logo
5:47 am - 1:16 pm
BOS
-
SXM
7h 29m
1 stop
$318American Airlines
Sat, Feb 14 - Sat, Feb 21
Spirit Airlines Logo
3:20 pm - 11:37 am
SXM
-
BOS
21h 17m
2 stops
Spirit Airlines Logo
8:32 pm - 2:15 pm
BOS
-
SXM
16h 43m
1 stop
$320Spirit Airlines
Mon, Mar 16 - Mon, Mar 23
United Airlines Logo
3:55 pm - 2:29 pm
SXM
-
BOS
22h 34m
2 stops
United Airlines Logo
7:05 am - 2:51 pm
BOS
-
SXM
7h 46m
1 stop
$325United Airlines
Thu, Mar 5 - Wed, Mar 11
American Airlines Logo
1:29 pm - 11:25 am
SXM
-
BOS
22h 56m
2 stops
American Airlines Logo
5:30 pm - 1:21 pm
BOS
-
SXM
19h 51m
2 stops
$343American 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.

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 Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Simpson Bay to Boston. For your return ticket, we recommend flying on a Sunday 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 May, where tickets cost $335 (return) on average. On the other hand, the most expensive months are November and March, where the average cost of round-trip tickets is $829 and $576 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $417 on average.

Good to know

Low seasonMarch
Cheapest flight$148
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 32% 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 3 days, the lowest price for a flight from Simpson Bay to Boston was $148 for a one-way ticket and $212 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?

    JetBlue, and Delta offer 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 A321-100/200 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?

    There are nonstop flights from Simpson Bay to Boston on a daily basis.

  • 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.

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $432 or less one-way and $538 or less round-trip.

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

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Direct returns

Boston Logan Intl to Simpson Bay Princess Juliana

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Reviews of the top airline 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.
7.2
American AirlinesOverall score based on 11213 reviews
7.5Boarding
6.4Food
7.2Comfort
8.0Crew
6.9Entertainment
Airline reviews

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

2.0 MediocreManikandan, Jan 2026
DFW - ORD
Read more American Airlines reviews

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

Crew was clearly not loving their jobs at any point of the entire trip. Flight back from Mexico, I asked if they had food for sale for the 2.5+hr flight and they did not have any. The business class trip to Mexico also had noted that the catering company forgot to load food. The last leg of trip back had a similarly unhappy crew, a broken toilet, and my seat was broken (reclining would not lock which made landing a crossfit like event). This was a bad week for AA.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

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

Information on your arrival and departure airports