SXM - BOS

$150 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 1/17. 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
$242
Overall average: $588
Spirit Airlines
Sat 1/17Mon 1/19
SXM - BOS • 1 stop
Cheapest non-stop
$419
JetBlue
Wed 1/14Sat 1/24
SXM - BOS • Non-stop
Top airlines
Spirit Airlines
Cheapest • from $242 (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 • 32% 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, Jan 17 - Mon, Jan 19
Spirit Airlines Logo
3:15 pm - 11:57 pm
SXM
-
BOS
9h 42m1 stop
Spirit Airlines Logo
5:34 am - 2:10 pm
BOS
-
SXM
7h 36m1 stop
$242Spirit Airlines
Sat, Jan 17 - Mon, Jan 19
United Airlines Logo
5:00 pm - 11:49 pm
SXM
-
BOS
7h 49m1 stop
United Airlines Logo
7:07 pm - 1:50 pm
BOS
-
SXM
17h 43m2 stops
$297United Airlines
Sat, Jan 17 - Mon, Jan 19
United Airlines Logo
5:00 pm - 11:11 am
SXM
-
BOS
19h 11m2 stops
United Airlines Logo
7:07 pm - 1:50 pm
BOS
-
SXM
17h 43m2 stops
$302United Airlines
Sat, Jan 10 - Thu, Jan 15
Spirit Airlines Logo
3:15 pm - 11:57 pm
SXM
-
BOS
9h 42m1 stop
Spirit Airlines Logo
5:34 am - 2:10 pm
BOS
-
SXM
7h 36m1 stop
$327Spirit Airlines
Sat, Jan 17 - Mon, Jan 19
Multiple Airlines Logo
3:15 pm - 11:57 pm
SXM
-
BOS
9h 42m1 stop
Multiple Airlines Logo
8:00 am - 1:15 pm
BOS
-
SXM
4h 15mnonstop
$330Multiple Airlines
Sat, Jan 10 - Thu, Jan 15
United Airlines Logo
5:00 pm - 10:52 am
SXM
-
BOS
18h 52m2 stops
United Airlines Logo
3:25 pm - 1:50 pm
BOS
-
SXM
45h 25m2 stops
$337United Airlines
Wed, Jan 14 - Sat, Jan 24
American Airlines Logo
3:09 pm - 11:51 pm
SXM
-
BOS
9h 42m1 stop
American Airlines Logo
6:17 pm - 12:58 pm
BOS
-
SXM
17h 41m1 stop
$345American Airlines
Sat, Jan 10 - Thu, Jan 15
Multiple Airlines Logo
3:15 pm - 11:57 pm
SXM
-
BOS
9h 42m1 stop
Multiple Airlines Logo
12:10 pm - 2:10 pm
BOS
-
SXM
25h 00m2 stops
$347Multiple Airlines
Wed, Jan 14 - Sat, Jan 24
American Airlines Logo
5:33 pm - 10:31 am
SXM
-
BOS
17h 58m2 stops
American Airlines Logo
6:23 pm - 12:58 pm
BOS
-
SXM
17h 35m2 stops
$350American Airlines
Tue, Feb 3 - Tue, Feb 10
American Airlines Logo
3:09 pm - 10:22 pm
SXM
-
BOS
8h 13m1 stop
American Airlines Logo
6:00 am - 4:28 pm
BOS
-
SXM
9h 28m2 stops
$378American 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 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 May, where tickets cost $335 (return) on average. On the other hand, the most expensive months are November and January, where the average cost of round-trip tickets is $829 and $588 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 $300 on average.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$150
Best time to beat the crowds but there is an average 11% 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 $150 for a one-way ticket and $242 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 Boeing 737 MAX 8 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 $292 or less one-way.

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 11054 reviews
8.0Crew
7.5Boarding
7.2Comfort
6.9Entertainment
6.5Food
Airline reviews

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

8.0 ExcellentAustin, Dec 2025
ECP - CLT
Read more American Airlines reviews

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was on time is the only good thing. Person loading the plane called 1-6 to board at the same time, made it chaotic. Plane was too small for even putting backpacks in overhead. Seat for normal sized people were too small. The WIFI didn't work. When we landed had to wait because not enough ground crew.

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

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

Information on your arrival and departure airports

Simpson Bay (SXM)
Boston (BOS)