SXM - BOS

$183 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 10/25. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$282
Typical prices: $296-$268
United Airlines
Sat 5/23Sat 5/30
SXM - BOS • 2 stops
Cheapest non-stop
$493
JetBlue
Sat 6/6Sat 6/13
SXM - BOS • Non-stop
Nonstop flights
1 day a week
Sat
You can fly direct with JetBlue. Average duration is 4h 26m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from $277 (round-trip)
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $315 (round-trip)
Shortest trip • 8h 09m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 42% price drop
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, May 23 - Sat, May 30
United Airlines Logo
3:50 pm - 2:24 pm
SXM
-
BOS
22h 34m
2 stops
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
6h 48m
1 stop
$282United Airlines
Sat, May 23 - Sat, May 30
American Airlines Logo
1:40 pm - 9:57 am
SXM
-
BOS
20h 17m
1 stop
American Airlines Logo
6:00 am - 12:40 pm
BOS
-
SXM
6h 40m
1 stop
$283American Airlines
Fri, Jul 24 - Sat, Aug 8
United Airlines Logo
3:50 pm - 7:28 pm
SXM
-
BOS
27h 38m
2 stops
United Airlines Logo
8:00 am - 12:33 pm
BOS
-
SXM
28h 33m
2 stops
$287United Airlines
Fri, Aug 14 - Fri, Aug 28
Delta Logo
3:21 pm - 1:06 am
SXM
-
BOS
9h 45m
1 stop
Delta Logo
5:45 am - 1:56 pm
BOS
-
SXM
8h 11m
1 stop
$346Delta
Sat, Jun 6 - Sat, Jun 13
American Airlines Logo
4:43 pm - 11:46 am
SXM
-
BOS
19h 03m
2 stops
American Airlines Logo
2:00 pm - 1:22 pm
BOS
-
SXM
23h 22m
1 stop
$347American Airlines
Sat, Jun 6 - Sat, Jun 13
American Airlines Logo
12:17 pm - 9:56 am
SXM
-
BOS
21h 39m
2 stops
American Airlines Logo
10:52 am - 3:42 pm
BOS
-
SXM
28h 50m
2 stops
$349American Airlines
Mon, Jul 27 - Thu, Aug 6
American Airlines Logo
4:45 pm - 3:54 pm
SXM
-
BOS
23h 09m
2 stops
American Airlines Logo
6:44 pm - 1:42 pm
BOS
-
SXM
18h 58m
1 stop
$350American Airlines
Mon, Jul 27 - Wed, Aug 5
American Airlines Logo
2:46 pm - 8:43 am
SXM
-
BOS
17h 57m
1 stop
American Airlines Logo
7:22 pm - 1:22 pm
BOS
-
SXM
18h 00m
2 stops
$354American Airlines
Thu, Aug 6 - Fri, Aug 28
United Airlines Logo
3:50 pm - 9:51 am
SXM
-
BOS
18h 01m
2 stops
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
SXM
30h 48m
2 stops
$356United Airlines
Thu, Jun 25 - Sun, Jun 28
American Airlines Logo
2:53 pm - 12:40 am
SXM
-
BOS
9h 47m
1 stop
American Airlines Logo
8:01 am - 3:42 pm
BOS
-
SXM
7h 41m
1 stop
$357American 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 May.

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, 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 May, where tickets cost $268 (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 $584 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 $385 on average.

Good to know

Low seasonNovember
Cheapest flight$183
Best time to beat the crowds but there is an average 78% increase in price.
Most popular time to fly and prices are also 28% 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 $183 for a one-way ticket and $277 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 $448 and an overall rating of 7.2, 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.

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 $394 or less one-way and $385 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

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.
7.2
JetBlueOverall score based on 2967 reviews
6.6Food
7.5Comfort
7.9Crew
7.3Boarding
7.2Entertainment
Airline reviews

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

6.0 GoodAnonymous, Apr 2026
BOS - PHL
Read more JetBlue reviews

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

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

Not having an assigned seat until boarding and then having to check my bag.

Boarding was done extremely poorly, with huge crowds gate loiterers blocking people from boarding, multiple lines of people trying to merge into one line. One of the male flight attendants who was doing drink service was not happy about having to let a passenger back to their seat and was unnecessarily sassy about it. I thought he was pretty entitled and not a great ambassador for JetBlue

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

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

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Flight was smooth, amenities (entertainment options and power outlets) were good, sears decent)

Flight team was very courteous only complaint wS the boarding process and mandatory bag check

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

Poor... food was horrible, boarding very slow, service on board mediocre

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

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

Information on your arrival and departure airports