SXM - BOS

$175 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 1/28. 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
$269
Overall average: $576
Delta
Thu 3/5Mon 3/9
SXM - BOS • 1 stop
Cheapest non-stop
$372
JetBlue
Mon 12/22Tue 12/30
SXM - BOS • Non-stop
Top airlines
Delta
Cheapest • from $269 (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 • 36% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Thu, Mar 5 - Mon, Mar 9
Delta Logo
4:26 pm - 7:24 amSXM-BOS
15h 58m1 stop
Delta Logo
8:45 pm - 11:15 amBOS-SXM
14h 30m1 stop
$269Delta
Find Deal
Sat, Dec 6 - Mon, Dec 15
Delta Logo
3:25 pm - 1:27 amSXM-BOS
11h 02m1 stop
Delta Logo
5:40 am - 2:28 pmBOS-SXM
7h 48m1 stop
$280Delta
Find Deal
Wed, Feb 4 - Wed, Feb 18
Delta Logo
4:20 pm - 7:33 amSXM-BOS
16h 13m1 stop
Delta Logo
8:45 pm - 12:15 pmBOS-SXM
14h 30m1 stop
$281Delta
Find Deal
Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
2:40 pm - 10:49 amSXM-BOS
21h 09m1 stop
United Airlines Logo
6:23 pm - 3:57 pmBOS-SXM
20h 34m1 stop
$313United Airlines
Find Deal
Mon, Dec 22 - Tue, Dec 30
American Airlines Logo
1:39 pm - 11:33 pmSXM-BOS
10h 54m1 stop
American Airlines Logo
5:59 am - 1:26 pmBOS-SXM
6h 27m1 stop
$317American Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
5:00 pm - 10:58 amSXM-BOS
18h 58m2 stops
United Airlines Logo
6:23 pm - 3:57 pmBOS-SXM
20h 34m1 stop
$322United Airlines
Find Deal
Mon, Dec 22 - Wed, Dec 31
JetBlue Logo
1:59 pm - 5:34 pmSXM-BOS
4h 35mnonstop
JetBlue Logo
8:07 pm - 2:30 pmBOS-SXM
17h 23m1 stop
$358JetBlue
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Mon, Dec 22 - Wed, Dec 31
JetBlue Logo
3:45 pm - 7:41 amSXM-BOS
16h 56m1 stop
JetBlue Logo
7:30 am - 12:44 pmBOS-SXM
4h 14mnonstop
$367JetBlue
Find Deal
Sat, Dec 6 - Mon, Dec 15
American Airlines Logo
5:25 pm - 1:05 pmSXM-BOS
20h 40m2 stops
American Airlines Logo
8:00 am - 2:20 pmBOS-SXM
29h 20m2 stops
$368American Airlines
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Sat, Feb 28 - Mon, Mar 2
Multiple Airlines Logo
4:30 pm - 1:04 amSXM-BOS
9h 34m1 stop
Multiple Airlines Logo
5:45 am - 3:10 pmBOS-SXM
8h 25m1 stop
$463Multiple Airlines
Find Deal
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 February, where the average cost of round-trip tickets is $829 and $744 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 $275 on average.

Find deals

Good to know

Low seasonMarch
Cheapest flight$175
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 27% 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 $175 for a one-way ticket and $269 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 A318/A319/A320/A321 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, American Airlines or JetBlue?

    The two airlines most popular with KAYAK users for flights from Simpson Bay to Boston are American Airlines and JetBlue. With an average price for the route of $528 and an overall rating of 7.2, American Airlines is the most popular choice. JetBlue is also a great choice for the route, with an average price of $376 and an overall rating of 7.2.

  • 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 $272 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 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
American AirlinesOverall score based on 11030 reviews
6.4Food
8.0Crew
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

8.0 ExcellentKohMeng, Oct 2025DFW - LAX
Read more American Airlines reviews

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

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)

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