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Cheap flights from Boston to Simpson Bay from £70

BOS — SXM
25 Nov — 2 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Boston to Simpson Bay

Enter your travel dates to find the best prices.

Cheapest flights from Boston to Simpson Bay

Sun 29/1105:30 -
1 stop6h 25m
Thu 3/1215:30 -
1 stop9h 18m
Deal found 21/10£259
Sat 5/1205:45 -
1 stop7h 05m
Sat 12/1217:00 -
1 stop18h 19m
Deal found 24/10£260
Tue 15/1205:20 -
1 stop8h 20m
Fri 18/1216:05 -
1 stop17h 32m
Deal found 25/10£261
Thu 31/1205:45 -
1 stop9h 12m
Thu 21/114:52 -
2 stops20h 46m
Deal found 23/10£262
Sun 20/1218:55 -
1 stop18h 50m
Thu 24/1213:40 -
1 stop9h 30m
Deal found 21/10£263
Sun 29/1105:30 -
1 stop6h 25m
Fri 4/1216:32 -
1 stop8h 16m
Deal found 21/10£265
Fri 13/1120:05 -
2 stops16h 45m
Thu 19/1114:52 -
1 stop17h 51m
Deal found 21/10£265
Mon 26/1005:30 -
1 stop8h 00m
Fri 30/1013:10 -
1 stop11h 17m
Deal found 23/10£267
Sat 28/1120:00 -
1 stop16h 50m
Sat 5/1217:00 -
1 stop18h 19m
Deal found 23/10£268
Sat 7/1106:00 -
1 stop8h 57m
Sat 14/1114:10 -
1 stop10h 48m
Deal found 22/10£268

Find flight deals from Boston to Simpson Bay

Round-trip from

£236

One-way from

£70

Popular in

April

Cheapest in

September

Average price

£408
JetBlue
  • JetBlue
  • 6/1-13/1
  • 2 total stops
  • 15h 33m total
  • Boston to Simpson Bay
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United Airlines
  • United Airlines
  • 11/12-31/12
  • 1 total stop
  • 18h 32m total
  • Boston to Simpson Bay
Search Deals
High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 1% potential price decrease (£5 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Boston to Simpson Bay that are best for you.

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Depart

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Price

Cheapest return flight

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 17/11

05:30-14:30

1 stop8h 00m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£73

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 28/12

19:40-15:57

2 stops19h 17m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£81

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Wed 30/12

19:40-13:50

2 stops17h 10m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£82

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 30/1

20:45-12:15

1 stop14h 30m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£90

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 6/3

20:42-15:57

1 stop18h 15m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£103

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 30/11

05:15-14:10

1 stop7h 55m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£107
Fastest return journey

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Wed 30/12

06:30-15:11

1 stop7h 41m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£110

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 17/11

09:30-13:50

2 stops27h 20m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£111

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 7/11

06:00-15:57

1 stop8h 57m

Simpson Bay Princess Juliana

Sat 14/11

14:10-07:43

2 stops18h 33m

£272

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 30/1

18:39-13:50

2 stops18h 11m

Simpson Bay Princess Juliana

Sat 13/2

17:00-23:59

1 stop7h 59m

£299

Flights are sorted by cheapest return flights first.

Deals found on 25/10

Showing 1-10 of 20 resultsSorted by cheapest first
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Best time to book a flight from Boston to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Boston with our price prediction graph.
Estimated return price

Cheapflights Insights

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

How far ahead should I book a flight from Boston to Simpson Bay?

The best time to book flights from Boston to Simpson Bay is 54 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Boston to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Boston to Simpson Bay (average of £313). Flying from Boston to Simpson Bay in April is currently the most expensive (average of £471). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to SXM?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Boston to Simpson Bay as you normally would.

How much does it cost for a return flight from Boston to Simpson Bay?

Airfare is below average for this route at the moment.

Boston to Simpson Bay flights typically cost between £356 and £643 in January.
The cheapest return price found within the last 5 days was £236 on JetBlue (6 Jan–13 Jan).

Related info for your journey

  • How long is the flight from Boston to Simpson Bay?

    A quick flight from Boston to Simpson Bay can take about 7h 40m. United Airlines provides one of the quickest options available for as low as £303. The distance from Boston to Simpson Bay is about 1742 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • Can I find deals for flights from Boston to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Boston to Simpson Bay flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Boston to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Simpson Bay.

  • Can I find deals for business class flights from Boston to Simpson Bay?

    Yes. Cheapflights offers flight deals from Boston to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, September is the cheapest month in which you can book a flight from Boston to Simpson Bay (average of £313). Flying from Boston to Simpson Bay in April is currently the most expensive (average of £471). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Simpson Bay Princess Juliana Airport car hire

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How does Cheapflights help users find flights from Boston to Simpson Bay?

Deals for Boston to Simpson Bay flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Boston to Simpson Bay?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Boston to Simpson Bay.

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Yes! Cheapflights helps users easily find flights from Boston to Simpson Bay with no change fees.

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Yes! Start tracking prices for Boston to Simpson Bay flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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