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Cheap flights from Boston to Simpson Bay from £76

BOS — SXM
11 Oct — 18 Oct1
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 6/1220:33 -
1 stop16h 17m
Thu 10/1214:52 -
1 stop8h 03m
Deal found 7/9£225
Tue 1/1205:20 -
1 stop8h 20m
Thu 10/1216:05 -
1 stop10h 11m
Deal found 10/9£233
Sun 13/1219:01 -
1 stop17h 49m
Sat 19/1217:00 -
1 stop18h 20m
Deal found 6/9£248
Wed 25/1118:35 -
1 stop19h 10m
Sun 29/1116:45 -
1 stop26h 13m
Deal found 9/9£251
Thu 22/1006:00 -
1 stop11h 00m
Sun 25/1015:45 -
1 stop22h 32m
Deal found 8/9£254
Thu 31/1205:45 -
1 stop9h 12m
Thu 21/114:52 -
2 stops20h 19m
Deal found 8/9£273
Thu 22/1006:00 -
1 stop11h 00m
Sun 25/1011:30 -
1 stop9h 20m
Deal found 8/9£276
Sat 5/1206:00 -
1 stop8h 57m
Sat 12/1217:00 -
2 stops18h 23m
Deal found 10/9£279

Find flight deals from Boston to Simpson Bay

Round-trip from

£225

One-way from

£80

Popular in

April

Cheapest in

March

Average price

£339
United Airlines
  • United Airlines
  • 6/12-10/12
  • 2 total stops
  • 24h 20m total
  • Boston to Simpson Bay
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United Airlines
  • United Airlines
  • 6/12-31/12
  • 1 total stop
  • 16h 17m total
  • Boston to Simpson Bay
Search Deals
High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 2% potential price decrease (£7 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 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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Route

Depart

Return

Price

Cheapest return flight

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Wed 9/12

07:10-15:11

1 stop7h 01m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£80

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 12/12

06:00-15:57

1 stop8h 57m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£80

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 10/11

05:30-14:40

1 stop8h 10m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£84

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 8/3

18:30-13:50

2 stops18h 20m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£99

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sun 7/3

20:45-12:30

1 stop14h 45m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£103
Fastest return journey

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 13/10

06:55-13:23

1 stop6h 28m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£106

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 17/11

05:30-14:40

1 stop8h 10m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£106

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sun 15/11

06:00-13:50

1 stop6h 50m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£109

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Thu 31/12

05:45-15:57

1 stop9h 12m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£114

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Wed 10/3

06:00-13:50

1 stop6h 50m

Simpson Bay Princess Juliana

Wed 31/12

00:00-23:00

Nonstop0h 00m

£114

Flights are sorted by cheapest return flights first.

Deals found on 6/9

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, March is the cheapest month in which you can book a flight from Boston to Simpson Bay (average of £323). Flying from Boston to Simpson Bay in April is currently the most expensive (average of £472). 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 £297 and £366 in December.
The cheapest return price found within the last 5 days was £225 on United Airlines (6 Dec–10 Dec).

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 16h 17m. United Airlines provides one of the quickest options available for as low as £225. The distance from Boston to Simpson Bay is about 1742 mi.

  • 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, March is the cheapest month in which you can book a flight from Boston to Simpson Bay (average of £323). Flying from Boston to Simpson Bay in April is currently the most expensive (average of £472). 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.

Can Cheapflights find flights from Boston to Simpson Bay with no change fees?

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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