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Cheap flights from Boston to Simpson Bay from R1 597

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Boston to Simpson Bay

Cheap return flights

Enter your travel dates to find the best prices.
JetBlue Logo
7:25 - 15:11BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
6h 46m1 stop New York John F Kennedy Intl
JetBlue Logo
14:36 - 0:17SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
10h 41m1 stop Fort Lauderdale
R4 644JetBlue
Sun, Dec 6 - Wed, Dec 9
Delta Logo
20:45 - 12:15BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
14h 30m1 stop New York John F Kennedy Intl
Delta Logo
16:05 - 7:24SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
16h 19m1 stop New York John F Kennedy Intl
R4 758Delta
Sun, Jan 10 - Thu, Jan 14
JetBlue Logo
5:45 - 15:11BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
8h 26m1 stop New York John F Kennedy Intl
JetBlue Logo
15:30 - 23:48SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
9h 18m1 stop New York John F Kennedy Intl
R4 807JetBlue
Mon, Dec 7 - Fri, Dec 11
United Airlines Logo
6:00 - 13:50BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
6h 50m1 stop Newark
United Airlines Logo
17:00 - 10:19SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
18h 19m1 stop Washington, D.C. Dulles Intl
R4 969United Airlines
Tue, Nov 17 - Sat, Nov 21
United Airlines Logo
6:00 - 13:50BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
6h 50m1 stop Newark
United Airlines Logo
14:10 - 7:38SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
18h 28m2 stops Chicago O'Hare Intl Newark
R5 051United Airlines
Tue, Nov 17 - Sat, Dec 5
United Airlines Logo
19:01 - 13:50BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
17h 49m1 stop Newark
United Airlines Logo
17:00 - 23:59SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
7h 59m1 stop Washington, D.C. Dulles Intl
R5 067United Airlines
Mon, Dec 14 - Mon, Dec 21
United Airlines Logo
19:41 - 15:48BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
19h 07m2 stops Washington, D.C. Dulles Intl Newark
United Airlines Logo
17:00 - 23:49SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
7h 49m1 stop Washington, D.C. Dulles Intl
R5 083United Airlines
Sat, Jan 23 - Sat, Jan 30
United Airlines Logo
19:41 - 15:48BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
19h 07m2 stops Washington, D.C. Dulles Intl Newark
United Airlines Logo
17:00 - 7:38SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
15h 38m2 stops Washington, D.C. Dulles Intl Newark
R5 165United Airlines
Sat, Jan 23 - Sat, Jan 30
JetBlue Logo
5:45 - 15:11BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
8h 26m1 stop New York John F Kennedy Intl
JetBlue Logo
16:35 - 23:47SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
8h 12m1 stop New York John F Kennedy Intl
R5 344JetBlue
Mon, Dec 14 - Mon, Dec 21
United Airlines Logo
6:00 - 15:57BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
8h 57m1 stop Chicago O'Hare Intl
United Airlines Logo
14:10 - 7:38SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
18h 28m2 stops Chicago O'Hare Intl Newark
R5 377United Airlines
Sat, Nov 14 - Sat, Dec 5

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United Airlines flights from Boston to Simpson Bay

Our best United Airlines deals on Boston to Simpson Bay flight tickets
United Airlines
Nov 17
BOS6:00Boston Logan Intl
6h 50m
1 stop
SXM13:50Simpson Bay Princess Juliana
Nov 21
SXM17:00Simpson Bay Princess Juliana
18h 19m
1 stop
BOS10:19Boston Logan Intl
R4 969
United Airlines
Nov 17
BOS6:00Boston Logan Intl
6h 50m
1 stop
SXM13:50Simpson Bay Princess Juliana
Dec 5
SXM14:10Simpson Bay Princess Juliana
18h 28m
2 stops
BOS7:38Boston Logan Intl
R5 051
United Airlines
Dec 14
BOS19:01Boston Logan Intl
17h 49m
1 stop
SXM13:50Simpson Bay Princess Juliana
Dec 21
SXM17:00Simpson Bay Princess Juliana
7h 59m
1 stop
BOS23:59Boston Logan Intl
R5 067

JetBlue flights from Boston to Simpson Bay

Our best JetBlue deals on Boston to Simpson Bay flight tickets
JetBlue
Dec 6
BOS7:25Boston Logan Intl
6h 46m
1 stop
SXM15:11Simpson Bay Princess Juliana
Dec 9
SXM14:36Simpson Bay Princess Juliana
10h 41m
1 stop
BOS0:17Boston Logan Intl
R4 644
JetBlue
Dec 7
BOS5:45Boston Logan Intl
8h 26m
1 stop
SXM15:11Simpson Bay Princess Juliana
Dec 11
SXM15:30Simpson Bay Princess Juliana
9h 18m
1 stop
BOS23:48Boston Logan Intl
R4 806
JetBlue
Dec 14
BOS5:45Boston Logan Intl
8h 26m
1 stop
SXM15:11Simpson Bay Princess Juliana
Dec 21
SXM16:35Simpson Bay Princess Juliana
8h 12m
1 stop
BOS23:47Boston Logan Intl
R5 344

momondo 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

Sun 6/12

7:25-15:11

1 stop6h 46m

Simpson Bay Princess Juliana

Wed 9/12

14:36-0:17

1 stop10h 41m

R4 644

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sun 10/1

20:45-12:15

1 stop14h 30m

Simpson Bay Princess Juliana

Thu 14/1

16:05-7:24

1 stop16h 19m

R4 758

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 7/12

5:45-15:11

1 stop8h 26m

Simpson Bay Princess Juliana

Fri 11/12

15:30-23:48

1 stop9h 18m

R4 806

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 17/11

6:00-13:50

1 stop6h 50m

Simpson Bay Princess Juliana

Sat 21/11

17:00-10:19

1 stop18h 19m

R4 969

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Tue 17/11

6:00-13:50

1 stop6h 50m

Simpson Bay Princess Juliana

Sat 5/12

14:10-7:38

2 stops18h 28m

R5 051

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 14/12

19:01-13:50

1 stop17h 49m

Simpson Bay Princess Juliana

Mon 21/12

17:00-23:59

1 stop7h 59m

R5 067

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 23/1

19:41-15:48

2 stops19h 07m

Simpson Bay Princess Juliana

Sat 30/1

17:00-23:49

1 stop7h 49m

R5 083

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 23/1

19:41-15:48

2 stops19h 07m

Simpson Bay Princess Juliana

Sat 30/1

17:00-7:38

2 stops15h 38m

R5 165
Fastest return journey

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 14/12

5:45-15:11

1 stop8h 26m

Simpson Bay Princess Juliana

Mon 21/12

16:35-23:47

1 stop8h 12m

R5 344

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 14/11

6:00-15:57

1 stop8h 57m

Simpson Bay Princess Juliana

Sat 5/12

14:10-7:38

2 stops18h 28m

R5 377

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Boston to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Boston and Simpson Bay?

Prices are currently low for flights on this route.

Typical prices usually range from R7 283 to R9 532.
The lowest price recently found on this route was R4 644.

What is the cheapest month to fly to Simpson Bay?

If you aren’t able to travel during the month of September, then book flights to Simpson Bay from Boston during March instead. Flights to Simpson Bay in March, while not as cheap as those in September, still average around R7 088.

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

You are more likely to see cheaper flights to Simpson Bay from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around R8 424 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Boston for as low as R6 452 on momondo.

How have Boston to Simpson Bay flight prices changed over time?

As of September 2026, prices for Boston to Simpson Bay flights are approximately 380% more expensive when compared to flights at the same time last year.

When to book flights from Boston to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Boston to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Boston to Simpson Bay (BOS to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Simpson Bay

Best price found

R1 597

Direct flights

Every day

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Boston in the past 72 hours is R1 597. The best return flight deal from Boston to Simpson Bay found on momondo in the last 72 hours is R4 644.
Direct flights go from Boston to Simpson Bay every day.
There is 1 airport in Simpson Bay. From Boston there are direct flights to Simpson Bay Princess Juliana (SXM).
Search flight deals

Frequently asked questions about flying from Boston to Simpson Bay

  • How far is Boston Logan Intl to Simpson Bay Princess Juliana by plane?

    There are 2805,0 km between Boston Logan Intl and Simpson Bay Princess Juliana.

  • When did momondo last update prices for flights from Boston Logan Intl Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from Boston Logan Intl Airport to Simpson Bay Princess Juliana Airport are updated daily.

  • How old do you have to be to fly from Boston Logan Intl Airport to Simpson Bay Princess Juliana Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from Boston Logan Intl Airport to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Boston to Simpson Bay?

Why use momondo?

Why should I use momondo to find a flight deal from Boston to Simpson Bay?

Finding the right flight to Simpson Bay from Boston is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Simpson Bay quick and easy, saving you time and money.

Can I find flights from Boston to Simpson Bay with flexible booking policies on momondo?

Yes. All flights to Simpson Bay from Boston on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Boston to Simpson Bay?

momondo provides multiple filters to help you find the best flight to Simpson Bay from Boston. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Boston to Simpson Bay right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Boston to Simpson Bay flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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