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Cheap flights from Boston to Simpson Bay from R1 678

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.
United Airlines Logo
6:00 - 12:50BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
6h 50m1 stop Newark
United Airlines Logo
13:52 - 7:43SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
17h 51m1 stop Newark
R4 805United Airlines
Mon, Oct 26 - Fri, Oct 30
United Airlines Logo
20:05 - 12:50BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
16h 45m1 stop Newark
United Airlines Logo
13:52 - 10:18SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
20h 26m2 stops Newark Chicago O'Hare Intl
R4 887United Airlines
Mon, Oct 26 - Fri, Oct 30
Delta Logo
20:59 - 14:40BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
16h 41m1 stop Atlanta Hartsfield-Jackson
Delta Logo
16:05 - 1:16SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
10h 11m1 stop Atlanta Hartsfield-Jackson
R4 968Delta
Mon, Nov 30 - Fri, Dec 11
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
16:32 - 23:48SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
8h 16m1 stop New York John F Kennedy Intl
R5 033JetBlue
Mon, Dec 7 - Fri, Dec 11
United Airlines Logo
20:05 - 12:50BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
16h 45m1 stop Newark
United Airlines Logo
13:52 - 10:18SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
20h 26m2 stops Newark Chicago O'Hare Intl
R5 049United Airlines
Mon, Oct 26 - Fri, Oct 30
United Airlines Logo
5:45 - 13:50BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
7h 05m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
14:52 - 7:38SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
17h 46m1 stop Newark
R5 082United Airlines
Wed, Jan 6 - Wed, Jan 13
Southwest Logo
5:35 - 14:15BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
7h 40m1 stop Baltimore/Washington
Southwest Logo
16:40 - 23:55SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
8h 15m1 stop Baltimore/Washington
R5 131Southwest
Mon, Nov 9 - Fri, Nov 13
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 163United Airlines
Sat, Jan 23 - Sat, Jan 30
Southwest Logo
5:35 - 14:15BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
7h 40m1 stop Baltimore/Washington
Southwest Logo
15:15 - 8:10SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
17h 55m2 stops Orlando Baltimore/Washington
R5 212Southwest
Mon, Nov 9 - Fri, Nov 13
United Airlines Logo
19:41 - 13:50BOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
17h 09m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
17:00 - 23:49SXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
7h 49m1 stop Washington, D.C. Dulles Intl
R5 261United Airlines
Sat, Jan 23 - Sat, Jan 30

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JetBlue flights from Boston to Simpson Bay

Our best JetBlue deals on Boston to Simpson Bay flight tickets
JetBlue
Dec 7
BOS5:45Boston Logan Intl
8h 26m
1 stop
SXM15:11Simpson Bay Princess Juliana
Dec 11
SXM16:32Simpson Bay Princess Juliana
8h 16m
1 stop
BOS23:48Boston Logan Intl
R5 033
JetBlue
Dec 12
BOS7:25Boston Logan Intl
6h 46m
1 stop
SXM15:11Simpson Bay Princess Juliana
Dec 17
SXM16:35Simpson Bay Princess Juliana
8h 06m
1 stop
BOS23:41Boston Logan Intl
R5 326
JetBlue
Dec 12
BOS7:25Boston Logan Intl
6h 46m
1 stop
SXM15:11Simpson Bay Princess Juliana
Dec 17
SXM16:35Simpson Bay Princess Juliana
8h 06m
1 stop
BOS23:41Boston Logan Intl
R5 343

United Airlines flights from Boston to Simpson Bay

Our best United Airlines deals on Boston to Simpson Bay flight tickets
United Airlines
Oct 26
BOS6:00Boston Logan Intl
6h 50m
1 stop
SXM12:50Simpson Bay Princess Juliana
Oct 30
SXM13:52Simpson Bay Princess Juliana
17h 51m
1 stop
BOS7:43Boston Logan Intl
R4 805
United Airlines
Oct 26
BOS20:05Boston Logan Intl
16h 45m
1 stop
SXM12:50Simpson Bay Princess Juliana
Oct 30
SXM13:52Simpson Bay Princess Juliana
20h 26m
2 stops
BOS10:18Boston Logan Intl
R4 887
United Airlines
Oct 26
BOS20:05Boston Logan Intl
16h 45m
1 stop
SXM12:50Simpson Bay Princess Juliana
Oct 30
SXM13:52Simpson Bay Princess Juliana
20h 26m
2 stops
BOS10:18Boston Logan Intl
R5 049

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

Mon 26/10

6:00-12:50

1 stop6h 50m

Simpson Bay Princess Juliana

Fri 30/10

13:52-7:43

1 stop17h 51m

R4 805

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 26/10

20:05-12:50

1 stop16h 45m

Simpson Bay Princess Juliana

Fri 30/10

13:52-10:18

2 stops20h 26m

R4 887

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 30/11

20:59-14:40

1 stop16h 41m

Simpson Bay Princess Juliana

Fri 11/12

16:05-1:16

1 stop10h 11m

R4 968

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

16:32-23:48

1 stop8h 16m

R5 033

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 26/10

20:05-12:50

1 stop16h 45m

Simpson Bay Princess Juliana

Fri 30/10

13:52-10:18

2 stops20h 26m

R5 049

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Wed 6/1

5:45-13:50

1 stop7h 05m

Simpson Bay Princess Juliana

Wed 13/1

14:52-7:38

1 stop17h 46m

R5 082
Fastest return journey

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 9/11

5:35-14:15

1 stop7h 40m

Simpson Bay Princess Juliana

Fri 13/11

16:40-23:55

1 stop8h 15m

R5 131

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 163

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Mon 9/11

5:35-14:15

1 stop7h 40m

Simpson Bay Princess Juliana

Fri 13/11

15:15-8:10

2 stops17h 55m

R5 212

BostonSimpson Bay

BOS Boston Logan Intl - SXM Simpson Bay Princess Juliana

BOSSXM

Boston Logan Intl

Sat 23/1

19:41-13:50

1 stop17h 09m

Simpson Bay Princess Juliana

Sat 30/1

17:00-23:49

1 stop7h 49m

R5 261

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 R6 548 to R7 607.
The lowest price recently found on this route was R4 805.

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 085.

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 437 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 450 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 177% 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 678

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 678. The best return flight deal from Boston to Simpson Bay found on momondo in the last 72 hours is R4 805.
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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