How long does it take to fly to Simpson Bay?

If you’re flying from a popular airport in Massachusetts, such as Boston or Provincetown, and flying into Simpson Bay, then you can expect flight times to average 4h 08m and 25h 45m, respectively.

What airlines fly to Simpson Bay?

JetBlue, American Airlines and United Airlines are the top three most popular airlines that fly to Simpson Bay from Massachusetts according to our data. JetBlue is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 7 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Massachusetts to Simpson Bay Princess Juliana?

American Airlines, Frontier, and United Airlines are the most popular carriers operating from Massachusetts to Simpson Bay Princess Juliana

When did momondo last update prices for flights from Massachusetts to Simpson Bay Princess Juliana Airport?

Prices for flights from Massachusetts to Simpson Bay Princess Juliana Airport refresh daily.

How many operators does momondo search for flights from Massachusetts to Simpson Bay Princess Juliana Airport?

As of September 2025, there are 7 operators available to choose from for flights from Massachusetts to Simpson Bay Princess Juliana Airport.

How old do you have to be to fly from Massachusetts to Simpson Bay Princess Juliana Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Simpson Bay Princess Juliana Airport.

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

The necessary travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$118 Cheap Flights from Massachusetts to Simpson Bay in 2025/26

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Find the cheapest flights from Massachusetts to Simpson Bay

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:00 am - 12:50 pmBOS-SXM

6h 50m1 stop

1:52 pm - 10:47 pmSXM-BOS

8h 55m1 stop

$317United Airlines

Find Deal

Mon, Oct 27 - Fri, Oct 31

6:15 pm - 2:19 pmBOS-SXM

19h 04m2 stops

5:24 pm - 9:33 amSXM-BOS

17h 09m2 stops

$322American Airlines

Find Deal

Sat, Nov 8 - Wed, Nov 12

5:45 am - 3:10 pmBOS-SXM

8h 25m1 stop

4:28 pm - 12:40 amSXM-BOS

9h 12m1 stop

$342Spirit Airlines

Find Deal

Wed, Nov 5 - Sat, Nov 15

8:24 pm - 2:00 pmBOS-SXM

17h 36m1 stop

3:05 pm - 11:59 pmSXM-BOS

8h 54m1 stop

$347Spirit Airlines

Find Deal

Fri, Oct 17 - Fri, Oct 24

8:45 pm - 12:15 pmBOS-SXM

14h 30m1 stop

4:26 pm - 7:24 amSXM-BOS

15h 58m1 stop

$363Delta

Find Deal

Sat, Jan 17 - Thu, Jan 22

7:00 am - 3:38 pmBDL-SXM

8h 38m1 stop

2:34 pm - 10:29 pmSXM-BDL

7h 55m1 stop

$379JetBlue

Find Deal

Sun, Oct 26 - Fri, Oct 31

9:00 pm - 2:00 pmBOS-SXM

16h 00m1 stop

4:20 pm - 1:30 amSXM-BOS

10h 10m1 stop

$383Delta

Find Deal

Fri, Nov 7 - Thu, Nov 13

6:00 am - 1:50 pmBDL-SXM

6h 50m1 stop

3:31 pm - 10:23 pmSXM-BDL

7h 52m1 stop

$383Multiple Airlines

Find Deal

Sat, Nov 8 - Sat, Nov 15

6:40 pm - 2:40 pmBOS-SXM

19h 00m1 stop

4:28 pm - 12:40 amSXM-BOS

9h 12m1 stop

$386Multiple Airlines

Find Deal

Fri, Nov 28 - Wed, Dec 10

7:35 am - 12:00 pmBOS-SXM

4h 25mnonstop

1:00 pm - 5:36 pmSXM-BOS

4h 36mnonstop

$388JetBlue

Find Deal

Sun, Oct 19 - Sat, Oct 25

American Airlines flights from Massachusetts to Simpson Bay

Our best American Airlines deals on Massachusetts to Simpson Bay flight tickets

American Airlines

Nov 8

BOS6:15 pmBoston Logan Intl

19h 04m

2 stops

SXM2:19 pmSimpson Bay Princess Juliana

Nov 12

SXM5:24 pmSimpson Bay Princess Juliana

17h 09m

2 stops

BOS9:33 amBoston Logan Intl

$322

Find similar

American Airlines

Nov 8

BDL6:54 pmHartford Bradley Intl

18h 06m

2 stops

SXM2:00 pmSimpson Bay Princess Juliana

Nov 15

SXM3:31 pmSimpson Bay Princess Juliana

7h 52m

1 stop

BDL10:23 pmHartford Bradley Intl

$323

Find similar

American Airlines

Nov 8

BOS5:08 pmBoston Logan Intl

19h 52m

1 stop

SXM2:00 pmSimpson Bay Princess Juliana

Nov 12

SXM5:24 pmSimpson Bay Princess Juliana

8h 27m

1 stop

BOS12:51 amBoston Logan Intl

$324

Find similar

JetBlue flights from Massachusetts to Simpson Bay

Our best JetBlue deals on Massachusetts to Simpson Bay flight tickets

JetBlue

Oct 26

BDL7:00 amHartford Bradley Intl

8h 38m

1 stop

SXM3:38 pmSimpson Bay Princess Juliana

Oct 31

SXM2:34 pmSimpson Bay Princess Juliana

7h 55m

1 stop

BDL10:29 pmHartford Bradley Intl

$379

Find similar

JetBlue

Oct 19

BOS7:35 amBoston Logan Intl

4h 25m

SXM12:00 pmSimpson Bay Princess Juliana

Oct 25

SXM1:00 pmSimpson Bay Princess Juliana

4h 36m

BOS5:36 pmBoston Logan Intl

$388

Find similar

JetBlue

Nov 29

BOS11:43 amBoston Logan Intl

4h 11m

SXM4:54 pmSimpson Bay Princess Juliana

Dec 6

SXM6:00 pmSimpson Bay Princess Juliana

4h 27m

BOS9:27 pmBoston Logan Intl

$389

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 10/27

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Fri 10/31

1:52 pm-10:47 pm

1 stop8h 55m

$317

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 11/8

6:15 pm-2:19 pm

2 stops19h 04m

Simpson Bay Princess Juliana

Wed 11/12

5:24 pm-9:33 am

2 stops17h 09m

$322

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Wed 11/5

5:45 am-3:10 pm

1 stop8h 25m

Simpson Bay Princess Juliana

Sat 11/15

4:28 pm-12:40 am

1 stop9h 12m

$342

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 10/17

8:24 pm-2:00 pm

1 stop17h 36m

Simpson Bay Princess Juliana

Fri 10/24

3:05 pm-11:59 pm

1 stop8h 54m

$347

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 1/17

8:45 pm-12:15 pm

1 stop14h 30m

Simpson Bay Princess Juliana

Thu 1/22

4:26 pm-7:24 am

1 stop15h 58m

$363

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 10/26

7:00 am-3:38 pm

1 stop8h 38m

Simpson Bay Princess Juliana

Fri 10/31

2:34 pm-10:29 pm

1 stop7h 55m

$379

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 11/7

9:00 pm-2:00 pm

1 stop16h 00m

Simpson Bay Princess Juliana

Thu 11/13

4:20 pm-1:30 am

1 stop10h 10m

$383

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 11/8

6:00 am-1:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Sat 11/15

3:31 pm-10:23 pm

1 stop7h 52m

$383

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 11/28

6:40 pm-2:40 pm

1 stop19h 00m

Simpson Bay Princess Juliana

Wed 12/10

4:28 pm-12:40 am

1 stop9h 12m

$386

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sun 10/19

7:35 am-12:00 pm

Nonstop4h 25m

Simpson Bay Princess Juliana

Sat 10/25

1:00 pm-5:36 pm

Nonstop4h 36m

$388

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Massachusetts 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

Prices

Airlines

Other information

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Massachusetts to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $480. If you aren’t able to travel to Simpson Bay during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $508.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Wednesday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $526. Flights from Massachusetts to Simpson Bay on a Friday will generally be more expensive and average around $935. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is at noon. momondo users have found flights departing from Massachusetts to Simpson Bay at noon for as low as $299. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $676.

What is the cheapest Massachusetts to Simpson Bay Princess Juliana flight route?

Fly from Boston Logan Intl to Simpson Bay Princess Juliana for the best Massachusetts - Simpson Bay Princess Juliana flight prices

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

You are more likely to see cheaper flights to Simpson Bay from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $601 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Massachusetts for as low as $553 on momondo.

What cabin class options are available on Massachusetts to Simpson Bay Princess Juliana flights?

There are 3 cabin classes available to choose from on Massachusetts to Simpson Bay Princess Juliana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Simpson Bay flights?

You could potentially save up to 32% on your flight if you consider stops on a Massachusetts to Simpson Bay flight.

Cheap Massachusetts to Simpson Bay flight deals and tips

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

Best Price Found	$186
Fastest flight time	4h 08m
Direct flights	Every day
Airports in Simpson Bay	1 airport

The best one-way flight to Simpson Bay from Massachusetts in the past 72 hours is $186. The best round-trip flight deal from Massachusetts to Simpson Bay found on momondo in the last 72 hours is $438.

The fastest flight from Massachusetts to Simpson Bay takes 4h 08m

Direct flights go from Massachusetts to Simpson Bay every day.

There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)

Search flight deals

When did momondo last update prices for flights from Massachusetts to Simpson Bay Princess Juliana Airport?
Prices for flights from Massachusetts to Simpson Bay Princess Juliana Airport refresh daily.
How many operators does momondo search for flights from Massachusetts to Simpson Bay Princess Juliana Airport?
As of September 2025, there are 7 operators available to choose from for flights from Massachusetts to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Massachusetts to Simpson Bay Princess Juliana Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The necessary travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Massachusetts to Simpson Bay?
Based on momondo bookings for flights between Massachusetts and Simpson Bay, the leading plane model is Airbus A318/A319/A320/A321, making up 45.19% of the total bookings. Other popular models include Airbus A321-100/200 with 44.23%, Airbus A320-100/200 with 5.77%, and Airbus A321neo with 3.37%.

Best airlines flying from Massachusetts to Simpson Bay

Compare and see reviews for airlines that fly from Massachusetts to Simpson Bay with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $73	Free Cancellation	Rating 5.8 3,163 reviews	Search Frontier flights
Delta	PriceFrom $174	Free Cancellation	Rating 7.9 7,973 reviews	Search Delta flights
Air Canada	PriceFrom $180	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
United Airlines	PriceFrom $335	Free Cancellation	Rating 7.4 8,928 reviews	Search United Airlines flights
Spirit Airlines	PriceFrom $347	Free Cancellation	Rating 6.3 8,042 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $357	Free Cancellation	Rating 7.2 2,914 reviews	Search JetBlue flights
American Airlines	PriceFrom $389	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights

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Why use momondo?

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

Finding the right flight to Simpson Bay from Massachusetts 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 Massachusetts to Simpson Bay with flexible booking policies on momondo?

Flights from Massachusetts to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Simpson Bay from Massachusetts.

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

If you are not ready to book a flight from Massachusetts to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.

An easier way to manage your Simpson Bay trip

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Cheap flights from Massachusetts to Simpson Bay from $118

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Simpson Bay departing on 12/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Find the cheapest flights from Massachusetts to Simpson Bay

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American Airlines flights from Massachusetts to Simpson Bay

Our best American Airlines deals on Massachusetts to Simpson Bay flight tickets

JetBlue flights from Massachusetts to Simpson Bay

Our best JetBlue deals on Massachusetts to Simpson Bay flight tickets

momondo Fare Finder

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

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Massachusetts 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 cheapest month to fly to Simpson Bay?

What is the cheapest day to depart on your flight to Simpson Bay?

What is the cheapest time of day to depart on your flight to Simpson Bay?

What is the cheapest Massachusetts to Simpson Bay Princess Juliana flight route?

Fly from Boston Logan Intl to Simpson Bay Princess Juliana for the best Massachusetts - Simpson Bay Princess Juliana flight prices

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

What cabin class options are available on Massachusetts to Simpson Bay Princess Juliana flights?

There are 3 cabin classes available to choose from on Massachusetts to Simpson Bay Princess Juliana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Simpson Bay flights?

You could potentially save up to 32% on your flight if you consider stops on a Massachusetts to Simpson Bay flight.

What is the cheapest airline that flies from Massachusetts to Simpson Bay Princess Juliana?

American Airlines, Frontier, and United Airlines are the most popular carriers operating from Massachusetts to Simpson Bay Princess Juliana

What airlines fly to Simpson Bay?

How long does it take to fly to Simpson Bay?

If you’re flying from a popular airport in Massachusetts, such as Boston or Provincetown, and flying into Simpson Bay, then you can expect flight times to average 4h 08m and 25h 45m, respectively.

Cheap Massachusetts to Simpson Bay flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Simpson Bay

When did momondo last update prices for flights from Massachusetts to Simpson Bay Princess Juliana Airport?

How many operators does momondo search for flights from Massachusetts to Simpson Bay Princess Juliana Airport?

How old do you have to be to fly from Massachusetts to Simpson Bay Princess Juliana Airport?

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

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

Best airlines flying from Massachusetts to Simpson Bay

Compare and see reviews for airlines that fly from Massachusetts to Simpson Bay with momondo

Traveling to a place near Simpson Bay?

Why use momondo?

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

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

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

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

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo