How long is the flight from Simpson Bay to Boston?

For as low as $344, American Airlines can have you in Boston from Simpson Bay in 9h 42m. Airlines will cover a distance of 1742 mi.

What is the cheapest airline to fly from Simpson Bay to Boston round-trip?

According to our current data, American Airlines ($423), offers the cheapest pricing from Simpson Bay to Boston. This flight start at 14% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Simpson Bay to Boston one-way?

To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $142. Spirit Airlines flights start at $205 while deals on Delta start at $214 one-way.

Weekly flight availability from Simpson Bay to Boston

The most flights from SXM to BOS are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

What are the cheapest flights from Simpson Bay to Boston?

Looking at all options, your cheapest flight can be booked for $227. While the most popular route (Simpson Bay Princess Juliana - Boston Logan Intl) can be booked for $293 on average, our data indicates $413 when flying from Simpson Bay to Boston.

Most accurate provider : When it comes to deals on Simpson Bay-Boston flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Simpson Bay-Boston flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Simpson Bay-Boston flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Simpson Bay-Boston flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Simpson Bay-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airports do I use to fly from Simpson Bay to Boston?

Booking a flight from Simpson Bay Princess Juliana (SXM) to Boston Logan Intl (BOS) is your only option if you wish to fly from Simpson Bay to Boston. On a typical day, there are 2 flights from Princess Juliana to Logan Intl, all of which are around 4h 32m for a nonstop flight. You can also purchase a plane ticket from 1 airline when you book a flight from Princess Juliana to Boston.

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

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

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

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

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

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

$150+ Flights from Simpson Bay to Boston

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Cheap flight deals from Simpson Bay to Boston

Cheapest flights from Simpson Bay to Boston
Explore the most affordable flight options available from Simpson Bay to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

Sun 12/281:59 pmSXM - BOS

Nonstop4h 35mJetBlue

Mon 1/57:35 amBOS - SXM

Nonstop4h 15mJetBlue

Deal found 12/21

$313

Sun 12/284:15 pmSXM - BOS

1 stop17h 05mDelta

Mon 1/55:35 amBOS - SXM

1 stop8h 20mDelta

Deal found 12/21

$338

Sun 12/283:40 pmSXM - BOS

2 stops21h 32mAir Canada

Mon 1/54:35 pmBOS - SXM

2 stops21h 05mAir Canada

Deal found 12/21

$636

Best flights from Simpson Bay to Boston
Discover carefully curated flight deals from Simpson Bay to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.

Wed 2/43:09 pmSXM - BOS

1 stop9h 42mAmerican Airlines

Wed 2/115:20 pmBOS - SXM

2 stops18h 18mAmerican Airlines

Deal found 12/21

$344

Wed 2/43:43 pmSXM - BOS

1 stop9h 30mMultiple Airlines

Wed 2/116:15 amBOS - SXM

1 stop8h 45mMultiple Airlines

Deal found 12/21

$457

Mon 3/163:02 pmSXM - BOS

1 stop18h 10mJetBlue

Fri 3/207:15 amBOS - SXM

Nonstop4h 14mJetBlue

Deal found 12/21

$496

Mon 3/164:28 pmSXM - BOS

1 stop17h 30mAmerican Airlines

Fri 3/205:47 amBOS - SXM

1 stop7h 29mAmerican Airlines

Deal found 12/22

$395

Sun 3/152:17 pmSXM - BOS

1 stop19h 45mAmerican Airlines

Thu 3/198:00 amBOS - SXM

1 stop7h 00mAmerican Airlines

Deal found 12/21

$401

Sun 3/1511:30 amSXM - BOS

1 stop9h 20mMultiple Airlines

Thu 3/197:15 amBOS - SXM

Nonstop4h 14mMultiple Airlines

Deal found 12/21

$461

Sun 3/152:17 pmSXM - BOS

1 stop19h 45mAmerican Airlines

Fri 3/205:47 amBOS - SXM

1 stop7h 29mAmerican Airlines

Deal found 12/21

$414

Sun 3/1511:30 amSXM - BOS

1 stop9h 20mMultiple Airlines

Fri 3/206:40 pmBOS - SXM

2 stops20h 20mMultiple Airlines

Deal found 12/21

$471

Last-minute flights from Simpson Bay to Boston
Discover last-minute flight deals from Simpson Bay to Boston. Data last updated December 23, 2025 and is based on user searches.

Sun 12/281:59 pmSXM - BOS

Nonstop4h 35mJetBlue

Mon 1/57:35 amBOS - SXM

Nonstop4h 15mJetBlue

Deal found 12/21

$313

Sun 12/284:15 pmSXM - BOS

1 stop17h 05mDelta

Mon 1/55:35 amBOS - SXM

1 stop8h 20mDelta

Deal found 12/21

$338

Sun 12/283:40 pmSXM - BOS

2 stops21h 32mAir Canada

Mon 1/54:35 pmBOS - SXM

2 stops21h 05mAir Canada

Deal found 12/21

$636

One-way flights from Simpson Bay to Boston
Search for one-way flight options from Simpson Bay to Boston. Find affordable one-way fares based on user searches. Data last updated December 23, 2025.

Sat 1/173:15 pmSXM - BOS

1 stop9h 42mSpirit Airlines

Deal found 12/22

$150

Tue 2/173:20 pmSXM - BOS

1 stop9h 26mSpirit Airlines

Deal found 12/20

$156

Mon 1/263:15 pmSXM - BOS

1 stop9h 42mSpirit Airlines

Deal found 12/20

$175

Thu 1/223:15 pmSXM - BOS

1 stop9h 42mSpirit Airlines

Deal found 12/20

$177

Sat 2/283:20 pmSXM - BOS

1 stop10h 10mFrontier

Deal found 12/22

$185

Wed 3/183:55 pmSXM - BOS

1 stop18h 01mUnited Airlines

Deal found 12/22

$190

Fri 1/233:15 pmSXM - BOS

2 stops24h 23mSpirit Airlines

Deal found 12/22

$192

Sat 1/175:00 pmSXM - BOS

2 stops19h 11mUnited Airlines

Deal found 12/22

$194

Sun 1/184:55 pmSXM - BOS

1 stop18h 41mUnited Airlines

Deal found 12/22

$196

Sun 3/13:20 pmSXM - BOS

1 stop9h 26mSpirit Airlines

Deal found 12/23

$197

Find flight deals from Simpson Bay to Boston

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$344 (American Airlines)
One-way from	$150 (Super.com)
Popular in	November
Cheapest in	May
Average price	$407
Good round-trip deal	$435 or less
Good one-way deal	$282 or less

Provider with most accurate pricing for Simpson Bay Princess Juliana-Boston Logan Intl flight deals.

Search Deals

Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Boston Logan Intl flights.

Search Deals

From Simpson Bay Princess Juliana to Boston Logan Intl

Search Deals

One-way flight from Simpson Bay Princess Juliana to Boston Logan Intl

Search Deals

Highest demand for flights based on searches. 7% potential increase in price ($37 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease ($31 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Price to beat on a round-trip flight from Simpson Bay Princess Juliana to Boston Logan Intl.

Search Deals

Price to beat on a one-way flight from Simpson Bay Princess Juliana to Boston Logan Intl.

Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 2/4

3:09 pm-11:51 pm

1 stop9h 42m

Boston Logan Intl

Wed 2/11

5:20 pm-12:38 pm

2 stops18h 18m

$344

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 3/16

4:28 pm-9:58 am

1 stop17h 30m

Boston Logan Intl

Fri 3/20

5:47 am-1:16 pm

1 stop7h 29m

$395

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sun 3/15

2:17 pm-10:02 am

1 stop19h 45m

Boston Logan Intl

Thu 3/19

8:00 am-3:00 pm

1 stop7h 00m

$401

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sun 3/15

2:17 pm-10:02 am

1 stop19h 45m

Boston Logan Intl

Fri 3/20

5:47 am-1:16 pm

1 stop7h 29m

$414

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 2/4

3:43 pm-12:13 am

1 stop9h 30m

Boston Logan Intl

Wed 2/11

6:15 am-4:00 pm

1 stop8h 45m

$457

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sun 3/15

11:30 am-8:50 pm

1 stop9h 20m

Boston Logan Intl

Thu 3/19

7:15 am-11:29 am

Nonstop4h 14m

$461

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sun 3/15

11:30 am-8:50 pm

1 stop9h 20m

Boston Logan Intl

Fri 3/20

6:40 pm-3:00 pm

2 stops20h 20m

$471

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 3/16

3:02 pm-9:12 am

1 stop18h 10m

Boston Logan Intl

Fri 3/20

7:15 am-11:29 am

Nonstop4h 14m

$496

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 1/17

3:15 pm-11:57 pm

1 stop9h 42m

$150

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 1/23

3:15 pm-2:38 pm

2 stops24h 23m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 16 results

Compare providers for flights from Simpson Bay to Boston

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Simpson Bay to Boston in December.

Provider	Price Accuracy	Trust Score*
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
Expedia	Price Accuracy2 stars	Trust Score*3 stars
AranGrant	Price Accuracy2 stars	Trust Score*3 stars
BudgetAir	Price Accuracy1 star	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Simpson Bay-Boston flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Simpson Bay-Boston flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Simpson Bay-Boston flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Simpson Bay-Boston flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Simpson Bay-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Simpson Bay to Boston

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

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

Prices

Airlines

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

Currently, October is the cheapest month in which you can book a flight from Simpson Bay to Boston (average of $160). Flying from Simpson Bay to Boston in November is currently the most expensive (average of $829). 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 SXM to BOS?

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

Reviews of airlines servicing Boston

Read through reviews of airlines operating flights from Simpson Bay to Boston, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.2

Good

11,054 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

American Airlines

7.2

Good

11,054 reviews

American Airlines

7.2

Good

11,054 reviews

Reviews

1 / 20

10.0

Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

What airports do I use to fly from Simpson Bay to Boston?
Booking a flight from Simpson Bay Princess Juliana (SXM) to Boston Logan Intl (BOS) is your only option if you wish to fly from Simpson Bay to Boston. On a typical day, there are 2 flights from Princess Juliana to Logan Intl, all of which are around 4h 32m for a nonstop flight. You can also purchase a plane ticket from 1 airline when you book a flight from Princess Juliana to Boston.
How long is the flight from Simpson Bay to Boston?
For as low as $344, American Airlines can have you in Boston from Simpson Bay in 9h 42m. Airlines will cover a distance of 1742 mi.
What is the cheapest airline to fly from Simpson Bay to Boston round-trip?
According to our current data, American Airlines ($423), offers the cheapest pricing from Simpson Bay to Boston. This flight start at 14% lower than the current average price 3 months from now.
What are the cheapest airlines to fly from Simpson Bay to Boston one-way?
To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $142. Spirit Airlines flights start at $205 while deals on Delta start at $214 one-way.
What are the cheapest flights from Simpson Bay to Boston?
Looking at all options, your cheapest flight can be booked for $227. While the most popular route (Simpson Bay Princess Juliana - Boston Logan Intl) can be booked for $293 on average, our data indicates $413 when flying from Simpson Bay to Boston.
Can I find deals for flights from Simpson Bay to Boston that include hotel bookings?
Yes. In addition to deals on Simpson Bay to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Simpson Bay to Boston?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Simpson Bay to Boston.
Can I find deals for business class flights from Simpson Bay to Boston?
Yes. Cheapflights offers flight deals from Simpson Bay to Boston 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 Simpson Bay to Boston?
Currently, October is the cheapest month in which you can book a flight from Simpson Bay to Boston (average of $160). Flying from Simpson Bay to Boston in November is currently the most expensive (average of $829). 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.

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Top airline flying from Simpson Bay to Boston

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$423	Average$528	FlexibilityNo cancel fee	On-time71%

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$150+ Cheap flights from Simpson Bay (SXM) to Boston (BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Simpson Bay to Boston with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Simpson Bay to Boston

Cheapest flights from Simpson Bay to BostonExplore the most affordable flight options available from Simpson Bay to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

Explore the most affordable flight options available from Simpson Bay to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

Find flight deals from Simpson Bay to Boston

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Cheapflights Fare Finder

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

Compare providers for flights from Simpson Bay to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Simpson Bay to Boston in December.

Best time to book a flight from Simpson Bay to Boston

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

Cheapflights Insights

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

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

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

Weekly flight availability from Simpson Bay to Boston

Reviews of airlines servicing Boston

Read through reviews of airlines operating flights from Simpson Bay to Boston, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Simpson Bay to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airports do I use to fly from Simpson Bay to Boston?

How long is the flight from Simpson Bay to Boston?

What is the cheapest airline to fly from Simpson Bay to Boston round-trip?

What are the cheapest airlines to fly from Simpson Bay to Boston one-way?

What are the cheapest flights from Simpson Bay to Boston?

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

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

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

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

Traveling to a place near Boston?

Browse thousands of different options on Cheapflights for your next trip

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Other flights to Boston

Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on December 23, 2025.

Top airline flying from Simpson Bay to Boston

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Cheapest flights from Simpson Bay to Boston
Explore the most affordable flight options available from Simpson Bay to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.