Simpson Bay

$78+ Cheap flights from Boston (BOS) to Simpson Bay (SXM)

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SXM
févr. 18 — févr. 251
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The best prices from Boston Logan Intl to Simpson Bay Princess Juliana are usually found in September or August, booked 2 days in advance, depart on a Wednesday or Monday and return on a Thursday

Cheap flight deals from Boston to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated février 13, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$382
(American Airlines)

One-way from

$78
(Frontier)

Popular in

December

Cheapest in

September

Average price

$767

Good round-trip deal

$593 or less

Good one-way deal

$156 or less
Provider with most accurate pricing for Boston Logan Intl-Simpson Bay Princess Juliana flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Simpson Bay Princess Juliana flights.
From Boston Logan Intl to Simpson Bay Princess Juliana
One-way flight from Boston Logan Intl to Simpson Bay Princess Juliana
Highest demand for flights based on searches. 9% potential increase in price ($69 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in February 2025
Price to beat on a round-trip flight from Boston Logan Intl to Simpson Bay Princess Juliana.
Price to beat on a one-way flight from Boston Logan Intl to Simpson Bay Princess Juliana.

Find flight deals from Boston to Simpson Bay

Cheapest flights from Boston to Simpson Bay
Explore the most affordable flight options available from Boston to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on février 13, 2025.

This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 3/225:41 pmBOS - SXM
1 stop19h 29mAmerican Airlines
mer. 3/264:15 pmSXM - BOS
1 stop8h 32mAmerican Airlines
Deal found 2/11$382
This United Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/195:30 amBOS - SXM
1 stop7h 21mUnited Airlines
mer. 3/263:55 pmSXM - BOS
1 stop7h 55mUnited Airlines
Deal found 2/13$384
This Mytrip deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/710:47 pmBOS - SXM
3 stops38h 40mSpirit Airlines
ven. 4/112:34 pmSXM - BOS
1 stop26h 16mSpirit Airlines
Deal found 2/13$385
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 3/218:00 amBOS - SXM
2 stops9h 15mMultiple Airlines
lun. 3/313:05 pmSXM - BOS
1 stop18h 54mMultiple Airlines
Deal found 2/13$389
This JetBlue Airways deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/257:00 amBOS - SXM
Nonstop4h 08mJetBlue
jeu. 4/312:22 pmSXM - BOS
Nonstop4h 32mJetBlue
Deal found 2/12$409
This Air Canada deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/266:10 amBOS - SXM
1 stop9h 05mAir Canada
dim. 3/303:55 pmSXM - BOS
1 stop18h 07mAir Canada
Deal found 2/13$439
This CheapOair deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/126:00 amBOS - SXM
2 stops33h 50mFrontier
sam. 6/2112:18 pmSXM - BOS
1 stop12h 54mFrontier
Deal found 2/12$500

Find flights from Boston to Simpson Bay within your budget

Customize your flight search to find flights from Boston to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated février 13, 2025.

Fly from

Boston

Fly to

Simpson Bay

Route

Depart

Return

Price

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

sam. 3/22

5:41 pm-1:10 pm

1 stop19h 29m

Simpson Bay Princess Juliana

mer. 3/26

4:15 pm-12:47 am

1 stop8h 32m

$382

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

mer. 3/19

5:30 am-12:51 pm

1 stop7h 21m

Simpson Bay Princess Juliana

mer. 3/26

3:55 pm-11:50 pm

1 stop7h 55m

$384

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

lun. 4/7

10:47 pm-1:27 pm

3 stops38h 40m

Simpson Bay Princess Juliana

ven. 4/11

2:34 pm-4:50 pm

1 stop26h 16m

$385

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

ven. 3/21

8:00 am-5:15 pm

2 stops9h 15m

Simpson Bay Princess Juliana

lun. 3/31

3:05 pm-9:59 am

1 stop18h 54m

$389

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

mar. 3/25

7:00 am-11:08 am

Nonstop4h 08m

Simpson Bay Princess Juliana

jeu. 4/3

12:22 pm-4:54 pm

Nonstop4h 32m

$409

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

mer. 3/26

6:10 am-3:15 pm

1 stop9h 05m

Simpson Bay Princess Juliana

dim. 3/30

3:55 pm-10:02 am

1 stop18h 07m

$439

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

ven. 3/21

5:10 am-5:15 pm

2 stops12h 05m

Simpson Bay Princess Juliana

lun. 3/24

6:35 pm-12:34 am

2 stops29h 59m

$448

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

lun. 3/3

10:18 am-5:09 pm

1 stop5h 51m

$78

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

jeu. 2/27

8:16 pm-2:30 pm

1 stop17h 14m

$94

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

lun. 3/10

10:43 am-5:15 pm

1 stop6h 32m

$100

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 16 results
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Compare providers for flights from Boston to Simpson Bay

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 Boston to Simpson Bay in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
CheapOairPrice Accuracy1 starTrust Score*3 stars
JustAirTicketPrice Accuracy-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 Boston-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub 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 Boston-Simpson Bay 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 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 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.

Travel insights for flights from Boston to Simpson Bay

Get recent, data-driven insights about flights from Boston to Simpson Bay including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Boston to Simpson Bay. Price data was last updated on February 7, 2025.

To ensure you get the cheapest price possible for a flight from Boston to Simpson Bay, you should look to book at least 2 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, September is the cheapest month in which you can book a flight from Boston to Simpson Bay (average of $459). Flying from Boston to Simpson Bay in July is currently the most expensive (average of $684). 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?

Find hourly flight availability from Boston to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated février 13, 2025.

When flying from Boston to Simpson Bay, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 58% versus a flight in the morning.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated février 13, 2025.
Read reviews from past customers who have flown Delta, Copa Airlines and JetBlue from Boston to Simpson Bay. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good
8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20