Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

BOS - SXM

Find cheap flights from Boston to Simpson Bay

1 adult
0 bags
Tue 28/5
Tue 4/6

Search hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Simpson Bay, as well as popular online travel agencies
In the last 7 days, travellers have searched 43,219,010 times on KAYAK, and here's why:

Save 28% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Flights from Boston to Simpson Bay - Travel Insights & Trends

Get data-powered insights and trends into flights from Boston to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Boston to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Boston to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Boston to Simpson Bay is September, where tickets cost £403 on average. On the other hand, the most expensive months are April and July, where the average cost of tickets is £715 and £699 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Boston to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Boston to Simpson Bay, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 71 days before departure.

How many flights are there between Boston and Simpson Bay per day?

There is a maximum of 1 direct flight a day that takes off from Boston and lands in Simpson Bay, with an average flight time of 4h 21m. The most common departure time is 06:00 and most flights take off in the morning. Each week, there are 2 flights.

What’s the earliest departure time from Boston to Simpson Bay?

Early birds can take the earliest flight from Boston at 06:19 and will be landing in Simpson Bay at 10:40.

What’s the latest departure time from Boston to Simpson Bay?

If you prefer to fly at night, the latest flight from Boston to Simpson Bay jets off at 08:10 and lands at 12:11.

Good to know - Cheap tickets from Boston to Simpson Bay

Low season

September

High season

February
Best time to beat the crowds (33% less expensive on average)
Most popular time to fly (5% more expensive on average)

When to book flights from Boston to Simpson Bay

Are your dates flexible? Find out the best times to travel from Boston to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Simpson Bay

  • Which airlines offer Wi-Fi service onboard planes from Boston to Simpson Bay?

    JetBlue, and Delta offer inflight Wi-Fi service on the Boston to Simpson Bay flight route.

  • Which aircraft models fly most regularly from Boston to Simpson Bay?

    The Airbus A318/A319/A320/A321 is the aircraft model that flies most regularly on the Boston to Simpson Bay flight route.

  • On which days can I fly direct from Boston to Simpson Bay?

    You can catch a direct flight from Boston to Simpson Bay on on Saturday, and Sunday.

  • How does KAYAK find such low prices on flights from Boston to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Simpson Bay with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly direct from Boston to Simpson Bay?

Find which airlines fly direct from Logan Intl to Princess Juliana, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Simpson Bay Princess Juliana

Tuesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Boston Logan Intl

Tuesday

JetBlue, Qatar Airways

JetBlue, Qatar Airways

Thursday

JetBlue, Qatar Airways

JetBlue, Qatar Airways

Saturday

JetBlue, Qatar Airways

JetBlue, Qatar Airways

Sunday

JetBlue, Qatar Airways

JetBlue, Qatar Airways

See more direct flights
See more direct flights

Top airline flying from Boston to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Boston to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
Alaska AirlinesOverall score based on 9110 reviews
7.3entertainment
8.2boarding
7.3food
7.9comfort
8.6crew
Airline reviews

I really like Alaska airline, it's my favorite airline❤️

10.0 Excellentrose, Apr 2024SAN - EWR
Read more about Alaska Airlines reviews

I really like Alaska airline, it's my favorite airline❤️

Alaska continues to provide one of the best domestic US airline experiences.

Too many people with oversized carry-ons. Uncomfortable seats. flight was too crowded.

Alaska Airlines was fantastic. Kayak on the other hand was extremely poor. I got tickets through Kayak for a flight to a funeral. The date got changed less than 12 hours after I made my reservations. When I attempted to change my flights through Kayak, I was unable to use either the website or the phone system. The phone matrix did not give an option to cancel or change. The website said Kayak could not find any record of me making airline reservations through Kayak and even through I never left the Kayak website when making the reservations to my knowledge. After more than a half hour of frustration on the phone and computer ( on top of dealing with the death of a member of my family) I finally contacted Alaska Airline directly and they cancelled my flight and refunded the cost very quickly and efficiently. Alaska Airlines gets 10 stars. Kayak gets zero stars and has permanently lost a customer. I will never use Kayak again.

Assigned last seat in row Did not recline at all Alaska Air seemed to have more leg room than my last few flights on United Yay!

Pleasant flight, now wifi, but did get pushed to the exit row gracefully cause I am a tall man. Was a pleasant thank you.

Long flights are best when the seats have movies and shows to watch.

The WIFI didn't work well enough to get through even 5 minutes of a movie I had selected (it just kept pausing and spinning), and I just gave up and read a book. The selection of movies was a little sparse though, so reading wasn't that bad of an option. This was an older 737-800, with undersized overhead bins -- but it doesn't make sense to me that we are told to slide our bags in with the wheels facing us (most people ignore that and put the handles facing us). This makes it more difficult to remove the bags (no handle). The flight went well, and the fruit/cheese platter I pre-ordered was good -- although it is a little annoying to have to pre-order for this (but I suppose it saves time). When I pre-order it automatically gets charged to my personal credit card (Alaska VISA), when I'd prefer to use my corporate card for that on business trips.

Good - San Jose security is a breeze. Exact opposite of San Diego. Flight on time. Bad - FA's were not that cheery or polite. I thought we may blow out a tire as the pilot slammed down a hard landing in perfect conditions. He came in pretty hot like he had a date waiting.

I usually choose Alaska Airlines over any other airline. They try the hardest to make flying a great experience.

Book cheap flights from Boston to Simpson Bay

One-way flight deals

directJetBlue
4h 21mBOS-SXM

Search by stops

Search by airline

Boston - Simpson Bay Flights

Departure:

Boston (BOS)United States

Destination:

Simpson Bay (SXM)St. Maarten

Cabin classes:

£404

Browse origins:

  • Flights » 
  • Boston

Browse destinations:

  • Flights » 
  • Worldwide » 
  • Simpson Bay