SXM - BOS

$183 Find Cheap Flights from Simpson Bay to Boston - Compare and Save

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Everything you should know

Cheapest round-trip
$285
Typical prices: $354-$518
Lufthansa
Thu 12/20Sat 12/29
SXM - BOS • 1 stop
Cheapest non-stop
$421
Typical prices: $408-$538
JetBlue
Thu 12/20Sat 12/29
SXM - BOS • Non-stop
Nonstop flights
You can fly direct with JetBlue. Average duration is 4h 42m
Direct flights
+1
Direct flights
+1
When to travel
Cheapest • 33% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $296 (round-trip)
Shortest trip • 7h 27m (one-way)
Insights
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Flight Deals

Cheap Flights from Simpson Bay to Boston (SXM-BOS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Simpson Bay to Boston

Sun, Dec 20 - Tue, Dec 29
Lufthansa Logo
5:00 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
7h 59m1 stop Washington, D.C. Dulles Intl
Lufthansa Logo
7:49 pm - 1:50 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
17h 01m1 stop Washington, D.C. Dulles Intl
$285Lufthansa
Thu, Dec 3 - Fri, Dec 11
United Airlines Logo
2:52 pm - 7:38 amSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
17h 46m1 stop Newark
United Airlines Logo
8:25 pm - 3:57 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
18h 32m1 stop Chicago O'Hare Intl
$291United Airlines
Sat, Nov 21 - Sat, Nov 28
Delta Logo
4:10 pm - 10:55 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
7h 45m1 stop New York John F Kennedy Intl
Delta Logo
6:00 am - 2:11 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
7h 11m1 stop New York John F Kennedy Intl
$296Delta
Thu, Dec 3 - Fri, Dec 11
United Airlines Logo
2:52 pm - 3:53 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
26h 01m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
8:25 pm - 3:57 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
18h 32m1 stop Chicago O'Hare Intl
$296United Airlines
Sun, Dec 20 - Tue, Dec 29
Lufthansa Logo
2:10 pm - 1:18 amSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
12h 08m1 stop Chicago O'Hare Intl
Lufthansa Logo
3:31 pm - 3:57 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
23h 26m2 stops Newark Chicago O'Hare Intl
$314Lufthansa
Fri, Dec 25 - Thu, Dec 31
JetBlue Logo
4:35 pm - 11:47 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
8h 12m1 stop New York John F Kennedy Intl
JetBlue Logo
5:30 am - 2:08 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
7h 38m1 stop Fort Lauderdale
$319JetBlue
Mon, Dec 21 - Tue, Dec 29
Lufthansa Logo
5:00 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
7h 59m1 stop Washington, D.C. Dulles Intl
Lufthansa Logo
5:45 am - 3:57 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
9h 12m1 stop Chicago O'Hare Intl
$331Lufthansa
Sun, Jan 24 - Sun, Jan 31
United Airlines Logo
5:00 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
7h 59m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
5:45 am - 1:50 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
7h 05m1 stop Washington, D.C. Dulles Intl
$336United Airlines
Sun, Jan 24 - Sun, Jan 31
United Airlines Logo
5:00 pm - 1:55 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
21h 55m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
United Airlines Logo
5:45 am - 1:50 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
7h 05m1 stop Washington, D.C. Dulles Intl
$340United Airlines
Fri, Dec 25 - Thu, Dec 31
JetBlue Logo
3:28 pm - 11:47 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
9h 19m1 stop New York John F Kennedy Intl
JetBlue Logo
7:00 am - 12:21 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
4h 21mnonstop
$370JetBlue
Booking Insights

Price, demand and travel trends for Simpson Bay to Boston flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Simpson Bay to Boston?

Round-trip flights from Simpson Bay to Boston typically range from $354 to $518. The lowest price found in the past 5 days was $285, on Lufthansa.

What's the cheapest day of the week to fly from Simpson Bay to Boston?

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Simpson Bay to Boston. It’s 12% cheaper than the average day, while Saturday is the most expensive, with prices 44% higher.

Key details for Simpson Bay to Boston flights

Low season

October

Cheapest flight

$183
Beat the crowds with an average 74% drop in travelers.
The most popular month to fly with an average 74% increase in travelers.
One-way flight from Simpson Bay to Boston

When to book flights from Simpson Bay to Boston

Are your dates flexible? Find out the best times to travel from Simpson Bay to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Simpson Bay to Boston flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Simpson Bay to Boston?

    These are the earliest and latest flight times available from Simpson Bay to Boston:

    • Earliest: departs at 1:40 pm and lands at 6:22 pm
    • Latest: departs at 6:00 pm and lands at 10:42 pm.

    The flight takes about 4h 42m.

  • What cabin classes can I book on flights from Simpson Bay to Boston?

    Only Economy Class is available on flights from Simpson Bay to Boston.

  • How long is a flight from Simpson Bay to Boston?

    A nonstop flight from Simpson Bay to Boston takes 4h 42m, covering 1,742 miles.

  • Do I need a passport to fly from Simpson Bay to Boston?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Simpson Bay to Boston flight?

    Round-trip flights from Simpson Bay to Boston range from $354 to $518, with an average of $403 over the past 12 months. Anything below $354 counts as a good deal.

  • How much can I save by taking a layover when flying from Simpson Bay to Boston?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $296 round-trip via New York John F Kennedy Intl (JFK), compared to $448 for nonstop.

  • What is the standard checked-bag allowance on flights from Simpson Bay to Boston?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $49–$49 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Simpson Bay to Boston?

    The Airbus A320-100/200 family is used most often on this route, operated mainly by JetBlue. Other aircraft seen on the route include Boeing 737 MAX 8 variants.

  • Have flight prices from Simpson Bay to Boston changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $285 to $2,125. That means the highest observed fare was about 7x higher than the lowest one.

  • How are flight prices from Simpson Bay to Boston looking right now?

    One-way fares from Simpson Bay to Boston are currently lower than usual. Average one-way flight prices are about $192, which is 51% below the typical average for this route.

  • What car rental options are available at Boston Logan Intl Airport (BOS)?

    Boston Logan Intl Airport (BOS) hosts 5 major car rental companies, with daily rates averaging $77 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Thrifty
    • Sixt

  • Which airports can I use when flying from Simpson Bay to Boston?

    Flights from Simpson Bay to Boston usually depart from Simpson Bay Princess Juliana (SXM) and arrive at Boston Logan Intl (BOS).

  • Which airports do connecting flights from Simpson Bay to Boston pass through?

    One-stop flights from Simpson Bay to Boston most commonly connect through:

    • Miami (MIA) - 31% of one-stop connections
    • Washington, D.C. Dulles Intl (IAD) - 22% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 13% of one-stop connections
    • Philadelphia (PHL) - 9% of one-stop connections

  • Can I save money by using flexible dates for flights from Simpson Bay to Boston?

    Yes. Flexible dates can save you up to 39% on flights from Simpson Bay to Boston. Thursday is the cheapest departure day at $355 round-trip on average, while Saturday is the most expensive at $581, a difference of $226.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Simpson Bay to Boston?

    Only JetBlue operates flights between Simpson Bay and Boston.

  • How much time can I save by choosing a different layover airport from Simpson Bay to Boston?

    Flying via Washington, D.C. Dulles Intl (IAD) gives the shortest average 1-stop total travel time at 7h 27m, compared with 7h 30m via Newark (EWR) and 7h 33m via Fort Lauderdale (FLL).

  • What popular places can I visit in Boston?

    Some of the most popular sights in Boston are TD Garden, Fenway Park and Boston Common. These are among the most viewed places in Boston on KAYAK.

  • Which airlines include bags at no extra cost on Simpson Bay to Boston flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Simpson Bay to Boston flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Saturday. On this route, Thursday flights average $355, about $226 less than Saturday fares (39% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Simpson Bay to Boston trip for May. Fares historically average $268 round-trip in that month - typically $330 less than the most expensive month, which is February (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through New York John F Kennedy Intl Airport (JFK) can be cheaper than flying direct. The cheapest layover option averages $296 round-trip on this route - about $152 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Boston Logan Intl Airport.

    • Hyatt Regency Boston Harbor
    • Hilton Garden Inn Boston Logan Airport
    • Hilton Boston Logan Airport

Prefer to fly direct from Simpson Bay to Boston?

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

Direct departures

Simpson Bay Princess Juliana to Boston Logan Intl

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Direct returns

Boston Logan Intl to Simpson Bay Princess Juliana

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

More options for your flight from Simpson Bay to Boston

Complete your trip to Boston with a hotel stay or car rental