$103 Find Cheap Flights from Boston to Simpson Bay - Compare and Save

Among airlines operating Boston to Simpson Bay flights:

• JetBlue: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Only JetBlue operates flights between Boston and Simpson Bay.

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

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 travelers should check the fare details before booking.

Four cabin classes are available on flights from Boston to Simpson Bay:

• Economy Class
• Premium Economy Class
• Business Class
• First Class

Prices vary by airline.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $388 round-trip via Chicago O'Hare Intl (ORD), compared to $501 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $49–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Airbus A318/A319/A320/A321 family is used most often on this route, operated mainly by JetBlue. Other aircraft seen on the route include Airbus A321-100/200 variants.

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

• Washington, D.C. Dulles Intl (IAD) - 17% of one-stop connections
• Miami (MIA) - 16% of one-stop connections
• Fort Lauderdale (FLL) - 14% of one-stop connections
• New York John F Kennedy Intl (JFK) - 14% of one-stop connections

Washington, D.C. Dulles Intl (IAD) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 30% on the Boston to Simpson Bay route. Wednesday is the cheapest departure day at $427 round-trip on average, while Saturday is the most expensive at $603, a difference of $176. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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

• Earliest: departs at 7:00 am and lands at 11:18 am
• Latest: departs at 11:15 am and lands at 3:33 pm.

The flight takes about 4h 18m.

Last-minute fares on this route - booked within 2 weeks of departure - run 7% above the route average of $522. Book 8 weeks before departure for the lowest fares.

A nonstop flight from Boston to Simpson Bay takes 4h 18m, covering 1,742 miles.

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.

One-way fares from Boston to Simpson Bay are currently lower than usual. Average one-way flight prices are about $116, which is 47% below the typical average for this route.

Flying via Washington, D.C. Dulles Intl (IAD) gives the shortest average 1-stop total travel time at 7h 30m, compared with 7h 32m via Newark (EWR) and 7h 49m via Philadelphia (PHL).

Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates starting from around $2 for economy cars. Top options include:
• Ace
• Right Cars
• Europcar
• Budget
• Alamo

Round-trip flights from Boston to Simpson Bay range from $401 to $702, with an average of $522 over the past 12 months. Anything below $401 counts as a good deal.

JetBlue is the only airline on the Boston to Simpson Bay route offering in-flight Wi-Fi. Pricing depends on fare class.