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Cheap flights from Boston (BOS) to Caribbean

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How to find the cheapest flight from
Boston (BOS) to Caribbean

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 41 days in advance, which can save you up to 11% on flights from Boston to Caribbean compared to booking the week you need them. Waiting 41 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $380. For sooner than that we have options available in the next 3 days from $415.

What is the cheapest month to fly from Boston to Caribbean?

Our data shows that September tends to be the cheapest month to fly to Caribbean from Boston. Users have commonly found prices around $380 for the month, but tickets can be as low as $194. Due to multiple factors, prepare for potentially higher prices in December.

Cheap flights from Boston to Caribbean in August, September 2020

The best prices found for BOS to Caribbean flights for August, September
25 Jul - 1 Aug
$75pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
22 Jul - 29 Jul
$76pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
6 Aug - 10 Aug
$77pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl

Boston to Caribbean 2020 flight deals

Cheap flights to Caribbean from Boston found for this year
25 Jul - 1 Aug
$75pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
22 Jul - 29 Jul
$76pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
6 Aug - 10 Aug
$77pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl

Non-stop flights to Caribbean from Boston

Save time with Boston to Caribbean direct flight deals
6 Aug - 12 Aug
$123pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
21 Aug - 24 Aug
$128pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
21 Aug - 24 Aug
$129pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl

Last minute flights from Boston to Caribbean

Late deals on round-trip flights to Caribbean from Boston, departing today and this week
25 Jul - 1 Aug
$75pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
23 Jul - 27 Jul
$76pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
27 Jul - 1 Aug
$78pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl

One-way flights to Caribbean from Boston

The cheapest one-way flights from Boston to Caribbean
6:27 am - 10:49 am
Spirit Airlines
Nonstop
4h 22m
BOS - SJU
Spirit Airlines
$62
FlyFar
6:27 am - 10:49 am
Spirit Airlines
Nonstop
4h 22m
BOS - SJU
Spirit Airlines
$66
SmartFares
6:27 am - 10:49 am
Spirit Airlines
Nonstop
4h 22m
BOS - SJU
Spirit Airlines
$68
Travelocity

Related info for your journey

Useful info, stats and facts about Boston to Caribbean flights.

Flight FAQs

From Boston to Caribbean

Are flight prices decreasing from Boston to Caribbean due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Boston and Caribbean for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Boston to Caribbean for under $100 on Cheapflights?

Yes, there are multiple flights from Boston to Caribbean for under $100. The cheapest flight booked recently is on Spirit Airlines for just $75, but on average you can expect to pay $86.

Are there nonstop flights from Boston to Caribbean for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Boston to Caribbean under $200. A good price for a nonstop flight from Boston to Caribbean is less than $141.

Are there last-minute flights available from Boston to Caribbean for under $100?

There are currently 20+ open flights from Boston to Caribbean within the next 7 days for less than $100.

What are the most popular airlines that fly from Boston to Caribbean?

The most popular airlines flying from Boston to Caribbean are Major Airline, American Airlines and JetBlue. Something to consider prior to booking your flight.

What are the most popular routes from Boston to Caribbean?

When deciding which route to take from Boston to Caribbean consider Boston Logan Intl - San Juan Luis Munoz Marin Intl, Boston Logan Intl - Santo Domingo Las Americas or Boston Logan Intl - Oranjestad Reina Beatrix as they are the most popular.

What are the cheapest Flights from Boston to Caribbean?

On average you can expect to pay $302 for a flight from Boston to Caribbean. The cheapest flight overall is $133 while the most popular route, (Boston Logan Intl - San Juan Luis Munoz Marin Intl) is currently priced at $91.

What are the most reliable airlines from Boston to Caribbean?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Boston to Caribbean on time: Spirit Airlines(88%), Emirates(75%), JetBlue(74%.)

How long is the flight from Boston to Caribbean?

Airlines like Qatar Airways, British Airways, and Japan Airlines fly from Boston to Caribbean in about 4h 05m. The time it takes to get you to your destination is usually consistent. All flights are typically nonstop.

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

Spirit Airlines, at $75, was found to be the cheapest airline from Boston to Caribbean..

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

The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $37.

Arrival points for flights from Boston to Caribbean

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Destination information for Caribbean

Things to know before you go. Useful info for your trip from Boston to Caribbean
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Airports servicing Boston

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