Cheap flights from Boston (BOS) to Caribbean

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

Users have found that booking a flight from Boston to Caribbean at least 47 days early can save you up to 9% on average compared to booking a flight this week. If booking 47 days before your flight isn’t an option for you, users have found flights from Boston to Caribbean for as little as $226 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $232 for flights departing within the next 3 days.

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

August can be a great time to fly to Caribbean from Boston with a flight ticket averaging about $252. Cheapflights users have found deals in the month of August for as cheap as $104. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Boston to Caribbean (BOS - CB)?

When flying from Boston to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Boston to Caribbean in January, February 2022

The best prices found for BOS to Caribbean flights for January, February
Feb 1 - Feb 3
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

14h 27m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

1 stop

15h 42m
$99

Frontier

View Deal

Deal found 1/17/22

Feb 1 - Feb 3
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

14h 27m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

1 stop

15h 42m
$100

Frontier

View Deal

Deal found 1/18/22

Feb 1 - Feb 8
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

14h 27m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

1 stop

16h 49m
$106

Frontier

View Deal

Deal found 1/18/22

Boston to Caribbean 2022 flight deals

Cheap flights to Caribbean from Boston found for this year
Feb 1 - Feb 3
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

14h 27m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

1 stop

15h 42m
$99

Frontier

View Deal

Deal found 1/17/22

Feb 1 - Feb 3
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

14h 27m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

1 stop

15h 42m
$100

Frontier

View Deal

Deal found 1/18/22

Feb 1 - Feb 8
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

14h 27m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

1 stop

16h 49m
$106

Frontier

View Deal

Deal found 1/18/22

Non-stop flights to Caribbean from Boston

Save time with Boston to Caribbean direct flight deals
Feb 27 - Mar 3
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

Nonstop

4h 33m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

Nonstop

4h 34m
$119

Frontier

View Deal

Deal found 1/18/22

Feb 27 - Mar 1
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

Nonstop

4h 33m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

Nonstop

4h 34m
$124

Frontier

View Deal

Deal found 1/18/22

Feb 27 - Mar 3
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

Nonstop

4h 33m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

Nonstop

4h 34m
$126

Frontier

View Deal

Deal found 1/18/22

Last minute flights from Boston to Caribbean

Late deals on return flights to Caribbean from Boston, departing today and this week
Jan 29 - Feb 5
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

7h 51m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

1 stop

15h 42m
$125

Frontier

View Deal

Deal found 1/16/22

Jan 29 - Feb 2
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

7h 51m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

1 stop

9h 48m
$130

Multiple Airlines

View Deal

Deal found 1/18/22

Jan 29 - Feb 1
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

17h 26m
SJU

San Juan Luis Munoz Marin Intl

BOS

Boston Logan Intl

1 stop

11h 48m
$131

Multiple Airlines

View Deal

Deal found 1/17/22

One-way flights to Caribbean from Boston

The cheapest one-way flights from Boston to Caribbean
Feb 4
BOS

Boston Logan Intl

SXM

Simpson Bay Princess Juliana

1 stop

30h 12m
$49

Frontier

View Deal

Deal found 1/16/22

Mar 29
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

12h 00m
$51

Spirit Airlines

View Deal

Deal found 1/17/22

Feb 1
BOS

Boston Logan Intl

SJU

San Juan Luis Munoz Marin Intl

1 stop

17h 26m
$57

Frontier

View Deal

Deal found 1/16/22

Related info for your journey

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

What airport do you fly from for flights from Boston to Caribbean?

Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly out of when you book flights from Boston to Caribbean.

Which airlines flying from Boston Logan Intl to Caribbean have flexible cancellations due to COVID-19?

Some of our airline partners flying from Boston Logan Intl to Caribbean have new flexible policies in place due to COVID-19. JetBlue, American Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like JetBlue with this kind of flexibility.

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 Frontier for just $99, but on average you can expect to pay $120.

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 $148.

Are there last-minute flights available from Boston to Caribbean for under $200?

There are currently 20+ open flights from Boston to Caribbean within the next 7 days for less than $200.

What days are nonstop flights available from Boston to Caribbean?

You can find nonstop flights on the following days: Monday.

How many flights depart from Boston to Caribbean on average per day?

Travelers can expect 1 flight from Boston to Caribbean on average per day.
Evening (6pm - Midnight) - 100% of flight departures

How long is the flight from Boston to Caribbean?

A quick flight from Boston to Caribbean can take about 9h 52m. Frontier provides one of the quickest options available for as low as $99. Boston and Caribbean are separated by a distance of 1688 mi. This flight may include one or multiple stops.

What are the most popular routes from Boston to Caribbean?

The most popular flight routes from Boston to Caribbean are Boston Logan Intl - San Juan Luis Munoz Marin Intl, Boston Logan Intl - Oranjestad Reina Beatrix and Boston Logan Intl - Punta Cana.

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

Major Airline, American Airlines and JetBlue are the most popular airlines when flying from Boston to Caribbean.

What are the most reliable airlines from Boston to Caribbean?

Before booking your flight to Caribbean from Boston, check out the most reliable airlines to get you to your destination on time: Turkish Airlines (86%), TAP AIR PORTUGAL (81%), Aer Lingus( 79%).

What are the cheapest flights from Boston to Caribbean?

The cheapest flight price from Boston to Caribbean is $22. On average you can expect to pay $479. The most popular route, (Boston Logan Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $124.

Top 10 airlines flying from Boston to Caribbean

The chart below displays the airlines Cheapflights users traveling from Boston to Caribbean choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Frontier
Cheapest$102
Average$158
FlexibilityNo cancel fee
On-time62%
COVID-19 safety
Spirit Airlines
Cheapest$118
Average$368
FlexibilityNo cancel fee
On-time65%
COVID-19 safety
American Airlines
Cheapest$122
Average$482
FlexibilityNo cancel fee
On-time71%
COVID-19 safety
United Airlines
Cheapest$123
Average$425
FlexibilityNo cancel fee
On-time69%
COVID-19 safety
Delta
Cheapest$123
Average$455
FlexibilityNo cancel fee
On-timeN/A
COVID-19 safety
JetBlue
Cheapest$181
Average$600
FlexibilityNo cancel fee
On-time62%
COVID-19 safety
Copa Airlines
Cheapest$192
Average$379
FlexibilityNo cancel fee
On-time70%
COVID-19 safety
Air Canada
Cheapest$242
Average$599
FlexibilityNo cancel fee
On-time67%
COVID-19 safety
WestJet
Cheapest$243
Average$424
FlexibilityNo cancel fee
On-time60%
COVID-19 safety
Avianca
Cheapest$258
Average$536
FlexibilityNo cancel fee
On-time71%
COVID-19 safety

Hourly flight availability from Boston to Caribbean

See what time of day planes typically take off from Boston to Caribbean
8%of flight departuresEarly morningMidnight to 6 am
59%of flight departuresMorning6 am to noon
5%of flight departuresAfternoonNoon to 6 pm
28%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM