Cheap flights from Boston (BOS) to Caribbean

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

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

All the information you need to plan the best BOS to SJU flight in 2021: compare Boston to Caribbean flight prices with the expected peak season, weather and rainfall in 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 19 days in advance, which can save you up to 7% on flights from Boston to Caribbean compared to booking the week you need them. Waiting 19 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 $262. For sooner than that we have options available in the next 3 days from $281.

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

Our data shows that August tends to be the cheapest month to fly to Caribbean from Boston. Users have commonly found prices around $313 for the month, but tickets can be as low as $121. Due to multiple factors, prepare for potentially higher prices in December.

Cheap flights from Boston to Caribbean in May, June 2021

The best prices found for BOS to Caribbean flights for May, June
24 May - 9 Jun
$149pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
24 May - 9 Jun
$150pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
25 May - 27 May
$153pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl

Boston to Caribbean 2021 flight deals

Cheap flights to Caribbean from Boston found for this year
24 May - 9 Jun
$149pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
24 May - 9 Jun
$150pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
25 May - 27 May
$153pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl

Non-stop flights to Caribbean from Boston

Save time with Boston to Caribbean direct flight deals
1 Jun - 15 Jun
$157pp
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
2 Jun - 8 Jun
$160pp
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
1 Jun - 4 Jun
$163pp
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
24 May - 9 Jun
$149pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
24 May - 9 Jun
$150pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
25 May - 27 May
$153pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl

One-way flights to Caribbean from Boston

The cheapest one-way flights from Boston to Caribbean
8:18 am - 12:26 pm
Spirit Airlines
Nonstop
4h 08m
BOS - SJU
Spirit Airlines
$75
mytrip.com
8:23 am - 12:28 pm
Spirit Airlines
Nonstop
4h 05m
BOS - SJU
Spirit Airlines
$76
mytrip.com
6:59 pm - 11:06 pm
Spirit Airlines
Nonstop
4h 07m
BOS - SJU
Spirit Airlines
$86
mytrip.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Boston</span> to <span class="emphasized">Caribbean</span> 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.

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.

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.

Can I find flights from Boston to Caribbean for under $200 on Cheapflights?

Yes, there are multiple flights from Boston to Caribbean for under $200. The cheapest flight booked recently is on Spirit Airlines for just $149, but on average you can expect to pay $164.

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 $177.

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 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 $512 for a flight from Boston to Caribbean. The cheapest flight overall is $106 while the most popular route, (Boston Logan Intl - San Juan Luis Munoz Marin Intl) is currently priced at $153.

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: Japan Airlines(83%), Spirit Airlines(81%), Aer Lingus(78%.)

How long is the flight from Boston to Caribbean?

Airlines like Spirit 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 $149, 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 $61. Check flights for Frontier, as they currently have the next best price.

Destination information for Caribbean

Things to know before you go - useful duration and weather info for your trip from Boston to Caribbean.
Today's exchange rate
$1 = $1.00
Flight duration
4h 14m

Airports servicing Boston

Top 9 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.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$102 $158 No cancel fee 62%
Spirit Airlines
$124 $376 No cancel fee 65%
Copa Airlines
$212 $402 No cancel fee 70%
United Airlines
$123 $422 No cancel fee 69%
WestJet
$243 $424 No cancel fee 60%
Delta
$123 $431 No cancel fee N/A
American Airlines
$122 $486 No cancel fee 71%
JetBlue
$155 $575 No cancel fee 62%
Air Canada
$242 $576 No cancel fee 67%
Home Caribbean Cheap flights from Boston to Caribbean