Find Cheap Flights from Boston Logan International to Caribbean

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Boston Logan International to Caribbean

(Round-trip)
Depart: Sat Jan 20 2018 Return: Sun Jan 21 2018 Trip spans 2 days
American Airlines
American Airlines
BOS
MBJ
7h 10m
1 stop
MBJ
BOS
7h 26m
1 stop
Depart: Sun Nov 12 2017 Return: Wed Nov 29 2017 Trip spans 18 days
United
United
BOS
SJU
6h 05m
1 stop
SJU
BOS
8h 51m
1 stop
Depart: Tue Nov 7 2017 Return: Thu Nov 9 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
BOS
SJU
6h 05m
1 stop
SJU
BOS
9h 31m
1 stop
Depart: Fri Nov 17 2017 Return: Thu Nov 23 2017 Trip spans 7 days
Delta
Delta
BOS
HAV
7h 35m
1 stop
HAV
BOS
9h 24m
1 stop
Depart: Tue Oct 31 2017 Return: Wed Nov 15 2017 Trip spans 16 days
Spirit Airlines
Spirit Airlines
BOS
SJU
8h 06m
2 stops
SJU
BOS
8h 06m
2 stops
Depart: Thu Jan 4 2018 Return: Mon Jan 15 2018 Trip spans 12 days
JetBlue
JetBlue
BOS
STT
4h 02m
nonstop
STT
BOS
5h 31m
1 stop
Depart: Thu Nov 30 2017 Return: Tue Dec 5 2017 Trip spans 6 days
Delta
Delta
BOS
HAV
7h 35m
1 stop
HAV
BOS
9h 35m
1 stop
Depart: Sun Feb 11 2018 Return: Fri Feb 16 2018 Trip spans 6 days
American Airlines
American Airlines
BOS
HAV
25h 15m
2 stops
HAV
BOS
10h 27m
2 stops
Depart: Tue Nov 14 2017 Return: Thu Nov 23 2017 Trip spans 10 days
United
United
BOS
HAV
8h 35m
1 stop
HAV
BOS
18h 03m
1 stop
Depart: Thu Nov 9 2017 Return: Mon Nov 13 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
BOS
SJU
3h 57m
nonstop
SJU
BOS
17h 40m
1 stop
Depart: Fri Jan 5 2018 Return: Sat Jan 13 2018 Trip spans 9 days
JetBlue
JetBlue
BOS
STT
4h 02m
nonstop
STT
BOS
5h 31m
1 stop
Depart: Fri Dec 1 2017 Return: Mon Dec 4 2017 Trip spans 4 days
Delta
Delta
BOS
HAV
6h 35m
1 stop
HAV
BOS
9h 21m
1 stop
Depart: Wed Feb 28 2018 Return: Tue Mar 6 2018 Trip spans 7 days
American Airlines
American Airlines
BOS
HAV
9h 10m
2 stops
HAV
BOS
11h 13m
1 stop
Depart: Wed Nov 15 2017 Return: Thu Nov 23 2017 Trip spans 9 days
United
United
BOS
HAV
6h 30m
1 stop
HAV
BOS
18h 03m
1 stop
Depart: Thu Jan 11 2018 Return: Mon Jan 15 2018 Trip spans 5 days
JetBlue
JetBlue
BOS
STT
4h 02m
nonstop
STT
BOS
5h 31m
1 stop
Depart: Wed Oct 25 2017 Return: Fri Oct 27 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
BOS
SJU
6h 00m
1 stop
SJU
BOS
8h 18m
1 stop
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
Delta
Delta
BOS
HAV
16h 56m
1 stop
HAV
BOS
7h 19m
1 stop
Depart: Fri Nov 17 2017 Return: Tue Nov 21 2017 Trip spans 5 days
United
United
BOS
HAV
6h 30m
1 stop
HAV
BOS
16h 43m
1 stop
Depart: Wed Feb 28 2018 Return: Wed Mar 7 2018 Trip spans 8 days
American Airlines
American Airlines
BOS
HAV
9h 10m
2 stops
HAV
BOS
9h 01m
2 stops
Depart: Fri Jan 12 2018 Return: Tue Jan 16 2018 Trip spans 5 days
JetBlue
JetBlue
BOS
STT
4h 02m
nonstop
STT
BOS
5h 31m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Boston
$189
Destination

San Juan
$233
Saint Thomas Island
$261
Montego Bay
$189
Havana
$242