Find Deals on 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: Mon Mar 27 2017 Return: Tue Mar 28 2017 Trip spans 2 days
American Airlines
American Airlines
BOS
BGI
16h 41m
2 stops
BGI
BOS
21h 43m
2 stops
Depart: Mon Apr 3 2017 Return: Wed May 10 2017 Trip spans 38 days
Major Airline
Major Airline
BOS
SJU
7h 49m
1 stop
SJU
BOS
6h 38m
1 stop
Depart: Tue Jun 6 2017 Return: Tue Jun 13 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
HAV
11h 36m
2 stops
HAV
BOS
6h 11m
1 stop
Depart: Mon Apr 24 2017 Return: Wed Apr 26 2017 Trip spans 3 days
JetBlue
JetBlue
BOS
SJU
3h 50m
nonstop
SJU
BOS
6h 54m
1 stop
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
Delta
Delta
BOS
SJU
9h 04m
1 stop
SJU
BOS
7h 24m
1 stop
Depart: Sat Apr 22 2017 Return: Thu Apr 27 2017 Trip spans 6 days
United
United
BOS
NAS
14h 30m
1 stop
NAS
BOS
17h 46m
1 stop
Depart: Mon Apr 24 2017 Return: Wed Apr 26 2017 Trip spans 3 days
American Airlines
American Airlines
BOS
BGI
28h 20m
1 stop
BGI
BOS
20h 41m
1 stop
Depart: Sun Apr 2 2017 Return: Wed Apr 5 2017 Trip spans 4 days
American Airlines
American Airlines
BOS
SJU
9h 22m
1 stop
SJU
BOS
8h 25m
1 stop
Depart: Wed Apr 19 2017 Return: Sun Apr 23 2017 Trip spans 5 days
Air Canada
Air Canada
BOS
NAS
23h 30m
2 stops
NAS
BOS
21h 19m
2 stops
Depart: Tue Jul 18 2017 Return: Wed Jul 26 2017 Trip spans 9 days
Major Airline
Major Airline
BOS
HAV
7h 34m
1 stop
HAV
BOS
7h 58m
1 stop
Depart: Sat Sep 9 2017 Return: Sat Sep 16 2017 Trip spans 8 days
Copa Airlines
Copa Airlines
BOS
PUJ
27h 42m
1 stop
PUJ
BOS
30h 41m
1 stop
Depart: Sat Sep 2 2017 Return: Tue Sep 5 2017 Trip spans 4 days
American Airlines
American Airlines
BOS
BGI
20h 07m
1 stop
BGI
BOS
20h 44m
1 stop
Depart: Tue Aug 8 2017 Return: Tue Aug 15 2017 Trip spans 8 days
Major Airline
Major Airline
BOS
HAV
7h 23m
1 stop
HAV
BOS
6h 29m
1 stop
Depart: Tue May 2 2017 Return: Tue May 16 2017 Trip spans 15 days
Delta
Delta
BOS
STT
7h 08m
1 stop
STT
BOS
6h 55m
1 stop
Depart: Mon May 1 2017 Return: Thu May 4 2017 Trip spans 4 days
JetBlue
JetBlue
BOS
BQN
8h 14m
1 stop
BQN
BOS
8h 20m
1 stop
Depart: Fri Aug 18 2017 Return: Sat Aug 19 2017 Trip spans 2 days
Major Airline
Major Airline
BOS
HAV
22h 45m
1 stop
HAV
BOS
15h 35m
1 stop
Depart: Thu Sep 28 2017 Return: Mon Oct 2 2017 Trip spans 5 days
Delta
Delta
BOS
STT
6h 40m
1 stop
STT
BOS
9h 06m
1 stop
Depart: Wed Mar 29 2017 Return: Tue Apr 4 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
HAV
15h 10m
1 stop
HAV
BOS
16h 29m
1 stop
Depart: Fri Jun 9 2017 Return: Sat Jun 17 2017 Trip spans 9 days
WestJet
WestJet
BOS
PUJ
29h 38m
1 stop
PUJ
BOS
16h 41m
1 stop
Depart: Mon May 1 2017 Return: Thu May 4 2017 Trip spans 4 days
JetBlue
JetBlue
BOS
SJU
3h 52m
nonstop
SJU
BOS
4h 07m
nonstop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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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
$171
Destination

Aguadilla
$280
Bridgetown
$171
Nassau
$311
San Juan
$204
Saint Thomas Island
$273
Punta Cana
$496
Havana
$244