Find Cheap Flights 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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Book cheap flights from Boston Logan International to Caribbean

(Round-trip)
Depart: Sat Sep 23 2017 Return: Sat Sep 30 2017 Trip spans 8 days
JetBlue
JetBlue
BOS
BGI
5h 03m
nonstop
BGI
BOS
5h 12m
nonstop
Depart: Mon Feb 12 2018 Return: Tue Feb 13 2018 Trip spans 2 days
United
United
BOS
SJU
9h 20m
1 stop
SJU
BOS
10h 47m
1 stop
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
American Airlines
American Airlines
BOS
SJU
9h 10m
1 stop
SJU
BOS
7h 34m
1 stop
Depart: Tue Feb 6 2018 Return: Tue Feb 13 2018 Trip spans 8 days
Delta
Delta
BOS
SJU
7h 24m
1 stop
SJU
BOS
7h 25m
1 stop
Depart: Sat Sep 30 2017 Return: Sat Oct 7 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
AUA
9h 08m
2 stops
AUA
BOS
9h 33m
2 stops
Depart: Sat Oct 7 2017 Return: Mon Oct 9 2017 Trip spans 3 days
Copa Airlines
Copa Airlines
BOS
HAV
25h 38m
1 stop
HAV
BOS
12h 55m
1 stop
Depart: Wed Feb 21 2018 Return: Mon Feb 26 2018 Trip spans 6 days
Aeromexico
Aeromexico
BOS
SDQ
30h 56m
1 stop
SDQ
BOS
12h 34m
1 stop
Depart: Wed Feb 7 2018 Return: Tue Feb 13 2018 Trip spans 7 days
Avianca
Avianca
BOS
CUR
17h 15m
1 stop
CUR
BOS
27h 31m
1 stop
Depart: Sat Jan 20 2018 Return: Sun Jan 28 2018 Trip spans 9 days
Air Canada
Air Canada
BOS
PLS
6h 55m
1 stop
PLS
BOS
22h 05m
2 stops
Depart: Wed Nov 22 2017 Return: Mon Nov 27 2017 Trip spans 6 days
WestJet
WestJet
BOS
NAS
27h 03m
1 stop
NAS
BOS
26h 50m
1 stop
Depart: Wed Sep 6 2017 Return: Tue Sep 12 2017 Trip spans 7 days
United
United
BOS
BQN
16h 29m
1 stop
BQN
BOS
11h 24m
1 stop
Depart: Tue Dec 12 2017 Return: Tue Dec 19 2017 Trip spans 8 days
American Airlines
American Airlines
BOS
SJU
6h 55m
1 stop
SJU
BOS
7h 33m
1 stop
Depart: Wed Dec 27 2017 Return: Tue Jan 2 2018 Trip spans 7 days
Air France
Air France
BOS
FDF
12h 20m
2 stops
FDF
BOS
13h 15m
2 stops
Depart: Wed Jan 10 2018 Return: Wed Jan 24 2018 Trip spans 15 days
Delta
Delta
BOS
STT
6h 40m
1 stop
STT
BOS
9h 06m
1 stop
Depart: Sun Oct 29 2017 Return: Sat Nov 4 2017 Trip spans 7 days
United
United
BOS
BQN
13h 11m
1 stop
BQN
BOS
11h 26m
1 stop
Depart: Sun Jan 21 2018 Return: Sat Jan 27 2018 Trip spans 7 days
American Airlines
American Airlines
BOS
SJU
8h 50m
1 stop
SJU
BOS
6h 33m
1 stop
Depart: Sat Sep 2 2017 Return: Tue Sep 26 2017 Trip spans 25 days
JetBlue
JetBlue
BOS
SJU
3h 54m
nonstop
SJU
BOS
3h 58m
nonstop
Depart: Tue Feb 6 2018 Return: Sun Feb 11 2018 Trip spans 6 days
Spirit Airlines
Spirit Airlines
BOS
BQN
15h 08m
1 stop
BQN
BOS
6h 52m
1 stop
Depart: Sat Dec 9 2017 Return: Mon Dec 18 2017 Trip spans 10 days
Delta
Delta
BOS
GCM
13h 04m
1 stop
GCM
BOS
16h 20m
2 stops
Depart: Fri Dec 1 2017 Return: Sat Dec 2 2017 Trip spans 2 days
United
United
BOS
BQN
15h 03m
1 stop
BQN
BOS
14h 18m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Boston
$263
Destination

Aguadilla
$265
Bridgetown
$263
Santo Domingo
$400
Nassau
$522
Providenciales
$487
San Juan
$264
Saint Thomas Island
$273
Oranjestad
$295
Willemstad
$426
Fort-de-France
$536
George Town
$286
Havana
$337