Find Deals on Flights from Islip Long Island 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 Islip Long Island to Caribbean

(Round-trip)
Depart: Mon May 1 2017 Return: Thu May 4 2017 Trip spans 4 days
American Airlines
American Airlines
ISP
SJU
5h 59m
1 stop
SJU
ISP
8h 51m
1 stop
Depart: Sat Sep 2 2017 Return: Sat Sep 9 2017 Trip spans 8 days
Southwest
Southwest
ISP
SJU
8h 05m
1 stop
SJU
ISP
6h 40m
1 stop
Depart: Tue May 9 2017 Return: Thu May 18 2017 Trip spans 10 days
American Airlines
American Airlines
ISP
SJU
8h 16m
1 stop
SJU
ISP
8h 52m
1 stop
Depart: Fri Sep 15 2017 Return: Mon Sep 18 2017 Trip spans 4 days
American Airlines
American Airlines
ISP
SJU
5h 55m
1 stop
SJU
ISP
8h 45m
1 stop
Depart: Sat Jul 22 2017 Return: Sun Jul 30 2017 Trip spans 9 days
Southwest
Southwest
ISP
SJU
8h 10m
1 stop
SJU
ISP
7h 30m
1 stop
Depart: Sun Apr 23 2017 Return: Wed Apr 26 2017 Trip spans 4 days
American Airlines
American Airlines
ISP
SJU
5h 59m
1 stop
SJU
ISP
6h 41m
1 stop
Depart: Sat Jul 15 2017 Return: Mon Jul 24 2017 Trip spans 10 days
Southwest
Southwest
ISP
SJU
9h 25m
1 stop
SJU
ISP
6h 20m
1 stop
Depart: Mon Apr 24 2017 Return: Fri Apr 28 2017 Trip spans 5 days
American Airlines
American Airlines
ISP
SJU
5h 59m
1 stop
SJU
ISP
6h 41m
1 stop
Depart: Wed Sep 20 2017 Return: Tue Oct 3 2017 Trip spans 14 days
American Airlines
American Airlines
ISP
AUA
26h 13m
2 stops
AUA
ISP
27h 15m
2 stops
Depart: Fri May 19 2017 Return: Thu May 25 2017 Trip spans 7 days
American Airlines
American Airlines
ISP
AUA
6h 41m
1 stop
AUA
ISP
8h 07m
1 stop
Depart: Mon Aug 14 2017 Return: Fri Aug 18 2017 Trip spans 5 days
American Airlines
American Airlines
ISP
SJU
5h 50m
1 stop
SJU
ISP
19h 50m
2 stops
Depart: Sun May 14 2017 Return: Thu May 18 2017 Trip spans 5 days
American Airlines
American Airlines
ISP
PUJ
5h 58m
1 stop
PUJ
ISP
8h 32m
1 stop
Depart: Thu Apr 13 2017 Return: Mon Apr 17 2017 Trip spans 5 days
Southwest
Southwest
ISP
SJU
8h 45m
1 stop
SJU
ISP
8h 40m
1 stop
Depart: Tue Sep 19 2017 Return: Thu Sep 21 2017 Trip spans 3 days
American Airlines
American Airlines
ISP
PUJ
8h 25m
1 stop
PUJ
ISP
26h 26m
2 stops
Depart: Mon May 8 2017 Return: Sun May 14 2017 Trip spans 7 days
American Airlines
American Airlines
ISP
MBJ
5h 57m
1 stop
MBJ
ISP
6h 32m
1 stop
Depart: Wed Mar 29 2017 Return: Wed Apr 5 2017 Trip spans 8 days
American Airlines
American Airlines
ISP
SJU
6h 04m
1 stop
SJU
ISP
6h 41m
1 stop
Depart: Tue Apr 11 2017 Return: Fri Apr 21 2017 Trip spans 11 days
American Airlines
American Airlines
ISP
AUA
14h 23m
2 stops
AUA
ISP
31h 01m
2 stops
Depart: Fri Apr 14 2017 Return: Fri Apr 21 2017 Trip spans 8 days
American Airlines
American Airlines
ISP
AUA
6h 51m
1 stop
AUA
ISP
8h 01m
1 stop
Depart: Sat Apr 15 2017 Return: Fri Apr 21 2017 Trip spans 7 days
American Airlines
American Airlines
ISP
PUJ
8h 37m
1 stop
PUJ
ISP
39h 01m
2 stops
Depart: Wed May 10 2017 Return: Mon May 15 2017 Trip spans 6 days
American Airlines
American Airlines
ISP
PUJ
9h 27m
2 stops
PUJ
ISP
21h 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

Islip
$366
Destination

San Juan
$366
Oranjestad
$452
Montego Bay
$552
Punta Cana
$524