Find Deals on Flights from San Diego 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
Students
under 26
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 San Diego to Caribbean

(Round-trip)
Depart: Thu May 4 2017 Return: Mon May 8 2017 Trip spans 5 days
JetBlue
JetBlue
SAN
BQN
25h 28m
1 stop
BQN
SAN
19h 37m
1 stop
Depart: Tue Feb 7 2017 Return: Mon Feb 13 2017 Trip spans 7 days
United
United
SAN
BQN
10h 19m
1 stop
BQN
SAN
11h 23m
1 stop
Depart: Thu Jun 1 2017 Return: Tue Jun 6 2017 Trip spans 6 days
Delta
Delta
SAN
SJU
12h 24m
1 stop
SJU
SAN
12h 13m
1 stop
Depart: Fri Jan 27 2017 Return: Mon Jan 30 2017 Trip spans 4 days
Major Airline
Major Airline
SAN
SJU
2h 36m
nonstop
SJU
SAN
10h 36m
nonstop
Depart: Sun Feb 5 2017 Return: Tue Feb 14 2017 Trip spans 10 days
American Airlines
American Airlines
SAN
STT
11h 20m
1 stop
STT
SAN
17h 21m
1 stop
Depart: Mon Feb 13 2017 Return: Fri Feb 24 2017 Trip spans 12 days
JetBlue
JetBlue
SAN
HAV
12h 29m
1 stop
HAV
SAN
12h 29m
1 stop
Depart: Thu Mar 2 2017 Return: Sat Mar 4 2017 Trip spans 3 days
United
United
SAN
BQN
10h 19m
1 stop
BQN
SAN
11h 36m
1 stop
Depart: Wed May 17 2017 Return: Fri May 19 2017 Trip spans 3 days
JetBlue
JetBlue
SAN
HAV
12h 54m
1 stop
HAV
SAN
12h 37m
1 stop
Depart: Sun Jul 2 2017 Return: Tue Jul 11 2017 Trip spans 10 days
Delta
Delta
SAN
SJU
10h 54m
1 stop
SJU
SAN
12h 02m
1 stop
Depart: Fri Apr 21 2017 Return: Sat Apr 29 2017 Trip spans 9 days
United
United
SAN
SJU
16h 30m
2 stops
SJU
SAN
10h 47m
1 stop
Depart: Mon Mar 6 2017 Return: Tue Mar 14 2017 Trip spans 8 days
Major Airline
Major Airline
SAN
MBJ
17h 17m
1 stop
MBJ
SAN
11h 52m
1 stop
Depart: Tue Jan 31 2017 Return: Fri Feb 3 2017 Trip spans 4 days
American Airlines
American Airlines
SAN
STT
11h 01m
2 stops
STT
SAN
12h 16m
1 stop
Depart: Wed Mar 1 2017 Return: Tue Mar 7 2017 Trip spans 7 days
JetBlue
JetBlue
SAN
SJU
14h 57m
1 stop
SJU
SAN
14h 08m
1 stop
Depart: Tue Feb 28 2017 Return: Tue Mar 7 2017 Trip spans 8 days
American Airlines
American Airlines
SAN
STT
11h 01m
2 stops
STT
SAN
9h 41m
1 stop
Depart: Mon Mar 13 2017 Return: Tue Mar 21 2017 Trip spans 9 days
JetBlue
JetBlue
SAN
HAV
12h 15m
1 stop
HAV
SAN
12h 22m
1 stop
Depart: Mon Apr 3 2017 Return: Mon Apr 10 2017 Trip spans 8 days
Major Airline
Major Airline
SAN
MBJ
22h 15m
1 stop
MBJ
SAN
23h 23m
1 stop
Depart: Tue Jun 6 2017 Return: Mon Jun 12 2017 Trip spans 7 days
Delta
Delta
SAN
STT
12h 00m
1 stop
STT
SAN
12h 02m
1 stop
Depart: Sat Mar 4 2017 Return: Thu Mar 9 2017 Trip spans 6 days
American Airlines
American Airlines
SAN
STT
14h 17m
1 stop
STT
SAN
10h 36m
1 stop
Depart: Sun Apr 2 2017 Return: Tue Apr 11 2017 Trip spans 10 days
JetBlue
JetBlue
SAN
HAV
12h 15m
1 stop
HAV
SAN
12h 20m
1 stop
Depart: Tue Jun 13 2017 Return: Tue Aug 1 2017 Trip spans 50 days
Major Airline
Major Airline
SAN
SJU
15h 38m
2 stops
SJU
SAN
12h 00m
2 stops
* 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.

We compile tonnes of data for you
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

San Diego
$307
Destination

Aguadilla
$307
San Juan
$360
Saint Thomas Island
$428
Montego Bay
$429
Havana
$340