Find Cheap 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
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: Sun Aug 27 2017 Return: Sat Sep 2 2017 Trip spans 7 days
Major Airline
Major Airline
SAN
HAV
7h 56m
1 stop
HAV
SAN
25h 43m
1 stop
Depart: Thu Sep 7 2017 Return: Wed Sep 13 2017 Trip spans 7 days
American Airlines
American Airlines
SAN
HAV
9h 40m
1 stop
HAV
SAN
12h 21m
1 stop
Depart: Tue Oct 10 2017 Return: Tue Nov 14 2017 Trip spans 36 days
Delta
Delta
SAN
HAV
12h 55m
1 stop
HAV
SAN
12h 53m
1 stop
Depart: Tue Nov 7 2017 Return: Thu Nov 16 2017 Trip spans 10 days
Multiple Airlines
Multiple Airlines
SAN
NAS
10h 16m
1 stop
NAS
SAN
12h 18m
2 stops
Depart: Fri Dec 29 2017 Return: Sat Jan 13 2018 Trip spans 16 days
United
United
SAN
AUA
20h 55m
2 stops
AUA
SAN
21h 31m
2 stops
Depart: Sun Sep 10 2017 Return: Mon Sep 18 2017 Trip spans 9 days
JetBlue
JetBlue
SAN
SDQ
8h 26m
1 stop
SDQ
SAN
13h 11m
1 stop
Depart: Wed Sep 13 2017 Return: Mon Sep 18 2017 Trip spans 6 days
Air Canada
Air Canada
SAN
PUJ
16h 55m
2 stops
PUJ
SAN
18h 25m
1 stop
Depart: Sun Sep 10 2017 Return: Thu Sep 21 2017 Trip spans 12 days
Major Airline
Major Airline
SAN
HAV
13h 15m
1 stop
HAV
SAN
12h 39m
1 stop
Depart: Thu Nov 2 2017 Return: Thu Nov 9 2017 Trip spans 8 days
Major Airline
Major Airline
SAN
HAV
8h 57m
1 stop
HAV
SAN
25h 01m
1 stop
Depart: Wed Dec 20 2017 Return: Thu Jan 4 2018 Trip spans 16 days
Aeromexico
Aeromexico
SAN
SDQ
13h 56m
2 stops
SDQ
SAN
37h 53m
2 stops
Depart: Thu Nov 2 2017 Return: Tue Nov 7 2017 Trip spans 6 days
Major Airline
Major Airline
SAN
HAV
17h 28m
2 stops
HAV
SAN
22h 03m
2 stops
Depart: Mon Aug 7 2017 Return: Wed Aug 16 2017 Trip spans 10 days
Multiple Airlines
Multiple Airlines
SAN
NAS
11h 54m
1 stop
NAS
SAN
8h 17m
1 stop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
American Airlines
American Airlines
SAN
NAS
12h 03m
1 stop
NAS
SAN
12h 27m
1 stop
Depart: Mon Aug 21 2017 Return: Fri Aug 25 2017 Trip spans 5 days
Delta
Delta
SAN
NAS
10h 30m
1 stop
NAS
SAN
12h 55m
1 stop
Depart: Wed Sep 27 2017 Return: Wed Oct 4 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
SAN
NAS
11h 06m
1 stop
NAS
SAN
10h 02m
1 stop
Depart: Sun Aug 27 2017 Return: Tue Sep 5 2017 Trip spans 10 days
American Airlines
American Airlines
SAN
PLS
23h 19m
2 stops
PLS
SAN
28h 44m
2 stops
Depart: Tue Sep 5 2017 Return: Mon Sep 18 2017 Trip spans 14 days
Major Airline
Major Airline
SAN
BQN
28h 07m
3 stops
BQN
SAN
17h 08m
3 stops
Depart: Sun Oct 1 2017 Return: Thu Oct 5 2017 Trip spans 5 days
Delta
Delta
SAN
AUA
20h 55m
1 stop
AUA
SAN
24h 20m
1 stop
Depart: Fri Oct 6 2017 Return: Sat Oct 14 2017 Trip spans 9 days
Multiple Airlines
Multiple Airlines
SAN
NAS
16h 58m
1 stop
NAS
SAN
10h 51m
1 stop
Depart: Thu Sep 7 2017 Return: Fri Sep 15 2017 Trip spans 9 days
American Airlines
American Airlines
SAN
MBJ
19h 33m
1 stop
MBJ
SAN
9h 04m
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

San Diego
$368
Destination

Aguadilla
$381
Santo Domingo
$545
Nassau
$452
Providenciales
$459
Oranjestad
$493
Montego Bay
$461
Punta Cana
$629
Havana
$368