$121+ Cheap flights from San Diego (SAN) to Caribbean Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SJU
Mar 11 — Mar 181
1 adult, Economy
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Find cheap flights from San Diego to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Diego to Caribbean Islands
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Cheapest flights from San Diego to Caribbean IslandsExplore the most affordable flight options available from San Diego to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 9, 2026.
Explore the most affordable flight options available from San Diego to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 9, 2026.
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/34:00 pm
SAN
- STT
2 stops17h 56m
United Airlines
Wed 3/1112:02 pm
STT
- SAN
2 stops14h 38m
United Airlines
Deal found 2/7![United Airlines logo]()
$246
This American Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/210:30 pm
SAN
- STT
1 stop14h 59m
American Airlines
Thu 3/122:43 pm
STT
- SAN
1 stop10h 40m
American Airlines
Deal found 2/5![American Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:30 pm
SAN
- STT
1 stop10h 08m
Delta
Tue 4/213:00 pm
STT
- SAN
1 stop11h 25m
Delta
Deal found 2/6![Delta logo]()
$310
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:14 pm
SAN
- STT
2 stops14h 54m
United Airlines
Thu 5/71:22 pm
STT
- SAN
1 stop9h 42m
United Airlines
Deal found 2/8![United Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:59 am
SAN
- SJU
2 stops34h 59m
Multiple Airlines
Wed 3/116:49 pm
SJU
- SAN
1 stop32h 42m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:55 am
SAN
- SJU
1 stop24h 42m
Multiple Airlines
Thu 3/1212:55 pm
SJU
- SAN
2 stops14h 36m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:25 am
SAN
- SJU
2 stops28h 37m
Multiple Airlines
Fri 2/277:44 pm
SJU
- SAN
1 stop18h 42m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$353
This Southwest deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:50 am
SAN
- SJU
1 stop13h 50m
Southwest
Tue 5/128:10 am
SJU
- SAN
2 stops13h 05m
Southwest
Deal found 2/7![Southwest logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/66:45 am
SAN
- SJU
1 stop25h 22m
Multiple Airlines
Fri 4/109:10 pm
SJU
- SAN
2 stops27h 25m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2210:30 pm
SAN
- STT
1 stop14h 59m
American Airlines
Thu 2/261:02 pm
STT
- SAN
2 stops13h 57m
American Airlines
Deal found 2/7![American Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:55 am
SAN
- SJU
1 stop25h 32m
Multiple Airlines
Sun 5/176:49 pm
SJU
- SAN
1 stop32h 22m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1810:40 pm
SAN
- SJU
1 stop12h 40m
American Airlines
Mon 4/2711:59 pm
SJU
- SAN
1 stop17h 06m
American Airlines
Deal found 2/6![American Airlines logo]()
$361
Best flights from San Diego to Caribbean IslandsDiscover carefully curated flight deals from San Diego to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 9, 2026.
Discover carefully curated flight deals from San Diego to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 9, 2026.
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:57 pm
SAN
- STT
2 stops12h 06m
American Airlines
Wed 3/1111:46 am
STT
- SAN
1 stop10h 23m
American Airlines
Deal found 2/7![American Airlines logo]()
$246
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:15 pm
SAN
- STT
1 stop11h 41m
United Airlines
Mon 3/162:35 pm
STT
- SAN
1 stop10h 25m
United Airlines
Deal found 2/8![United Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/610:10 pm
SAN
- SJU
1 stop11h 40m
Delta
Mon 5/111:55 pm
SJU
- SAN
1 stop11h 05m
Delta
Deal found 2/7![Delta logo]()
$370
This Copa Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:17 pm
SAN
- SDQ
1 stop12h 52m
Copa Airlines
Fri 2/278:50 am
SDQ
- SAN
1 stop12h 23m
Copa Airlines
Deal found 2/6![Copa Airlines logo]()
$385
This Priceline deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/812:00 pm
SAN
- MBJ
2 stops24h 23m
Frontier
Sun 4/123:38 pm
MBJ
- SAN
2 stops34h 06m
Frontier
Deal found 2/7![Frontier logo]()
$456
This Southwest deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/610:40 pm
SAN
- PLS
2 stops13h 15m
Southwest
Thu 5/143:50 pm
PLS
- SAN
2 stops19h 40m
Southwest
Deal found 2/6![Southwest logo]()
$456
This SmartFares deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:15 pm
SAN
- MBJ
1 stop13h 45m
JetBlue
Sat 5/163:35 pm
MBJ
- SAN
1 stop20h 18m
JetBlue
Deal found 2/5![JetBlue logo]()
$489
This American Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:11 pm
SAN
- STT
2 stops13h 54m
American Airlines
Mon 3/164:42 pm
STT
- SAN
1 stop21h 15m
American Airlines
Deal found 2/5![American Airlines logo]()
$246
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:55 pm
SAN
- STT
2 stops14h 05m
United Airlines
Wed 3/112:35 pm
STT
- SAN
1 stop10h 25m
United Airlines
Deal found 2/7![United Airlines logo]()
$246
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/59:57 pm
SAN
- STT
1 stop10h 09m
American Airlines
Sun 3/81:13 pm
STT
- SAN
1 stop11h 30m
American Airlines
Deal found 2/7![American Airlines logo]()
$246
This Travelocity deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:30 pm
SAN
- PLS
1 stop13h 33m
Multiple Airlines
Tue 6/92:10 pm
PLS
- SAN
2 stops24h 40m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:42 pm
SAN
- STT
2 stops12h 30m
American Airlines
Wed 3/111:13 pm
STT
- SAN
1 stop12h 27m
American Airlines
Deal found 2/5![American Airlines logo]()
$246
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1312:53 pm
SAN
- STT
1 stop19h 42m
American Airlines
Wed 4/225:05 pm
STT
- SAN
2 stops18h 33m
American Airlines
Deal found 2/7![American Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:25 pm
SAN
- SJU
1 stop10h 47m
Delta
Fri 5/81:55 pm
SJU
- SAN
2 stops12h 46m
Delta
Deal found 2/7![Delta logo]()
$370
This Copa Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:18 pm
SAN
- PUJ
1 stop10h 21m
Copa Airlines
Sun 3/85:43 am
PUJ
- SAN
1 stop15h 31m
Copa Airlines
Deal found 2/7![Copa Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:15 am
SAN
- SJU
1 stop11h 23m
United Airlines
Tue 4/141:00 am
SJU
- SAN
1 stop11h 40m
United Airlines
Deal found 2/7![United Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:01 pm
SAN
- SDQ
2 stops14h 09m
Delta
Fri 2/277:30 am
SDQ
- SAN
2 stops17h 07m
Delta
Deal found 2/6![Delta logo]()
$403
This American Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/234:55 pm
SAN
- STT
2 stops18h 08m
American Airlines
Tue 3/313:40 pm
STT
- SAN
2 stops19h 59m
American Airlines
Deal found 2/8![American Airlines logo]()
$308
This Copa Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:18 pm
SAN
- SDQ
1 stop12h 54m
Copa Airlines
Sun 5/36:04 am
SDQ
- SAN
1 stop15h 26m
Copa Airlines
Deal found 2/6![Copa Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:00 pm
SAN
- NAS
1 stop19h 22m
United Airlines
Wed 2/253:35 pm
NAS
- SAN
1 stop10h 09m
United Airlines
Deal found 2/6![United Airlines logo]()
$392
This Frontier deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:07 pm
SAN
- MBJ
2 stops13h 05m
Frontier
Sat 5/161:22 pm
MBJ
- SAN
2 stops21h 12m
Frontier
Deal found 2/5![Frontier logo]()
$475
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:30 am
SAN
- NAS
1 stop7h 32m
Delta
Wed 2/252:59 pm
NAS
- SAN
1 stop8h 36m
Delta
Deal found 2/6![Delta logo]()
$410
This Copa Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/310:00 pm
SAN
- SDQ
1 stop15h 15m
Copa Airlines
Sun 5/106:04 am
SDQ
- SAN
1 stop15h 26m
Copa Airlines
Deal found 2/6![Copa Airlines logo]()
$419
This KAYAK deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:19 pm
SAN
- AUA
1 stop15h 56m
JetBlue
Mon 6/85:20 pm
AUA
- SAN
1 stop19h 26m
JetBlue
Deal found 2/7![JetBlue logo]()
$514
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/255:50 pm
SAN
- NAS
1 stop16h 43m
United Airlines
Wed 4/12:53 pm
NAS
- SAN
1 stop8h 12m
United Airlines
Deal found 2/8![United Airlines logo]()
$404
This Southwest deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1110:30 pm
SAN
- PLS
1 stop13h 20m
Southwest
Wed 4/223:50 pm
PLS
- SAN
2 stops20h 30m
Southwest
Deal found 2/7![Southwest logo]()
$551
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2410:20 pm
SAN
- SDQ
1 stop11h 57m
Delta
Mon 3/96:35 am
SDQ
- SAN
1 stop20h 36m
Delta
Deal found 2/6![Delta logo]()
$415
This KAYAK deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:19 pm
SAN
- AUA
1 stop14h 36m
JetBlue
Mon 6/85:20 pm
AUA
- SAN
1 stop19h 26m
JetBlue
Deal found 2/7![JetBlue logo]()
$514
This American Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:35 pm
SAN
- SJU
1 stop13h 53m
American Airlines
Thu 3/121:44 pm
SJU
- SAN
1 stop10h 23m
American Airlines
Deal found 2/8![American Airlines logo]()
$354
This Copa Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:18 pm
SAN
- PUJ
1 stop10h 21m
Copa Airlines
Sun 4/265:35 am
PUJ
- SAN
1 stop15h 55m
Copa Airlines
Deal found 2/7![Copa Airlines logo]()
$442
Last-minute flights from San Diego to Caribbean IslandsDiscover last-minute flight deals from San Diego to Caribbean Islands. Data last updated February 9, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Caribbean Islands. Data last updated February 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:11 am
SAN
- SJU
2 stops39h 42m
Multiple Airlines
Thu 4/306:49 pm
SJU
- SAN
1 stop32h 22m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:25 am
SAN
- SJU
2 stops28h 37m
Multiple Airlines
Fri 2/277:44 pm
SJU
- SAN
1 stop18h 42m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$353
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2210:30 pm
SAN
- STT
1 stop14h 59m
American Airlines
Thu 2/261:02 pm
STT
- SAN
2 stops13h 57m
American Airlines
Deal found 2/7![American Airlines logo]()
$358
This eDestinos deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:25 am
SAN
- SJU
2 stops28h 37m
Frontier
Wed 2/254:06 pm
SJU
- SAN
2 stops27h 11m
Frontier
Deal found 2/8![Frontier logo]()
$380
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:57 pm
SAN
- SJU
1 stop14h 23m
American Airlines
Thu 3/121:44 pm
SJU
- SAN
1 stop10h 23m
American Airlines
Deal found 2/6![American Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/210:30 pm
SAN
- STT
1 stop14h 59m
American Airlines
Mon 3/92:43 pm
STT
- SAN
1 stop12h 16m
American Airlines
Deal found 2/5![American Airlines logo]()
$308
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:55 pm
SAN
- STT
2 stops14h 05m
United Airlines
Wed 3/112:35 pm
STT
- SAN
1 stop10h 25m
United Airlines
Deal found 2/7![United Airlines logo]()
$246
This eDestinos deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:11 am
SAN
- SJU
2 stops39h 42m
Frontier
Tue 3/106:39 pm
SJU
- SAN
2 stops32h 29m
Frontier
Deal found 2/6![Frontier logo]()
$367
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/43:19 pm
SAN
- SJU
1 stop10h 05m
American Airlines
Wed 3/111:30 am
SJU
- SAN
1 stop10h 09m
American Airlines
Deal found 2/6![American Airlines logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:59 am
SAN
- SJU
2 stops34h 59m
Multiple Airlines
Wed 3/116:49 pm
SJU
- SAN
1 stop32h 42m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:55 am
SAN
- SJU
1 stop24h 42m
Multiple Airlines
Thu 3/1212:55 pm
SJU
- SAN
2 stops14h 36m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:50 am
SAN
- SJU
2 stops13h 10m
Southwest
Tue 3/245:55 am
SJU
- SAN
1 stop16h 40m
Southwest
Deal found 2/7![Southwest logo]()
$381
One-way flights from San Diego to Caribbean IslandsSearch for one-way flight options from San Diego to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 9, 2026.
Search for one-way flight options from San Diego to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 9, 2026.
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:35 pm
SAN
- STT
2 stops12h 11m
American Airlines
Deal found 2/4![American Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/211:30 am
SAN
- SJU
2 stops27h 28m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:11 am
SAN
- SJU
2 stops22h 43m
Frontier
Deal found 2/7![Frontier logo]()
$126
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:10 pm
SAN
- NAS
1 stop11h 16m
Delta
Deal found 2/5![Delta logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/309:18 pm
SAN
- SJU
2 stops34h 35m
Frontier
Deal found 2/7![Frontier logo]()
$144
This United Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/109:45 pm
SAN
- SJU
1 stop11h 49m
United Airlines
Deal found 2/5![United Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/159:18 pm
SAN
- SJU
2 stops37h 59m
Frontier
Deal found 2/7![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:25 am
SAN
- SJU
2 stops51h 34m
Frontier
Deal found 2/7![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/211:30 am
SAN
- PUJ
2 stops26h 03m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$163
This Cheapflightsfares deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1112:49 pm
SAN
- SJU
1 stop11h 05m
JetBlue
Deal found 2/7![JetBlue logo]()
$167
This Priceline deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:49 pm
SAN
- SJU
1 stop11h 02m
JetBlue
Deal found 2/6![JetBlue logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:12 pm
SAN
- STT
2 stops44h 22m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$171
Find flight deals from San Diego to Caribbean Islands
Keep the following information in mind while searching for San Diego to Caribbean Islands flight deals. Data was last updated February 9, 2026.
Round-trip from | $246 (American Airlines) |
|---|---|
One-way from | $121 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $566 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 9, 2026.
Use the filters below to find and compare flights from San Diego to Caribbean Islands that are best for you.
Fly from
San Diego
Fly to
Caribbean Islands
Route
Depart
Return
Price
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Tue 3/3
9:57 pm-2:03 pm
2 stops12h 06m
Saint Thomas Island Cyril E King
Wed 3/11
11:46 am-7:09 pm
1 stop10h 23m
$246
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Mon 3/9
10:15 pm-12:56 pm
1 stop11h 41m
Saint Thomas Island Cyril E King
Mon 3/16
2:35 pm-10:00 pm
1 stop10h 25m
$246
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Mon 3/9
7:11 pm-12:05 pm
2 stops13h 54m
Saint Thomas Island Cyril E King
Mon 3/16
4:42 pm-10:57 am
1 stop21h 15m
$246
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Tue 3/3
5:55 pm-12:00 pm
2 stops14h 05m
Saint Thomas Island Cyril E King
Wed 3/11
2:35 pm-10:00 pm
1 stop10h 25m
$246
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Thu 3/5
9:57 pm-12:06 pm
1 stop10h 09m
Saint Thomas Island Cyril E King
Sun 3/8
1:13 pm-9:43 pm
1 stop11h 30m
$246
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Wed 3/4
7:42 pm-12:12 pm
2 stops12h 30m
Saint Thomas Island Cyril E King
Wed 3/11
1:13 pm-10:40 pm
1 stop12h 27m
$246
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Mon 4/13
12:53 pm-11:35 am
1 stop19h 42m
Saint Thomas Island Cyril E King
Wed 4/22
5:05 pm-8:38 am
2 stops18h 33m
$246
San DiegoSaint Thomas Island
SAN - STT
SANSTT
San Diego
Mon 3/23
4:55 pm-2:03 pm
2 stops18h 08m
Saint Thomas Island Cyril E King
Tue 3/31
3:40 pm-8:39 am
2 stops19h 59m
$308
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Mon 3/9
10:35 pm-3:28 pm
1 stop13h 53m
San Juan Luis Munoz Marin Intl
Thu 3/12
1:44 pm-9:07 pm
1 stop10h 23m
$354
San DiegoSan Juan
SAN - SJU
SANSJU
San Diego
Wed 5/6
10:10 pm-12:50 pm
1 stop11h 40m
San Juan Luis Munoz Marin Intl
Mon 5/11
1:55 pm-10:00 pm
1 stop11h 05m
$370
Showing 1-10 of 60 results
Best time to book a flight from San Diego to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from San Diego with our price prediction graph.
SAN-STT
SAN-SJU
SAN-NAS
SAN-PUJ
SAN-AUA
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Diego to Caribbean Islands
SAN-zzEPX
SAN-STT
SAN-SJU
SAN-NAS
SAN-PUJ
What is the cheapest month to book a flight from San Diego to Caribbean Islands?
Currently, April is the cheapest month in which you can book a flight from San Diego to Caribbean Islands (average of $128). Flying from San Diego to Caribbean Islands in December is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated February 9, 2026.
Peruse reviews from past customers who have flown with Delta, Copa Airlines, and United Airlines from San Diego to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Entertainment
7.8
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Entertainment
7.8
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Entertainment
7.8
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Entertainment
7.8
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Entertainment
7.8
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Related info for your journey
Find useful and relevant information for your journey from San Diego to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for San Diego to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Diego to Caribbean Islands by cabin class
Find flights from San Diego to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Diego and Caribbean Islands flights
Browse other San Diego and Caribbean Islands flight options. Last updated on February 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Diego to Caribbean Islands flights
Consider these flights traveling from San Diego to Caribbean Islands.
Top 9 airlines flying from San Diego to Caribbean Islands
Discover the top 9 airlines that operate flights from San Diego to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$164 | Average$603 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$164 | Average$561 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$514 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$215 | Average$453 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$260 | Average$387 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$295 | Average$576 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$328 | Average$653 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$382 | Average$596 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$585 | FlexibilityNo cancel fee | On-time75% |