$223+ Cheap flights from Gainesville (GNV) 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — SJU
May 11 — May 181
Round-trip
1 adult, Economy
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Find cheap flights from Gainesville to Caribbean Islands with Cheapflights
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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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Cheapest flights from Gainesville to Caribbean IslandsExplore the most affordable flight options available from Gainesville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.
Explore the most affordable flight options available from Gainesville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 11, 2026.
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Fri 4/245:47 pm
GNV
- STT
2 stops19h 28m
American Airlines
Mon 4/2712:25 pm
STT
- GNV
1 stop11h 34m
American Airlines
Deal found 4/10![American Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/306:00 am
GNV
- STX
1 stop7h 15m
American Airlines
Sun 5/35:14 pm
STX
- GNV
1 stop6h 45m
American Airlines
Deal found 4/7![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Fri 5/17:59 pm
GNV
- STX
2 stops17h 16m
American Airlines
Sun 5/32:05 pm
STX
- GNV
2 stops20h 52m
American Airlines
Deal found 4/7![American Airlines logo]()
$430
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Wed 4/227:59 pm
GNV
- STX
2 stops20h 14m
American Airlines
Sun 4/265:14 pm
STX
- GNV
1 stop30h 45m
American Airlines
Deal found 4/7![American Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 4/7. 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.
Sun 6/73:47 pm
GNV
- SJU
1 stop6h 40m
Delta
Wed 6/106:00 am
SJU
- GNV
1 stop6h 25m
Delta
Deal found 4/7![Delta logo]()
$456
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Thu 5/77:59 pm
GNV
- SJU
2 stops14h 54m
American Airlines
Mon 5/111:31 pm
SJU
- GNV
1 stop10h 28m
American Airlines
Deal found 4/8![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 4/9. 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 7/137:32 pm
GNV
- SJU
2 stops14h 11m
American Airlines
Fri 7/177:14 pm
SJU
- GNV
1 stop4h 45m
American Airlines
Deal found 4/9![American Airlines logo]()
$481
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
GNV
- SJU
1 stop10h 23m
Delta
Thu 5/142:48 pm
SJU
- GNV
1 stop7h 56m
Delta
Deal found 4/8![Delta logo]()
$496
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/177:59 pm
GNV
- SJU
1 stop14h 49m
American Airlines
Sun 5/2410:29 am
SJU
- GNV
1 stop13h 30m
American Airlines
Deal found 4/6![American Airlines logo]()
$501
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Thu 4/235:14 pm
GNV
- SJU
1 stop11h 18m
American Airlines
Mon 4/275:45 am
SJU
- GNV
1 stop18h 14m
American Airlines
Deal found 4/8![American Airlines logo]()
$506
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/97:59 pm
GNV
- SJU
1 stop14h 49m
American Airlines
Sat 5/1611:43 am
SJU
- GNV
1 stop12h 16m
American Airlines
Deal found 4/6![American Airlines logo]()
$511
This American Airlines deal was found by Cheapflights users on 4/10. 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 5/77:59 pm
GNV
- SJU
1 stop14h 49m
American Airlines
Sun 5/1011:38 am
SJU
- GNV
1 stop10h 41m
American Airlines
Deal found 4/10![American Airlines logo]()
$521
Best flights from Gainesville to Caribbean IslandsDiscover carefully curated flight deals from Gainesville to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 11, 2026.
Discover carefully curated flight deals from Gainesville to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 11, 2026.
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Fri 4/245:47 pm
GNV
- STT
2 stops19h 28m
American Airlines
Mon 4/2712:25 pm
STT
- GNV
1 stop11h 34m
American Airlines
Deal found 4/10![American Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 4/7. 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.
Sun 6/73:47 pm
GNV
- SJU
1 stop6h 40m
Delta
Wed 6/106:00 am
SJU
- GNV
1 stop6h 25m
Delta
Deal found 4/7![Delta logo]()
$456
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/306:00 am
GNV
- STX
1 stop7h 15m
American Airlines
Sun 5/35:14 pm
STX
- GNV
1 stop6h 45m
American Airlines
Deal found 4/7![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Fri 5/17:59 pm
GNV
- STX
2 stops17h 16m
American Airlines
Sun 5/32:05 pm
STX
- GNV
2 stops20h 52m
American Airlines
Deal found 4/7![American Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
GNV
- SJU
1 stop5h 45m
Delta
Wed 5/136:15 am
SJU
- GNV
1 stop8h 40m
Delta
Deal found 4/8![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/123:40 pm
GNV
- SJU
1 stop6h 37m
Delta
Thu 5/142:48 pm
SJU
- GNV
1 stop7h 56m
Delta
Deal found 4/8![Delta logo]()
$496
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Fri 5/86:00 am
GNV
- SJU
1 stop6h 29m
American Airlines
Mon 5/111:31 pm
SJU
- GNV
1 stop10h 28m
American Airlines
Deal found 4/8![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Thu 5/76:00 am
GNV
- SJU
1 stop15h 24m
American Airlines
Mon 5/1110:03 am
SJU
- GNV
1 stop13h 56m
American Airlines
Deal found 4/8![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Fri 5/156:00 am
GNV
- SJU
1 stop12h 10m
American Airlines
Wed 5/201:31 pm
SJU
- GNV
1 stop10h 28m
American Airlines
Deal found 4/6![American Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
GNV
- NAS
1 stop5h 48m
Delta
Wed 5/131:16 pm
NAS
- GNV
1 stop5h 02m
Delta
Deal found 4/8![Delta logo]()
$596
This American Airlines deal was found by Cheapflights users on 4/9. 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 7/137:32 pm
GNV
- SJU
2 stops14h 11m
American Airlines
Fri 7/177:14 pm
SJU
- GNV
1 stop4h 45m
American Airlines
Deal found 4/9![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/177:59 pm
GNV
- SJU
1 stop14h 49m
American Airlines
Sun 5/2410:29 am
SJU
- GNV
1 stop13h 30m
American Airlines
Deal found 4/6![American Airlines logo]()
$501
This Delta deal was found by Cheapflights users on 4/6. 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.
Thu 5/2810:13 am
GNV
- NAS
1 stop6h 22m
Delta
Tue 6/26:00 pm
NAS
- GNV
1 stop4h 44m
Delta
Deal found 4/6![Delta logo]()
$689
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Wed 4/227:59 pm
GNV
- STX
2 stops17h 16m
American Airlines
Sun 4/265:14 pm
STX
- GNV
2 stops24h 03m
American Airlines
Deal found 4/7![American Airlines logo]()
$502
This Delta deal was found by Cheapflights users on 4/6. 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.
Wed 4/226:00 am
GNV
- STI
2 stops13h 33m
Delta
Sun 4/268:59 pm
STI
- GNV
2 stops19h 10m
Delta
Deal found 4/6![Delta logo]()
$695
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/97:59 pm
GNV
- SJU
2 stops14h 54m
American Airlines
Sat 5/1610:01 am
SJU
- GNV
2 stops12h 18m
American Airlines
Deal found 4/6![American Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 4/6. 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.
Thu 4/2310:10 am
GNV
- STI
2 stops14h 12m
Delta
Sun 4/268:59 pm
STI
- GNV
2 stops19h 10m
Delta
Deal found 4/6![Delta logo]()
$695
This Delta deal was found by Cheapflights users on 4/9. 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 4/2410:10 am
GNV
- STI
2 stops14h 12m
Delta
Mon 4/276:00 am
STI
- GNV
2 stops12h 17m
Delta
Deal found 4/9![Delta logo]()
$695
This American Airlines deal was found by Cheapflights users on 4/10. 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 5/256:30 am
GNV
- ELH
1 stop3h 25m
American Airlines
Mon 6/112:57 pm
ELH
- GNV
2 stops20h 05m
American Airlines
Deal found 4/10![American Airlines logo]()
$559
This Delta deal was found by Cheapflights users on 4/9. 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 4/2410:10 am
GNV
- STI
2 stops9h 23m
Delta
Tue 4/286:00 am
STI
- GNV
2 stops12h 17m
Delta
Deal found 4/9![Delta logo]()
$695
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Sat 9/265:54 pm
GNV
- PUJ
1 stop16h 51m
American Airlines
Wed 9/303:10 pm
PUJ
- GNV
1 stop9h 09m
American Airlines
Deal found 4/8![American Airlines logo]()
$566
This Delta deal was found by Cheapflights users on 4/6. 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.
Wed 4/2210:10 am
GNV
- STI
2 stops14h 12m
Delta
Mon 4/278:59 pm
STI
- GNV
2 stops19h 10m
Delta
Deal found 4/6![Delta logo]()
$695
This Delta deal was found by Cheapflights users on 4/6. 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.
Thu 4/2310:10 am
GNV
- STI
2 stops14h 12m
Delta
Mon 4/276:00 am
STI
- GNV
2 stops12h 17m
Delta
Deal found 4/6![Delta logo]()
$695
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Fri 5/227:32 pm
GNV
- ELH
2 stops16h 45m
American Airlines
Fri 5/2912:07 pm
ELH
- GNV
1 stop6h 53m
American Airlines
Deal found 4/7![American Airlines logo]()
$589
This Delta deal was found by Cheapflights users on 4/6. 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.
Wed 4/2210:10 am
GNV
- STI
2 stops14h 12m
Delta
Tue 4/286:00 am
STI
- GNV
2 stops16h 39m
Delta
Deal found 4/6![Delta logo]()
$695
This American Airlines deal was found by Cheapflights users on 4/8. 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 6/87:32 pm
GNV
- STT
1 stop15h 31m
American Airlines
Mon 6/151:34 pm
STT
- GNV
2 stops19h 28m
American Airlines
Deal found 4/8![American Airlines logo]()
$598
This Delta deal was found by Cheapflights users on 4/9. 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.
Thu 4/236:00 am
GNV
- STI
2 stops13h 33m
Delta
Tue 4/286:00 am
STI
- GNV
2 stops12h 17m
Delta
Deal found 4/9![Delta logo]()
$695
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Sat 5/165:47 pm
GNV
- NAS
2 stops15h 42m
American Airlines
Tue 5/193:46 pm
NAS
- GNV
1 stop8h 13m
American Airlines
Deal found 4/8![American Airlines logo]()
$600
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Wed 5/66:00 am
GNV
- NAS
1 stop4h 59m
American Airlines
Wed 5/1310:19 am
NAS
- GNV
1 stop13h 40m
American Airlines
Deal found 4/7![American Airlines logo]()
$601
This American Airlines deal was found by Cheapflights users on 4/9. 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 5/246:30 am
GNV
- NAS
1 stop13h 00m
American Airlines
Sun 5/312:55 pm
NAS
- GNV
1 stop9h 04m
American Airlines
Deal found 4/9![American Airlines logo]()
$606
Last-minute flights from Gainesville to Caribbean IslandsDiscover last-minute flight deals from Gainesville to Caribbean Islands. Data last updated April 11, 2026 and is based on user searches.
Discover last-minute flight deals from Gainesville to Caribbean Islands. Data last updated April 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Wed 4/227:59 pm
GNV
- STX
2 stops20h 14m
American Airlines
Sun 4/265:14 pm
STX
- GNV
1 stop30h 45m
American Airlines
Deal found 4/7![American Airlines logo]()
$434
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Thu 4/235:14 pm
GNV
- SJU
1 stop11h 18m
American Airlines
Mon 4/275:45 am
SJU
- GNV
1 stop18h 14m
American Airlines
Deal found 4/8![American Airlines logo]()
$506
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Fri 4/245:47 pm
GNV
- STT
2 stops19h 28m
American Airlines
Mon 4/2712:25 pm
STT
- GNV
1 stop11h 34m
American Airlines
Deal found 4/10![American Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/306:00 am
GNV
- STX
1 stop7h 15m
American Airlines
Sun 5/35:14 pm
STX
- GNV
1 stop6h 45m
American Airlines
Deal found 4/7![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Fri 5/17:59 pm
GNV
- STX
2 stops17h 16m
American Airlines
Sun 5/32:05 pm
STX
- GNV
2 stops20h 52m
American Airlines
Deal found 4/7![American Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
GNV
- SJU
1 stop10h 23m
Delta
Thu 5/142:48 pm
SJU
- GNV
1 stop7h 56m
Delta
Deal found 4/8![Delta logo]()
$496
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Thu 5/76:00 am
GNV
- SJU
1 stop15h 24m
American Airlines
Mon 5/1110:03 am
SJU
- GNV
1 stop13h 56m
American Airlines
Deal found 4/8![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 4/10. 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 5/77:59 pm
GNV
- SJU
1 stop14h 49m
American Airlines
Sun 5/1011:38 am
SJU
- GNV
1 stop10h 41m
American Airlines
Deal found 4/10![American Airlines logo]()
$521
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:38 am
GNV
- SJU
1 stop9h 55m
Delta
Thu 5/142:48 pm
SJU
- GNV
1 stop7h 56m
Delta
Deal found 4/8![Delta logo]()
$531
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/97:59 pm
GNV
- SJU
1 stop14h 49m
American Airlines
Sat 5/1611:43 am
SJU
- GNV
1 stop12h 16m
American Airlines
Deal found 4/6![American Airlines logo]()
$511
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Fri 5/157:59 pm
GNV
- SJU
2 stops14h 54m
American Airlines
Sat 5/2310:29 am
SJU
- GNV
1 stop13h 30m
American Airlines
Deal found 4/6![American Airlines logo]()
$546
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/177:59 pm
GNV
- SJU
1 stop14h 49m
American Airlines
Sun 5/2410:29 am
SJU
- GNV
1 stop13h 30m
American Airlines
Deal found 4/6![American Airlines logo]()
$501
One-way flights from Gainesville to Caribbean IslandsSearch for one-way flight options from Gainesville to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
Search for one-way flight options from Gainesville to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated April 11, 2026.
This American Airlines deal was found by Cheapflights users on 4/9. 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.
Fri 5/85:14 pm
GNV
- STX
2 stops20h 01m
American Airlines
Deal found 4/9![American Airlines logo]()
$223
This Delta deal was found by Cheapflights users on 4/7. 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.
Thu 6/43:40 pm
GNV
- SJU
1 stop6h 37m
Delta
Deal found 4/7![Delta logo]()
$333
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Wed 7/87:00 am
GNV
- PUJ
1 stop8h 07m
American Airlines
Deal found 4/7![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 4/10. 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 4/196:00 am
GNV
- NAS
1 stop3h 29m
American Airlines
Deal found 4/10![American Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 4/10. 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 4/226:00 am
GNV
- STI
2 stops13h 33m
Delta
Deal found 4/10![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 4/10. 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.
Sun 4/267:03 pm
GNV
- PUJ
2 stops17h 51m
Delta
Deal found 4/10![Delta logo]()
$381
This Delta deal was found by Cheapflights users on 4/10. 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 4/294:59 pm
GNV
- PUJ
2 stops19h 55m
Delta
Deal found 4/10![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 4/10. 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 5/17:03 pm
GNV
- PUJ
1 stop16h 32m
Delta
Deal found 4/10![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 4/10. 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 4/246:00 am
GNV
- PUJ
1 stop8h 32m
Delta
Deal found 4/10![Delta logo]()
$416
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Fri 5/17:59 pm
GNV
- PUJ
2 stops18h 35m
American Airlines
Deal found 4/10![American Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 4/10. 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 4/306:00 am
GNV
- PUJ
1 stop8h 34m
American Airlines
Deal found 4/10![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 4/10. 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 4/226:30 am
GNV
- POP
2 stops8h 00m
American Airlines
Deal found 4/10![American Airlines logo]()
$488
Find flight deals from Gainesville to Caribbean Islands
Keep the following information in mind while searching for Gainesville to Caribbean Islands flight deals. Data was last updated April 11, 2026.
Round-trip from | $390 (American Airlines) |
|---|---|
One-way from | $223 (American Airlines) |
Popular in | March |
Cheapest in | February |
Average price | $538 |
Cheapflights Fare Finder
Customize your flight search to find flights from Gainesville 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 April 11, 2026.
Use the filters below to find and compare flights from Gainesville to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
GainesvilleSaint Thomas Island
GNV - STT
GNVSTT
Gainesville Regional
Fri 4/24
5:47 pm-1:15 pm
2 stops19h 28m
Saint Thomas Island Cyril E King
Mon 4/27
12:25 pm-11:59 pm
1 stop11h 34m
$390
GainesvilleChristiansted
GNV - STX
GNVSTX
Gainesville Regional
Thu 4/30
6:00 am-1:15 pm
1 stop7h 15m
Christiansted Henry Rohlsen
Sun 5/3
5:14 pm-11:59 pm
1 stop6h 45m
$396
GainesvilleChristiansted
GNV - STX
GNVSTX
Gainesville Regional
Fri 5/1
7:59 pm-1:15 pm
2 stops17h 16m
Christiansted Henry Rohlsen
Sun 5/3
2:05 pm-10:57 am
2 stops20h 52m
$430
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Sun 6/7
3:47 pm-10:27 pm
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Wed 6/10
6:00 am-12:25 pm
1 stop6h 25m
$456
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Fri 5/8
6:00 am-12:29 pm
1 stop6h 29m
San Juan Luis Munoz Marin Intl
Mon 5/11
1:31 pm-11:59 pm
1 stop10h 28m
$476
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Thu 5/7
6:00 am-9:24 pm
1 stop15h 24m
San Juan Luis Munoz Marin Intl
Mon 5/11
10:03 am-11:59 pm
1 stop13h 56m
$476
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Fri 5/15
6:00 am-6:10 pm
1 stop12h 10m
San Juan Luis Munoz Marin Intl
Wed 5/20
1:31 pm-11:59 pm
1 stop10h 28m
$476
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Mon 7/13
7:32 pm-9:43 am
2 stops14h 11m
San Juan Luis Munoz Marin Intl
Fri 7/17
7:14 pm-11:59 pm
1 stop4h 45m
$481
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Wed 5/6
6:00 am-11:45 am
1 stop5h 45m
San Juan Luis Munoz Marin Intl
Wed 5/13
6:15 am-2:55 pm
1 stop8h 40m
$496
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Tue 5/12
3:40 pm-10:17 pm
1 stop6h 37m
San Juan Luis Munoz Marin Intl
Thu 5/14
2:48 pm-10:44 pm
1 stop7h 56m
$496
Showing 1-10 of 44 resultsSorted by cheapest first
Best time to book a flight from Gainesville to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Gainesville with our price prediction graph.
GNV-STT
GNV-STX
GNV-SJU
GNV-NAS
GNV-STI
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 Gainesville to Caribbean Islands
GNV-zzEPX
GNV-STT
GNV-STX
GNV-SJU
GNV-NAS
What is the cheapest month to book a flight from Gainesville to Caribbean Islands?
Currently, October is the cheapest month in which you can book a flight from Gainesville to Caribbean Islands (average of $89). Flying from Gainesville to Caribbean Islands in July is currently the most expensive (average of $120). 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 April 11, 2026.
Read through reviews of airlines operating flights from Gainesville to Caribbean Islands, such as American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.4
Crew
7.9
Overall
7.1
Entertainment
6.9
Boarding
7.5
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Food
6.4
Crew
7.9
Overall
7.1
Entertainment
6.9
Boarding
7.5
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Related info for your journey
Find useful and relevant information for your journey from Gainesville 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 Gainesville to Caribbean Islands
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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 Gainesville to Caribbean Islands by cabin class
Find flights from Gainesville to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Gainesville and Caribbean Islands flights
Browse other Gainesville and Caribbean Islands flight options. Last updated on April 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Gainesville to Caribbean Islands flights
Consider these flights traveling from Gainesville to Caribbean Islands.
Top airline flying from Gainesville to Caribbean Islands
Discover the top airline that operate flights from Gainesville 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 April 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$390 | Average$589 | FlexibilityNo cancel fee | On-time71% |