$273+ 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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — SJU
Jul 2 — Jul 91
Round-trip
1 adult, Economy
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Find cheap flights from Gainesville 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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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 June 2, 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 June 2, 2026.
This Delta deal was found by Cheapflights users on 5/31. 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 8/46:00 am
GNV
- SJU
1 stop5h 46m
Delta
Tue 8/117:00 am
SJU
- GNV
1 stop7h 55m
Delta
Deal found 5/31![Delta logo]()
$446
This American Airlines deal was found by Cheapflights users on 5/28. 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 7/177:32 pm
GNV
- MBJ
2 stops18h 37m
American Airlines
Tue 7/285:14 pm
MBJ
- GNV
2 stops19h 06m
American Airlines
Deal found 5/28![American Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 5/30. 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 9/46:15 am
GNV
- SJU
1 stop15h 40m
American Airlines
Mon 9/77:30 am
SJU
- GNV
1 stop10h 38m
American Airlines
Deal found 5/30![American Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/171:48 pm
GNV
- MBJ
2 stops24h 21m
American Airlines
Mon 7/275:14 pm
MBJ
- GNV
2 stops19h 06m
American Airlines
Deal found 6/2![American Airlines logo]()
$546
This American Airlines deal was found by Cheapflights users on 5/30. 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 6/296:30 am
GNV
- SJU
1 stop7h 36m
American Airlines
Mon 7/610:35 am
SJU
- GNV
1 stop13h 24m
American Airlines
Deal found 5/30![American Airlines logo]()
$556
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/177:32 pm
GNV
- MBJ
2 stops18h 37m
American Airlines
Sun 7/265:14 pm
MBJ
- GNV
2 stops24h 42m
American Airlines
Deal found 5/29![American Airlines logo]()
$576
This American Airlines deal was found by Cheapflights users on 5/30. 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 6/277:32 pm
GNV
- SJU
2 stops15h 30m
American Airlines
Sat 7/47:25 am
SJU
- GNV
1 stop11h 31m
American Airlines
Deal found 5/30![American Airlines logo]()
$591
This American Airlines deal was found by Cheapflights users on 6/1. 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 6/157:32 pm
GNV
- SJU
2 stops14h 07m
American Airlines
Thu 6/182:56 pm
SJU
- GNV
1 stop9h 03m
American Airlines
Deal found 6/1![American Airlines logo]()
$606
This American Airlines deal was found by Cheapflights users on 5/31. 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 7/156:00 am
GNV
- PUJ
1 stop9h 18m
American Airlines
Wed 7/2212:03 pm
PUJ
- GNV
1 stop11h 56m
American Airlines
Deal found 5/31![American Airlines logo]()
$608
This American Airlines deal was found by Cheapflights users on 5/31. 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 6/137:32 pm
GNV
- SJU
2 stops14h 07m
American Airlines
Tue 6/163:39 pm
SJU
- GNV
1 stop8h 54m
American Airlines
Deal found 5/31![American Airlines logo]()
$636
This American Airlines deal was found by Cheapflights users on 6/1. 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 6/167:32 pm
GNV
- SJU
2 stops14h 07m
American Airlines
Sat 6/207:00 am
SJU
- GNV
1 stop17h 33m
American Airlines
Deal found 6/1![American Airlines logo]()
$641
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/76:00 am
GNV
- AUA
1 stop7h 34m
American Airlines
Mon 7/132:34 pm
AUA
- GNV
1 stop9h 25m
American Airlines
Deal found 5/29![American Airlines logo]()
$641
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 June 2, 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 June 2, 2026.
This Delta deal was found by Cheapflights users on 5/31. 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 8/46:00 am
GNV
- SJU
1 stop5h 46m
Delta
Tue 8/117:00 am
SJU
- GNV
1 stop7h 55m
Delta
Deal found 5/31![Delta logo]()
$446
This American Airlines deal was found by Cheapflights users on 5/28. 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 7/177:32 pm
GNV
- MBJ
2 stops18h 37m
American Airlines
Tue 7/285:14 pm
MBJ
- GNV
1 stop5h 45m
American Airlines
Deal found 5/28![American Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 5/30. 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 9/46:15 am
GNV
- SJU
1 stop15h 40m
American Airlines
Mon 9/77:30 am
SJU
- GNV
1 stop10h 38m
American Airlines
Deal found 5/30![American Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 6/1. 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 11/186:00 am
GNV
- SJU
1 stop15h 39m
American Airlines
Sat 11/2110:29 am
SJU
- GNV
1 stop14h 21m
American Airlines
Deal found 6/1![American Airlines logo]()
$536
This business-class.com deal was found by Cheapflights users on 5/28. 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 business-class.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:00 am
GNV
- PUJ
1 stop9h 02m
Multiple Airlines
Tue 10/65:10 pm
PUJ
- GNV
1 stop6h 32m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$1,256
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/171:48 pm
GNV
- MBJ
2 stops24h 21m
American Airlines
Mon 7/275:14 pm
MBJ
- GNV
2 stops19h 06m
American Airlines
Deal found 6/2![American Airlines logo]()
$546
This Delta deal was found by Cheapflights users on 5/31. 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 9/41:08 pm
GNV
- KIN
1 stop8h 05m
Delta
Tue 9/89:00 am
KIN
- GNV
1 stop12h 30m
Delta
Deal found 5/31![Delta logo]()
$714
This American Airlines deal was found by Cheapflights users on 5/30. 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 6/297:32 pm
GNV
- SJU
2 stops15h 30m
American Airlines
Mon 7/611:54 am
SJU
- GNV
1 stop12h 05m
American Airlines
Deal found 5/30![American Airlines logo]()
$556
This Delta deal was found by Cheapflights users on 5/31. 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 9/310:10 am
GNV
- KIN
1 stop11h 03m
Delta
Tue 9/89:00 am
KIN
- GNV
1 stop12h 30m
Delta
Deal found 5/31![Delta logo]()
$754
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/177:32 pm
GNV
- MBJ
2 stops18h 37m
American Airlines
Sun 7/265:14 pm
MBJ
- GNV
2 stops24h 42m
American Airlines
Deal found 5/29![American Airlines logo]()
$576
This Delta deal was found by Cheapflights users on 5/31. 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 9/51:08 pm
GNV
- KIN
1 stop8h 05m
Delta
Tue 9/89:00 am
KIN
- GNV
1 stop12h 30m
Delta
Deal found 5/31![Delta logo]()
$754
This American Airlines deal was found by Cheapflights users on 5/28. 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 6/137:32 pm
GNV
- SJU
2 stops14h 07m
American Airlines
Tue 6/1610:29 am
SJU
- GNV
1 stop13h 30m
American Airlines
Deal found 5/28![American Airlines logo]()
$606
This Delta deal was found by Cheapflights users on 5/31. 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 9/31:08 pm
GNV
- KIN
1 stop8h 05m
Delta
Sun 9/69:13 am
KIN
- GNV
1 stop12h 35m
Delta
Deal found 5/31![Delta logo]()
$754
This American Airlines deal was found by Cheapflights users on 6/1. 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 7/156:00 am
GNV
- PUJ
2 stops9h 50m
American Airlines
Wed 7/221:49 pm
PUJ
- GNV
2 stops19h 16m
American Airlines
Deal found 6/1![American Airlines logo]()
$613
This Delta deal was found by Cheapflights users on 5/31. 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 9/31:08 pm
GNV
- KIN
1 stop8h 05m
Delta
Mon 9/79:13 am
KIN
- GNV
1 stop12h 35m
Delta
Deal found 5/31![Delta logo]()
$754
This American Airlines deal was found by Cheapflights users on 6/1. 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 6/167:32 pm
GNV
- SJU
2 stops14h 07m
American Airlines
Sat 6/207:00 am
SJU
- GNV
1 stop17h 33m
American Airlines
Deal found 6/1![American Airlines logo]()
$641
This WestJet deal was found by Cheapflights users on 6/1. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:04 pm
GNV
- MBJ
2 stops41h 41m
WestJet
Mon 6/2212:45 pm
MBJ
- GNV
2 stops22h 40m
WestJet
Deal found 6/1![WestJet logo]()
$2,555
This Delta deal was found by Cheapflights users on 5/31. 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 9/26:00 am
GNV
- KIN
1 stop15h 13m
Delta
Tue 9/89:00 am
KIN
- GNV
1 stop6h 06m
Delta
Deal found 5/31![Delta logo]()
$827
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/76:00 am
GNV
- AUA
1 stop7h 34m
American Airlines
Mon 7/132:34 pm
AUA
- GNV
1 stop9h 25m
American Airlines
Deal found 5/29![American Airlines logo]()
$641
This American Airlines deal was found by Cheapflights users on 5/30. 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 9/216:00 am
GNV
- ANU
1 stop7h 30m
American Airlines
Fri 9/252:31 pm
ANU
- GNV
1 stop8h 54m
American Airlines
Deal found 5/30![American Airlines logo]()
$696
This American Airlines deal was found by Cheapflights users on 6/1. 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 6/286:30 am
GNV
- SJU
1 stop9h 17m
American Airlines
Sun 7/56:00 am
SJU
- GNV
1 stop17h 59m
American Airlines
Deal found 6/1![American Airlines logo]()
$711
This American Airlines deal was found by Cheapflights users on 5/28. 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 7/177:32 pm
GNV
- KIN
2 stops21h 23m
American Airlines
Mon 7/275:03 pm
KIN
- GNV
2 stops24h 53m
American Airlines
Deal found 5/28![American Airlines logo]()
$719
This American Airlines deal was found by Cheapflights users on 6/1. 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 7/166:00 am
GNV
- ANU
1 stop7h 32m
American Airlines
Thu 7/231:22 pm
ANU
- GNV
1 stop10h 37m
American Airlines
Deal found 6/1![American Airlines logo]()
$767
This WestJet deal was found by Cheapflights users on 5/31. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:00 am
GNV
- SXM
2 stops32h 20m
WestJet
Thu 8/273:10 pm
SXM
- GNV
2 stops31h 38m
WestJet
Deal found 5/31![WestJet logo]()
$3,667
This American Airlines deal was found by Cheapflights users on 5/28. 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 10/25:18 pm
GNV
- PUJ
2 stops19h 19m
American Airlines
Tue 10/63:30 pm
PUJ
- GNV
2 stops21h 26m
American Airlines
Deal found 5/28![American Airlines logo]()
$1,453
Last-minute flights from Gainesville to Caribbean IslandsDiscover last-minute flight deals from Gainesville to Caribbean Islands. Data last updated June 2, 2026 and is based on user searches.
Discover last-minute flight deals from Gainesville to Caribbean Islands. Data last updated June 2, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/31. 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 6/137:32 pm
GNV
- SJU
2 stops14h 07m
American Airlines
Tue 6/163:39 pm
SJU
- GNV
1 stop8h 54m
American Airlines
Deal found 5/31![American Airlines logo]()
$636
This American Airlines deal was found by Cheapflights users on 6/1. 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 6/157:32 pm
GNV
- SJU
2 stops14h 07m
American Airlines
Thu 6/182:56 pm
SJU
- GNV
1 stop9h 03m
American Airlines
Deal found 6/1![American Airlines logo]()
$606
This American Airlines deal was found by Cheapflights users on 6/1. 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 6/167:32 pm
GNV
- SJU
2 stops14h 07m
American Airlines
Sat 6/207:00 am
SJU
- GNV
1 stop17h 33m
American Airlines
Deal found 6/1![American Airlines logo]()
$641
This American Airlines deal was found by Cheapflights users on 5/30. 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 6/277:32 pm
GNV
- SJU
2 stops15h 30m
American Airlines
Sat 7/47:25 am
SJU
- GNV
1 stop11h 31m
American Airlines
Deal found 5/30![American Airlines logo]()
$591
This American Airlines deal was found by Cheapflights users on 6/1. 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 6/286:30 am
GNV
- SJU
1 stop9h 17m
American Airlines
Sun 7/56:00 am
SJU
- GNV
1 stop17h 59m
American Airlines
Deal found 6/1![American Airlines logo]()
$711
This American Airlines deal was found by Cheapflights users on 5/30. 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 6/296:30 am
GNV
- SJU
1 stop7h 36m
American Airlines
Mon 7/610:35 am
SJU
- GNV
1 stop13h 24m
American Airlines
Deal found 5/30![American Airlines logo]()
$556
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/76:00 am
GNV
- AUA
1 stop7h 34m
American Airlines
Mon 7/132:34 pm
AUA
- GNV
1 stop9h 25m
American Airlines
Deal found 5/29![American Airlines logo]()
$641
This American Airlines deal was found by Cheapflights users on 5/31. 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 7/156:00 am
GNV
- PUJ
1 stop9h 18m
American Airlines
Wed 7/2212:03 pm
PUJ
- GNV
1 stop11h 56m
American Airlines
Deal found 5/31![American Airlines logo]()
$608
This American Airlines deal was found by Cheapflights users on 5/28. 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 7/177:32 pm
GNV
- MBJ
2 stops18h 37m
American Airlines
Tue 7/285:14 pm
MBJ
- GNV
2 stops19h 06m
American Airlines
Deal found 5/28![American Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 6/2. 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 7/171:48 pm
GNV
- MBJ
2 stops24h 21m
American Airlines
Mon 7/275:14 pm
MBJ
- GNV
2 stops19h 06m
American Airlines
Deal found 6/2![American Airlines logo]()
$546
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/177:32 pm
GNV
- MBJ
2 stops18h 37m
American Airlines
Sun 7/265:14 pm
MBJ
- GNV
2 stops24h 42m
American Airlines
Deal found 5/29![American Airlines logo]()
$576
This American Airlines deal was found by Cheapflights users on 6/1. 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 7/306:00 am
GNV
- SJU
1 stop15h 59m
American Airlines
Sun 8/23:40 pm
SJU
- GNV
1 stop17h 25m
American Airlines
Deal found 6/1![American Airlines logo]()
$649
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 June 2, 2026.
Search for one-way flight options from Gainesville to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 2, 2026.
This American Airlines deal was found by Cheapflights users on 5/28. 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 13m
American Airlines
Deal found 5/28![American Airlines logo]()
$273
This Delta deal was found by Cheapflights users on 6/1. 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 7/26:33 am
GNV
- MBJ
1 stop7h 39m
Delta
Deal found 6/1![Delta logo]()
$437
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 7/133:41 pm
GNV
- SJU
3 stops25h 00m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$954
This WestJet deal was found by Cheapflights users on 6/1. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:33 am
GNV
- MBJ
2 stops30h 12m
WestJet
Deal found 6/1![WestJet logo]()
$1,716
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 June 2, 2026.
Round-trip from | $446 (Delta) |
|---|---|
One-way from | $273 (American Airlines) |
Popular in | March |
Cheapest in | June |
Average price | $317 |
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 June 2, 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
Quickest round-trip
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Tue 8/4
6:00 am-11:46 am
1 stop5h 46m
San Juan Luis Munoz Marin Intl
Tue 8/11
7:00 am-2:55 pm
1 stop7h 55m
$446
GainesvilleMontego Bay
GNV - MBJ
GNVMBJ
Gainesville Regional
Fri 7/17
7:32 pm-1:09 pm
2 stops18h 37m
Montego Bay Sangster Intl
Tue 7/28
5:14 pm-11:59 pm
1 stop5h 45m
$528
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Fri 9/4
6:15 am-9:55 pm
1 stop15h 40m
San Juan Luis Munoz Marin Intl
Mon 9/7
7:30 am-6:08 pm
1 stop10h 38m
$536
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Wed 11/18
6:00 am-10:39 pm
1 stop15h 39m
San Juan Luis Munoz Marin Intl
Sat 11/21
10:29 am-11:50 pm
1 stop14h 21m
$536
GainesvilleMontego Bay
GNV - MBJ
GNVMBJ
Gainesville Regional
Fri 7/17
1:48 pm-1:09 pm
2 stops24h 21m
Montego Bay Sangster Intl
Mon 7/27
5:14 pm-1:20 pm
2 stops19h 06m
$546
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Mon 6/29
7:32 pm-11:02 am
2 stops15h 30m
San Juan Luis Munoz Marin Intl
Mon 7/6
11:54 am-11:59 pm
1 stop12h 05m
$556
GainesvilleMontego Bay
GNV - MBJ
GNVMBJ
Gainesville Regional
Fri 7/17
7:32 pm-1:09 pm
2 stops18h 37m
Montego Bay Sangster Intl
Sun 7/26
5:14 pm-6:56 pm
2 stops24h 42m
$576
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Sat 6/13
7:32 pm-9:39 am
2 stops14h 07m
San Juan Luis Munoz Marin Intl
Tue 6/16
10:29 am-11:59 pm
1 stop13h 30m
$606
GainesvillePunta Cana
GNV - PUJ
GNVPUJ
Gainesville Regional
Wed 7/15
6:00 am-3:50 pm
2 stops9h 50m
Punta Cana
Wed 7/22
1:49 pm-9:05 am
2 stops19h 16m
$613
GainesvilleSan Juan
GNV - SJU
GNVSJU
Gainesville Regional
Tue 6/16
7:32 pm-9:39 am
2 stops14h 07m
San Juan Luis Munoz Marin Intl
Sat 6/20
7:00 am-12:33 am
1 stop17h 33m
$641
Showing 1-10 of 29 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-SJU
GNV-MBJ
GNV-PUJ
GNV-AUA
GNV-KIN
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-SJU
GNV-MBJ
GNV-PUJ
GNV-AUA
No data available for this route at this time. Please check back soon.
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 June 2, 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.
Crew
7.9
Entertainment
6.9
Food
6.4
Boarding
7.5
Comfort
7.2
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Crew
7.9
Entertainment
6.9
Food
6.4
Boarding
7.5
Comfort
7.2
Overall
7.1
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.
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Gainesville and Caribbean Islands flights
Browse other Gainesville and Caribbean Islands flight options. Last updated on June 2, 2026.
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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 June 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$390 | Average$601 | FlexibilityNo cancel fee | On-time71% |