$182+ Cheap flights from Gulfport (GPT) 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — SJU
Mar 23 — Mar 301
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Gulfport 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
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 Gulfport to Caribbean Islands
Cheapest
Best
Last-minute
One-way
Cheapest flights from Gulfport to Caribbean IslandsExplore the most affordable flight options available from Gulfport to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.
Explore the most affordable flight options available from Gulfport to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 4/237:20 pm
GPT
- SJU
2 stops21h 47m
Multiple Airlines
Thu 4/307:00 am
SJU
- GPT
1 stop12h 40m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 2/19. 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 6/87:53 pm
GPT
- MBJ
2 stops19h 27m
American Airlines
Fri 6/125:17 pm
MBJ
- GPT
2 stops18h 56m
American Airlines
Deal found 2/19![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/47:38 pm
GPT
- MBJ
2 stops19h 59m
American Airlines
Sat 5/912:56 pm
MBJ
- GPT
2 stops21h 37m
American Airlines
Deal found 2/19![American Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 3/297:20 pm
GPT
- SJU
1 stop12h 34m
Multiple Airlines
Wed 4/17:54 pm
SJU
- GPT
2 stops38h 06m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 2/20. 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 8/246:00 am
GPT
- MBJ
1 stop9h 34m
Delta
Sat 8/291:14 pm
MBJ
- GPT
1 stop8h 52m
Delta
Deal found 2/20![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 2/17. 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 4/222:40 pm
GPT
- SJU
1 stop7h 32m
Delta
Wed 4/297:30 am
SJU
- GPT
1 stop7h 24m
Delta
Deal found 2/17![Delta logo]()
$376
This American Airlines deal was found by Cheapflights users on 2/18. 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 4/44:29 pm
GPT
- MBJ
2 stops19h 58m
American Airlines
Sat 4/114:37 pm
MBJ
- GPT
2 stops17h 56m
American Airlines
Deal found 2/18![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 2/17. 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 4/236:09 pm
GPT
- SJU
2 stops17h 20m
American Airlines
Thu 4/304:30 pm
SJU
- GPT
1 stop8h 28m
American Airlines
Deal found 2/17![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/214:29 pm
GPT
- MBJ
2 stops19h 58m
American Airlines
Mon 3/2312:28 pm
MBJ
- GPT
2 stops21h 45m
American Airlines
Deal found 2/18![American Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 2/17. 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 4/226:09 pm
GPT
- SJU
2 stops15h 44m
American Airlines
Wed 4/2911:43 am
SJU
- GPT
2 stops13h 15m
American Airlines
Deal found 2/17![American Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/207:36 pm
GPT
- MBJ
2 stops17h 50m
American Airlines
Mon 3/2312:28 pm
MBJ
- GPT
1 stop11h 29m
American Airlines
Deal found 2/18![American Airlines logo]()
$427
This American Airlines deal was found by Cheapflights users on 2/20. 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 6/16:38 pm
GPT
- MBJ
1 stop16h 41m
American Airlines
Sat 6/612:41 pm
MBJ
- GPT
2 stops22h 11m
American Airlines
Deal found 2/20![American Airlines logo]()
$439
Best flights from Gulfport to Caribbean IslandsDiscover carefully curated flight deals from Gulfport to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 21, 2026.
Discover carefully curated flight deals from Gulfport to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 4/237:20 pm
GPT
- SJU
2 stops21h 47m
Multiple Airlines
Thu 4/307:00 am
SJU
- GPT
1 stop12h 40m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/47:38 pm
GPT
- MBJ
2 stops19h 59m
American Airlines
Sat 5/912:56 pm
MBJ
- GPT
2 stops21h 37m
American Airlines
Deal found 2/19![American Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 2/17. 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 4/222:40 pm
GPT
- SJU
1 stop7h 32m
Delta
Wed 4/297:30 am
SJU
- GPT
1 stop7h 24m
Delta
Deal found 2/17![Delta logo]()
$376
This American Airlines deal was found by Cheapflights users on 2/18. 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 4/44:29 pm
GPT
- MBJ
2 stops19h 58m
American Airlines
Sat 4/114:37 pm
MBJ
- GPT
2 stops17h 56m
American Airlines
Deal found 2/18![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/226:09 pm
GPT
- SJU
2 stops15h 44m
American Airlines
Wed 4/2911:38 am
SJU
- GPT
1 stop13h 20m
American Airlines
Deal found 2/20![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 2/17. 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 4/236:09 pm
GPT
- SJU
2 stops17h 20m
American Airlines
Thu 4/304:30 pm
SJU
- GPT
1 stop8h 28m
American Airlines
Deal found 2/17![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 2/17. 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 4/306:09 pm
GPT
- SJU
1 stop15h 39m
American Airlines
Fri 5/811:59 pm
SJU
- GPT
1 stop11h 34m
American Airlines
Deal found 2/17![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/214:29 pm
GPT
- MBJ
2 stops16h 38m
American Airlines
Mon 3/2312:28 pm
MBJ
- GPT
1 stop11h 29m
American Airlines
Deal found 2/18![American Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/207:36 pm
GPT
- MBJ
2 stops17h 50m
American Airlines
Mon 3/2312:28 pm
MBJ
- GPT
1 stop11h 29m
American Airlines
Deal found 2/18![American Airlines logo]()
$427
This American Airlines deal was found by Cheapflights users on 2/20. 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 6/16:38 pm
GPT
- MBJ
1 stop16h 41m
American Airlines
Sat 6/612:41 pm
MBJ
- GPT
2 stops22h 11m
American Airlines
Deal found 2/20![American Airlines logo]()
$439
This American Airlines deal was found by Cheapflights users on 2/20. 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 6/286:38 pm
GPT
- PUJ
2 stops19h 37m
American Airlines
Thu 7/24:17 pm
PUJ
- GPT
2 stops19h 38m
American Airlines
Deal found 2/20![American Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 2/19. 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 6/167:53 pm
GPT
- PUJ
2 stops18h 22m
American Airlines
Tue 6/234:15 pm
PUJ
- GPT
2 stops19h 37m
American Airlines
Deal found 2/19![American Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 2/19. 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 6/186:38 pm
GPT
- PUJ
2 stops19h 37m
American Airlines
Tue 6/234:15 pm
PUJ
- GPT
2 stops20h 58m
American Airlines
Deal found 2/19![American Airlines logo]()
$554
This American Airlines deal was found by Cheapflights users on 2/20. 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 5/306:38 pm
GPT
- STT
2 stops17h 06m
American Airlines
Sun 6/71:34 pm
STT
- GPT
2 stops23h 39m
American Airlines
Deal found 2/20![American Airlines logo]()
$650
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/55:00 am
GPT
- STT
1 stop10h 02m
American Airlines
Mon 3/95:25 pm
STT
- GPT
2 stops19h 38m
American Airlines
Deal found 2/18![American Airlines logo]()
$690
This American Airlines deal was found by Cheapflights users on 2/17. 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 6/56:38 pm
GPT
- STT
2 stops20h 20m
American Airlines
Sat 6/134:48 pm
STT
- GPT
2 stops20h 25m
American Airlines
Deal found 2/17![American Airlines logo]()
$790
Last-minute flights from Gulfport to Caribbean IslandsDiscover last-minute flight deals from Gulfport to Caribbean Islands. Data last updated February 21, 2026 and is based on user searches.
Discover last-minute flight deals from Gulfport to Caribbean Islands. Data last updated February 21, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 2/267:20 pm
GPT
- SJU
1 stop27h 23m
Multiple Airlines
Sun 3/14:17 pm
SJU
- GPT
2 stops18h 43m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$522
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 2/276:54 pm
GPT
- SJU
1 stop5h 31m
Multiple Airlines
Sun 3/14:17 pm
SJU
- GPT
2 stops18h 43m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 3/66:54 pm
GPT
- SJU
1 stop17h 31m
Multiple Airlines
Tue 3/108:11 pm
SJU
- GPT
2 stops47h 29m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/96:54 pm
GPT
- SJU
1 stop15h 16m
Multiple Airlines
Tue 3/178:24 pm
SJU
- GPT
2 stops47h 16m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$519
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/207:36 pm
GPT
- MBJ
2 stops17h 50m
American Airlines
Mon 3/2312:28 pm
MBJ
- GPT
1 stop11h 29m
American Airlines
Deal found 2/18![American Airlines logo]()
$427
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/214:29 pm
GPT
- MBJ
2 stops19h 58m
American Airlines
Mon 3/2312:28 pm
MBJ
- GPT
2 stops21h 45m
American Airlines
Deal found 2/18![American Airlines logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 3/267:20 pm
GPT
- SJU
1 stop12h 33m
Multiple Airlines
Sat 4/46:00 am
SJU
- GPT
2 stops37h 40m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$488
This Delta deal was found by Cheapflights users on 2/18. 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 3/266:00 am
GPT
- SJU
1 stop9h 18m
Delta
Sat 4/42:44 pm
SJU
- GPT
1 stop8h 31m
Delta
Deal found 2/18![Delta logo]()
$526
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 3/276:54 pm
GPT
- SJU
2 stops25h 40m
Multiple Airlines
Sat 4/49:41 pm
SJU
- GPT
1 stop21h 59m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$487
This Delta deal was found by Cheapflights users on 2/20. 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 3/283:00 pm
GPT
- SJU
1 stop7h 15m
Delta
Sat 4/42:44 pm
SJU
- GPT
1 stop8h 31m
Delta
Deal found 2/20![Delta logo]()
$531
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 3/297:20 pm
GPT
- SJU
1 stop12h 34m
Multiple Airlines
Wed 4/17:54 pm
SJU
- GPT
2 stops38h 06m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 2/20. 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 3/306:00 am
GPT
- SJU
1 stop9h 18m
Delta
Sat 4/42:44 pm
SJU
- GPT
1 stop8h 31m
Delta
Deal found 2/20![Delta logo]()
$481
One-way flights from Gulfport to Caribbean IslandsSearch for one-way flight options from Gulfport to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 21, 2026.
Search for one-way flight options from Gulfport to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 21, 2026.
This American Airlines deal was found by Cheapflights users on 2/20. 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 6/17:53 pm
GPT
- MBJ
2 stops19h 27m
American Airlines
Deal found 2/20![American Airlines logo]()
$182
This American Airlines deal was found by Cheapflights users on 2/20. 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 6/297:53 pm
GPT
- MBJ
1 stop20h 24m
American Airlines
Deal found 2/20![American Airlines logo]()
$189
This Delta deal was found by Cheapflights users on 2/20. 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 6/16:33 am
GPT
- MBJ
1 stop8h 56m
Delta
Deal found 2/20![Delta logo]()
$196
This United Airlines deal was found by Cheapflights users on 2/20. 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 6/87:00 am
GPT
- MBJ
1 stop6h 30m
United Airlines
Deal found 2/20![United Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 2/20. 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 6/156:38 pm
GPT
- MBJ
1 stop16h 41m
American Airlines
Deal found 2/20![American Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/18. 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 4/222:40 pm
GPT
- SJU
1 stop7h 32m
Delta
Deal found 2/18![Delta logo]()
$243
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/226:09 pm
GPT
- SJU
1 stop15h 39m
American Airlines
Deal found 2/20![American Airlines logo]()
$248
This American Airlines deal was found by Cheapflights users on 2/20. 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 7/137:47 pm
GPT
- MBJ
1 stop20h 26m
American Airlines
Deal found 2/20![American Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 8/175:31 pm
GPT
- MBJ
3 stops41h 30m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 2/20. 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 7/67:00 am
GPT
- MBJ
1 stop8h 20m
American Airlines
Deal found 2/20![American Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 2/16. 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 3/73:00 pm
GPT
- SJU
1 stop6h 58m
Delta
Deal found 2/16![Delta logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 6/85:31 pm
GPT
- MBJ
3 stops41h 28m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$291
Find flight deals from Gulfport to Caribbean Islands
Keep the following information in mind while searching for Gulfport to Caribbean Islands flight deals. Data was last updated February 21, 2026.
Round-trip from | $314 (Kiwi.com) |
|---|---|
One-way from | $182 (American Airlines) |
Popular in | March |
Cheapest in | September |
Average price | $625 |
Cheapflights Fare Finder
Customize your flight search to find flights from Gulfport 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 21, 2026.
Use the filters below to find and compare flights from Gulfport to Caribbean Islands that are best for you.
Fly from
Gulfport
Fly to
Caribbean Islands
Route
Depart
Return
Price
GulfportSan Juan
GPT - SJU
GPTSJU
Gulfport Biloxi Regional
Thu 4/23
7:20 pm-6:07 pm
2 stops21h 47m
San Juan Luis Munoz Marin Intl
Thu 4/30
7:00 am-6:40 pm
1 stop12h 40m
$314
GulfportMontego Bay
GPT - MBJ
GPTMBJ
Gulfport Biloxi Regional
Mon 5/4
7:38 pm-3:37 pm
2 stops19h 59m
Montego Bay Sangster Intl
Sat 5/9
12:56 pm-10:33 am
2 stops21h 37m
$337
GulfportSan Juan
GPT - SJU
GPTSJU
Gulfport Biloxi Regional
Wed 4/22
2:40 pm-11:12 pm
1 stop7h 32m
San Juan Luis Munoz Marin Intl
Wed 4/29
7:30 am-1:54 pm
1 stop7h 24m
$376
GulfportMontego Bay
GPT - MBJ
GPTMBJ
Gulfport Biloxi Regional
Sat 4/4
4:29 pm-12:27 pm
2 stops19h 58m
Montego Bay Sangster Intl
Sat 4/11
4:37 pm-10:33 am
2 stops17h 56m
$387
GulfportSan Juan
GPT - SJU
GPTSJU
Gulfport Biloxi Regional
Wed 4/22
6:09 pm-10:53 am
2 stops15h 44m
San Juan Luis Munoz Marin Intl
Wed 4/29
11:38 am-11:58 pm
1 stop13h 20m
$396
GulfportSan Juan
GPT - SJU
GPTSJU
Gulfport Biloxi Regional
Thu 4/23
6:09 pm-12:29 pm
2 stops17h 20m
San Juan Luis Munoz Marin Intl
Thu 4/30
4:30 pm-11:58 pm
1 stop8h 28m
$396
GulfportSan Juan
GPT - SJU
GPTSJU
Gulfport Biloxi Regional
Thu 4/30
6:09 pm-10:48 am
1 stop15h 39m
San Juan Luis Munoz Marin Intl
Fri 5/8
11:59 pm-10:33 am
1 stop11h 34m
$396
GulfportMontego Bay
GPT - MBJ
GPTMBJ
Gulfport Biloxi Regional
Sat 3/21
4:29 pm-9:07 am
2 stops16h 38m
Montego Bay Sangster Intl
Mon 3/23
12:28 pm-11:57 pm
1 stop11h 29m
$402
GulfportMontego Bay
GPT - MBJ
GPTMBJ
Gulfport Biloxi Regional
Fri 3/20
7:36 pm-1:26 pm
2 stops17h 50m
Montego Bay Sangster Intl
Mon 3/23
12:28 pm-11:57 pm
1 stop11h 29m
$427
GulfportMontego Bay
GPT - MBJ
GPTMBJ
Gulfport Biloxi Regional
Mon 6/1
6:38 pm-11:19 am
1 stop16h 41m
Montego Bay Sangster Intl
Sat 6/6
12:41 pm-10:52 am
2 stops22h 11m
$439
Showing 1-10 of 27 results
Best time to book a flight from Gulfport to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Gulfport with our price prediction graph.
GPT-MBJ
GPT-SJU
GPT-PUJ
GPT-STT
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 Gulfport to Caribbean Islands
GPT-zzEPX
GPT-MBJ
GPT-SJU
GPT-PUJ
GPT-STT
What is the cheapest month to book a flight from Gulfport to Caribbean Islands?
Currently, April is the cheapest month in which you can book a flight from Gulfport to Caribbean Islands (average of $103). Flying from Gulfport to Caribbean Islands in November is currently the most expensive (average of $216). 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 21, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Gulfport to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.9
Entertainment
7.8
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Entertainment
7.8
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Entertainment
7.8
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Gulfport to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Gulfport 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 Gulfport to Caribbean Islands by cabin class
Find flights from Gulfport to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Gulfport and Caribbean Islands flights
Browse other Gulfport and Caribbean Islands flight options. Last updated on February 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Gulfport to Caribbean Islands flights
Consider these flights traveling from Gulfport to Caribbean Islands.
Top airline flying from Gulfport to Caribbean Islands
Discover the top airline that operate flights from Gulfport 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 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$335 | Average$702 | FlexibilityNo cancel fee | On-time71% |