$107+ Cheap flights from Galveston, TX to Caribbean
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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Aug 8 — Aug 151
Round-trip
1 adult, Economy
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Find cheap flights from Galveston to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Galveston to CaribbeanExplore the most affordable flight options available from Galveston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2026.
Explore the most affordable flight options available from Galveston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:20 am
HOU
- NAS
1 stop5h 55m
Southwest
Fri 11/131:10 pm
NAS
- HOU
1 stop7h 55m
Southwest
Deal found 7/8![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:05 am
HOU
- SXM
1 stop8h 00m
Southwest
Thu 8/273:05 pm
SXM
- HOU
1 stop8h 15m
Southwest
Deal found 7/8![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:10 am
HOU
- SXM
1 stop7h 55m
Southwest
Mon 11/23:20 pm
SXM
- HOU
1 stop8h 10m
Southwest
Deal found 7/5![Southwest logo]()
$399
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:05 am
HOU
- AUA
1 stop8h 40m
Southwest
Fri 9/43:45 pm
AUA
- HOU
1 stop7h 35m
Southwest
Deal found 7/7![Southwest logo]()
$404
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:05 am
HOU
- NAS
1 stop6h 10m
Southwest
Wed 9/161:10 pm
NAS
- HOU
2 stops7h 55m
Southwest
Deal found 7/7![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:25 am
HOU
- NAS
1 stop4h 50m
Southwest
Wed 8/261:10 pm
NAS
- HOU
1 stop7h 10m
Southwest
Deal found 7/5![Southwest logo]()
$409
This Faresmojo deal was found by Cheapflights users on 7/6. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:05 am
HOU
- NAS
1 stop6h 10m
JetBlue
Tue 9/151:10 pm
NAS
- HOU
1 stop7h 10m
JetBlue
Deal found 7/6![JetBlue logo]()
$417
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:05 pm
HOU
- SJU
Nonstop4h 30m
Southwest
Thu 8/138:55 pm
SJU
- HOU
1 stop12h 35m
Southwest
Deal found 7/7![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:10 am
HOU
- SXM
1 stop7h 55m
Southwest
Tue 11/103:20 pm
SXM
- HOU
1 stop8h 05m
Southwest
Deal found 7/7![Southwest logo]()
$420
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:05 am
HOU
- SJU
1 stop11h 45m
Southwest
Sat 8/295:55 am
SJU
- HOU
1 stop14h 15m
Southwest
Deal found 7/8![Southwest logo]()
$421
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/72:40 pm
HOU
- SJU
2 stops8h 10m
Southwest
Tue 8/115:15 am
SJU
- HOU
1 stop7h 30m
Southwest
Deal found 7/8![Southwest logo]()
$428
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:05 am
HOU
- NAS
1 stop6h 10m
Southwest
Sat 8/291:25 pm
NAS
- HOU
1 stop8h 15m
Southwest
Deal found 7/8![Southwest logo]()
$444
Best flights from Galveston to CaribbeanDiscover carefully curated flight deals from Galveston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 9, 2026.
Discover carefully curated flight deals from Galveston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:05 am
HOU
- SXM
1 stop8h 00m
Southwest
Thu 8/273:05 pm
SXM
- HOU
1 stop8h 15m
Southwest
Deal found 7/6![Southwest logo]()
$385
This Delta deal was found by Cheapflights users on 7/8. 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.
Sun 8/96:00 am
HOU
- SXM
1 stop6h 53m
Delta
Wed 8/123:18 pm
SXM
- HOU
1 stop7h 47m
Delta
Deal found 7/8![Delta logo]()
$455
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Thu 9/178:18 pm
HOU
- MBJ
2 stops16h 35m
American Airlines
Mon 9/215:16 pm
MBJ
- HOU
2 stops17h 45m
American Airlines
Deal found 7/9![American Airlines logo]()
$543
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:20 am
HOU
- NAS
1 stop5h 55m
Southwest
Fri 11/131:10 pm
NAS
- HOU
1 stop5h 10m
Southwest
Deal found 7/6![Southwest logo]()
$395
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:10 am
HOU
- SXM
1 stop7h 55m
Southwest
Mon 11/23:20 pm
SXM
- HOU
1 stop8h 10m
Southwest
Deal found 7/5![Southwest logo]()
$399
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:00 am
HOU
- SJU
1 stop6h 42m
Delta
Sat 8/297:00 am
SJU
- HOU
1 stop10h 25m
Delta
Deal found 7/5![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:25 am
HOU
- NAS
1 stop4h 50m
Southwest
Wed 8/261:10 pm
NAS
- HOU
1 stop7h 10m
Southwest
Deal found 7/5![Southwest logo]()
$409
This Delta deal was found by Cheapflights users on 7/8. 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.
Mon 8/106:00 am
HOU
- SJU
1 stop6h 42m
Delta
Sat 8/157:00 am
SJU
- HOU
1 stop10h 25m
Delta
Deal found 7/8![Delta logo]()
$508
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:40 pm
HOU
- SJU
2 stops8h 10m
Southwest
Wed 9/98:20 am
SJU
- HOU
1 stop7h 10m
Southwest
Deal found 7/7![Southwest logo]()
$421
This Delta deal was found by Cheapflights users on 7/6. 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 8/2010:50 am
HOU
- SJU
1 stop10h 39m
Delta
Tue 8/252:59 pm
SJU
- HOU
1 stop8h 06m
Delta
Deal found 7/6![Delta logo]()
$508
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/169:35 pm
HOU
- SXM
2 stops15h 30m
Southwest
Fri 8/213:05 pm
SXM
- HOU
2 stops19h 05m
Southwest
Deal found 7/6![Southwest logo]()
$450
This American Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:14 pm
HOU
- STT
2 stops20h 38m
American Airlines
Sat 8/294:42 pm
STT
- HOU
2 stops17h 20m
American Airlines
Deal found 7/4![American Airlines logo]()
$718
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:50 pm
HOU
- GCM
2 stops16h 45m
Southwest
Wed 11/111:30 pm
GCM
- HOU
1 stop8h 55m
Southwest
Deal found 7/6![Southwest logo]()
$463
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am
HOU
- PUJ
1 stop6h 25m
Delta
Fri 9/252:50 pm
PUJ
- HOU
1 stop8h 50m
Delta
Deal found 7/6![Delta logo]()
$610
This American Airlines deal was found by Cheapflights users on 7/8. 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 8/283:57 pm
HOU
- PLS
2 stops17h 35m
American Airlines
Mon 8/3111:30 am
PLS
- HOU
2 stops9h 21m
American Airlines
Deal found 7/8![American Airlines logo]()
$745
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:50 am
HOU
- SJU
1 stop8h 25m
Southwest
Wed 8/55:15 am
SJU
- HOU
1 stop7h 30m
Southwest
Deal found 7/6![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:00 am
HOU
- PUJ
1 stop7h 39m
Delta
Sat 8/222:50 pm
PUJ
- HOU
1 stop7h 33m
Delta
Deal found 7/4![Delta logo]()
$610
This American Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:14 pm
HOU
- PLS
2 stops17h 09m
American Airlines
Sun 9/63:18 pm
PLS
- HOU
2 stops9h 38m
American Airlines
Deal found 7/4![American Airlines logo]()
$750
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:20 am
HOU
- SJU
1 stop9h 40m
Southwest
Wed 8/198:20 am
SJU
- HOU
2 stops10h 05m
Southwest
Deal found 7/4![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am
HOU
- PUJ
1 stop6h 25m
Delta
Tue 9/224:00 pm
PUJ
- HOU
1 stop7h 40m
Delta
Deal found 7/6![Delta logo]()
$610
This American Airlines deal was found by Cheapflights users on 7/7. 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 10/75:06 pm
HOU
- PLS
2 stops17h 59m
American Airlines
Tue 10/131:05 pm
PLS
- HOU
2 stops11h 44m
American Airlines
Deal found 7/7![American Airlines logo]()
$750
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:10 am
HOU
- SJU
1 stop11h 55m
Southwest
Tue 9/1511:50 am
SJU
- HOU
2 stops9h 15m
Southwest
Deal found 7/4![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:00 am
HOU
- PUJ
1 stop6h 25m
Delta
Wed 9/234:00 pm
PUJ
- HOU
1 stop7h 40m
Delta
Deal found 7/6![Delta logo]()
$610
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/71:15 pm
HOU
- SJU
1 stop7h 55m
Southwest
Mon 8/105:30 am
SJU
- HOU
2 stops15h 30m
Southwest
Deal found 7/7![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 7/7. 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 8/166:00 am
HOU
- PUJ
1 stop6h 25m
Delta
Thu 8/201:10 pm
PUJ
- HOU
1 stop9h 55m
Delta
Deal found 7/7![Delta logo]()
$610
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:10 am
HOU
- SXM
1 stop7h 55m
Southwest
Fri 10/163:05 pm
SXM
- HOU
2 stops19h 55m
Southwest
Deal found 7/7![Southwest logo]()
$478
This Delta deal was found by Cheapflights users on 7/6. 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 9/166:00 am
HOU
- PUJ
1 stop6h 25m
Delta
Thu 9/244:00 pm
PUJ
- HOU
1 stop7h 40m
Delta
Deal found 7/6![Delta logo]()
$610
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:05 am
HOU
- NAS
1 stop6h 10m
Southwest
Sat 8/291:25 pm
NAS
- HOU
2 stops7h 30m
Southwest
Deal found 7/8![Southwest logo]()
$491
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
HOU
- PUJ
1 stop6h 25m
Delta
Wed 9/234:00 pm
PUJ
- HOU
1 stop7h 40m
Delta
Deal found 7/5![Delta logo]()
$610
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/11:20 pm
HOU
- SJU
2 stops9h 25m
Southwest
Wed 8/55:15 am
SJU
- HOU
2 stops9h 35m
Southwest
Deal found 7/8![Southwest logo]()
$506
Last-minute flights from Galveston to CaribbeanDiscover last-minute flight deals from Galveston to Caribbean. Data last updated July 9, 2026 and is based on user searches.
Discover last-minute flight deals from Galveston to Caribbean. Data last updated July 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:05 pm
HOU
- SJU
Nonstop4h 30m
Southwest
Thu 8/138:55 pm
SJU
- HOU
1 stop12h 35m
Southwest
Deal found 7/7![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/72:40 pm
HOU
- SJU
2 stops8h 10m
Southwest
Tue 8/115:15 am
SJU
- HOU
1 stop7h 30m
Southwest
Deal found 7/8![Southwest logo]()
$428
This Delta deal was found by Cheapflights users on 7/7. 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.
Fri 8/75:20 pm
HOU
- SXM
2 stops19h 54m
Delta
Thu 8/133:18 pm
SXM
- HOU
1 stop7h 47m
Delta
Deal found 7/7![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 7/8. 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.
Sun 8/96:00 am
HOU
- SXM
1 stop6h 53m
Delta
Wed 8/123:18 pm
SXM
- HOU
1 stop7h 47m
Delta
Deal found 7/8![Delta logo]()
$455
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/103:45 pm
HOU
- SJU
1 stop6h 20m
Southwest
Mon 8/1711:35 am
SJU
- HOU
2 stops9h 50m
Southwest
Deal found 7/7![Southwest logo]()
$461
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:00 am
HOU
- SXM
1 stop8h 05m
Southwest
Fri 8/213:05 pm
SXM
- HOU
1 stop8h 15m
Southwest
Deal found 7/6![Southwest logo]()
$445
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:25 am
HOU
- NAS
1 stop4h 50m
Southwest
Wed 8/261:10 pm
NAS
- HOU
1 stop7h 10m
Southwest
Deal found 7/5![Southwest logo]()
$409
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:25 am
HOU
- NAS
1 stop4h 50m
Southwest
Sat 8/221:25 pm
NAS
- HOU
1 stop8h 15m
Southwest
Deal found 7/5![Southwest logo]()
$452
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:05 am
HOU
- SXM
1 stop8h 00m
Southwest
Thu 8/273:05 pm
SXM
- HOU
1 stop8h 15m
Southwest
Deal found 7/8![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:05 am
HOU
- NAS
1 stop6h 10m
Southwest
Sat 8/291:25 pm
NAS
- HOU
1 stop8h 15m
Southwest
Deal found 7/8![Southwest logo]()
$444
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:05 am
HOU
- SJU
1 stop11h 45m
Southwest
Sat 8/295:55 am
SJU
- HOU
1 stop14h 15m
Southwest
Deal found 7/8![Southwest logo]()
$421
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:05 am
HOU
- AUA
1 stop8h 40m
Southwest
Fri 9/43:45 pm
AUA
- HOU
1 stop7h 35m
Southwest
Deal found 7/7![Southwest logo]()
$404
One-way flights from Galveston to CaribbeanSearch for one-way flight options from Galveston to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
Search for one-way flight options from Galveston to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:25 am
HOU
- NAS
1 stop4h 50m
Southwest
Deal found 7/4![Southwest logo]()
$107
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:00 am
HOU
- SXM
1 stop8h 05m
Southwest
Deal found 7/6![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:50 pm
HOU
- SJU
1 stop10h 20m
Southwest
Deal found 7/6![Southwest logo]()
$188
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:00 am
HOU
- GCM
1 stop6h 55m
Southwest
Deal found 7/8![Southwest logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:03 pm
HOU
- SJU
2 stops43h 08m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$192
This American Airlines deal was found by Cheapflights users on 7/8. 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 8/75:41 am
HOU
- MBJ
1 stop10h 27m
American Airlines
Deal found 7/8![American Airlines logo]()
$194
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:50 pm
HOU
- NAS
2 stops15h 25m
Southwest
Deal found 7/4![Southwest logo]()
$199
This American Airlines deal was found by Cheapflights users on 7/8. 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 8/68:14 pm
HOU
- MBJ
2 stops15h 28m
American Airlines
Deal found 7/8![American Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:11 pm
HOU
- SJU
2 stops44h 00m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$202
This SmartFares deal was found by Cheapflights users on 7/6. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
HOU
- SJU
1 stop6h 32m
Delta
Deal found 7/6![Delta logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:19 pm
HOU
- SJU
2 stops51h 19m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$212
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Wed 10/78:24 pm
HOU
- MBJ
1 stop19h 48m
American Airlines
Deal found 7/9![American Airlines logo]()
$212
Find flight deals from Galveston to Caribbean
Keep the following information in mind while searching for Galveston to Caribbean flight deals. Data was last updated July 9, 2026.
Round-trip from | $383 (Southwest) |
|---|---|
One-way from | $107 (Southwest) |
Popular in | June |
Cheapest in | October |
Average price | $487 |
Cheapflights Fare Finder
Customize your flight search to find flights from Galveston to Caribbean 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 July 9, 2026.
Use the filters below to find and compare flights from Galveston to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonSimpson Bay
HOU - SXM
HOUSXM
Houston Hobby
Mon 8/24
5:05 am-2:05 pm
1 stop8h 00m
Simpson Bay Princess Juliana
Thu 8/27
3:05 pm-10:20 pm
1 stop8h 15m
$385
Quickest round-trip
HoustonNassau
HOU - NAS
HOUNAS
Houston Hobby
Fri 11/6
5:20 am-12:15 pm
1 stop5h 55m
Nassau Intl
Fri 11/13
1:10 pm-5:20 pm
1 stop5h 10m
$395
HoustonSimpson Bay
HOU - SXM
HOUSXM
Houston Hobby
Mon 10/26
5:10 am-2:05 pm
1 stop7h 55m
Simpson Bay Princess Juliana
Mon 11/2
3:20 pm-9:30 pm
1 stop8h 10m
$399
HoustonNassau
HOU - NAS
HOUNAS
Houston Hobby
Wed 8/19
6:25 am-12:15 pm
1 stop4h 50m
Nassau Intl
Wed 8/26
1:10 pm-7:20 pm
1 stop7h 10m
$409
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 9/4
2:40 pm-11:50 pm
2 stops8h 10m
San Juan Luis Munoz Marin Intl
Wed 9/9
8:20 am-2:30 pm
1 stop7h 10m
$421
HoustonSimpson Bay
HOU - SXM
HOUSXM
Houston Hobby
Sun 8/16
9:35 pm-2:05 pm
2 stops15h 30m
Simpson Bay Princess Juliana
Fri 8/21
3:05 pm-9:10 am
2 stops19h 05m
$450
HoustonSimpson Bay
HOU - SXM
HOUSXM
Houston Hobby
Sun 8/9
6:00 am-1:53 pm
1 stop6h 53m
Simpson Bay Princess Juliana
Wed 8/12
3:18 pm-10:05 pm
1 stop7h 47m
$455
HoustonGeorge Town
HOU - GCM
HOUGCM
Houston Hobby
Thu 11/5
6:50 pm-12:35 pm
2 stops16h 45m
George Town Owen Roberts Intl
Wed 11/11
1:30 pm-9:25 pm
1 stop8h 55m
$463
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 8/23
6:00 am-1:42 pm
1 stop6h 42m
San Juan Luis Munoz Marin Intl
Sat 8/29
7:00 am-4:25 pm
1 stop10h 25m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 7/27
11:50 am-9:15 pm
1 stop8h 25m
San Juan Luis Munoz Marin Intl
Wed 8/5
5:15 am-11:45 am
1 stop7h 30m
$466
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Galveston to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Galveston with our price prediction graph.
HOU-SXM
HOU-STT
HOU-NAS
HOU-GCM
HOU-MBJ
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 Galveston to Caribbean
G4L-0CB
HOU-SXM
HOU-STT
HOU-NAS
HOU-GCM
What is the cheapest time of day to fly from G4L to CB?
Find hourly flight availability from Galveston to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 9, 2026.
One of the essential ways to save on airfare from Galveston to Caribbean is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 42% on airfare.
What is the cheapest day to fly from Galveston to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Galveston to Caribbean. Price data was last updated on July 4, 2026.
Travelers seeking maximum savings on their Galveston to Caribbean flight should consider departing on Thursday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated July 9, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Galveston to Caribbean. 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.
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Galveston to Caribbean. 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 Galveston to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Galveston to Caribbean by cabin class
Find flights from Galveston to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Galveston and Caribbean flights
Browse other Galveston and Caribbean flight options. Last updated on July 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Galveston to Caribbean flights
Consider these flights traveling from Galveston to Caribbean.
Top 7 airlines flying from Galveston to Caribbean
Discover the top 7 airlines that operate flights from Galveston to Caribbean. 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 July 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$630 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$462 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$175 | Average$656 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$222 | Average$629 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$223 | Average$505 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$292 | Average$684 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$325 | Average$645 | FlexibilityNo cancel fee | On-time63% |