Caribbean

$198+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jun 14 — Jun 211
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Cheap flight deals from Galveston to Caribbean

Cheapest flights from Galveston to Caribbean
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 May 15, 2026.

This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 8/256:25 am
HOU
-
NAS
1 stop4h 50m
Southwest
Wed 8/261:10 pm
NAS
-
HOU
1 stop7h 10m
Southwest
Deal found 5/11$436
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 5/128:35 pm
HOU
-
NAS
2 stops15h 40m
Southwest
Fri 5/158:45 am
NAS
-
HOU
1 stop8h 25m
Southwest
Deal found 5/12$460
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 8/1111:20 am
HOU
-
SJU
1 stop8h 45m
Southwest
Wed 8/128:20 am
SJU
-
HOU
1 stop9h 35m
Southwest
Deal found 5/12$461
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 7/37:00 pm
HOU
-
SJU
Nonstop4h 25m
Southwest
Mon 7/610:20 pm
SJU
-
HOU
1 stop10h 40m
Southwest
Deal found 5/12$462
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 8/2110:50 am
HOU
-
SJU
1 stop10h 39m
Delta
Sat 8/292:59 pm
SJU
-
HOU
1 stop7h 24m
Delta
Deal found 5/13$466
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 9/285:05 am
HOU
-
STT
1 stop7h 45m
Southwest
Thu 10/12:45 pm
STT
-
HOU
2 stops10h 45m
Southwest
Deal found 5/13$468
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 8/215:41 am
HOU
-
SJU
1 stop8h 13m
American Airlines
Tue 8/256:00 am
SJU
-
HOU
2 stops10h 28m
American Airlines
Deal found 5/12$471
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 8/1010:00 am
HOU
-
SJU
2 stops11h 50m
Southwest
Fri 8/2110:00 am
SJU
-
HOU
1 stop9h 15m
Southwest
Deal found 5/13$476
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 8/286:00 am
HOU
-
MBJ
1 stop9h 34m
Delta
Thu 9/32:29 pm
MBJ
-
HOU
1 stop7h 06m
Delta
Deal found 5/11$480
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” 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 7/299:36 am
HOU
-
SJU
1 stop13h 14m
American Airlines
Tue 8/45:45 am
SJU
-
HOU
1 stop10h 59m
American Airlines
Deal found 5/14$481
This American Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” 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 8/216:14 pm
HOU
-
MBJ
2 stops17h 05m
American Airlines
Mon 8/242:52 pm
MBJ
-
HOU
2 stops18h 11m
American Airlines
Deal found 5/11$485
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” 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 6/810:45 am
HOU
-
MBJ
Nonstop3h 10m
Southwest
Wed 6/173:55 pm
MBJ
-
HOU
Nonstop3h 10m
Southwest
Deal found 5/13$486

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 May 15, 2026.

Round-trip from

$436
(Southwest)

One-way from

$198
(Southwest)

Popular in

December

Cheapest in

October

Average price

$428
From Galveston to Caribbean
One-way flight from Galveston to Caribbean
Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 15, 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

Price

Cheapest round-trip

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 7/5

8:40 pm-9:00 am

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Wed 7/29

6:00 am-1:55 pm

1 stop8h 55m

$466
Quickest round-trip

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Mon 6/8

10:45 am-1:55 pm

Nonstop3h 10m

Montego Bay Sangster Intl

Wed 6/17

3:55 pm-7:05 pm

Nonstop3h 10m

$486

HoustonNassau

HOU - NAS

HOUNAS

Houston Hobby

Tue 9/1

6:10 pm-12:15 pm

2 stops17h 05m

Nassau Intl

Sat 9/5

1:25 pm-8:40 pm

1 stop8h 15m

$505

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 7/11

2:45 pm-11:00 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Sun 7/19

9:05 pm-8:25 am

1 stop12h 20m

$506

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 7/11

1:20 pm-11:40 pm

2 stops9h 20m

San Juan Luis Munoz Marin Intl

Thu 7/23

10:20 pm-9:35 am

1 stop12h 15m

$506

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 7/10

2:40 pm-11:35 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Sat 7/18

6:30 am-1:50 pm

2 stops8h 20m

$506

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 8/10

1:13 pm-10:29 pm

1 stop8h 16m

San Juan Luis Munoz Marin Intl

Sat 8/15

6:48 am-4:25 pm

1 stop10h 37m

$511

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 7/28

6:00 am-1:32 pm

1 stop6h 32m

San Juan Luis Munoz Marin Intl

Sat 8/1

2:42 pm-9:51 pm

1 stop8h 09m

$511

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 6/8

4:35 pm-1:20 am

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Thu 6/11

10:20 pm-8:25 am

1 stop11h 05m

$521

HoustonNassau

HOU - NAS

HOUNAS

Houston Hobby

Sat 7/4

5:30 am-1:25 pm

2 stops6h 55m

Nassau Intl

Wed 7/8

8:45 am-4:35 pm

2 stops8h 50m

$533

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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.
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

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 May 15, 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 morning tend to be the most expensive. A flight at noon could potentially save you up to 30% 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 May 9, 2026.

Travelers seeking maximum savings on their Galveston to Caribbean flight should consider departing on Sunday afternoons 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 May 15, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican 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.

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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.
  • How long is the flight from Galveston to Caribbean?

    Southwest, Delta, and American Airlines can get you from Galveston to Caribbean in just under 8h 16m. Your travel time can differ by up to 11h 38m. Airlines will cover a distance of 1994 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Galveston to Caribbean one-way?

    $72 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Southwest and Spirit Airlines, with prices starting from $72 and $86, respectively.

  • What are the most popular routes from Galveston to Caribbean?

  • What are the cheapest flights from Galveston to Caribbean?

    While on average a flight from Galveston to Caribbean is generally $470, our data shows the cheapest flight currently is $264. When looking at the most popular route, (Houston Hobby - San Juan Luis Munoz Marin Intl), you can expect to pay $335 for that flight.

  • Can I find deals for flights from Galveston to Caribbean that include hotel bookings?

    Yes. In addition to deals on Galveston to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Galveston to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Galveston to Caribbean.

  • Can I find deals for business class flights from Galveston to Caribbean?

    Yes. Cheapflights offers flight deals from Galveston to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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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.

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 May 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$390FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$565FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$132Average$436FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$664FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$650FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$212Average$665FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$392Average$664FlexibilityNo cancel feeOn-time62%

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