Caribbean

$127+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Mar 5 — Mar 121
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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 February 3, 2026.

This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/32:55 pm
HOU
-
SJU
2 stops7h 40m
Southwest
Wed 3/410:20 am
SJU
-
HOU
2 stops10h 15m
Southwest
Deal found 2/2$359
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:35 pm
HOU
-
SJU
2 stops9h 00m
Southwest
Wed 3/410:20 am
SJU
-
HOU
1 stop11h 50m
Southwest
Deal found 2/2$364
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/141:20 pm
HOU
-
SJU
2 stops9h 05m
Southwest
Mon 5/188:40 pm
SJU
-
HOU
1 stop12h 25m
Southwest
Deal found 2/2$382
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/210:25 am
HOU
-
SJU
Nonstop4h 10m
Southwest
Wed 5/611:25 am
SJU
-
HOU
1 stop12h 20m
Southwest
Deal found 2/1$386
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:25 am
HOU
-
MBJ
1 stop8h 54m
Delta
Tue 3/101:38 pm
MBJ
-
HOU
1 stop9h 04m
Delta
Deal found 2/2$388
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:45 pm
HOU
-
SJU
1 stop12h 10m
Southwest
Sun 5/179:45 pm
SJU
-
HOU
1 stop11h 50m
Southwest
Deal found 2/2$390
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
HOU
-
PUJ
1 stop6h 21m
Delta
Thu 5/74:05 pm
PUJ
-
HOU
1 stop8h 03m
Delta
Deal found 2/2$401
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2411:15 am
HOU
-
SJU
2 stops9h 55m
Southwest
Sat 2/286:05 am
SJU
-
HOU
1 stop16h 05m
Southwest
Deal found 2/2$404
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:00 pm
HOU
-
SJU
Nonstop4h 25m
Southwest
Sun 6/215:45 am
SJU
-
HOU
Nonstop4h 35m
Southwest
Deal found 2/1$407
This Southwest deal was found by Cheapflights users on 2/3. 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 3/1011:05 am
HOU
-
SJU
2 stops10h 55m
Southwest
Tue 3/1710:10 am
SJU
-
HOU
2 stops10h 55m
Southwest
Deal found 2/3$408
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:40 pm
HOU
-
SJU
1 stop12h 45m
Southwest
Mon 6/226:00 am
SJU
-
HOU
Nonstop4h 35m
Southwest
Deal found 2/2$412
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:00 am
HOU
-
MBJ
1 stop7h 10m
Southwest
Wed 3/1112:55 pm
MBJ
-
HOU
1 stop9h 55m
Southwest
Deal found 2/2$413

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 February 3, 2026.

Round-trip from

$359
(Southwest)

One-way from

$127
(Southwest)

Popular in

December

Cheapest in

April

Average price

$316
From Galveston to Caribbean
One-way flight from Galveston to Caribbean
Highest demand for flights based on searches. 12% potential increase in price ($52 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in February 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 February 3, 2026.
Use the filters below to find and compare flights from Galveston to Caribbean that are best for you.

Fly from

Galveston

Fly to

Caribbean

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 3/3

2:55 pm-12:35 am

2 stops7h 40m

San Juan Luis Munoz Marin Intl

Wed 3/4

10:20 am-5:10 pm

1 stop8h 50m

$359

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 2/21

5:15 am-2:20 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Wed 2/25

10:20 am-5:10 pm

1 stop8h 50m

$364

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 3/4

7:30 am-7:05 pm

2 stops9h 35m

San Juan Luis Munoz Marin Intl

Sat 3/7

9:50 pm-8:45 am

1 stop12h 55m

$364

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 4/18

6:50 am-7:05 pm

1 stop11h 15m

San Juan Luis Munoz Marin Intl

Wed 4/22

11:25 am-8:20 pm

2 stops9h 55m

$364

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 2/24

2:00 pm-12:35 am

2 stops8h 35m

San Juan Luis Munoz Marin Intl

Wed 3/4

5:40 am-11:55 am

1 stop8h 15m

$364

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 3/2

10:00 am-9:50 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Thu 3/5

9:50 pm-9:40 am

1 stop13h 50m

$364

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 4/30

10:20 am-11:40 pm

2 stops12h 20m

San Juan Luis Munoz Marin Intl

Mon 5/4

4:25 pm-12:05 am

1 stop8h 40m

$382

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Tue 3/3

5:25 am-3:19 pm

1 stop8h 54m

Montego Bay Sangster Intl

Tue 3/10

1:38 pm-10:42 pm

1 stop9h 04m

$388

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 3/12

12:05 pm-11:35 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Mon 3/16

8:50 pm-9:10 am

1 stop13h 20m

$390

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

Sun 5/3

6:00 am-1:21 pm

1 stop6h 21m

Punta Cana

Thu 5/7

4:05 pm-11:08 pm

1 stop8h 03m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 60 results
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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 month to book a flight from Galveston to Caribbean?

Currently, October is the cheapest month in which you can book a flight from Galveston to Caribbean (average of $80). Flying from Galveston to Caribbean in December is currently the most expensive (average of $151). 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.

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 February 3, 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 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 January 31, 2026.

Travelers seeking maximum savings on their Galveston to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday evenings 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 February 3, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United 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.

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 7h 40m. Your travel time can differ by up to 7h 23m. 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?

    $59 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on American Airlines and Southwest, with prices starting from $72 and $72, respectively.

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

  • 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.

  • What is the cheapest month to book a flight from Galveston to Caribbean?

    Currently, October is the cheapest month in which you can book a flight from Galveston to Caribbean (average of $80). Flying from Galveston to Caribbean in December is currently the most expensive (average of $151). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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 6 airlines flying from Galveston to Caribbean

Discover the top 6 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$422FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$102Average$377FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$558FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$165Average$694FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$635FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$177Average$658FlexibilityNo cancel feeOn-time69%

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