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Caribbean Islands

$229+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — SJU
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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Cheap 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 August 21, 2025.

Round-trip from

$365
(American Airlines)

One-way from

$229
(American Airlines)

Popular in

August

Cheapest in

January

Average price

$909
From Gulfport Biloxi Regional to Caribbean Islands
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One-way flight from Gulfport Biloxi Regional to Caribbean Islands
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Highest demand for flights based on searches. 11% potential increase in price ($80 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Gulfport to Caribbean Islands

Cheapest flights from Gulfport to Caribbean Islands
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 August 21, 2025.

This American Airlines deal was found by Cheapflights users on 8/21. 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 10/155:45 pmGPT - STT
1 stop16h 05mAmerican Airlines
Mon 10/205:20 pmSTT - GPT
2 stops24h 55mAmerican Airlines
Deal found 8/21$479
This American Airlines deal was found by Cheapflights users on 8/21. 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 11/297:15 amGPT - PUJ
1 stop26h 25mAmerican Airlines
Sat 12/61:55 pmPUJ - GPT
1 stop9h 39mAmerican Airlines
Deal found 8/21$507
This American Airlines deal was found by Cheapflights users on 8/20. 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 11/27:30 pmGPT - MBJ
2 stops17h 44mAmerican Airlines
Tue 11/114:05 pmMBJ - GPT
2 stops21h 30mAmerican Airlines
Deal found 8/20$535
This American Airlines deal was found by Cheapflights users on 8/20. 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 10/46:29 pmGPT - PUJ
2 stops18h 47mAmerican Airlines
Sat 10/114:55 pmPUJ - GPT
2 stops21h 10mAmerican Airlines
Deal found 8/20$540
This American Airlines deal was found by Cheapflights users on 8/20. 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 10/45:32 pmGPT - MBJ
1 stop16h 58mAmerican Airlines
Sat 10/113:20 pmMBJ - GPT
2 stops21h 45mAmerican Airlines
Deal found 8/20$565
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Thu 9/256:34 pmGPT - MBJ
1 stop15h 58mAmerican Airlines
Tue 9/303:54 pmMBJ - GPT
1 stop6h 48mAmerican Airlines
Deal found 8/20$566
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:18 pmGPT - UVF
2 stops19h 42mAmerican Airlines
Fri 10/172:56 pmUVF - GPT
2 stops22h 58mAmerican Airlines
Deal found 8/21$589
This American Airlines deal was found by Cheapflights users on 8/20. 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 12/87:30 amGPT - GCM
1 stop8h 01mAmerican Airlines
Fri 12/125:35 pmGCM - GPT
2 stops17h 27mAmerican Airlines
Deal found 8/20$594
This United Airlines deal was found by Cheapflights users on 8/20. 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 12/85:11 pmGPT - GCM
1 stop22h 19mUnited Airlines
Fri 12/125:45 pmGCM - GPT
1 stop20h 35mUnited Airlines
Deal found 8/20$608
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/56:29 pmGPT - SJU
1 stop18h 46mAmerican Airlines
Tue 9/94:43 pmSJU - GPT
1 stop6h 59mAmerican Airlines
Deal found 8/21$630
This American Airlines deal was found by Cheapflights users on 8/21. 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 10/295:45 pmGPT - STT
1 stop17h 15mAmerican Airlines
Wed 11/54:35 pmSTT - GPT
1 stop8h 09mAmerican Airlines
Deal found 8/21$636
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Mon 12/86:00 pmGPT - FPO
2 stops16h 10mAmerican Airlines
Thu 12/111:05 pmFPO - GPT
2 stops9h 29mAmerican Airlines
Deal found 8/18$679

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 August 21, 2025.
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

Sat 1/31

6:53 pm-1:30 pm

1 stop16h 37m

San Juan Luis Munoz Marin Intl

Tue 2/10

7:15 am-5:34 pm

2 stops12h 19m

$365

GulfportSaint Thomas Island

GPT - STT

GPTSTT

Gulfport Biloxi Regional

Mon 2/9

6:53 pm-11:50 am

1 stop14h 57m

Saint Thomas Island Cyril E King

Fri 2/13

2:35 pm-9:44 am

2 stops21h 09m

$479

GulfportSaint Thomas Island

GPT - STT

GPTSTT

Gulfport Biloxi Regional

Wed 10/29

6:26 pm-4:05 pm

2 stops20h 39m

Saint Thomas Island Cyril E King

Wed 11/5

4:35 pm-10:44 pm

1 stop8h 09m

$479

GulfportSaint Thomas Island

GPT - STT

GPTSTT

Gulfport Biloxi Regional

Mon 10/27

7:06 pm-4:05 pm

2 stops19h 59m

Saint Thomas Island Cyril E King

Fri 10/31

1:39 pm-12:17 pm

2 stops23h 38m

$479

GulfportSaint Thomas Island

GPT - STT

GPTSTT

Gulfport Biloxi Regional

Wed 10/15

5:45 pm-10:50 am

1 stop16h 05m

Saint Thomas Island Cyril E King

Mon 10/20

5:20 pm-5:15 pm

2 stops24h 55m

$479

GulfportMontego Bay

GPT - MBJ

GPTMBJ

Gulfport Biloxi Regional

Tue 2/3

6:00 am-12:40 pm

1 stop5h 40m

Montego Bay Sangster Intl

Tue 2/10

4:40 pm-10:09 pm

1 stop6h 29m

$515

GulfportMontego Bay

GPT - MBJ

GPTMBJ

Gulfport Biloxi Regional

Tue 2/3

6:01 pm-2:20 pm

2 stops19h 19m

Montego Bay Sangster Intl

Tue 2/10

1:15 pm-10:27 pm

2 stops10h 12m

$519

GulfportMontego Bay

GPT - MBJ

GPTMBJ

Gulfport Biloxi Regional

Sun 11/2

7:30 pm-2:14 pm

2 stops17h 44m

Montego Bay Sangster Intl

Tue 11/11

4:05 pm-12:35 pm

2 stops21h 30m

$535

GulfportPunta Cana

GPT - PUJ

GPTPUJ

Gulfport Biloxi Regional

Sat 10/4

5:32 pm-11:42 am

1 stop17h 10m

Punta Cana

Sat 10/11

4:55 pm-1:05 pm

2 stops21h 10m

$540

GulfportSan Juan

GPT - SJU

GPTSJU

Gulfport Biloxi Regional

Fri 1/16

7:27 am-8:50 pm

1 stop11h 23m

San Juan Luis Munoz Marin Intl

Sun 1/18

6:45 am-10:27 pm

1 stop17h 42m

$565

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 27 results
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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.
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

What is the cheapest month to book a flight from Gulfport to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Gulfport to Caribbean Islands (average of $254). Flying from Gulfport to Caribbean Islands in June is currently the most expensive (average of $339). 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 GPT to EPX?

Find hourly flight availability from Gulfport to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 21, 2025.

When flying from Gulfport to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 21, 2025.
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.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What airport do you fly from for flights from Gulfport to Caribbean Islands?

    If you book a flight to Caribbean Islands from Gulfport, you will be flying from Biloxi Regional, which is the city’s only airport. Gulfport Biloxi Regional (GPT) is located 3.1 mi from the center of Gulfport.

  • How long is the flight from Gulfport to Caribbean Islands?

    There are many flights that can get you from Gulfport to Caribbean Islands in 5h 40m. Fly via American Airlines or Delta to get the fastest option. Airlines will cover a distance of 1079 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Gulfport to Caribbean Islands?

    Most travelers choose Gulfport Biloxi Regional - San Juan Luis Munoz Marin Intl, Gulfport Biloxi Regional - Saint Thomas Island Cyril E King or Gulfport Biloxi Regional - Montego Bay Sangster Intl when deciding on the best route from Gulfport to Caribbean Islands.

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

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

  • How can I find direct flights from Gulfport to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Gulfport to Caribbean Islands 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 Gulfport to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Gulfport to Caribbean Islands (average of $254). Flying from Gulfport to Caribbean Islands in June is currently the most expensive (average of $339). 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

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Top 2 airlines flying from Gulfport to Caribbean Islands

Discover the top 2 airlines 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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$335Average$632FlexibilityNo cancel feeOn-time71%
DeltaCheapest$374Average$542FlexibilityNo cancel feeOn-timeN/A

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