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$138+ Cheap flights from Gulfport (GPT) 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — SJU
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap flight deals from Gulfport to Caribbean

Cheapest flights from Gulfport to Caribbean
Explore the most affordable flight options available from Gulfport to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. 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 4/307:20 pm
GPT
-
SJU
2 stops17h 48m
Multiple Airlines
Sun 5/311:07 am
SJU
-
GPT
1 stop8h 33m
Multiple Airlines
Deal found 2/10$320
This Delta deal was found by Cheapflights users on 2/9. 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 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 stop10h 39m
Delta
Deal found 2/9$376
This American Airlines deal was found by Cheapflights users on 2/9. 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 4/236:10 pm
GPT
-
SJU
1 stop15h 38m
American Airlines
Thu 4/307:25 am
SJU
-
GPT
1 stop11h 03m
American Airlines
Deal found 2/9$386
This American Airlines deal was found by Cheapflights users on 2/10. 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 4/225:00 am
GPT
-
SJU
1 stop8h 42m
American Airlines
Wed 4/294:30 pm
SJU
-
GPT
1 stop8h 28m
American Airlines
Deal found 2/10$391
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 stop12h 57m
Multiple Airlines
Sun 3/16:00 am
SJU
-
GPT
1 stop14h 40m
Multiple Airlines
Deal found 2/10$397
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:20 pm
GPT
-
SJU
1 stop12h 34m
Multiple Airlines
Sun 3/85:30 am
SJU
-
GPT
1 stop28h 30m
Multiple Airlines
Deal found 2/12$398
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:31 pm
GPT
-
SJU
2 stops19h 37m
Multiple Airlines
Sun 5/177:00 am
SJU
-
GPT
1 stop13h 10m
Multiple Airlines
Deal found 2/11$414
This American Airlines deal was found by Cheapflights users on 2/10. 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 4/256:10 pm
GPT
-
SJU
1 stop15h 38m
American Airlines
Sat 5/24:30 pm
SJU
-
GPT
1 stop8h 28m
American Airlines
Deal found 2/10$416
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Sun 6/217:53 pm
GPT
-
MBJ
2 stops17h 38m
American Airlines
Sat 6/2712:41 pm
MBJ
-
GPT
2 stops22h 11m
American Airlines
Deal found 2/11$492
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Sat 4/116:10 pm
GPT
-
PUJ
1 stop17h 29m
American Airlines
Wed 4/1511:45 am
PUJ
-
GPT
1 stop13h 13m
American Airlines
Deal found 2/9$495
This American Airlines deal was found by Cheapflights users on 2/9. 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 4/296:10 pm
GPT
-
STT
1 stop15h 37m
American Airlines
Wed 5/61:15 pm
STT
-
GPT
1 stop11h 43m
American Airlines
Deal found 2/9$500
This Delta deal was found by Cheapflights users on 2/11. 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.
Tue 10/206:00 am
GPT
-
PUJ
1 stop7h 31m
Delta
Fri 10/303:56 pm
PUJ
-
GPT
1 stop7h 11m
Delta
Deal found 2/11$505

Find flight deals from Gulfport to Caribbean

Keep the following information in mind while searching for Gulfport to Caribbean flight deals. Data was last updated February 12, 2026.

Round-trip from

$320
(Kiwi.com)

One-way from

$138
(Kiwi.com)

Popular in

June

Cheapest in

September

Average price

$625
From Gulfport Biloxi Regional to Caribbean
Search Deals
One-way flight from Gulfport Biloxi Regional to Caribbean
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($167 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($50 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Gulfport 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 12, 2026.
Use the filters below to find and compare flights from Gulfport to Caribbean that are best for you.

Fly from

Gulfport

Fly to

Caribbean

Route

Depart

Return

Price

GulfportSan Juan

GPT - SJU

GPTSJU

Gulfport Biloxi Regional

Thu 4/30

7:20 pm-8:47 am

1 stop12h 27m

San Juan Luis Munoz Marin Intl

Sun 5/3

11:07 am-6:40 pm

1 stop8h 33m

$320

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-5:09 pm

1 stop10h 39m

$376

GulfportSan Juan

GPT - SJU

GPTSJU

Gulfport Biloxi Regional

Thu 4/23

6:10 pm-10:53 am

2 stops15h 43m

San Juan Luis Munoz Marin Intl

Thu 4/30

11:59 pm-10:40 am

1 stop11h 41m

$386

GulfportSan Juan

GPT - SJU

GPTSJU

Gulfport Biloxi Regional

Wed 4/22

5:00 am-2:42 pm

1 stop8h 42m

San Juan Luis Munoz Marin Intl

Wed 4/29

4:30 pm-11:58 pm

1 stop8h 28m

$391

GulfportMontego Bay

GPT - MBJ

GPTMBJ

Gulfport Biloxi Regional

Sun 6/21

7:53 pm-3:20 pm

2 stops19h 27m

Montego Bay Sangster Intl

Sat 6/27

12:41 pm-12:01 am

1 stop11h 20m

$492

GulfportPunta Cana

GPT - PUJ

GPTPUJ

Gulfport Biloxi Regional

Sat 4/11

6:10 pm-12:39 pm

1 stop17h 29m

Punta Cana

Wed 4/15

11:45 am-11:58 pm

1 stop13h 13m

$495

GulfportSaint Thomas Island

GPT - STT

GPTSTT

Gulfport Biloxi Regional

Wed 4/29

6:10 pm-4:15 pm

2 stops21h 05m

Saint Thomas Island Cyril E King

Wed 5/6

2:05 pm-10:40 am

2 stops21h 35m

$500

GulfportPunta Cana

GPT - PUJ

GPTPUJ

Gulfport Biloxi Regional

Tue 6/16

7:04 am-3:45 pm

1 stop7h 41m

Punta Cana

Tue 6/23

4:08 pm-12:01 am

1 stop8h 53m

$505

GulfportPunta Cana

GPT - PUJ

GPTPUJ

Gulfport Biloxi Regional

Thu 6/18

6:38 pm-10:44 am

1 stop15h 06m

Punta Cana

Tue 6/23

4:08 pm-12:01 am

1 stop8h 53m

$520

GulfportGeorge Town

GPT - GCM

GPTGCM

Gulfport Biloxi Regional

Sat 5/30

6:38 pm-11:28 am

1 stop16h 50m

George Town Owen Roberts Intl

Sat 6/6

4:07 pm-12:13 pm

2 stops20h 06m

$551

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 37 results
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Best time to book a flight from Gulfport to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, April is the cheapest month in which you can book a flight from Gulfport to Caribbean (average of $102). Flying from Gulfport to Caribbean in November is currently the most expensive (average of $221). 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

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 12, 2026.
Read reviews from past customers who have flown Delta and American Airlines from Gulfport 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.
Delta
7.9
Good
8,180 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,180 reviews
Delta
7.9
Good
8,180 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,271 reviews
Delta
7.9
Good
8,180 reviews

Entertainment

7.8

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Gulfport to Caribbean. 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?

    Gulfport Biloxi Regional (GPT), located 3.1 mi from the city center, is the airport you fly out of when you book flights from Gulfport to Caribbean.

  • How long is the flight from Gulfport to Caribbean?

    A quick flight from Gulfport to Caribbean can take about 7h 32m. Delta provides one of the quickest options available for as low as $376. The distance from Gulfport to Caribbean is about 1664 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    When deciding which route to take from Gulfport to Caribbean consider Gulfport Biloxi Regional - San Juan Luis Munoz Marin Intl, Gulfport Biloxi Regional - Punta Cana or Gulfport Biloxi Regional - Saint Thomas Island Cyril E King as they are the most popular.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Gulfport to Caribbean (average of $102). Flying from Gulfport to Caribbean in November is currently the most expensive (average of $221). 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 airline flying from Gulfport to Caribbean

Discover the top airline that operate flights from Gulfport 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 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$335Average$681FlexibilityNo cancel feeOn-time71%

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