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Caribbean Islands

$189+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — SJU
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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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 October 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/27:55 pmGPT - SJU
2 stops19h 59mMultiple Airlines
Thu 11/67:30 amSJU - GPT
1 stop27h 29mMultiple Airlines
Deal found 10/18$449
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Sun 11/24:54 pmGPT - SJU
2 stops15h 23mAmerican Airlines
Thu 11/612:55 pmSJU - GPT
2 stops13h 02mAmerican Airlines
Deal found 10/18$525
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Tue 12/25:26 pmGPT - GCM
2 stops20h 18mAmerican Airlines
Tue 12/91:25 pmGCM - GPT
2 stops11h 07mAmerican Airlines
Deal found 10/18$538
This American Airlines deal was found by Cheapflights users on 10/19. 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 12/85:32 pmGPT - GCM
2 stops20h 12mAmerican Airlines
Fri 12/123:10 pmGCM - GPT
1 stop8h 23mAmerican Airlines
Deal found 10/19$630
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/107:03 amGPT - MBJ
1 stop6h 47mAmerican Airlines
Sun 11/163:50 pmMBJ - GPT
2 stops20h 50mAmerican Airlines
Deal found 10/20$643
This United Airlines deal was found by Cheapflights users on 10/19. 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 stop28h 37mUnited Airlines
Deal found 10/19$644
This United Airlines deal was found by Cheapflights users on 10/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2011:57 amGPT - SJU
1 stop7h 41mUnited Airlines
Tue 10/211:05 amSJU - GPT
2 stops16h 07mUnited Airlines
Deal found 10/18$650
This American Airlines deal was found by Cheapflights users on 10/18. 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 12/81:02 pmGPT - FPO
2 stops21h 43mAmerican Airlines
Thu 12/1112:25 pmFPO - GPT
2 stops12h 28mAmerican Airlines
Deal found 10/18$658
This American Airlines deal was found by Cheapflights users on 10/18. 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 10/206:18 pmGPT - SJU
2 stops17h 26mAmerican Airlines
Wed 10/2211:56 amSJU - GPT
2 stops12h 40mAmerican Airlines
Deal found 10/18$665
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:05 amGPT - SJU
1 stop8h 22mMultiple Airlines
Thu 1/17:01 amSJU - GPT
2 stops27h 58mMultiple Airlines
Deal found 10/18$679
This American Airlines deal was found by Cheapflights users on 10/18. 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 11/36:10 pmGPT - PUJ
2 stops19h 38mAmerican Airlines
Mon 11/105:30 pmPUJ - GPT
2 stops21h 07mAmerican Airlines
Deal found 10/18$723
This American Airlines deal was found by Cheapflights users on 10/19. 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 10/276:18 pmGPT - STT
2 stops20h 47mAmerican Airlines
Fri 10/315:20 pmSTT - GPT
2 stops19h 57mAmerican Airlines
Deal found 10/19$739

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 October 20, 2025.

Round-trip from

$449
(Kiwi.com)

One-way from

$189
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$510
From Gulfport Biloxi Regional to Caribbean Islands
Search Deals
One-way flight from Gulfport Biloxi Regional to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 October 20, 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

Sun 11/2

7:55 pm-5:54 pm

2 stops19h 59m

San Juan Luis Munoz Marin Intl

Thu 11/6

7:30 am-8:59 am

1 stop27h 29m

$449

GulfportSan Juan

GPT - SJU

GPTSJU

Gulfport Biloxi Regional

Sun 2/22

7:51 pm-2:43 pm

1 stop16h 52m

San Juan Luis Munoz Marin Intl

Thu 2/26

5:41 am-9:36 pm

2 stops17h 55m

$473

GulfportSan Juan

GPT - SJU

GPTSJU

Gulfport Biloxi Regional

Sun 2/22

10:30 am-8:30 pm

1 stop8h 00m

San Juan Luis Munoz Marin Intl

Thu 2/26

6:15 am-1:37 pm

1 stop9h 22m

$525

GulfportSan Juan

GPT - SJU

GPTSJU

Gulfport Biloxi Regional

Sun 11/2

4:54 pm-10:17 am

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Thu 11/6

12:55 pm-11:57 pm

2 stops13h 02m

$525

GulfportGeorge Town

GPT - GCM

GPTGCM

Gulfport Biloxi Regional

Tue 12/2

5:26 pm-2:44 pm

2 stops20h 18m

George Town Owen Roberts Intl

Tue 12/9

1:25 pm-11:32 pm

2 stops11h 07m

$538

GulfportPunta Cana

GPT - PUJ

GPTPUJ

Gulfport Biloxi Regional

Sat 3/14

6:57 pm-12:40 pm

2 stops16h 43m

Punta Cana

Tue 3/17

3:05 pm-9:33 pm

1 stop7h 28m

$538

GulfportMontego Bay

GPT - MBJ

GPTMBJ

Gulfport Biloxi Regional

Thu 1/8

5:41 pm-11:43 am

1 stop17h 02m

Montego Bay Sangster Intl

Thu 1/15

12:43 pm-10:47 pm

1 stop11h 04m

$556

GulfportPunta Cana

GPT - PUJ

GPTPUJ

Gulfport Biloxi Regional

Fri 3/13

6:57 pm-12:40 pm

2 stops16h 43m

Punta Cana

Tue 3/17

3:05 pm-9:33 pm

1 stop7h 28m

$590

GulfportPunta Cana

GPT - PUJ

GPTPUJ

Gulfport Biloxi Regional

Sun 4/5

6:00 pm-12:25 pm

2 stops17h 25m

Punta Cana

Tue 4/7

1:45 pm-9:41 am

2 stops20h 56m

$611

GulfportPunta Cana

GPT - PUJ

GPTPUJ

Gulfport Biloxi Regional

Sun 4/5

7:29 am-10:50 am

2 stops26h 21m

Punta Cana

Wed 4/8

12:55 pm-10:08 am

2 stops22h 13m

$615

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

Showing 1-10 of 33 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, January is the cheapest month in which you can book a flight from Gulfport to Caribbean Islands (average of $96). Flying from Gulfport to Caribbean Islands in June is currently the most expensive (average of $194). 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 October 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Gulfport to Caribbean Islands at noon. If you’re flexible enough to do this you can expect to save up to 46% on your trip compared to booking a flight in the afternoon.

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 October 20, 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
7.9
Good
7,978 reviews

Boarding

8.2

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,978 reviews
Delta
7.9
Good
7,978 reviews

Boarding

8.2

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,024 reviews
Delta
7.9
Good
7,978 reviews

Boarding

8.2

Overall

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 8h. Fly via American Airlines or Delta to get the fastest option. Airlines will cover a distance of 1664 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 - Montego Bay Sangster Intl or Gulfport Biloxi Regional - Saint Thomas Island Cyril E King 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, January is the cheapest month in which you can book a flight from Gulfport to Caribbean Islands (average of $96). Flying from Gulfport to Caribbean Islands in June is currently the most expensive (average of $194). 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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$335Average$661FlexibilityNo cancel feeOn-time71%
DeltaCheapest$374Average$605FlexibilityNo cancel feeOn-timeN/A

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