$198 Find Cheap Flights from Gulfport to Caribbean - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Gulfport to Caribbean departing on 8/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Gulfport to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$631
Montego Bay
Montego Bay2 stops$551
Bridgetown
Bridgetown2 stops$1,399
Punta Cana
Punta Cana2 stops$631
Montego Bay
Montego Bay2 stops$551
Bridgetown
Bridgetown2 stops$1,399

Book Cheap Gulfport to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Gulfport to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Gulfport to Caribbean

Mon, Aug 10 - Sat, Aug 15
Multiple Airlines Logo
5:31 pm - 4:11 pm
GPT
-
SJU
21h 40m
2 stops
Multiple Airlines Logo
8:37 pm - 6:45 pm
SJU
-
GPT
23h 08m
1 stop
$403Multiple Airlines
Mon, Aug 10 - Sat, Aug 15
Multiple Airlines Logo
5:31 pm - 4:11 pm
GPT
-
SJU
21h 40m
2 stops
Multiple Airlines Logo
8:37 pm - 6:45 pm
SJU
-
GPT
23h 08m
1 stop
$404Multiple Airlines
Mon, Aug 10 - Sat, Aug 15
Multiple Airlines Logo
5:31 pm - 12:41 am
GPT
-
SJU
6h 10m
1 stop
Multiple Airlines Logo
8:37 pm - 6:45 pm
SJU
-
GPT
23h 08m
1 stop
$423Multiple Airlines
Tue, Oct 20 - Sat, Oct 24
American Airlines Logo
6:27 pm - 2:35 pm
GPT
-
STT
19h 08m
2 stops
American Airlines Logo
5:40 pm - 5:28 pm
STT
-
GPT
24h 48m
2 stops
$433American Airlines
Mon, Aug 10 - Sat, Aug 15
Multiple Airlines Logo
5:31 pm - 12:41 am
GPT
-
SJU
6h 10m
1 stop
Multiple Airlines Logo
8:37 pm - 6:45 pm
SJU
-
GPT
23h 08m
1 stop
$437Multiple Airlines
Thu, Aug 6 - Mon, Aug 10
American Airlines Logo
1:50 pm - 11:59 pm
GPT
-
SJU
9h 09m
1 stop
American Airlines Logo
7:30 am - 10:35 pm
SJU
-
GPT
16h 05m
1 stop
$446American Airlines
Wed, Jul 22 - Wed, Aug 19
American Airlines Logo
7:04 am - 10:59 pm
GPT
-
SJU
14h 55m
1 stop
American Airlines Logo
1:38 pm - 10:35 pm
SJU
-
GPT
9h 57m
2 stops
$471American Airlines
Fri, Oct 9 - Sun, Oct 11
United Airlines Logo
5:14 pm - 1:30 pm
GPT
-
MBJ
20h 16m
1 stop
United Airlines Logo
2:40 pm - 4:12 pm
MBJ
-
GPT
25h 32m
1 stop
$609United Airlines
Tue, Jul 28 - Mon, Aug 3
United Airlines Logo
7:00 am - 1:30 pm
GPT
-
MBJ
6h 30m
1 stop
United Airlines Logo
2:40 pm - 4:11 pm
MBJ
-
GPT
25h 31m
1 stop
$632United Airlines
Mon, Dec 7 - Thu, Dec 10
Air Canada Logo
7:10 am - 2:35 pm
GPT
-
BGI
29h 25m
2 stops
Air Canada Logo
4:10 pm - 9:27 pm
BGI
-
GPT
31h 17m
2 stops
$1,399Air Canada
Booking Insights

KAYAK's insights & trends for Gulfport to Caribbean flights

Get data-powered insights and trends into flights from Gulfport to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Gulfport to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Gulfport to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Gulfport to Caribbean is December, when tickets cost $0 (return) on average. On the other hand, the most expensive months are November and July, when the average cost of round-trip tickets is $836 and $799 respectively.

Good to know

Low seasonApril
Cheapest flight$198
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 29% lower on average.
Flight from Gulfport to Montego Bay

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Gulfport to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Gulfport to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Gulfport to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Gulfport to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Gulfport to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Gulfport to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Gulfport to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Gulfport to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Gulfport to Caribbean

 
Need help choosing which airline to fly with from Gulfport to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11668 reviews
6.8Entertainment
7.5Boarding
7.9Crew
6.4Food
7.2Comfort
Airline reviews

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

2.0 MediocreUzair, Jun 2026
SFO - JFK
Read more American Airlines reviews

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Crew were professional and kind. The flight was smooth. But... The internet, which we paid 35 dollars for, did not work for most of the flight. This made providing media for our child an uncomfortable hassle.

Overall fine. Seemed like one of the older model planes? Crew was mostly very kind, though some of the female attendants were a rather abrupt during the food service.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports