$142 Find Cheap Flights from Gulfport to Caribbean

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 3/29. 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 Cana1 stop$524
Montego Bay
Montego Bay1 stop$627
Bridgetown
Bridgetown2 stops$2,276
Punta Cana
Punta Cana1 stop$524
Montego Bay
Montego Bay1 stop$627
Bridgetown
Bridgetown2 stops$2,276

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

Thu, Apr 23 - Thu, Apr 30
Multiple Airlines Logo
7:20 pm - 8:47 am
GPT
-
SJU
12h 27m
1 stop
Multiple Airlines Logo
11:07 am - 6:40 pm
SJU
-
GPT
8h 33m
1 stop
$288Multiple Airlines
Sun, Mar 1 - Sun, Mar 8
Multiple Airlines Logo
7:20 pm - 10:09 am
GPT
-
SJU
12h 49m
1 stop
Multiple Airlines Logo
6:00 am - 9:00 am
SJU
-
GPT
28h 00m
1 stop
$289Multiple Airlines
Thu, Apr 23 - Thu, Apr 30
American Airlines Logo
6:10 pm - 10:48 am
GPT
-
SJU
15h 38m
1 stop
American Airlines Logo
11:59 pm - 10:40 am
SJU
-
GPT
11h 41m
1 stop
$386American Airlines
Mon, Mar 9 - Tue, Mar 17
Delta Logo
2:44 pm - 11:15 pm
GPT
-
SJU
7h 31m
1 stop
Delta Logo
7:30 am - 5:11 pm
SJU
-
GPT
10h 41m
1 stop
$411Delta
Thu, Apr 23 - Thu, Apr 30
American Airlines Logo
6:10 pm - 10:53 am
GPT
-
SJU
15h 43m
2 stops
American Airlines Logo
11:59 pm - 10:40 am
SJU
-
GPT
11h 41m
1 stop
$426American Airlines
Mon, Mar 9 - Tue, Mar 17
Delta Logo
2:44 pm - 11:15 pm
GPT
-
SJU
7h 31m
1 stop
Delta Logo
7:30 am - 5:11 pm
SJU
-
GPT
10h 41m
1 stop
$471Delta
Sun, Mar 1 - Thu, Mar 5
United Airlines Logo
7:05 am - 12:59 pm
GPT
-
PUJ
27h 54m
2 stops
United Airlines Logo
3:28 pm - 7:45 pm
PUJ
-
GPT
30h 17m
1 stop
$927United Airlines
Sun, Mar 1 - Thu, Mar 5
United Airlines Logo
7:05 am - 5:25 pm
GPT
-
PUJ
32h 20m
2 stops
United Airlines Logo
12:56 pm - 7:45 pm
PUJ
-
GPT
32h 49m
2 stops
$951United Airlines
Sun, Mar 1 - Thu, Mar 5
Air Canada Logo
7:05 am - 2:35 pm
GPT
-
BGI
29h 30m
2 stops
Air Canada Logo
4:10 pm - 7:45 pm
BGI
-
GPT
29h 35m
2 stops
$2,276Air Canada
Sun, Mar 1 - Thu, Mar 5
Air Canada Logo
7:05 am - 2:35 pm
GPT
-
BGI
29h 30m
2 stops
Air Canada Logo
4:10 pm - 7:45 pm
BGI
-
GPT
29h 35m
2 stops
$2,278Air 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.

Which airlines provide the cheapest flights from Gulfport to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Gulfport to Caribbean were found on American Airlines ($386) and Delta ($627).

Good to know

Low seasonDecember
Cheapest flight$142
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Gulfport to San Juan

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 airlines 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.
7.9
DeltaOverall score based on 8128 reviews
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
7.9Comfort
Airline reviews

I was given middle seat on this flight and prior Boston to Seoul flight That is a problem for long flights, Kayak system did not give me a change to select my seats and assigned me middle seats regardless of my elevated status in Delta. This needs immediate attention.

2.0 MediocreAlparda, Feb 2026
BOS - ICN
Read more Delta reviews

I was given middle seat on this flight and prior Boston to Seoul flight That is a problem for long flights, Kayak system did not give me a change to select my seats and assigned me middle seats regardless of my elevated status in Delta. This needs immediate attention.

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports