$297 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 6/21. 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.
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Best Caribbean Flight Deals from Gulfport

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana2 stops$525
Montego Bay
Montego Bay1 stop$608
Bridgetown
Bridgetown2 stops$561
Punta Cana
Punta Cana2 stops$525
Montego Bay
Montego Bay1 stop$608
Bridgetown
Bridgetown2 stops$561

Cheap Flight Deals from Gulfport to Caribbean (GPT-0CB)

 
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.

Recent round-trip flight deals from Gulfport to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Gulfport to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
4:48 pm - 2:45 pmGPT-STT
20h 57m2 stops
American Airlines Logo
5:15 pm - 12:21 pmSTT-GPT
20h 06m2 stops
$499American Airlines
Find Deal
Wed, Oct 15 - Mon, Oct 20
American Airlines Logo
6:21 pm - 10:59 amGPT-SJU
15h 38m2 stops
American Airlines Logo
6:30 am - 7:23 pmSJU-GPT
13h 53m1 stop
$505American Airlines
Find Deal
Wed, May 14 - Sun, May 18
American Airlines Logo
6:40 pm - 12:35 pmGPT-PUJ
16h 55m2 stops
American Airlines Logo
12:10 pm - 11:57 pmPUJ-GPT
12h 47m1 stop
$525American Airlines
Find Deal
Sat, Jun 14 - Tue, Jun 17
American Airlines Logo
7:43 pm - 2:59 pmGPT-PUJ
18h 16m2 stops
American Airlines Logo
3:10 pm - 10:20 amPUJ-GPT
20h 10m2 stops
$555American Airlines
Find Deal
Sat, Jun 21 - Wed, Jun 25
Delta Logo
6:00 am - 1:32 pmGPT-STT
6h 32m1 stop
Delta Logo
2:42 pm - 10:06 pmSTT-GPT
8h 24m1 stop
$572Delta
Find Deal
Wed, Oct 15 - Mon, Oct 20
Delta Logo
2:15 pm - 10:12 pmGPT-SJU
6h 57m1 stop
Delta Logo
2:39 pm - 10:06 pmSJU-GPT
8h 27m1 stop
$645Delta
Find Deal
Thu, Aug 28 - Sun, Aug 31
United Airlines Logo
5:25 pm - 3:10 pmGPT-MBJ
45h 45m2 stops
United Airlines Logo
4:33 pm - 4:14 pmMBJ-GPT
23h 41m1 stop
$667United Airlines
Find Deal
Wed, Jul 2 - Sun, Jul 6
United Airlines Logo
9:10 am - 2:44 pmGPT-SJU
28h 34m2 stops
United Airlines Logo
2:05 am - 9:34 pmSJU-GPT
20h 29m1 stop
$726United Airlines
Find Deal
Sun, Jun 1 - Sat, Jun 7
 Logo
9:10 am - 12:59 pmGPT-ANU
26h 49m2 stops
 Logo
12:15 pm - 4:14 pmANU-GPT
28h 59m3 stops
Fri, May 23 - Wed, May 28
 Logo
2:03 pm - 11:42 amGPT-MBJ
21h 39m3 stops
 Logo
12:07 pm - 7:45 amMBJ-GPT
19h 38m2 stops
$1,257
Find Deal
Wed, Jul 2 - Sun, Jul 6
Useful Info

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 September, when tickets cost $359 (return) on average. On the other hand, the most expensive months are March and June, when the average cost of round-trip tickets is $877 and $775 respectively.

What’s the cheapest day of the week to fly from Gulfport to Caribbean?

The average price of all round-trip flights from Gulfport to Caribbean clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Caribbean on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Gulfport to Caribbean. For your return ticket, we recommend flying on a Tuesday and avoiding Thursdays for the best deals.


Good to know

Low seasonNovember
High seasonDecember
Cheapest flight$297
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Gulfport to Punta Cana

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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $380 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $589.

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.
8.0
DeltaOverall score based on 7934 reviews
7.9Comfort
8.2Boarding
7.9Entertainment
7.3Food
8.5Crew
Airline reviews

Our bag was lost so that made unnecessary chaos On our trip

6.0 GoodBarbara, Apr 2025JFK - FCO
Read more Delta reviews

Our bag was lost so that made unnecessary chaos On our trip

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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