$137 Find Cheap Flights from Gulfport to Caribbean - Compare and Save

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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 5 days
Sort by: Cheapest
San Juan, Puerto Rico
6h 35m2 stops
from $321per person
Saint Thomas Island, U.S. Virgin Islands
6h 17m2 stops
from $438per person
Montego Bay, Jamaica
6h 00m2 stops
from $615per person
George Town, Cayman Islands
8h 00m3 stops
from $676per person
Castries, Saint Lucia
18h 40m3 stops
from $708per person
Punta Cana, Dominican Republic
7h 07m2 stops
from $760per person
Marsh Harbour, The Bahamas
6h 10m2 stops
from $852per person
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?

The cheapest month for flights from Gulfport to Caribbean is November, when tickets cost $0 (return) on average. On the other hand, the most expensive months are July and March, when the average cost of round-trip tickets is $976 and $857 respectively.

Good to know

Low season

September

Cheapest flight

$137
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 31% 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 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 12054 reviews
7.4Boarding
7.2Comfort
6.8Entertainment
6.4Food
7.9Crew
Airline reviews

As per usual for my flights with American Airlines, One flight was very delayed and caused me to miss my connection and they moved my flight to another day. I called customer support and was moved back to my original day but different flights. My layover flight was delayed by an additional 30 minutes while the flight crew confirmed that the plane was airworthy. Ultimately, it is less hassle to drive 10 hours than to fly 6 hours with American Airlines. I recommend my friends and family to hitch hike over taking this terrible transit.

2.0 MediocreMark Aaron, Sep 2026
Read more American Airlines reviews

As per usual for my flights with American Airlines, One flight was very delayed and caused me to miss my connection and they moved my flight to another day. I called customer support and was moved back to my original day but different flights. My layover flight was delayed by an additional 30 minutes while the flight crew confirmed that the plane was airworthy. Ultimately, it is less hassle to drive 10 hours than to fly 6 hours with American Airlines. I recommend my friends and family to hitch hike over taking this terrible transit.

On time departure was much appreciated. However, as a frequent flyer and American Advantage member, I was as disappointed not to get an aisle seat.

After boarding, the AC was shut off on the flight. At business class, I really could not breathe. I was absolutely dripping sweat. I was told by the FA that there was nothing they could do but I could stand by the door until departure. So, that's what I did. I was clearly in the way while the FAs were trying to do their work, but I had to be able to breathe. After that, of course, I had sweated up a lot so was very uncomfortable for the six hour flight.

I've never seen such poor lack of information at a gate station in 69 years. The flight from COS was to depart at 12:37pm. At boarding time, the gate agent in the microphone mumbled something completely unintelligible. I understood one word. "mechanical". Nothing else. Absolutely nothing else was reported for the next 1-1/2 hours. Past the time for departure, at 12:37pm, the gate agent simply walked away and the station was left unattended, as all of the passengers waited expectantly. The board still said that the flight was ON TIME. That was hard to believe since it was then well past 12:37pm and we all were sitting at the gate and there was absolutely no gate agent anywhere in site. I stopped an employee who was standing somewhere else and said that we can use some information. Much later, the same gate agent said that he will have information for us about 5 minutes but he "doesn't know any more than you do." Of course, five minutes came and went and he did absolutely nothing. One and a half hours after 12:37pm, he opened the door and began boarding. No explanation, no apology. Once we were boarded, the same happened on the plane. We sat. No explanation, no apology, from any flight attendants. Finally, finally, a pilot apologized and explained that there would be a delay. WELL NO KIDDING !

American Airlines put the food on the wrong plane which had already taken off by the time we took off so we had no food on the plane.

With weather and severe delays it was disappointing we didn't receive any compensation for the 5 hour delay. Not even a food voucher.

British Airways canceled our original flight and rebooked us on Air Canada one day later. As a result, we lost one day of our Geneva trip and incurred financial losses for a prepaid hotel night and a day trip that we were unable to use.

ATL to CLT return flight. Delayed way too severely. Had to cancel the return flight.

I've flown American several times this summer and I have yet to get a flight that leaves on time. However, a delay is better than a cancel. So far I have had four canceled flights and two delayed flights

American Airlines gets worse every time I fly them. This is the 3rd time they lost my bags in a year. I also think their employees do not care when I communicate that I’m unsatisfied with the airlines. I’m a credit card holder, fly first class, and an advantage member but I think that I’m finally going to make the switch to Delta.

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental