$158 Find Cheap Flights from Gulfport to Caribbean Islands - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Gulfport to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$644
Montego Bay
Montego Bay1 stop$550
Punta Cana
Punta Cana1 stop$644
Montego Bay
Montego Bay1 stop$550
Booking Insights

KAYAK's insights & trends for Gulfport to Caribbean Islands flights

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

Can I save money by flying with a layover from Gulfport to Caribbean Islands?

No, with an average price for the route of $387, prices are generally cheapest when you fly direct.

Good to know

Low season

September

Cheapest flight

$158
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 Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Gulfport to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands

 
Need help choosing which airline to fly with from Gulfport to Caribbean Islands? 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 12045 reviews
7.5Boarding
7.9Crew
6.4Food
6.8Entertainment
7.2Comfort
Airline reviews

DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.

2.0 MediocreDevon, Sep 2026
Read more American Airlines reviews

DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.

Sat on tarmac at arrival at DFw for more than 30 min waiting for a gate.

Old dirty plane but great lie flat seats in business class

Business Class layout was excellent. The seats were not nearly as comfortable as UA, Delta or Air New Zealand (the best). Nor were the controls as flexible. Food was okay but not great. Breakfast pancakes were like cardboard.

Communication not good, too many changes. Three flights were cancelled due to weather and the options were not acceptable. I had to cancel my Canada portion of the trip.

On time and stellar premium class service. Not liking non LCD display in seat backs - miss the convenience of not using your own device.

My flights were all delayed , mostly due to technical issues with AA aircrafts. I had to rebook my trip 4 times . I lost my whole day and finally arrived in LAX around midnight. This was a very bad experience with American airlines , I will always try to avoid flying with them

AA was fine....the overall experience was subpar, but not due to the airline due to broader issues

Delayed and WIFI was not working for most of flight.

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 Islands

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