$273 Find Cheap Flights from Gulfport to Caribbean Islands

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 Islands departing on 6/27. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Gulfport to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Gulfport to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Gulfport to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$625
Montego Bay
Montego Bay2 stops$484
Bridgetown
Bridgetown1 stop$918
Punta Cana
Punta Cana2 stops$625
Montego Bay
Montego Bay2 stops$484
Bridgetown
Bridgetown1 stop$918

Book Cheap Gulfport to Caribbean Islands 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 Islands 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 Islands

Tue, Oct 13 - Mon, Oct 26
United Airlines Logo
11:57 am - 8:38 pm
GPT
-
SJU
7h 41m
1 stop
United Airlines Logo
1:05 am - 1:26 pm
SJU
-
GPT
13h 21m
2 stops
$416United Airlines
Thu, Nov 5 - Sat, Nov 14
Multiple Airlines Logo
7:45 pm - 2:16 pm
GPT
-
SJU
16h 31m
1 stop
Multiple Airlines Logo
3:55 am - 7:05 pm
SJU
-
GPT
17h 10m
1 stop
$444Multiple Airlines
Sun, Nov 8 - Wed, Nov 11
American Airlines Logo
4:54 pm - 12:05 pm
GPT
-
SJU
17h 11m
2 stops
American Airlines Logo
7:40 am - 6:47 pm
SJU
-
GPT
13h 07m
2 stops
$446American Airlines
Wed, Sep 23 - Fri, Oct 2
American Airlines Logo
1:42 pm - 9:24 am
GPT
-
SJU
18h 42m
2 stops
American Airlines Logo
6:27 am - 11:24 pm
SJU
-
GPT
17h 57m
2 stops
$451American Airlines
Sun, Jun 28 - Sat, Jul 4
Multiple Airlines Logo
7:50 pm - 11:29 pm
GPT
-
SJU
26h 39m
1 stop
Multiple Airlines Logo
2:36 pm - 6:45 pm
SJU
-
GPT
29h 09m
2 stops
$466Multiple Airlines
Fri, Aug 14 - Mon, Aug 24
American Airlines Logo
5:45 pm - 12:48 pm
GPT
-
SJU
18h 03m
2 stops
American Airlines Logo
7:30 am - 10:35 pm
SJU
-
GPT
16h 05m
1 stop
$481American Airlines
Sun, Nov 8 - Wed, Nov 11
American Airlines Logo
7:30 pm - 5:30 am
GPT
-
SJU
8h 00m
1 stop
American Airlines Logo
6:44 am - 11:03 pm
SJU
-
GPT
18h 19m
1 stop
$483American Airlines
Sun, Jul 26 - Sat, Aug 1
Delta Logo
6:30 am - 2:30 pm
GPT
-
BGI
7h 00m
1 stop
Delta Logo
3:40 pm - 1:05 pm
BGI
-
GPT
22h 25m
1 stop
$918Delta
Mon, Nov 16 - Fri, Nov 20
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
$1,365Air Canada
Mon, Nov 16 - Fri, Nov 20
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
$1,401Air Canada
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?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $335, prices are generally cheapest when you fly direct.

Good to know

Low seasonApril
Cheapest flight$273
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 1% increase in price.
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

 
See real verified KAYAK customer reviews for airlines flying from Gulfport to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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 11640 reviews
7.5Boarding
6.4Food
6.9Entertainment
7.9Crew
7.2Comfort
Airline reviews

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

4.0 OkayAnonymous, Jun 2026
ORD - CDG
Read more American Airlines reviews

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

The flight from LA to Chicago was smooth and service was very good overall.

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports