$141 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 4/30. 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 Cana1 stop$495
Montego Bay
Montego Bay1 stop$547
Bridgetown
Bridgetown2 stops$2,039
Punta Cana
Punta Cana1 stop$495
Montego Bay
Montego Bay1 stop$547
Bridgetown
Bridgetown2 stops$2,039

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

Thu, Apr 23 - Thu, Apr 30
American Airlines Logo
6:10 pm - 10:48 am
GPT
-
SJU
15h 38m
1 stop
American Airlines Logo
4:30 pm - 11:58 pm
SJU
-
GPT
8h 28m
1 stop
$426American Airlines
Sat, Apr 25 - Wed, Apr 29
American Airlines Logo
6:10 pm - 10:45 am
GPT
-
PUJ
15h 35m
1 stop
American Airlines Logo
4:23 pm - 11:58 pm
PUJ
-
GPT
8h 35m
1 stop
$495American Airlines
Sat, Apr 11 - Wed, Apr 15
Delta Logo
6:00 am - 2:25 pm
GPT
-
PUJ
7h 25m
1 stop
Delta Logo
1:00 pm - 10:13 pm
PUJ
-
GPT
10h 13m
1 stop
$520Delta
Thu, Mar 5 - Sat, Mar 21
Delta Logo
6:00 am - 12:53 pm
GPT
-
MBJ
5h 53m
1 stop
Delta Logo
4:49 pm - 8:50 am
MBJ
-
GPT
16h 01m
1 stop
$612Delta
Mon, Jul 6 - Tue, Jul 14
United Airlines Logo
7:15 am - 12:30 pm
GPT
-
GCM
5h 15m
1 stop
United Airlines Logo
1:35 pm - 7:42 pm
GCM
-
GPT
6h 07m
1 stop
$624United Airlines
Thu, Mar 5 - Sat, Mar 21
United Airlines Logo
7:00 am - 2:05 pm
GPT
-
MBJ
6h 05m
1 stop
United Airlines Logo
2:20 pm - 1:25 pm
MBJ
-
GPT
23h 05m
1 stop
$638United 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 - 4:06 pm
BGI
-
GPT
25h 56m
2 stops
$2,039Air Canada
Sun, Mar 1 - Thu, Mar 5
Air Canada Logo
1:58 pm - 2:35 pm
GPT
-
BGI
22h 37m
2 stops
Air Canada Logo
4:10 pm - 7:45 pm
BGI
-
GPT
29h 35m
2 stops
$2,648Air Canada
Mon, Feb 23 - Thu, Feb 26
WestJet Logo
10:11 am - 7:17 pm
GPT
-
MBJ
32h 06m
2 stops
WestJet Logo
2:55 pm - 9:54 pm
MBJ
-
GPT
31h 59m
2 stops
$3,339WestJet
Mon, Feb 23 - Thu, Feb 26
WestJet Logo
6:00 pm - 7:17 pm
GPT
-
MBJ
24h 17m
2 stops
WestJet Logo
2:55 pm - 9:54 pm
MBJ
-
GPT
31h 59m
2 stops
$3,341WestJet
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 $360, prices are generally cheapest when you fly direct.

Good to know

Low seasonDecember
Cheapest flight$141
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 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 airlines 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.
7.9
DeltaOverall score based on 8111 reviews
8.1Boarding
7.8Entertainment
7.2Food
7.9Comfort
8.5Crew
Airline reviews

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

8.0 ExcellentLarry, Jan 2026
JFK - SJD
Read more Delta reviews

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.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

My flight to London from Philadelphia was cancelled due to weather.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

one crew said "he" didn't serve double alcohol drinks for travelers in exit rows. crew on prior flight did. Is this a AA rule, and the prior crew was being nice? Also, I think we deserve more than a 25% refund for losing first class seats when rescheduling a flight due to weather

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Trip delayed for 2 hours because of rain. We boarded and have to get down the flight and reboard again.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports