$179 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 4/19. 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$603
Montego Bay
Montego Bay2 stops$392
Bridgetown
Bridgetown2 stops$1,523
Punta Cana
Punta Cana2 stops$603
Montego Bay
Montego Bay2 stops$392
Bridgetown
Bridgetown2 stops$1,523

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

Mon, May 4 - Mon, May 11
American Airlines Logo
7:37 pm - 1:19 pm
GPT
-
MBJ
17h 42m
2 stops
American Airlines Logo
2:29 pm - 10:33 am
MBJ
-
GPT
20h 04m
2 stops
$392American Airlines
Wed, May 6 - Wed, May 13
American Airlines Logo
6:09 pm - 9:13 am
GPT
-
MBJ
15h 04m
1 stop
American Airlines Logo
12:56 pm - 10:33 am
MBJ
-
GPT
21h 37m
2 stops
$397American Airlines
Thu, Jul 16 - Wed, Aug 12
American Airlines Logo
7:53 pm - 4:14 pm
GPT
-
MBJ
20h 21m
1 stop
American Airlines Logo
2:30 pm - 10:51 am
MBJ
-
GPT
20h 21m
2 stops
$399American Airlines
Tue, Apr 21 - Tue, Apr 28
American Airlines Logo
5:49 pm - 12:29 pm
GPT
-
SJU
17h 40m
2 stops
American Airlines Logo
7:00 pm - 10:33 am
SJU
-
GPT
16h 33m
2 stops
$426American Airlines
Tue, Apr 21 - Fri, May 1
United Airlines Logo
7:10 am - 3:42 pm
GPT
-
SJU
7h 32m
1 stop
United Airlines Logo
1:00 am - 4:13 pm
SJU
-
GPT
16h 13m
2 stops
$469United Airlines
Tue, Apr 21 - Tue, Apr 28
United Airlines Logo
7:10 am - 3:42 pm
GPT
-
SJU
7h 32m
1 stop
United Airlines Logo
1:00 am - 1:21 pm
SJU
-
GPT
13h 21m
2 stops
$470United Airlines
Thu, Jun 18 - Sun, Jun 21
Multiple Airlines Logo
7:50 pm - 3:58 pm
GPT
-
SJU
19h 08m
2 stops
Multiple Airlines Logo
5:01 pm - 7:41 am
SJU
-
GPT
15h 40m
1 stop
$517Multiple Airlines
Sun, Jun 14 - Sat, Jun 20
Multiple Airlines Logo
7:50 pm - 9:54 am
GPT
-
STT
13h 04m
1 stop
Multiple Airlines Logo
5:31 pm - 7:10 pm
STT
-
GPT
26h 39m
2 stops
$660Multiple Airlines
Mon, Aug 31 - Wed, Sep 2
Air Canada Logo
7:15 am - 3:25 pm
GPT
-
BGI
31h 10m
2 stops
Air Canada Logo
4:20 pm - 7:42 pm
BGI
-
GPT
28h 22m
2 stops
$1,523Air Canada
Mon, Aug 31 - Wed, Sep 2
Air Canada Logo
7:15 am - 3:25 pm
GPT
-
BGI
31h 10m
2 stops
Air Canada Logo
4:20 pm - 7:42 pm
BGI
-
GPT
28h 22m
2 stops
$1,623Air 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 $439, prices are generally cheapest when you fly direct.

Good to know

Low seasonSeptember
Cheapest flight$179
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 29% 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 8319 reviews
8.1Boarding
8.5Crew
7.2Food
7.9Comfort
7.8Entertainment
Airline reviews

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

2.0 MediocreSreekumar, Mar 2026
FLL - DTW
Read more Delta reviews

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

The flight attendant was friendly and efficient. The temperature was kept nice and cool. The plane was nice, but filthy. There were visible spills on my tray table. The gate agent was somewhat rude with her announcements and in speaking with other customers.

I appreciate that I finally got the seat I paid extra for this time. Thank you

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

The experience at checkin for my American Airlines flight from Sacramento to LAX was very good including the assistance I received in getting my bags checked in and boarding passes printed. Was pleasantly surprised the my bags were checked through all the way to my destination at Clark International Airport in Angeles, Philippines.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports