$88 Find Cheap Flights from Islip to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Islip to Caribbean departing on 4/17. 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

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Cheap Flights from Islip to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$330
Santo Domingo
Santo Domingo2 stops$548
Montego Bay
Montego Bay1 stop$382
Oranjestad
Oranjestad1 stop$616
Nassau
Nassau1 stop$468
Kingston
Kingston1 stop$486
Simpson Bay
Simpson Bay1 stop$683
Providenciales
Providenciales1 stop$607
George Town
George Town1 stop$648
Punta Cana
Punta Cana2 stops$330
Santo Domingo
Santo Domingo2 stops$548
Montego Bay
Montego Bay1 stop$382
Oranjestad
Oranjestad1 stop$616
Nassau
Nassau1 stop$468
Kingston
Kingston1 stop$486
Simpson Bay
Simpson Bay1 stop$683
Providenciales
Providenciales1 stop$607
George Town
George Town1 stop$648

Book Cheap Islip to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Islip to Caribbean 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 Islip to Caribbean

Mon, Apr 27 - Tue, May 5
Frontier Logo
4:07 pm - 2:01 am
ISP
-
SJU
9h 54m
1 stop
Frontier Logo
3:03 am - 10:05 am
SJU
-
ISP
7h 02m
1 stop
$176Frontier
Sat, Apr 11 - Sat, Apr 18
Frontier Logo
11:15 am - 8:49 pm
ISP
-
SJU
9h 34m
1 stop
Frontier Logo
8:00 am - 9:13 am
SJU
-
ISP
25h 13m
1 stop
$186Frontier
Thu, Apr 23 - Sun, Apr 26
Frontier Logo
8:31 pm - 11:29 pm
ISP
-
SJU
26h 58m
1 stop
Frontier Logo
6:30 am - 9:28 am
SJU
-
ISP
26h 58m
1 stop
$194Frontier
Thu, Apr 30 - Sun, May 3
Frontier Logo
8:31 pm - 11:29 pm
ISP
-
SJU
26h 58m
1 stop
Frontier Logo
6:30 am - 9:13 am
SJU
-
ISP
26h 43m
1 stop
$196Frontier
Thu, May 7 - Wed, May 13
JetBlue Logo
8:59 pm - 8:51 am
ISP
-
STI
11h 52m
1 stop
JetBlue Logo
8:57 am - 8:04 pm
STI
-
ISP
11h 07m
1 stop
$361JetBlue
Fri, May 8 - Fri, May 15
JetBlue Logo
8:59 pm - 7:41 am
ISP
-
MBJ
11h 42m
1 stop
JetBlue Logo
8:41 am - 8:04 pm
MBJ
-
ISP
10h 23m
1 stop
$382JetBlue
Sat, May 9 - Sat, May 16
Multiple Airlines Logo
8:59 pm - 1:23 pm
ISP
-
PUJ
16h 24m
1 stop
Multiple Airlines Logo
10:33 am - 10:05 am
PUJ
-
ISP
23h 32m
1 stop
$520Multiple Airlines
Mon, May 11 - Mon, May 18
Southwest Logo
6:50 am - 6:30 pm
ISP
-
NAS
11h 40m
1 stop
Southwest Logo
2:10 pm - 10:30 pm
NAS
-
ISP
8h 20m
1 stop
$576Southwest
Mon, May 11 - Mon, May 18
Southwest Logo
8:35 am - 6:30 pm
ISP
-
NAS
9h 55m
2 stops
Southwest Logo
2:10 pm - 11:30 pm
NAS
-
ISP
9h 20m
2 stops
$580Southwest
Sat, May 23 - Thu, May 28
Multiple Airlines Logo
6:09 pm - 7:15 pm
ISP
-
NAS
25h 06m
2 stops
Multiple Airlines Logo
12:00 pm - 10:05 am
NAS
-
ISP
22h 05m
1 stop
$597Multiple Airlines
Booking Insights

KAYAK's insights & trends for Islip to Caribbean flights

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

Which airlines fly non-stop between Islip and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Islip to Caribbean.

There are 3 airlines that fly nonstop from Islip to Caribbean. They are: Frontier, JetBlue and Delta. The cheapest price of all airlines flying this route was found with Frontier at $106 for a round-trip flight to San Juan Luis Munoz Marin Intl Airport (SJU). On average, Frontier offers the best prices for nonstop flights between Islip and Caribbean.

Which airlines provide the cheapest flights from Islip to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Islip to Caribbean were found on Frontier ($186) and JetBlue ($361).

Good to know

Cheapest flight$88
Most popular time to fly and prices are also 25% lower on average.
Flight from Islip to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Islip 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 Islip to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Islip 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 Islip 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 Islip 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 Islip 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 Islip 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 4 airlines serving from Islip to Caribbean

 
Need help choosing which airline to fly with from Islip 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.
8.0
SouthwestOverall score based on 4333 reviews
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

2.0 MediocreStuart, Mar 2026
HOU - STL
Read more Southwest reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

I am still at the Airport! Delayed Delayed and Delyaed

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Delayed. Hot. Passenger next to me was so large I couldn’t move.

The flight went very well, but the flight attendants didn't serve and food or drinks other than 1st class due to rough air but to be honest it wasn't that bumpy and I felt that they could've at least offered water and coffee perhaps. Also serving 1st class only is a bad look. I've been in 1st class many times and I would've felt that if the turbulence was too rough for the main cabin, it would be too rough for 1st class too.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

My seatback screen didn’t work so that sucked because that’s what I was going to do on the plane.

The whole experience was excellent. As it most often is with Delta

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

Not a pleasant experience, service was poor. Didn't like it

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports