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Find cheap flights from Islip to Caribbean from $139

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 5/10. 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
0 bags
Wed 5/29
Wed 6/5

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Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana2 stops$405
Montego Bay
Montego Bay2 stops$449
Santo Domingo
Santo Domingo2 stops$350

Good to know

Low season

May

High season

August

Cheapest flight

$139
Best time to beat the crowds with an average 35% drop in price.
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 to Caribbean from Islip 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 to Caribbean with an airline and back to Islip 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 to Caribbean from Islip up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Morning departure is around 88% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top airlines flying 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.
7.6
JetBlueOverall score based on 4582 reviews
8.3crew
7.2food
7.9comfort
7.8boarding
7.5entertainment
Airline reviews

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

6.0 GoodOscar, Apr 2024LGA - MCO
Read more about JetBlue reviews

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

I booked this flight using JetBlue points and I was just so happy. The plane was so clean, I had every need met. Thank you!!

Another horrible Jet Blue experience. This airline has suffered the biggest decline of all from best to worst. TVs didn’t work (again). internet was temperamental. Boarded late and couldn’t get organized to serve snacks.

I hate their constant delays! It’s as if I cannot confidently make plans for timing when I'm traveling with them. I slept through it, so all I can say is it was good.

The staff at JFK were rude and unhelpful. I was harassed for the same bag that I used on my flight to jfk with no issues claiming it was the inappropriate size. The women then allowed my travel companion to board with the same size bag because they thought she was more “humble”. Also on the flight when informing the flight attendant that nationals no longer have to fill out the Bahamas immigration form my statement was met with eye rolling and attitude.

One of the crew members, a male complained about my bag being too heavy, which I felt was really unnecessary. I am disabled and would have carried it myself if I thought it was going to be a problem. In addition the landing was rough because everyone gasped in unison which it touched down.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Surly, unhelpful ground staff at JFK. There was a complete lack of empathy—a flawed check-in ordeal caused us to miss our flight. All airlines that I have ever flown would have worked to help me solve the ticket problem. Instead, frontline employees shrugged their shoulders and pointed fingers at us for having made an error. I will do anything to avoid EVER flying on Jet Blue again. It well deserves its low rank among airlines.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Book cheap flights from Islip to Caribbean

Recent round-trip flight deals

5/8Wed
1 stopFrontier
7h 51mISP-SJU
5/11Sat
1 stopFrontier
12h 32mSJU-ISP
$218
5/9Thu
1 stopFrontier
16h 19mISP-SJU
5/10Fri
1 stopFrontier
29h 34mSJU-ISP
$219
5/20Mon
1 stopFrontier
9h 09mISP-SJU
5/25Sat
1 stopFrontier
9h 55mSJU-ISP
$244
5/9Thu
1 stopFrontier
10h 28mISP-SJU
5/11Sat
1 stopFrontier
10h 08mSJU-ISP
$248
6/17Mon
1 stopFrontier
9h 14mISP-SJU
7/15Mon
1 stopFrontier
10h 03mSJU-ISP
$270
6/9Sun
1 stopFrontier
9h 20mISP-SJU
6/17Mon
1 stopFrontier
10h 13mSJU-ISP
$274
5/11Sat
1 stopFrontier
7h 44mISP-SJU
5/14Tue
1 stopFrontier
13h 00mSJU-ISP
$288
6/13Thu
1 stopFrontier
29h 40mISP-SJU
6/19Wed
1 stopFrontier
9h 25mSJU-ISP
$291
5/10Fri
1 stopFrontier
10h 17mISP-SJU
5/11Sat
1 stopFrontier
10h 08mSJU-ISP
$298
5/10Fri
1 stopFrontier
12h 16mISP-SJU
5/14Tue
1 stopFrontier
13h 00mSJU-ISP
$318

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Recent one-way flight deals

5/10Fri
1 stopFrontier
8h 14mISP-SJU
$139
6/23Sun
1 stopFrontier
12h 19mISP-SDQ
$150
6/29Sat
1 stopFrontier
9h 14mISP-SJU
$219
6/22Sat
1 stopFrontier
9h 14mISP-SJU
$249
5/27Mon
1 stopFrontier
9h 09mISP-SJU
$419

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Last minute flights from Islip to Caribbean

Last minute flight, train and bus deals

5/2Thu
multi-stopFrontier
10h 28mISP-SJU
5/18Sat
multi-stopFrontier
13h 45mSJU-ISP
$248
4/30Tue
multi-stopFrontier
21h 02mISP-SJU
5/6Mon
multi-stopFrontier
29h 35mSJU-ISP
$268
5/1Wed
multi-stopFrontier
16h 33mISP-SJU
5/4Sat
multi-stopFrontier
13h 50mSJU-ISP
$281
5/3Fri
multi-stopFrontier
11h 57mISP-SJU
5/10Fri
multi-stopFrontier
16h 10mSJU-ISP
$283
5/3Fri
multi-stopFrontier
14h 59mISP-SJU
5/9Thu
multi-stopFrontier
18h 24mSJU-ISP
$287
5/1Wed
multi-stopFrontier
7h 51mISP-SJU
5/18Sat
multi-stopFrontier
11h 55mSJU-ISP
$288
5/1Wed
multi-stopFrontier
16h 33mISP-SJU
5/3Fri
multi-stopFrontier
29h 34mSJU-ISP
$289
5/3Fri
multi-stopFrontier
11h 57mISP-SJU
5/5Sun
multi-stopFrontier
12h 11mSJU-ISP
$546
5/3Fri
multi-stop
27h 27mISP-SJU
5/9Thu
multi-stop
11h 39mSJU-ISP
$690
5/3Fri
multi-stop
27h 27mISP-SJU
5/5Sun
multi-stop
32h 54mSJU-ISP
$896

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