$147 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 5/7. 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.
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Flights Deals

Best Caribbean Flight Deals from Islip

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

Punta Cana
Punta Cana1 stop$423
Santo Domingo
Santo Domingo1 stop$452
Montego Bay
Montego Bay1 stop$687
Oranjestad
Oranjestad1 stop$795
Nassau
Nassau1 stop$681
George Town
George Town3 stops$2,057
Punta Cana
Punta Cana1 stop$423
Santo Domingo
Santo Domingo1 stop$452
Montego Bay
Montego Bay1 stop$687
Oranjestad
Oranjestad1 stop$795
Nassau
Nassau1 stop$681
George Town
George Town3 stops$2,057

Cheap Flights from Islip to Caribbean

 
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.

Recent round-trip flight deals from Islip to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Islip to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
7:15 pm - 2:51 amISP-SJU
7h 36m1 stop
Frontier Logo
3:56 am - 10:41 amSJU-ISP
6h 45m1 stop
$294Frontier
Find Deal
Sat, May 10 - Fri, May 16
Frontier Logo
7:15 pm - 2:51 amISP-SJU
7h 36m1 stop
Frontier Logo
9:30 pm - 10:12 amSJU-ISP
12h 42m1 stop
$299Frontier
Find Deal
Sat, May 10 - Sat, May 17
Frontier Logo
7:15 pm - 2:51 amISP-SJU
7h 36m1 stop
Frontier Logo
3:56 am - 10:41 amSJU-ISP
6h 45m1 stop
$302Frontier
Find Deal
Tue, May 13 - Fri, May 16
Frontier Logo
7:15 pm - 2:51 amISP-SJU
7h 36m1 stop
Frontier Logo
3:56 am - 10:41 amSJU-ISP
6h 45m1 stop
$304Frontier
Find Deal
Sat, May 17 - Tue, May 20
JetBlue Logo
2:39 pm - 11:01 pmISP-SJU
8h 22m1 stop
JetBlue Logo
6:45 am - 1:43 pmSJU-ISP
6h 58m1 stop
$421JetBlue
Find Deal
Tue, Jul 8 - Tue, Jul 15
JetBlue Logo
2:39 pm - 1:15 amISP-SDQ
10h 36m1 stop
JetBlue Logo
5:50 am - 1:43 pmSDQ-ISP
7h 53m1 stop
$452JetBlue
Find Deal
Sun, Jul 20 - Thu, Jul 24
Southwest Logo
6:00 am - 4:00 pmISP-SJU
10h 00m2 stops
Southwest Logo
6:30 am - 2:05 pmSJU-ISP
7h 35m1 stop
$491Southwest
Find Deal
Tue, Jul 15 - Tue, Jul 22
Southwest Logo
2:40 pm - 12:55 amISP-SJU
10h 15m2 stops
Southwest Logo
11:35 am - 10:55 pmSJU-ISP
11h 20m1 stop
$501Southwest
Find Deal
Thu, Jul 24 - Tue, Jul 29
 Logo
7:39 pm - 12:55 pmISP-PUJ
41h 16m3 stops
 Logo
12:42 pm - 6:59 pmPUJ-ISP
30h 17m2 stops
Sun, May 11 - Sat, May 17
 Logo
3:59 pm - 6:03 pmISP-NAS
26h 04m1 stop
 Logo
7:15 am - 1:32 pmNAS-ISP
30h 17m3 stops
Fri, Jun 13 - Fri, Jun 20
Useful Info

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.

What is the cheapest month to fly from Islip to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Islip to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Islip to Caribbean is November, when tickets cost $204 (return) on average. On the other hand, the most expensive months are October and December, when the average cost of round-trip tickets is $711 and $673 respectively.


Good to know

Low seasonJune
High seasonApril
Cheapest flight$147
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 24% 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.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $208 on average. Morning departures are around 27% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $390.

Top 3 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 4294 reviews
7.6Entertainment
8.0Comfort
8.2Boarding
8.6Crew
7.1Food
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

In flight on demand didn't work at our seats. Only a single beverage/snack run.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

Over 2 hour delay for a 50-minute flight is unacceptable, especially in normal weather. Very poor communication via app

In-flight staff was very helpful and excellent. However, the flight was delayed by 90 minutes. Also the boarding process should be expedited in case of delayed flights. This will help the passengers trying to make international connections.

Kayak sent over to jet blue my account being Mike Callaghan instead of Michael. I have a jet blue account with Michael that was connected

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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