$146 Find Cheap Flights from Islip to Caribbean - Compare and Save

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 7/15. 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

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Islip to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$442
Santo Domingo
Santo Domingo1 stop$406
Montego Bay
Montego Bay1 stop$444
Oranjestad
Oranjestad1 stop$502
Nassau
Nassau1 stop$349
Kingston
Kingston1 stop$510
Simpson Bay
Simpson Bay1 stop$351
George Town
George Town1 stop$555
St. John's
St. John's2 stops$983
Punta Cana
Punta Cana1 stop$442
Santo Domingo
Santo Domingo1 stop$406
Montego Bay
Montego Bay1 stop$444
Oranjestad
Oranjestad1 stop$502
Nassau
Nassau1 stop$349
Kingston
Kingston1 stop$510
Simpson Bay
Simpson Bay1 stop$351
George Town
George Town1 stop$555
St. John's
St. John's2 stops$983

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

Fri, Aug 21 - Tue, Aug 25
Multiple Airlines Logo
2:28 pm - 12:56 am
ISP
-
SJU
34h 28m
2 stops
Multiple Airlines Logo
8:57 pm - 9:53 am
SJU
-
ISP
12h 56m
1 stop
$326Multiple Airlines
Tue, Aug 25 - Tue, Sep 1
Frontier Logo
10:57 am - 7:52 pm
ISP
-
SJU
8h 55m
1 stop
Frontier Logo
8:57 pm - 9:53 am
SJU
-
ISP
12h 56m
1 stop
$334Frontier
Wed, Aug 26 - Tue, Sep 1
Frontier Logo
10:57 am - 7:52 pm
ISP
-
SJU
8h 55m
1 stop
Frontier Logo
8:57 pm - 9:53 am
SJU
-
ISP
12h 56m
1 stop
$336Frontier
Tue, Aug 25 - Tue, Sep 1
Multiple Airlines Logo
10:57 am - 7:52 pm
ISP
-
SJU
8h 55m
1 stop
Multiple Airlines Logo
5:37 pm - 11:17 am
SJU
-
ISP
17h 40m
2 stops
$339Multiple Airlines
Wed, Aug 26 - Wed, Aug 26
Frontier Logo
10:57 am - 7:52 pm
ISP
-
SJU
8h 55m
1 stop
Frontier Logo
3:10 am - 9:53 am
SJU
-
ISP
6h 43m
1 stop
$345Frontier
Tue, Aug 25 - Tue, Sep 1
Multiple Airlines Logo
5:27 pm - 12:56 am
ISP
-
SJU
31h 29m
2 stops
Multiple Airlines Logo
8:57 pm - 9:53 am
SJU
-
ISP
12h 56m
1 stop
$348Multiple Airlines
Wed, Aug 5 - Tue, Aug 11
JetBlue Logo
6:00 am - 5:22 pm
ISP
-
NAS
11h 22m
1 stop
JetBlue Logo
3:02 pm - 9:49 pm
NAS
-
ISP
6h 47m
1 stop
$349JetBlue
Tue, Sep 1 - Fri, Sep 4
JetBlue Logo
6:00 am - 12:37 pm
ISP
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 9:44 pm
SXM
-
ISP
8h 02m
1 stop
$351JetBlue
Thu, Aug 20 - Tue, Aug 25
Southwest Logo
1:15 pm - 10:10 pm
ISP
-
SJU
8h 55m
2 stops
Southwest Logo
5:15 am - 4:55 pm
SJU
-
ISP
11h 40m
2 stops
$364Southwest
Tue, Sep 22 - Wed, Sep 30
Southwest Logo
6:05 am - 12:50 pm
ISP
-
PUJ
6h 45m
1 stop
Southwest Logo
2:15 pm - 9:05 pm
PUJ
-
ISP
6h 50m
1 stop
$546Southwest
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.

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 July, when tickets cost $0 (return) on average. On the other hand, the most expensive months are February and October, when the average cost of round-trip tickets is $865 and $608 respectively.

Good to know

Cheapest flight$146
Most popular time to fly with an average 23% increase in price.
Flight from Islip to Nassau

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.
7.9
SouthwestOverall score based on 4250 reviews
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

2.0 MediocreDawn, Jun 2026
BUF - BWI
Read more Southwest reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

We had a 5 hour delay on the tarmac in Baltimore

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

It was one and half hour late... Not sure if any other experience matters.

It was 2 hours 45 minutes late, for no apparently clear reason.

It went well. Plane wasn't full. Will be great when assigned seating is in place

My bag was damaged and is now missing a wheel. I tried to buy a claim in on the website but it would not accept my confirmation # for submission. Other than that, everything else was good!

As always it was a pleasure to fly on southwest.

Excellent! There was a delay due to the weather and they did all they could do to keep us comfortable & updated. Thank you!

FA was a bit strange and dodgy not very characteristic of Delta

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

Domestic flights are good. Just stay away from international travel

First the flt was delayed over 2 hrs bc of plane mechanics that should have been handled better! No text or email was sent so only found out at the airport so there we sat for 5 hours! THATS RIDICULOUS! The gate area was filthy! No agents showed up till hr before so no additional info was given-waited online for 15 mins while the gate agent chatted and got together then given last seat in back of plane!! No priority for senior or anything-took attendants over 2hrs to serve drinks and snack-WHY are they not served together? By time snack came needed another drink! Worst service in my life!

Since we started at syr the service, crews, and flights were just excellent

All the TV screens in my rows was non functional . The map shown for an international route was antiqued..

Boarding process was terrible. No assigned seat until the gate, then a long line to get seat assignment.

JetBlue was good. Kayak offered us a deal if we bundled the rental car. This was a complete scam. Kayak said the total was $222... but when we went to pick up the car the agent at Rent a wreck said that we had to pay "fees and taxes" for a grand total of $750. I would recommend not using kayak or rent a wreck. They are both complicit in this scam. JetBlue worked out well.

TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

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

The worst. They don’t follow procedure for boarding per group. Flight got delayed for no understandably reasons, they changed our destination from PR to Miami, left us inside a plane for more than 8 hours, then cancelled flight in Miami leaving us stranded. Poorly managed re-accommodation for a new flight and overnight stay so I have to spend in a new ticket and my own hotel room to been able to get to my office next day. Lost 2 days of work and as a doctor, patients loosing their appointments. to other flights and besides

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Since they are a budget airline, I wasn’t expecting too much but they did some things well. They were on time, the plane was clean, boarding was fairly straightforward and the staff was cheerful and friendly. The only downside was comfort. The seats were fairly hard and after a 2 hour flight your rear end is not feeling so great. Maybe a little more cushion in the seats, Frontier!

The flight left over two hours late. They charged me $180 to bring a carry on. There was an error with the spelling of my name and Frontair agent lied that I would need to pay $200 for her to fix the spelling, and pressured me that if I don't do it quick I would lose the flight. I called back and another agent said it costs $75 to fix. All in all, this company is a complete scam.

I took my first and last flight with FRONTIER. The seats are not able to be reclined so it’s not a very comfortable experience when you take a flight of 3 hours or longer. You must pay for your luggage either carry on or check in, so taking all this in consideration at the end what you think you’re saving your paying in services that should be included. Not a beverage in sight. . You’re seriously better off getting on a proper airline such as Delta, AA, United, etc.

Crew was excellent. Plane was small cramped Airbus A320. Seats were narrow.

They never updated the boarding pass on their apps to show their delay

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Be prepared for crowds and chaos upon arrival at the Orlando airport

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports