$162 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 11/1. 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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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$412
Santo Domingo
Santo Domingo1 stop$426
Montego Bay
Montego Bay1 stop$503
Oranjestad
Oranjestad1 stop$389
Nassau
Nassau1 stop$404
Kingston
Kingston1 stop$503
Simpson Bay
Simpson Bay1 stop$397
Providenciales
Providenciales2 stops$1,529
George Town
George Town1 stop$671
Punta Cana
Punta Cana1 stop$412
Santo Domingo
Santo Domingo1 stop$426
Montego Bay
Montego Bay1 stop$503
Oranjestad
Oranjestad1 stop$389
Nassau
Nassau1 stop$404
Kingston
Kingston1 stop$503
Simpson Bay
Simpson Bay1 stop$397
Providenciales
Providenciales2 stops$1,529
George Town
George Town1 stop$671

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

Wed, Oct 28 - Sat, Oct 31
Frontier Logo
3:43 pm - 1:50 am
ISP
-
SJU
10h 07m
1 stop
Frontier Logo
3:55 am - 9:33 am
SJU
-
ISP
6h 38m
1 stop
$346Frontier
Thu, Aug 20 - Tue, Aug 25
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
$346Frontier
Wed, Oct 28 - Sun, Nov 1
Frontier Logo
3:43 pm - 5:37 pm
ISP
-
SJU
25h 54m
1 stop
Frontier Logo
7:42 pm - 2:33 pm
SJU
-
ISP
19h 51m
1 stop
$346Frontier
Wed, Aug 26 - Mon, Aug 31
Multiple Airlines Logo
10:57 am - 7:52 pm
ISP
-
SJU
8h 55m
1 stop
Multiple Airlines Logo
5:37 pm - 1:28 pm
SJU
-
ISP
19h 51m
2 stops
$360Multiple Airlines
Tue, Nov 3 - Wed, Nov 4
JetBlue Logo
6:00 am - 2:33 pm
ISP
-
AUA
7h 33m
1 stop
JetBlue Logo
3:39 pm - 9:37 pm
AUA
-
ISP
6h 58m
1 stop
$389JetBlue
Sun, Aug 30 - Thu, Sep 3
JetBlue Logo
6:00 am - 12:37 pm
ISP
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 9:49 pm
SXM
-
ISP
8h 07m
1 stop
$397JetBlue
Wed, Oct 28 - Sun, Nov 1
Southwest Logo
12:50 pm - 11:45 pm
ISP
-
SJU
10h 55m
2 stops
Southwest Logo
6:05 am - 5:05 pm
SJU
-
ISP
12h 00m
2 stops
$397Southwest
Wed, Oct 28 - Sun, Nov 1
Southwest Logo
12:50 pm - 11:45 pm
ISP
-
SJU
10h 55m
2 stops
Southwest Logo
6:35 am - 5:05 pm
SJU
-
ISP
11h 30m
1 stop
$397Southwest
Fri, Aug 21 - Fri, Aug 28
Multiple Airlines Logo
2:28 pm - 12:56 am
ISP
-
SJU
34h 28m
2 stops
Multiple Airlines Logo
5:37 pm - 7:01 pm
SJU
-
ISP
25h 24m
1 stop
$397Multiple Airlines
Thu, Aug 20 - Tue, Aug 25
Multiple Airlines Logo
6:00 am - 3:04 pm
ISP
-
SJU
9h 04m
2 stops
Multiple Airlines Logo
6:09 pm - 9:53 am
SJU
-
ISP
15h 44m
1 stop
$434Multiple 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.

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 April, when the average cost of round-trip tickets is $876 and $686 respectively.

Good to know

Cheapest flight

$162
Most popular time to fly with an average 26% increase in price.
Flight from Islip to Oranjestad

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 4229 reviews
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
8.6Crew
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!

The Columbus-based WestJet crews that cover Delta commuter flights between LGA and CMH are excellent - this team included. Our flight today landed 40 minutes early, which is unheard of when flying out of LaGuardia. I've flown with the same crew in more challenging conditions, and they always rise to the occasion with helpful communication to the passengers so that we may manage expectations.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight delayed due to ground hold. Republic airways did a great job.

Our flight was delayed multiple times and then canceled at almost 1 in the morning. We are a family of 7, traveling with 5 young children. When the flight we were supposed to fly on finally arrived after waiting all day after an international flight into JFK we were informed our flight was in need of a copilot and once they located one we would take off. Then our flight was cancelled because the copilot was over his hours and they couldn't locate another. They knew before taking off from the previous location that the copilot would be unable to fly. They could have communicated the cancellation of the flight hours in advance. Once they cancelled and the pilot and copilot got off the flight, they joked about it. While there are understandably limits on flight time for pilots, they can still handle the situation in a professional manner. The late cancellation resulted in angry passengers that required police intervention in the airport. It also occurred so late and included other delta flights that after trying 15 different hotels, we were unable to secure a hotel room, they were all booked. No rental cars were available in the area either. We ended up staying in the airport with the 5 children. We made it home after 54 hours of travel with maybe 2 hours of sleep. Our luggage was lost and had to be claimed at the airport at our final destination. This was the worst trip I have ever taken and the worst airport I have ever spent time in. I met two individuals in the airport that were kind and helpful; Tonya Maingot Williams from the can we hel desk that worked to help get us rebooked and home, as well as provide us with care bags for our extended stay in the airport. The other individual was Danielle from Buffalo Wild Wings that was so very kind when we found a place to take our family we were traveling with to eat, all 11 of us and we were able to sit down together to enjoy a meal during such a stressful time.

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.

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The crew and the pilots. The pilots were amazing. The landing in Cancun was excellent.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

I usually dont fly JeTBlue and I dont think I will ever do it again. The flight was delayed fee time, nobody was giving us any info at at the airport, gate changing, the slowest and poorly organized boarding ever, rude staff.. huh

The flight was delayed. I upgraded to more room. I can't imagine how small the regular seats are I haven't upgraded for my return flight yet.

see my previous response about being kicked off the flight and having to fly the next day, ruining a planned vacation tour.

It was a smooth flight and the pilot was very pleasant

Flight was cancelled, no support at JFK even though it is their main hub.. wait times on the phone was very long

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

Flight was delayed but it was very smooth. Crew was very nice. Seats are uncomfortable but ok.

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

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports