$87 Find Cheap Flights from Islip to Caribbean Islands

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 Islands departing on 2/21. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Islip to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$553
Santo Domingo
Santo Domingo1 stop$414
Montego Bay
Montego Bay1 stop$508
Oranjestad
Oranjestad1 stop$720
Nassau
Nassau1 stop$429
Kingston
Kingston1 stop$716
Simpson Bay
Simpson Bay1 stop$645
George Town
George Town1 stop$719
Punta Cana
Punta Cana2 stops$553
Santo Domingo
Santo Domingo1 stop$414
Montego Bay
Montego Bay1 stop$508
Oranjestad
Oranjestad1 stop$720
Nassau
Nassau1 stop$429
Kingston
Kingston1 stop$716
Simpson Bay
Simpson Bay1 stop$645
George Town
George Town1 stop$719

Book Cheap Islip to Caribbean Islands 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 Islands 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 Islands

Sat, Feb 28 - Wed, Mar 4
Frontier Logo
8:23 pm - 2:53 am
ISP
-
SJU
29h 30m
1 stop
Frontier Logo
5:25 pm - 2:39 pm
SJU
-
ISP
22h 14m
1 stop
$174Frontier
Sat, Feb 21 - Wed, Feb 25
Frontier Logo
8:23 pm - 2:53 am
ISP
-
SJU
29h 30m
1 stop
Frontier Logo
3:53 am - 7:38 am
SJU
-
ISP
28h 45m
1 stop
$178Frontier
Mon, Feb 23 - Wed, Feb 25
Frontier Logo
3:59 pm - 12:43 am
ISP
-
SJU
7h 44m
1 stop
Frontier Logo
3:53 am - 2:39 pm
SJU
-
ISP
11h 46m
1 stop
$182Frontier
Sat, Feb 21 - Thu, Feb 26
Frontier Logo
8:23 pm - 2:53 am
ISP
-
SJU
29h 30m
1 stop
Frontier Logo
7:09 pm - 4:12 pm
SJU
-
ISP
22h 03m
1 stop
$193Frontier
Sun, Feb 22 - Thu, Feb 26
JetBlue Logo
1:28 pm - 4:59 pm
ISP
-
NAS
27h 31m
1 stop
JetBlue Logo
3:03 pm - 8:47 am
NAS
-
ISP
17h 44m
1 stop
$429JetBlue
Thu, Mar 19 - Tue, Mar 24
JetBlue Logo
8:25 pm - 4:00 pm
ISP
-
NAS
19h 35m
1 stop
JetBlue Logo
3:03 pm - 8:55 am
NAS
-
ISP
17h 52m
1 stop
$503JetBlue
Sun, Mar 1 - Thu, Mar 5
Southwest Logo
5:35 am - 3:10 pm
ISP
-
PUJ
8h 35m
1 stop
Southwest Logo
4:30 pm - 11:55 pm
PUJ
-
ISP
8h 25m
1 stop
$581Southwest
Sun, Mar 1 - Thu, Mar 5
Southwest Logo
5:35 am - 3:10 pm
ISP
-
PUJ
8h 35m
1 stop
Southwest Logo
2:25 pm - 11:55 pm
PUJ
-
ISP
10h 30m
2 stops
$585Southwest
Thu, Mar 19 - Tue, Mar 24
Multiple Airlines Logo
4:34 pm - 4:25 pm
ISP
-
NAS
23h 51m
1 stop
Multiple Airlines Logo
11:30 am - 11:10 am
NAS
-
ISP
23h 40m
2 stops
$598Multiple Airlines
Sun, Mar 15 - Sun, Mar 22
Multiple Airlines Logo
8:25 pm - 8:00 am
ISP
-
STI
11h 35m
1 stop
Multiple Airlines Logo
4:10 pm - 6:44 pm
STI
-
ISP
26h 34m
2 stops
$989Multiple Airlines
Booking Insights

KAYAK's insights & trends for Islip to Caribbean Islands flights

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

Can I save money by flying with a layover from Islip to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $264, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Islip to Caribbean Islands, 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 Islands is February, when tickets cost $182 (return) on average. On the other hand, the most expensive months are October and June, when the average cost of round-trip tickets is $943 and $640 respectively.

Good to know

Low seasonDecember
Cheapest flight$87
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 52% lower on average.
Flight from Islip to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

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

    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 Islands 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 Islands?

    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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Islip to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Islip to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Islip to Caribbean Islands? 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
DeltaOverall score based on 8124 reviews
7.9Comfort
7.2Food
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

10.0 ExcellentZebrina, Jan 2026
LGA - CAE
Read more Delta reviews

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

The flight was comfortable and uneventful, which is what I desire

The entertainment screens were not working and there was no air condition the entire flight. Very uncomfortable.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Plenty of leg room, temperature was great and staff was excellent. Would do it more often.

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.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

Communication since no reason or explanation was given for 3 hrs delay

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports