$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 Cana1 stop$447
Santo Domingo
Santo Domingo1 stop$314
Montego Bay
Montego Bay1 stop$375
Nassau
Nassau1 stop$419
Saint Thomas Island
Saint Thomas Island2 stops$1,340
Kingston
Kingston1 stop$1,143
Simpson Bay
Simpson Bay2 stops$992
Punta Cana
Punta Cana1 stop$447
Santo Domingo
Santo Domingo1 stop$314
Montego Bay
Montego Bay1 stop$375
Nassau
Nassau1 stop$419
Saint Thomas Island
Saint Thomas Island2 stops$1,340
Kingston
Kingston1 stop$1,143
Simpson Bay
Simpson Bay2 stops$992

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 21 - Thu, Feb 26
Frontier Logo
8:23 pm - 12:54 am
ISP
-
SJU
27h 31m1 stop
Frontier Logo
5:25 pm - 2:39 pm
SJU
-
ISP
22h 14m1 stop
$177Frontier
Sat, Jan 10 - Thu, Jan 15
Frontier Logo
7:56 pm - 8:54 am
ISP
-
SJU
11h 58m1 stop
Frontier Logo
9:04 pm - 8:09 pm
SJU
-
ISP
24h 05m1 stop
$180Frontier
Thu, Jan 22 - Sat, Feb 28
Frontier Logo
7:43 pm - 11:59 pm
ISP
-
SJU
27h 16m1 stop
Frontier Logo
5:25 pm - 5:01 pm
SJU
-
ISP
24h 36m1 stop
$181Frontier
Tue, Mar 24 - Wed, Apr 1
JetBlue Logo
8:32 am - 5:05 pm
ISP
-
SDQ
8h 33m1 stop
JetBlue Logo
10:20 am - 10:46 pm
SDQ
-
ISP
12h 26m1 stop
$314JetBlue
Wed, Mar 25 - Fri, Apr 3
JetBlue Logo
8:32 am - 1:38 pm
ISP
-
MBJ
6h 06m1 stop
JetBlue Logo
12:45 pm - 10:46 pm
MBJ
-
ISP
9h 01m1 stop
$375JetBlue
Tue, Mar 24 - Tue, Mar 31
JetBlue Logo
8:32 am - 5:05 pm
ISP
-
SDQ
8h 33m1 stop
JetBlue Logo
10:20 am - 10:46 pm
SDQ
-
ISP
12h 26m1 stop
$397JetBlue
Wed, Mar 25 - Mon, Apr 6
JetBlue Logo
8:32 am - 1:38 pm
ISP
-
MBJ
6h 06m1 stop
JetBlue Logo
8:40 am - 10:46 pm
MBJ
-
ISP
13h 06m1 stop
$419JetBlue
Mon, Feb 16 - Fri, Feb 20
Southwest Logo
5:35 am - 3:10 pm
ISP
-
PUJ
8h 35m1 stop
Southwest Logo
3:30 pm - 11:30 pm
PUJ
-
ISP
9h 00m2 stops
$828Southwest
Mon, Mar 16 - Sat, Mar 21
Southwest Logo
6:00 am - 12:25 pm
ISP
-
PUJ
6h 25m1 stop
Southwest Logo
1:00 pm - 11:35 pm
PUJ
-
ISP
10h 35m2 stops
$838Southwest
Mon, Feb 16 - Fri, Feb 20
Southwest Logo
5:35 am - 3:10 pm
ISP
-
PUJ
8h 35m1 stop
Southwest Logo
3:30 pm - 11:10 pm
PUJ
-
ISP
8h 40m1 stop
$862Southwest
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 $281, 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 $210 (return) on average. On the other hand, the most expensive months are October and December, when the average cost of round-trip tickets is $943 and $673 respectively.

Good to know

Low seasonJuly
Cheapest flight$87
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 49% 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.

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

    The cheapest time of day to fly to Caribbean Islands 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 Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $390.

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 8010 reviews
7.9Comfort
8.5Crew
7.9Entertainment
7.3Food
8.1Boarding
Airline reviews

None of the airplane features were available during the flight.

4.0 OkayAnonymous, Dec 2025
JFK - SDQ
Read more Delta reviews

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.

I truly love flying with Delta. They have always treated me with the upmost respect

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight was great. The gate location was way to far away!!!

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

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

The flight departed more than 1 hour late. Leg room is bigger than most airlines

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports