$84 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 11/12. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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$385
Santo Domingo
Santo Domingo1 stop$470
Montego Bay
Montego Bay1 stop$550
Oranjestad
Oranjestad1 stop$505
Nassau
Nassau2 stops$512
Kingston
Kingston1 stop$1,009
Providenciales
Providenciales1 stop$525
Punta Cana
Punta Cana1 stop$385
Santo Domingo
Santo Domingo1 stop$470
Montego Bay
Montego Bay1 stop$550
Oranjestad
Oranjestad1 stop$505
Nassau
Nassau2 stops$512
Kingston
Kingston1 stop$1,009
Providenciales
Providenciales1 stop$525

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, Nov 15 - Sat, Dec 6
Frontier Logo
4:58 pm - 2:54 amISP-SJU
8h 56m1 stop
Frontier Logo
8:00 am - 3:10 pmSJU-ISP
8h 10m1 stop
$168Frontier
Find Deal
Sun, Mar 1 - Wed, Mar 4
Frontier Logo
1:10 pm - 11:37 pmISP-SJU
9h 27m1 stop
Frontier Logo
3:55 am - 9:47 amSJU-ISP
6h 52m1 stop
$246Frontier
Find Deal
Wed, Nov 12 - Sun, Nov 16
Frontier Logo
4:58 pm - 2:54 amISP-SJU
8h 56m1 stop
Frontier Logo
10:39 pm - 10:37 amSJU-ISP
12h 58m1 stop
$266Frontier
Find Deal
Wed, Jan 21 - Thu, Jan 22
JetBlue Logo
9:40 am - 6:35 pmISP-SJU
7h 55m1 stop
JetBlue Logo
6:00 am - 11:35 amSJU-ISP
6h 35m1 stop
$268JetBlue
Find Deal
Sat, Jan 24 - Fri, Jan 30
JetBlue Logo
11:00 am - 7:19 pmISP-SJU
7h 19m1 stop
JetBlue Logo
6:00 am - 11:35 amSJU-ISP
6h 35m1 stop
$274JetBlue
Find Deal
Thu, Jan 15 - Thu, Jan 22
Frontier Logo
8:15 pm - 12:46 amISP-SJU
27h 31m1 stop
Frontier Logo
11:05 am - 10:40 amSJU-ISP
24h 35m1 stop
$286Frontier
Find Deal
Sat, Jan 24 - Fri, Jan 30
Southwest Logo
12:15 pm - 12:10 amISP-SJU
10h 55m2 stops
Southwest Logo
6:10 am - 4:15 pmSJU-ISP
11h 05m1 stop
$320Southwest
Find Deal
Sat, Jan 24 - Thu, Jan 29
Multiple Airlines Logo
11:50 am - 9:56 amISP-SJU
21h 06m2 stops
Multiple Airlines Logo
3:55 am - 10:40 amSJU-ISP
7h 45m1 stop
$324Multiple Airlines
Find Deal
Fri, Nov 14 - Tue, Nov 18
Multiple Airlines Logo
4:58 pm - 3:24 pmISP-STT
21h 26m1 stop
Multiple Airlines Logo
1:55 pm - 10:37 amSTT-ISP
21h 42m2 stops
$370Multiple Airlines
Find Deal
Mon, Jan 19 - Thu, Jan 22
Southwest Logo
6:20 am - 2:30 pmISP-PUJ
7h 10m1 stop
Southwest Logo
3:30 pm - 9:55 pmPUJ-ISP
7h 25m1 stop
$612Southwest
Find Deal
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 $273, 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 $206 (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$84
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 50% 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.
8.0
SouthwestOverall score based on 4241 reviews
7.0Food
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

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

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

I believe that a four-hour trip should have a meal. Delta had none.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.