$170 Find Cheap Flights from Islip to Caribbean Islands - 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 Islands departing on 7/6. 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$382
Santo Domingo
Santo Domingo1 stop$396
Montego Bay
Montego Bay1 stop$434
Oranjestad
Oranjestad1 stop$428
Nassau
Nassau1 stop$400
Kingston
Kingston1 stop$473
Simpson Bay
Simpson Bay1 stop$377
Providenciales
Providenciales2 stops$953
St. John's
St. John's2 stops$1,128
Punta Cana
Punta Cana1 stop$382
Santo Domingo
Santo Domingo1 stop$396
Montego Bay
Montego Bay1 stop$434
Oranjestad
Oranjestad1 stop$428
Nassau
Nassau1 stop$400
Kingston
Kingston1 stop$473
Simpson Bay
Simpson Bay1 stop$377
Providenciales
Providenciales2 stops$953
St. John's
St. John's2 stops$1,128

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

Tue, Sep 1 - Wed, Sep 2
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
Wed, Aug 5 - Fri, Aug 7
Frontier Logo
10:57 am - 7:42 pm
ISP
-
SJU
8h 45m
1 stop
Frontier Logo
3:10 am - 9:53 am
SJU
-
ISP
6h 43m
1 stop
$350Frontier
Tue, Sep 1 - Sat, Sep 5
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
$356Frontier
Sat, Jul 18 - Fri, Jul 24
Frontier Logo
7:46 pm - 12:41 am
ISP
-
SJU
28h 55m
1 stop
Frontier Logo
10:48 pm - 9:53 am
SJU
-
ISP
11h 05m
1 stop
$370Frontier
Sun, Sep 27 - Thu, Oct 1
JetBlue Logo
7:00 am - 2:00 pm
ISP
-
SXM
7h 00m
1 stop
JetBlue Logo
3:05 pm - 11:22 pm
SXM
-
ISP
8h 17m
1 stop
$377JetBlue
Mon, Aug 31 - Fri, Sep 4
JetBlue Logo
6:00 am - 12:55 pm
ISP
-
PUJ
6h 55m
1 stop
JetBlue Logo
2:05 pm - 9:34 pm
PUJ
-
ISP
7h 29m
1 stop
$382JetBlue
Thu, Jul 16 - Wed, Jul 22
Southwest Logo
6:00 am - 12:45 pm
ISP
-
AUA
6h 45m
1 stop
Southwest Logo
1:45 pm - 10:40 pm
AUA
-
ISP
8h 55m
1 stop
$581Southwest
Wed, Jul 8 - Sun, Jul 12
Southwest Logo
8:55 am - 6:35 pm
ISP
-
NAS
9h 40m
2 stops
Southwest Logo
2:10 pm - 11:40 pm
NAS
-
ISP
9h 30m
2 stops
$582Southwest
Sat, Jul 25 - Mon, Aug 24
Multiple Airlines Logo
7:46 pm - 10:53 am
ISP
-
SDQ
15h 07m
1 stop
Multiple Airlines Logo
10:19 am - 4:47 pm
SDQ
-
ISP
30h 28m
2 stops
$679Multiple Airlines
Sun, Aug 30 - Thu, Sep 3
Multiple Airlines Logo
6:00 am - 3:32 pm
ISP
-
STT
9h 32m
2 stops
Multiple Airlines Logo
5:45 pm - 10:35 am
STT
-
ISP
16h 50m
2 stops
$869Multiple 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 $311, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$170
Most popular time to fly with an average 23% increase in price.
Flight from Islip to Simpson Bay

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.
7.8
DeltaOverall score based on 8420 reviews
7.8Comfort
8.5Crew
7.8Entertainment
8.1Boarding
7.2Food
Airline reviews

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.

2.0 MediocreHeather, Jun 2026
LGA - MCO
Read more Delta reviews

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.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

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.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports