$158 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 8/26. 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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1 adult, Economy, 0 bags

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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$492
Santo Domingo
Santo Domingo1 stop$456
Montego Bay
Montego Bay1 stop$474
Oranjestad
Oranjestad1 stop$517
Nassau
Nassau1 stop$412
Kingston
Kingston1 stop$536
Simpson Bay
Simpson Bay2 stops$962
Providenciales
Providenciales1 stop$1,215
Punta Cana
Punta Cana1 stop$492
Santo Domingo
Santo Domingo1 stop$456
Montego Bay
Montego Bay1 stop$474
Oranjestad
Oranjestad1 stop$517
Nassau
Nassau1 stop$412
Kingston
Kingston1 stop$536
Simpson Bay
Simpson Bay2 stops$962
Providenciales
Providenciales1 stop$1,215

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

Wed, Sep 23 - Sun, Sep 27
Frontier Logo
5:43 pm - 9:35 amISP  Islip Long Island-SJU San Juan Luis Munoz Marin Intl
15h 52m1 stop Orlando
Frontier Logo
10:42 am - 4:58 pmSJU  San Juan Luis Munoz Marin Intl-ISP Islip Long Island
30h 16m1 stop Orlando
$315Frontier
Tue, Sep 1 - Tue, Sep 8
Frontier Logo
10:57 am - 11:06 amISP  Islip Long Island-SJU San Juan Luis Munoz Marin Intl
24h 09m1 stop Orlando
Frontier Logo
8:43 pm - 4:58 pmSJU  San Juan Luis Munoz Marin Intl-ISP Islip Long Island
20h 15m1 stop Orlando
$316Frontier
Tue, Sep 22 - Sat, Sep 26
Frontier Logo
5:43 pm - 1:52 amISP  Islip Long Island-SJU San Juan Luis Munoz Marin Intl
8h 09m1 stop Orlando
Frontier Logo
9:50 pm - 4:58 pmSJU  San Juan Luis Munoz Marin Intl-ISP Islip Long Island
19h 08m1 stop Orlando
$317Frontier
Thu, Oct 29 - Tue, Nov 3
Multiple Airlines Logo
6:00 am - 3:20 pmISP  Islip Long Island-SJU San Juan Luis Munoz Marin Intl
9h 20m1 stop Fort Lauderdale
Multiple Airlines Logo
7:05 am - 2:33 pmSJU  San Juan Luis Munoz Marin Intl-ISP Islip Long Island
8h 28m1 stop Orlando
$322Multiple Airlines
Sun, Aug 30 - Sun, Sep 6
JetBlue Logo
6:00 am - 12:48 pmISP  Islip Long Island-SJU San Juan Luis Munoz Marin Intl
6h 48m1 stop Fort Lauderdale
JetBlue Logo
11:00 am - 7:33 pmSJU  San Juan Luis Munoz Marin Intl-ISP Islip Long Island
8h 33m1 stop Fort Lauderdale
$324JetBlue
Sun, Dec 6 - Wed, Dec 9
Southwest Logo
12:25 pm - 1:05 amISP  Islip Long Island-SJU San Juan Luis Munoz Marin Intl
11h 40m1 stop Baltimore/Washington
Southwest Logo
6:10 am - 4:15 pmSJU  San Juan Luis Munoz Marin Intl-ISP Islip Long Island
11h 05m2 stops Tampa Baltimore/Washington
$326Southwest
Sun, Dec 6 - Wed, Dec 9
Southwest Logo
12:25 pm - 1:05 amISP  Islip Long Island-SJU San Juan Luis Munoz Marin Intl
11h 40m1 stop Baltimore/Washington
Southwest Logo
6:40 am - 11:45 amSJU  San Juan Luis Munoz Marin Intl-ISP Islip Long Island
6h 05m1 stop Baltimore/Washington
$326Southwest
Wed, Nov 4 - Wed, Nov 11
JetBlue Logo
6:00 am - 4:20 pmISP  Islip Long Island-SJU San Juan Luis Munoz Marin Intl
9h 20m1 stop Fort Lauderdale
JetBlue Logo
2:59 pm - 9:37 pmSJU  San Juan Luis Munoz Marin Intl-ISP Islip Long Island
7h 38m1 stop Fort Lauderdale
$327JetBlue
Thu, Aug 27 - Mon, Aug 31
Multiple Airlines Logo
5:50 pm - 8:55 amISP  Islip Long Island-NAS Nassau Intl
15h 05m2 stops Wilmington New Hanover County Tampa
Multiple Airlines Logo
9:55 am - 7:01 pmNAS  Nassau Intl-ISP Islip Long Island
9h 06m1 stop Tampa
$618Multiple Airlines
Fri, Sep 4 - Thu, Sep 10
Multiple Airlines Logo
8:43 pm - 8:55 amISP  Islip Long Island-NAS Nassau Intl
36h 12m2 stops Charleston Tampa
Multiple Airlines Logo
10:20 am - 6:03 pmNAS  Nassau Intl-ISP Islip Long Island
7h 43m1 stop Tampa
$630Multiple 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 $320, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight

$158
Most popular time to fly with an average 26% increase in price.
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.
7.8
DeltaOverall score based on 8487 reviews
8.5Crew
7.8Comfort
7.8Entertainment
8.1Boarding
7.2Food
Airline reviews

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

8.0 ExcellentMary Elizabeth, Jul 2026
Read more Delta reviews

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

Poor communication, we sat on the plane for an hour before pushing back. They were oversold and with a full plane kept looking for someone to step off for someone else to board. So after an hour wait at the gate we missed our departure window and proceeded to spend an additional hour on the tarmac waiting for a refiled flight plan according to the pilots. Occasional updates, somewhat insensitive crew to passengers needing to use the lavatory (it was 2 hrs beyond what anyone expected). Overall just poor execution...especially when the flight was listed as "arriving early" up until about 30 minutes past our departure time.

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.

A more comfortable seat. Padding would be really helpful but I've read the airlines don't want customers to be satisfied with economy seats.

When I booked, I included my checked luggage and when the bill was sent there was no record of this. Its was costly since I am from Trinidad amd Tobago. Exchange rate over seven dollars to one US dollar.

Everything was good except checking bags . I had paid for two bags but it didn’t show so we had to do it again while people waited and we were struggling to get to our flight

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports