$106 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 4/10. 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$581
Santo Domingo
Santo Domingo1 stop$669
Montego Bay
Montego Bay1 stop$424
Oranjestad
Oranjestad1 stop$606
Nassau
Nassau1 stop$503
Kingston
Kingston1 stop$519
Providenciales
Providenciales1 stop$607
George Town
George Town2 stops$766
Punta Cana
Punta Cana2 stops$581
Santo Domingo
Santo Domingo1 stop$669
Montego Bay
Montego Bay1 stop$424
Oranjestad
Oranjestad1 stop$606
Nassau
Nassau1 stop$503
Kingston
Kingston1 stop$519
Providenciales
Providenciales1 stop$607
George Town
George Town2 stops$766

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

Thu, Apr 30 - Wed, May 6
Frontier Logo
4:07 pm - 2:01 am
ISP
-
SJU
9h 54m
1 stop
Frontier Logo
3:03 am - 10:05 am
SJU
-
ISP
7h 02m
1 stop
$211Frontier
Thu, May 28 - Sun, May 31
Frontier Logo
11:00 am - 2:08 am
ISP
-
SJU
15h 08m
1 stop
Frontier Logo
6:09 pm - 10:05 am
SJU
-
ISP
15h 56m
1 stop
$212Frontier
Fri, Apr 24 - Sat, May 2
Frontier Logo
4:07 pm - 2:01 am
ISP
-
SJU
9h 54m
1 stop
Frontier Logo
7:00 am - 9:13 am
SJU
-
ISP
26h 13m
1 stop
$233Frontier
Mon, Jun 8 - Tue, Jun 16
Frontier Logo
11:00 am - 11:22 pm
ISP
-
SJU
12h 22m
1 stop
Frontier Logo
6:30 am - 9:08 am
SJU
-
ISP
26h 38m
1 stop
$244Frontier
Wed, May 6 - Wed, May 13
JetBlue Logo
9:04 pm - 8:03 am
ISP
-
STI
10h 59m
1 stop
JetBlue Logo
8:31 am - 7:39 pm
STI
-
ISP
11h 08m
1 stop
$410JetBlue
Fri, May 8 - Fri, May 15
JetBlue Logo
9:04 pm - 7:41 am
ISP
-
MBJ
11h 37m
1 stop
JetBlue Logo
8:41 am - 7:39 pm
MBJ
-
ISP
9h 58m
1 stop
$424JetBlue
Wed, Apr 29 - Wed, May 6
Southwest Logo
6:55 am - 6:30 pm
ISP
-
NAS
11h 35m
1 stop
Southwest Logo
8:45 am - 4:35 pm
NAS
-
ISP
7h 50m
1 stop
$512Southwest
Wed, Apr 29 - Wed, May 6
Southwest Logo
9:00 am - 6:30 pm
ISP
-
NAS
9h 30m
2 stops
Southwest Logo
8:45 am - 4:35 pm
NAS
-
ISP
7h 50m
1 stop
$516Southwest
Fri, Jun 12 - Sun, Jun 14
Multiple Airlines Logo
10:03 am - 4:25 pm
ISP
-
NAS
6h 22m
1 stop
Multiple Airlines Logo
12:00 pm - 9:08 am
NAS
-
ISP
21h 08m
1 stop
$517Multiple Airlines
Mon, Apr 27 - Mon, May 4
Multiple Airlines Logo
4:07 pm - 4:25 pm
ISP
-
NAS
24h 18m
1 stop
Multiple Airlines Logo
4:00 pm - 11:17 am
NAS
-
ISP
43h 17m
2 stops
$518Multiple 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 $294, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$106
Most popular time to fly and prices are also 25% 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 8292 reviews
8.5Crew
7.2Food
7.8Entertainment
8.1Boarding
7.9Comfort
Airline reviews

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

8.0 ExcellentMary, Mar 2026
LGA - MKE
Read more Delta reviews

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Delayed. Hot. Passenger next to me was so large I couldn’t move.

The flight went very well, but the flight attendants didn't serve and food or drinks other than 1st class due to rough air but to be honest it wasn't that bumpy and I felt that they could've at least offered water and coffee perhaps. Also serving 1st class only is a bad look. I've been in 1st class many times and I would've felt that if the turbulence was too rough for the main cabin, it would be too rough for 1st class too.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

My seatback screen didn’t work so that sucked because that’s what I was going to do on the plane.

The whole experience was excellent. As it most often is with Delta

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

Boarding and crew were fantastic, but I paid for a window seat with no window. Seat 11D on a CRJ-900 apparently does not have a window. Lesson learned.

It was good. The leg room was not great in Row 1.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

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.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports