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Flight Deals
Cheap Flights from Islip to Caribbean
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysBook Cheap Islip to Caribbean 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 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
Thu, Dec 10 - Thu, Dec 17
6:00 am - 1:49 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
6h 49m1 stop Fort Lauderdale
3:40 pm - 9:50 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
7h 10m1 stop Fort Lauderdale
$286JetBlue
Sat, Nov 21 - Wed, Dec 2
4:43 pm - 9:59 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
16h 16m1 stop Orlando
4:07 pm - 1:22 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
22h 15m1 stop Orlando
$344Frontier
Thu, Jan 7 - Thu, Jan 14
9:18 pm - 9:37 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
11h 19m1 stop Orlando
7:19 am - 11:04 amSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
28h 45m1 stop Orlando
$364Frontier
Thu, Dec 3 - Tue, Dec 8
6:00 am - 1:49 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
6h 49m1 stop Fort Lauderdale
3:50 pm - 10:04 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
7h 14m1 stop Fort Lauderdale
$369JetBlue
Sat, Nov 21 - Mon, Nov 23
4:43 pm - 2:24 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
8h 41m1 stop Orlando
10:21 pm - 3:45 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
18h 24m1 stop Orlando
$370Frontier
Fri, Nov 20 - Wed, Dec 2
4:40 pm - 2:24 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
8h 44m1 stop Orlando
11:48 am - 1:22 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
26h 34m1 stop Orlando
$380Frontier
Sat, Nov 14 - Fri, Nov 20
6:33 pm - 2:38 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
19h 05m1 stop Orlando
3:55 am - 3:45 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
12h 50m1 stop Orlando
$386Frontier
Sat, Nov 21 - Tue, Nov 24
4:43 pm - 9:59 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
16h 16m1 stop Orlando
3:55 am - 3:45 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
12h 50m1 stop Orlando
$390Frontier
Sat, Nov 14 - Fri, Nov 20
6:33 pm - 2:38 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
19h 05m1 stop Orlando
3:55 am - 3:45 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
12h 50m1 stop Orlando
$396Frontier
Mon, Feb 1 - Sat, Feb 27
11:59 am - 2:50 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
13h 51m1 stop Orlando
3:55 am - 11:04 amSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
8h 09m1 stop Orlando
$398Frontier
Recent one-way flight deals from Islip to Caribbean
Tue, Nov 24
6:00 am - 4:18 pmISP Islip Long Island-PUJ Punta Cana
9h 18m1 stop Fort Lauderdale
$150JetBlue
Sat, Nov 21
9:40 am - 4:20 pmISP Islip Long Island-MBJ Montego Bay Sangster Intl
6h 40m1 stop Fort Lauderdale
$162JetBlue
Sat, Nov 21
9:40 am - 4:20 pmISP Islip Long Island-MBJ Montego Bay Sangster Intl
6h 40m1 stop Fort Lauderdale
$167JetBlue
Sun, Dec 6
6:10 pm - 2:13 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
7h 03m1 stop Orlando
$172Frontier
Mon, Jan 25
11:59 am - 9:55 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
20h 56m1 stop Orlando
$178Frontier
Mon, Feb 22
3:02 pm - 12:37 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
20h 35m2 stops Raleigh-Durham Fort Lauderdale
$183Multiple Airlines
Sun, Feb 21
10:57 am - 1:36 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
37h 39m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson
$185Multiple Airlines
Sat, Nov 14
6:33 pm - 10:15 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
14h 42m1 stop Orlando
$188Frontier
Thu, Dec 3
2:17 pm - 11:28 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
8h 11m1 stop Orlando
$192Frontier
Sun, Dec 6
6:10 pm - 2:13 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
7h 03m1 stop Orlando
$194Frontier
Recent last minute flight deals from Islip to Caribbean
Sat, Nov 7 - Fri, Nov 13
6:33 pm - 2:46 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
7h 13m1 stop Orlando
3:55 am - 5:31 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
14h 36m1 stop Orlando
$406Frontier
Sat, Nov 7 - Sat, Nov 14
6:33 pm - 6:21 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
22h 48m1 stop Orlando
7:23 am - 5:31 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
11h 08m1 stop Orlando
$427Frontier
Sun, Nov 8 - Sat, Nov 14
6:33 pm - 10:15 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
14h 42m1 stop Orlando
7:23 am - 5:31 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
11h 08m1 stop Orlando
$436Frontier
Sat, Nov 7 - Fri, Nov 13
6:33 pm - 6:21 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
22h 48m1 stop Orlando
7:26 pm - 5:31 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
23h 05m1 stop Orlando
$447Frontier
Sun, Nov 8 - Sun, Nov 15
6:33 pm - 2:38 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
19h 05m1 stop Orlando
11:20 am - 5:31 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
7h 11m1 stop Orlando
$567Frontier
Sun, Nov 8 - Thu, Nov 12
6:33 pm - 2:46 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
7h 13m1 stop Orlando
7:23 am - 5:31 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
11h 08m1 stop Orlando
$582Frontier
Thu, Nov 5 - Sat, Nov 7
6:33 pm - 6:21 pmISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
22h 48m1 stop Orlando
7:23 am - 5:31 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
11h 08m1 stop Orlando
$660Frontier
Tue, Nov 10 - Tue, Nov 17
6:00 am - 2:57 pmISP Islip Long Island-MBJ Montego Bay Sangster Intl
8h 57m1 stop Fort Lauderdale
1:07 pm - 9:37 pmMBJ Montego Bay Sangster Intl-ISP Islip Long Island
8h 30m1 stop Fort Lauderdale
$675JetBlue
Sun, Nov 8 - Sat, Nov 14
6:33 pm - 2:46 amISP Islip Long Island-SJU San Juan Luis Munoz Marin Intl
7h 13m1 stop Orlando
3:55 am - 5:31 pmSJU San Juan Luis Munoz Marin Intl-ISP Islip Long Island
14h 36m1 stop Orlando
$684Frontier
Thu, Nov 5 - Mon, Nov 9
6:00 am - 2:35 pmISP Islip Long Island-AUA Oranjestad Reina Beatrix
7h 35m1 stop Fort Lauderdale
3:40 pm - 9:37 pmAUA Oranjestad Reina Beatrix-ISP Islip Long Island
6h 57m1 stop Fort Lauderdale
$1,421JetBlue
Booking Insights
KAYAK's insights & trends for Islip to Caribbean flights
Get data-powered insights and trends into flights from Islip to Caribbean to help you find the cheapest flights, the best time to fly and much more.
Prices
Airlines
More
Which airlines fly non-stop between Islip and Caribbean?
Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Islip to Caribbean.
There is just one airline that flies from Islip to Caribbean direct and that is JetBlue. The best round-trip deal found from JetBlue for the route is to Oranjestad (AUA) and costs $301.
Which airlines provide the cheapest flights from Islip to Caribbean?
The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.
In the past 5 days, the cheapest round-trip tickets from Islip to Caribbean were found on Frontier ($364) and JetBlue ($369).
Good to know
High season | April |
|---|---|
Cheapest flight | $150 |
FAQs - booking Caribbean flights
Reviews of the top airline flying from Islip to Caribbean
7.1
JetBlueOverall score based on 3065 reviews
7.2Entertainment
7.3Boarding
7.4Comfort
7.9Crew
6.6Food
Airline reviews
Great flight. Best in years. Very clean craft. Easy boarding. Communicative pilot. Friendly flight attendants. Absolutely smooth take off, in flight and landing. Very comfortable seats. Smoothest flight I've experienced in years. THANK YOU JET BLUE!
10.0 ExcellentAnonymous, Oct 2026
Great flight. Best in years. Very clean craft. Easy boarding. Communicative pilot. Friendly flight attendants. Absolutely smooth take off, in flight and landing. Very comfortable seats. Smoothest flight I've experienced in years. THANK YOU JET BLUE!
Mostly good, flight take off in time and land earlier I can’t ask for more..
The plane was FREEZING COLD. Like I was wishing I'd brought gloves. Is this how JetBlue sells more blankets? Other than that, all fine. Crew just as nice as usual. A flight attendant asked (who? The pilot?) to have the air turned down for a great number of passengers who were as cold as I was. They (again -- who is "they") did not.
Flight was fine, but I was annoyed to have to pay for luggage again. We had paid for our luggage on our first two connecting flights with SATA Azores Airlines, but had to pay for luggage again with JetBlue at JFK airport. For one trip we paid over $500 for two suitcases to travel from Azores to San Francisco.
Uncomfortable seat. No help for my disability. Staff refused to help me put my carry-on in the overhead bin. So I had to check the bag.
Terrible. Quality has gone down significantly. Plane was delayed. No instructions from the staff. Will try to avoid in the future!
The flight attendant was snarky and the flight took off very late. I know it was an issue with air traffic control and the runways in Boston, so not really anyone's fault, but very frustrating, I missed an important meeting because of rgr delay. They didn't offer headphones to watch the TV, but luckily I remembered my own and was able to enjoy watching a movie.
The plane was filthy and worn - the seat pockets were stuffed with tattered food and torn pamphlets. The cleaning crew that came on as we were deboarding were grabbing handfulls of trash and perfunctorily wiping down tables with dishrags. It's been a while since I flew Jetblue and it used to be a great experience. After this flight I will avoid flying Jetblue again if there is any alternative.
JFK is the worst airport and JetBlue is the worst airline
Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.
More options for your flight to Caribbean
Complete your trip to Caribbean with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to Islip
Cabin classes available on flights to Caribbean. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from domestic origins to Islip
Flights from all regions of Islip to Caribbean. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights to popular destinations in Caribbean
Flights to Antigua And Barbudafrom $1,611
Flights to Arubafrom $510
Flights to Barbadosfrom $28,578
Flights to Cubafrom $343
Flights to Curaçaofrom $2,075
Flights to Dominican Republicfrom $522
Flights to Jamaicafrom $698
Flights to Puerto Ricofrom $364
Flights to Saint Luciafrom $26,593
Flights to St. Maartenfrom $627
Flights to The Bahamasfrom $511
Flights to Turks and Caicos Islandsfrom $1,160
Flights to U.S. Virgin Islandsfrom $1,064