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C$ 103 Find cheap flights from New York 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 New York to Caribbean Islands departing on 30/11. 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
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Search 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 New York 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 New York to Caribbean Islands, as well as popular online travel agencies
In the last 7 days, travellers have searched 45,479,411 times on KAYAK, and here is why:

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Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta CanadirectC$ 382
Montego Bay
Montego BaydirectC$ 396
Kingston
KingstondirectC$ 496
Port of Spain
Port of SpaindirectC$ 472
Santo Domingo
Santo DomingodirectC$ 416

Good to know

Low season

September

High season

December
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly (17% more expensive on average)

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from New York 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 New York to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean Islands from New York is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New York 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 to Caribbean Islands with an airline and back to New York with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York 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 to Caribbean Islands from New York up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from New York to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from New York 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 New York 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
Caribbean AirlinesOverall score based on 160 reviews
7.7Comfort
8.1Boarding
6.6Food
6.6Entertainment
8.3Crew
Airline reviews

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

10.0 ExcellentLilawtie, Sep 2024POS - YYZ
Read more Caribbean Airlines reviews

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

STEWARDESSES WERE AWESOME! The food could be a bit better. Rice was SOGGY with gravy and the chicken was RUBBERY.

I was treated well in first class. I have no complaints. I will definitely fly with my favourite airline again this year.

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

7 hour delay for mechanical reasons Handled badly by crew and delta personnel

Food was not the best. Too many items had sauce pm them with a lot of spices The seat was not comfortable especially when you lay down

Flight was canceled so it was not a great experience. Boarded, then deboarded. Delayed, boarded a new plane then deboarded the 2nd plane and flight was canceled. Then booked a fight to Rome and took a train to Venice the next day. Lost an entire day +

The fight was about 2 1/2 hours delayed, but that was weather related. The flight was also overbooked. But we were in Comfort plus so the flight was fine for us.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

Seat back monitors and outlets were dead and not working.

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

Service was good for such a short flight. Small plane but smooth flight.

The flight was delayed but we got to our final destination.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

In flight on demand didn't work at our seats. Only a single beverage/snack run.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

Over 2 hour delay for a 50-minute flight is unacceptable, especially in normal weather. Very poor communication via app

Kayak sent over to jet blue my account being Mike Callaghan instead of Michael. I have a jet blue account with Michael that was connected

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

I booked this flight using JetBlue points and I was just so happy. The plane was so clean, I had every need met. Thank you!!

Another horrible Jet Blue experience. This airline has suffered the biggest decline of all from best to worst. TVs didn’t work (again). internet was temperamental. Boarded late and couldn’t get organized to serve snacks.

Book cheap flights from New York to Caribbean Islands

Recent round-trip flight deals

 
These are the cheapest round-trip flights from New York to Caribbean Islands found on KAYAK in the last 72 hours.
31/10Thu
directFrontier
3h 54mJFK-SJU
7/11Thu
directFrontier
4h 12mSJU-JFK
C$ 170
31/10Thu
1 stopFrontier
12h 35mJFK-SJU
7/11Thu
directFrontier
4h 12mSJU-JFK
C$ 200
3/12Tue
directJetBlue
3h 58mJFK-SJU
4/12Wed
1 stopJetBlue
8h 50mSJU-JFK
C$ 259
2/11Sat
directJetBlue
3h 53mJFK-SJU
8/11Fri
directJetBlue
4h 05mSJU-JFK
C$ 266
21/1Tue
directDelta
4h 00mJFK-SJU
24/1Fri
1 stopDelta
9h 18mSJU-JFK
C$ 331
9/1Thu
directDelta
3h 47mJFK-SJU
13/1Mon
directDelta
4h 06mSJU-JFK
C$ 350
24/1Fri
1 stopCopa Airlines
10h 07mJFK-CUR
30/1Thu
1 stopCopa Airlines
14h 41mCUR-JFK
C$ 422
15/11Fri
1 stopCopa Airlines
8h 05mJFK-AUA
26/11Tue
1 stopCopa Airlines
14h 40mAUA-JFK
C$ 447
12/11Tue
2 stopsCaribbean Airlines
21h 35mJFK-NAS
20/11Wed
3 stopsCaribbean Airlines
14h 25mNAS-JFK
C$ 669
5/11Tue
2 stopsCaribbean Airlines
21h 35mJFK-NAS
11/11Mon
2 stopsCaribbean Airlines
14h 35mNAS-JFK
C$ 696

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from New York to Caribbean Islands found on KAYAK in the last 72 hours.
30/11Sat
directDelta
3h 16mJFK-NAS
C$ 103
10/11Sun
directJetBlue
3h 15mJFK-NAS
C$ 114
15/10Tue
directDelta
3h 10mJFK-NAS
C$ 120
20/2Thu
directJetBlue
3h 11mJFK-NAS
C$ 134
27/10Sun
1 stopAmerican Airlines
7h 45mJFK-CUR
C$ 154
13/10Sun
directFrontier
3h 54mJFK-SJU
C$ 157
12/10Sat
directFrontier
3h 54mJFK-SJU
C$ 177
12/10Sat
1 stopAmerican Airlines
11h 21mJFK-SJU
C$ 231
3/11Sun
3 stopsCaribbean Airlines
31h 45mJFK-NAS
C$ 266
1/12Sun
3 stopsCaribbean Airlines
31h 45mJFK-NAS
C$ 327

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Last minute flights from New York to Caribbean Islands

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from New York to Caribbean Islands that are departing in the next 10 days.
7/10Mon
directJetBlue
3h 10mJFK-NAS
8/10Tue
directJetBlue
3h 05mNAS-JFK
C$ 376
7/10Mon
directDelta
4h 45mJFK-AUA
10/10Thu
directDelta
5h 06mAUA-JFK
C$ 438
4/10Fri
directDelta
4h 04mJFK-SJU
11/10Fri
directDelta
4h 07mSJU-JFK
C$ 457
4/10Fri
directJetBlue
4h 05mJFK-SJU
12/10Sat
directJetBlue
4h 00mSJU-JFK
C$ 464
7/10Mon
directJetBlue
4h 04mJFK-SDQ
12/10Sat
directJetBlue
3h 50mSDQ-JFK
C$ 465
6/10Sun
directDelta
4h 52mJFK-AUA
8/10Tue
directDelta
5h 06mAUA-JFK
C$ 465
3/10Thu
directFrontier
3h 55mJFK-SJU
6/10Sun
directFrontier
3h 54mSJU-JFK
C$ 518
5/10Sat
multi-stopCopa Airlines
10h 03mJFK-SDQ
28/10Mon
multi-stopCopa Airlines
18h 27mSDQ-JFK
C$ 546
5/10Sat
multi-stopCopa Airlines
10h 03mJFK-SDQ
19/10Sat
multi-stopCopa Airlines
13h 17mSDQ-JFK
C$ 547
5/10Sat
multi-stopCaribbean Airlines
12h 50mJFK-SJU
8/10Tue
multi-stopCaribbean Airlines
22h 55mSJU-JFK
C$ 7,536

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Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports