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Find cheap flights from New York to Caribbean Islands from C$ 87

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 25/6. 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
0 bags
Sat 15/6
Sat 22/6

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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$ 375
Montego Bay
Montego Bay1 stopC$ 474
Kingston
Kingston1 stopC$ 519
Port of Spain
Port of Spain1 stopC$ 525
Santo Domingo
Santo DomingodirectC$ 417

Good to know

Low season

September

High season

August
Best time to beat the crowds (18% less expensive on average)
Most popular time to fly (23% 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 4 airlines serving from New York to Caribbean Islands

 
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.
8.1
WestJet EncoreOverall score based on 46 reviews
7.4Entertainment
8.5Boarding
7.2Food
8.6Crew
7.6Comfort
Airline reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

10.0 ExcellentDarren, May 2023YYZ - LAX
Read more about WestJet Encore reviews

Great flight, comfort, and staff. Prefer tv in back of seat but watching on phone will do

Pros: "Friendly staff and the support they offered to my mother who needed a wheelchair."
Cons: "I would have liked to have had WestJet internet and entertainment access. It was not offered on our flight from Toronto to Fredericton."
Pros: "The fact that military personnel and retired military personnel and their spouse can check in luggage for free. The check in crew was also very courteous."
Pros: "It ran on time. The pilot landed the plane without a big jolt. We could board and deplane using 2 exits."
Cons: "Seat space"
Pros: "Rotten stuff cancels out the good doesn't it. Be great if you could take some courses from Stephen Covey as you are missing some skills sets in hospitality. And stop being so cheap with the 3rd rate old old movies!"
Cons: "I did not appreciate having the second row to the last on my 2nd plane coming back - I only had a turn around time of 20 minutes to catch my third Westjet flight. When we asked if the plane would wait for us - your crew just laughed in our faces."
Pros: "Great, friendly crew in this scenic trip across to Victoria. Nice new aircraft operating this route."
Pros: "Cheerfulness of WestJet employees."
Cons: "Seat comfort; seats hard. Person next to me average size but still spilled into my seat with “man-spreading” and shoulders."
Pros: "Efficient crew and reasonable seating"
Cons: "Need more legroom or a device to fold passenger legs for the flight duration..."
Pros: "Crew was good. Seats need to be updated and are confining. I appreciated being able to disembark through front and rear door."
Cons: "More space between the seats."
Pros: "the crew was very polite but the flight was too short to have a meal"
Cons: "delayed embarking"

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.

Uncomfortable seats on 14 hour flight. Mediocre food. On time and great crew.

Really impressive staff at airport and on plane, especially given how busy it was

The upgrade was a pleasant surprise and I was sooooo tired of traveling these days. 10/10 just for that

Crew was great. However the seat I had would not recline and stay put. It would spring back to upright. Hopefully they can check the seats and maintain them. Otherwise the plane is clean and the crew is very friendly.

Lost luggage! No representative of the airline present at the airport. Air France contracted the service out to a 3rd party service. The service has no ability to track the missing bag or provide a time frame on its arrival.

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.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

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.

I hate their constant delays! It’s as if I cannot confidently make plans for timing when I'm traveling with them. I slept through it, so all I can say is it was good.

The staff at JFK were rude and unhelpful. I was harassed for the same bag that I used on my flight to jfk with no issues claiming it was the inappropriate size. The women then allowed my travel companion to board with the same size bag because they thought she was more “humble”. Also on the flight when informing the flight attendant that nationals no longer have to fill out the Bahamas immigration form my statement was met with eye rolling and attitude.

One of the crew members, a male complained about my bag being too heavy, which I felt was really unnecessary. I am disabled and would have carried it myself if I thought it was going to be a problem. In addition the landing was rough because everyone gasped in unison which it touched down.

Surly, unhelpful ground staff at JFK. There was a complete lack of empathy—a flawed check-in ordeal caused us to miss our flight. All airlines that I have ever flown would have worked to help me solve the ticket problem. Instead, frontline employees shrugged their shoulders and pointed fingers at us for having made an error. I will do anything to avoid EVER flying on Jet Blue again. It well deserves its low rank among airlines.

I'll nevere ever give up jet blue for years now and I will never change

From bag drop to boarding, it was great. In-flight is a little different. The seats were a little uncomfortable for that long of a flight. The rest of the cabin crew except for Eva was wonderful. Eva was not friendly at all. I've had to personally encounter her twice in-flight. First time was when I had to go to the lavatory in the back of the plane, and since it was the first for me to board such tiny plane, I didn't know we were using the crew toilet. She was giving me an attitude while telling me where and how to open it since it's not the regular push to open type of door. The second one was when I had to throw trash then use the lavatory again. I asked where to throw them, and unfortunately she was the only crew in the back doodling on her phone, she had to point it out to me with an attitude then told me to wait on the carpet, which I understand because I didn't realize that, but she could have been nicer. After all, I'm a paying customer, and assisting a passenger who isn't knowledgeable about the aircraft is one of the things she's there for. The rest of the experience and crew from bag drop to in-flight were excellent except for her.

It took an hour to get my bag after landing. Not exaggerating

Book cheap flights from New York to Caribbean Islands

Recent round-trip flight deals

8/6Sat
directFrontier
3h 52mJFK-SJU
15/6Sat
directFrontier
4h 08mSJU-JFK
C$ 166
6/9Fri
directDelta
4h 19mJFK-SJU
9/9Mon
directDelta
4h 04mSJU-JFK
C$ 225
19/6Wed
directJetBlue
4h 07mJFK-SJU
20/6Thu
directJetBlue
3h 56mSJU-JFK
C$ 233
12/6Wed
directJetBlue
4h 01mJFK-SJU
15/6Sat
directJetBlue
4h 02mSJU-JFK
C$ 241
2/9Mon
directAmerican Airlines
4h 00mJFK-PUJ
10/9Tue
1 stopAmerican Airlines
19h 33mPUJ-JFK
C$ 435
22/9Sun
1 stopCopa Airlines
12h 25mJFK-AUA
27/9Fri
1 stopCopa Airlines
8h 41mAUA-JFK
C$ 443
20/10Sun
1 stopCopa Airlines
12h 25mJFK-AUA
28/10Mon
1 stopCopa Airlines
8h 40mAUA-JFK
C$ 448
20/9Fri
2 stopsAmerican Airlines
17h 47mJFK-PUJ
27/9Fri
1 stopAmerican Airlines
16h 31mPUJ-JFK
C$ 505
10/10Thu
2 stopsCaribbean Airlines
12h 35mJFK-NAS
14/10Mon
2 stopsCaribbean Airlines
23h 20mNAS-JFK
C$ 687
9/10Wed
2 stopsCaribbean Airlines
9h 50mJFK-ANU
15/10Tue
1 stopCaribbean Airlines
14h 15mANU-JFK
C$ 758

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Recent one-way flight deals

25/6Tue
directDelta
3h 12mJFK-NAS
C$ 87
19/6Wed
directJetBlue
4h 07mJFK-SJU
C$ 121
8/10Tue
directDelta
4h 45mJFK-AUA
C$ 134
6/6Thu
directJetBlue
3h 06mJFK-NAS
C$ 135
25/5Sat
1 stopCopa Airlines
20h 03mJFK-NAS
C$ 174
16/9Mon
1 stopCopa Airlines
9h 41mJFK-AUA
C$ 192
7/10Mon
2 stopsAvianca
14h 50mJFK-AUA
C$ 258
9/10Wed
2 stopsCaribbean Airlines
9h 50mJFK-ANU
C$ 391
6/6Thu
3 stopsCaribbean Airlines
30h 15mJFK-NAS
C$ 446
13/8Tue
2 stopsAvianca
37h 30mJFK-AUA
C$ 473

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Last minute flights from New York to Caribbean Islands

Last minute flight, train and bus deals

19/5Sun
directDelta
4h 06mJFK-SJU
20/6Thu
directDelta
4h 01mSJU-JFK
C$ 341
20/5Mon
directJetBlue
4h 01mJFK-SJU
31/5Fri
multi-stopJetBlue
6h 50mSJU-JFK
C$ 387
20/5Mon
directJetBlue
4h 03mJFK-SJU
31/5Fri
directJetBlue
4h 11mSJU-JFK
C$ 399
20/5Mon
directDelta
4h 50mJFK-AUA
23/5Thu
directDelta
5h 04mAUA-JFK
C$ 401
19/5Sun
directJetBlue
3h 50mJFK-PUJ
23/5Thu
directJetBlue
3h 55mPUJ-JFK
C$ 406
20/5Mon
multi-stopCopa Airlines
8h 47mJFK-SDQ
6/6Thu
multi-stopCopa Airlines
15h 57mSDQ-JFK
C$ 598
20/5Mon
multi-stopCopa Airlines
19h 42mJFK-SDQ
25/6Tue
multi-stopCopa Airlines
15h 35mSDQ-JFK
C$ 662
17/5Fri
multi-stopAmerican Airlines
20h 22mJFK-MBJ
30/5Thu
directAmerican Airlines
3h 55mMBJ-JFK
C$ 779
17/5Fri
multi-stopAmerican Airlines
20h 22mJFK-MBJ
30/5Thu
multi-stopAmerican Airlines
23h 41mMBJ-JFK
C$ 794
21/5Tue
multi-stopCaribbean Airlines
21h 35mJFK-NAS
24/5Fri
multi-stopCaribbean Airlines
38h 35mNAS-JFK
C$ 1,251

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New York - Caribbean Islands Flights

Departure:

New York (JFK)United States

Return flight deals:

Caribbean Islands - New York

Cabin classes:

C$ 5,955
C$ 602
C$ 433
C$ 79

Browse origins:

  • Flights » 
  • New York John F Kennedy Airport