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Find cheap flights from New York to Caribbean Islands from $47

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 6/4. 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
vie. 6/7
vie. 6/14

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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 Cana1 stop$214
Montego Bay
Montego Bay1 stop$260
Santo Domingo
Santo Domingo1 stop$201
Oranjestad
Oranjestad1 stop$232
Nassau
Nassaunonstop$228
Kingston
Kingston1 stop$298
Simpson Bay
Simpson Bay1 stop$318
Providenciales
Providencialesnonstop$304
Port of Spain
Port of Spain1 stop$232
Bridgetown
Bridgetown1 stop$193
George Town
George Townnonstop$311
Aguadilla
Aguadillanonstop$251
Castries
Castries1 stop$572
Willemstad
Willemstad1 stop$370
St. John's
St. John'snonstop$353

Good to know

Low season

September

High season

August

Cheapest flight

$47
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Newark Liberty Airport to San Juan Airport

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 travelers 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 5 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.
8.0
DeltaOverall score based on 10789 reviews
8.2Boarding
7.4Food
8.6Crew
7.9Comfort
8.0Entertainment
Airline reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

6.0 GoodDan, Apr 2024LGA - DEN
Read more about Delta reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

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.

The helpful attitude of the staff, and being a wheelchair passenger everyone was helpful and understanding. The trip was made comfortable by the upgraded seat which was given without my request, that was a great surprise. Thank you Delta.

Everything went well with the flight. But one of the flight attendants had on inappropriate pants. She had on an old worn out pair of sweat pants. The back seam was unrivaled and should not have been worn for work. If I had not seen her in the airport with the standard type of luggage, I certainly would not have thought she was working for Delta. Not a good look at all for representation.

Great!! I haven’t had a bad experience with them.

The plane was one hour late cause they were doing some reparations with us on the plane no mention I was in the first seat and the door was open the entire time with 8 degrees! The plane was totally dirty no mention old ! The staff was nice but no put together, the attention to details and passenger experience is missing and i always travel first !!! Is better the lounge than the plane! KLM/air France every details is taken care maybe you need a creative creator or experience client need asap was terrible and not memorable for the price that I payed very dissatisfied

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.

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

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.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

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.

There was no wheelchair or wheelchair escort at the gate..unacceptable

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.

Flight was delayed 2.5 hours - a big deal on an overnight when you plan to sleep.

I feel like they have upgraded the app since I last flew United and I found it to be super helpful. I had stopped flying United unless absolutely necessary and my experience on this trip indicates they have been working hard to improve their services.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

Nice flight, nice crew but no cookie or napkin with my seltzer.

The flight was canceled. Got rebooked to Chicago and when we arrived our luggage where to there. They were going to our original destination the day after. They would not deliver them to our house. We had to go pick them up.

EWR terminal C United Club is great. Flight and everything else mediocre

737 Max was leaking water into the cabin through the windows. Overhead bins opened on landing. Bad bad plane.

Very bad , airplain had problem with engines , had to evacuate, had a delay on my trip for almost 4 hours , lost my rental car in london..

Other than the two hour delay, it was fine. Of course they were very professional and kept us informed throughout the whole delay..

Easy boarding in group 2. Landed 1/2 hr early. Delicious cookie snack.

I was in business class. There was an excellent headset. But half an hour before arrival they collected them! The rest of the trip I had to use a cheap earphone. There must be a better way to protect the headphones.

WiFi connected but only let you go to the AA website, not even text messaging worked.

I think the seats on some of their planes are uncomfortable. You can be ok on a short flight of two hours but no more than that. The delays, and also the refreshments on the plane were not enough.

Awful customer service on the phone. No phone number on the website to call a real person. Website says changes are no charge but this is a lie. I had a cheaper ticket through Kayak therefore Finnair wouldn’t change it unless I would pay the entire fare again. I begged but their agents at the airport were rude and the online chat person cut off the call with no help. Super disappointed. Wont fly this airline again and will tell everyone I meet how bad it is. Crew on the flight was nice but otherwise huge disappointment.

The flight was excellent, provided that we had inclement weather. We departed earlier than scheduled and arrived early. There was a little turbulence, but nothing to be worried about.

It was less than what is expected for a business class ticket I thought that the staff actively ignored me because I either looked Indian or Hispanic to them and I guess I did not deserve their attention. The food which included a beef entree was not available so not enough food was ordered for number of seats available. I will say experience in Greenwich lounge was very good and the staff there at the airport were very nice. May be your crew needs to learn about racial equity so that everyone gets either the same aweful treatment or hopefully the best treatment which is what we expect I recommend you take a flight with Singapore airlines that I have taken and the crew remember your last names and use it to address each person, food never finishes if you are at the back of business class and crew anticipate your need even before you articulate. Same price and 100 times better service than American Airlines

pleased with overall experienced, but seats in coach are tight.

Don't often sit in 1st class. Our experience was great.

The 2 hour delay was frustrating but our crew did a great job getting us out quickly and keeping communication especially with the people who had connecting flights

It was right on time and crew were very courteous

Book cheap flights from New York to Caribbean Islands

Recent round-trip flight deals

9/11mié.
nonstopFrontier
4h 05mEWR-SJU
9/17mar.
nonstopFrontier
4h 08mSJU-EWR
$89
9/11mié.
nonstopFrontier
4h 05mEWR-SJU
9/17mar.
nonstopFrontier
4h 08mSJU-EWR
$96
9/6vie.
nonstopDelta
4h 19mJFK-SJU
9/11mié.
nonstopDelta
4h 04mSJU-JFK
$175
6/7vie.
1 stopAmerican Airlines
10h 35mJFK-SJU
6/9dom.
1 stopAmerican Airlines
13h 04mSJU-JFK
$206
5/26dom.
nonstopJetBlue
4h 00mEWR-SJU
6/1sáb.
nonstopJetBlue
4h 13mSJU-EWR
$225
5/31vie.
nonstopJetBlue
4h 00mEWR-SJU
6/4mar.
nonstopJetBlue
4h 13mSJU-EWR
$228
9/6vie.
1 stopDelta
11h 59mJFK-SJU
9/8dom.
nonstopDelta
4h 04mSJU-JFK
$245
5/30jue.
1 stopAmerican Airlines
12h 15mJFK-SJU
6/3lun.
1 stopAmerican Airlines
16h 11mSJU-JFK
$253
10/27dom.
nonstopUnited Airlines
4h 08mEWR-PUJ
10/31jue.
1 stopUnited Airlines
11h 34mPUJ-EWR
$285
10/27dom.
1 stopUnited Airlines
6h 43mEWR-PUJ
11/1vie.
nonstopUnited Airlines
4h 20mPUJ-EWR
$290

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Recent one-way flight deals

6/4mar.
1 stopSpirit Airlines
6h 32mEWR-SJU
$47
9/11mié.
nonstopFrontier
4h 05mEWR-SJU
$49
6/7vie.
1 stopAmerican Airlines
9h 19mJFK-SJU
$103
5/29mié.
1 stopAmerican Airlines
12h 15mJFK-SJU
$105
6/5mié.
nonstopUnited Airlines
4h 46mEWR-AUA
$119
6/3lun.
1 stopDelta
8h 25mEWR-AUA
$123
5/14mar.
nonstopJetBlue
4h 06mJFK-MBJ
$124
5/19dom.
nonstopJetBlue
4h 06mJFK-MBJ
$126
5/13lun.
1 stopDelta
7h 59mEWR-SJU
$128
8/13mar.
1 stopUnited Airlines
6h 40mEWR-PUJ
$151

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Last minute flights from New York to Caribbean Islands

Last minute flight, train and bus deals

5/13lun.
multi-stopSpirit Airlines
35h 40mLGA-SJU
5/21mar.
multi-stopSpirit Airlines
13h 03mSJU-LGA
$164
5/13lun.
multi-stopFrontier
23h 24mLGA-SJU
5/18sáb.
multi-stopFrontier
16h 30mSJU-LGA
$195
5/12dom.
multi-stopAmerican Airlines
11h 06mJFK-SJU
5/16jue.
multi-stopAmerican Airlines
14h 26mSJU-JFK
$253
5/13lun.
multi-stopAmerican Airlines
15h 12mEWR-SJU
5/19dom.
multi-stopAmerican Airlines
15h 37mSJU-EWR
$253
5/13lun.
nonstopJetBlue
4h 02mJFK-SJU
5/17vie.
nonstopJetBlue
3h 59mSJU-JFK
$263
5/13lun.
nonstopJetBlue
3h 49mJFK-STI
5/19dom.
nonstopJetBlue
3h 55mSTI-JFK
$269
5/13lun.
nonstopDelta
3h 56mJFK-STI
5/16jue.
nonstopDelta
3h 55mSTI-JFK
$279
5/10vie.
multi-stopDelta
8h 25mEWR-AUA
5/15mié.
multi-stopDelta
17h 35mAUA-EWR
$308
5/10vie.
nonstopUnited Airlines
3h 59mEWR-SJU
5/23jue.
nonstopUnited Airlines
4h 09mSJU-EWR
$318
5/13lun.
nonstopUnited Airlines
3h 59mEWR-SJU
5/16jue.
nonstopUnited Airlines
4h 09mSJU-EWR
$333

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Flights to Caribbean Islands

Return flight deals:

Caribbean Islands - New York

Cabin classes:

$172
$180
$149
$39

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