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Find cheap flights from New York to Caribbean 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 departing on 5/7. 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
Mon 5/27
Mon 6/3

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Best Caribbean Flight Deals

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

Punta Cana
Punta Cananonstop$275
Montego Bay
Montego Bay1 stop$232
Santo Domingo
Santo Domingo1 stop$214
Oranjestad
Oranjestad1 stop$270
Nassau
Nassaunonstop$228
Kingston
Kingston1 stop$316
Simpson Bay
Simpson Bay1 stop$178
Providenciales
Providencialesnonstop$299
Port of Spain
Port of Spain1 stop$385
Bridgetown
Bridgetown1 stop$377
George Town
George Townnonstop$301
Aguadilla
Aguadilla1 stop$230
Castries
Castries1 stop$497
Willemstad
Willemstadnonstop$377
St. John's
St. John'snonstop$368

Good to know

Low season

September

High season

August

Cheapest flight

$47
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Newark Liberty Airport to San Juan Airport

FAQs - booking Caribbean flights

  • Which airport in New York has lounges?

    If you are flying to the Caribbean on a long-haul flight, consider flying from JFK, as the airport has lounges with various amenities to relax before your flight. JFK has airline lounges, including Delta Sky Club, British Airways Lounge, Emirates Lounge, and Lufthansa Senator Lounge, and pay-per-use lounges, including American Airlines Admirals Club, Alaska Lounge, and Air France Lounge. Enjoy complimentary food and beverages, showers, kid's areas, and premium services, including private suites and spa treatments before your flight departure.

  • Which Caribbean airport should I fly to from New York to visit Jamaica?

    Jamaica's primary airport is Sangster International Airport (MBJ) in Montego Bay. The airport has several direct flights to and from major cities, including New York. The airport connects to various parts of Jamaica through public transportation options, including public buses, shuttle buses, and route taxis, making visiting your preferred destination within Jamaica easy.

  • Which Caribbean airport is ideal for business travelers?

    When flying to the Caribbean for business purposes, consider flying into Luis SJU. The airport provides modern business facilities, including conference rooms, meeting rooms, and workstations with charging stations. The airport is also in San Juan, a significant business and financial hub in the Caribbean, and is close to the city center and convenient for accessing business-related facilities.

  • Which Caribbean airport is well-connected to bus and ferry systems?

    Luis Muñoz Marín International Airport (SJU) is connected to various parts of San Juan and other towns on the island by bus. After your flight from New York, you can take a bus from the airport's ground transportation area to your desired destination within the island. You can also use ferries to connect to nearby islands, including Culebra and Vieques from Puerto Rico.

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean 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?

    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 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?

    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 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 tips for finding cheap flights to Caribbean

  • Morning departure is around 4% more expensive than an evening flight, on average*.
  • New York City has three primary airports, New York Airport (JFK), LaGuardia (LGA), and Newark Liberty Airport (EWR), located in Newark but serves the New York metropolitan area. The main airport in the city, however, is JFK, with extensive flight options and connectivity to Caribbean destinations.
  • If you are flying into the Caribbean for the beaches, consider flying into Princess Juliana International Airport (SXM) in St. Maarten, as the airport is close to Maho Beach and Orient Bay Beach. The airport is also on a dual-nationality island, making it suitable for experiencing Netherlands and French cultures.
  • Luis Muñoz Marín International Airport (SJU) is a major hub for several airlines, including Air Sunshine, Seaborne Airlines, Cape Air, and Wiggins Airways, and a focus city for JetBlue and Silver Airways. Flying into SJU from New York offers numerous flight options and is ideal for comparing flight fares suited to your budget.
  • When flying from New York to the Caribbean, SJU in San Juan has the most significant number of direct routes from New York by Delta Air Lines, Spirit Airlines, United Airlines, and JetBlue and is well-connected to other Caribbean destinations with a range of flight options.
  • If you have special needs, consider flying to Europe from JFK, as the airport provides wheelchair assistance services, accessible restrooms and parking, visual and audible information, telecommunication devices for people who are hard of hearing, special assistance lounges, and service animal relief areas. It is equipped with elevators and escalators to access different levels of the airport.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from New York to Caribbean

 
Need help choosing which airline to fly with from New York to Caribbean? 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 10951 reviews
7.9comfort
7.4food
8.2boarding
8.0entertainment
8.6crew
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 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 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.

Good. The wife was not working but then it got resolved.

Missed this flight due to delays from my previous flight

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

So i was checked in for the seat number 40K. Unfortunately my seat was not able to recline which end up having very uncomfortable 15 hours flight.

Lack of information. No meal for a 6hr international flight that departs during dinner time

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

No frills, limited comfort, no food, no entertainment, but fine

The airplane was extremely hot the air conditioner wasn’t working I

Seats horrible. No way of getting comfortable . But flight ran smoothly

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Unfortunately not great, my flight was canceled with no notice given. I attempted to reach out to spirit airlines and have yet to receive any correspondence. I then had to book a new flight at two times the cost of the original.

The price is good but I feel that carry-on bag could be a little low and snacks prices

Pack light and enjoy the quick boarding and early departure and arrivals.

Book cheap flights from New York to Caribbean

Recent round-trip flight deals

5/15Wed
1 stopSpirit Airlines
9h 41mEWR-SJU
5/23Thu
nonstopSpirit Airlines
4h 17mSJU-EWR
$144
5/8Wed
1 stopSpirit Airlines
11h 28mEWR-SJU
5/15Wed
nonstopSpirit Airlines
4h 16mSJU-EWR
$145
5/26Sun
nonstopJetBlue
4h 00mEWR-SJU
6/1Sat
nonstopJetBlue
4h 13mSJU-EWR
$228
5/14Tue
nonstopJetBlue
4h 02mJFK-SJU
5/14Tue
nonstopJetBlue
3h 59mSJU-JFK
$247
5/12Sun
1 stopAmerican Airlines
6h 46mJFK-SJU
5/16Thu
1 stopAmerican Airlines
14h 26mSJU-JFK
$251
5/6Mon
1 stopAmerican Airlines
8h 45mJFK-SJU
5/10Fri
1 stopAmerican Airlines
8h 51mSJU-JFK
$252
6/3Mon
nonstopDelta
4h 06mJFK-SJU
6/6Thu
nonstopDelta
4h 12mSJU-JFK
$273
5/14Tue
1 stopUnited Airlines
6h 40mEWR-PUJ
5/15Wed
nonstopUnited Airlines
4h 20mPUJ-EWR
$279
7/18Thu
nonstopDelta
4h 19mJFK-SJU
8/15Thu
nonstopDelta
4h 04mSJU-JFK
$288
4/30Tue
1 stopUnited Airlines
9h 24mEWR-PUJ
5/2Thu
nonstopUnited Airlines
4h 20mPUJ-EWR
$295

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Recent one-way flight deals

5/7Tue
1 stopSpirit Airlines
11h 42mEWR-SJU
$47
5/21Tue
nonstopSpirit Airlines
4h 04mEWR-SJU
$48
5/6Mon
nonstopDelta
4h 10mJFK-MBJ
$124
5/19Sun
nonstopJetBlue
4h 06mJFK-MBJ
$126
5/12Sun
1 stopAmerican Airlines
14h 16mJFK-SJU
$126
5/12Sun
1 stopAmerican Airlines
9h 05mLGA-SJU
$126
5/16Thu
nonstopDelta
4h 06mJFK-SJU
$127
5/6Mon
nonstopJetBlue
3h 59mJFK-PUJ
$129
5/1Wed
1 stopUnited Airlines
10h 29mEWR-PUJ
$136
5/9Thu
1 stopUnited Airlines
10h 38mLGA-SJU
$136

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Last minute flights from New York to Caribbean

Last minute flight, train and bus deals

4/29Mon
multi-stopSpirit Airlines
13h 02mEWR-SJU
5/8Wed
multi-stopSpirit Airlines
11h 19mSJU-EWR
$178
4/29Mon
multi-stopSpirit Airlines
13h 02mEWR-SJU
5/8Wed
nonstopSpirit Airlines
4h 16mSJU-EWR
$179
4/29Mon
multi-stopAmerican Airlines
12h 36mJFK-SJU
5/3Fri
multi-stopAmerican Airlines
15h 35mSJU-JFK
$253
4/30Tue
multi-stopAmerican Airlines
6h 36mLGA-SJU
5/8Wed
multi-stopAmerican Airlines
6h 04mSJU-LGA
$253
5/2Thu
nonstopJetBlue
4h 01mJFK-SJU
5/9Thu
nonstopJetBlue
4h 12mSJU-JFK
$258
4/29Mon
nonstopJetBlue
3h 56mJFK-PUJ
5/8Wed
nonstopJetBlue
3h 55mPUJ-JFK
$278
5/2Thu
nonstopDelta
4h 04mJFK-SJU
5/7Tue
nonstopDelta
4h 00mSJU-JFK
$283
4/30Tue
multi-stopUnited Airlines
9h 24mEWR-PUJ
5/2Thu
nonstopUnited Airlines
4h 20mPUJ-EWR
$295
4/28Sun
multi-stopUnited Airlines
6h 40mEWR-PUJ
5/2Thu
multi-stopUnited Airlines
10h 55mPUJ-EWR
$305
4/28Sun
nonstopDelta
3h 54mJFK-STI
6/3Mon
nonstopDelta
3h 49mSTI-JFK
$328

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Flights to Caribbean

Return flight deals:

Caribbean - New York

Cabin classes:

$390
$547
$379
$63