$48 Find Cheap Flights from New York to Caribbean

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 1/6. 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.
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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 Cana1 stop$205
Montego Bay
Montego Bay1 stop$284
Santo Domingo
Santo Domingo1 stop$216
Oranjestad
Oranjestad1 stop$281
Nassau
Nassaunonstop$241
Simpson Bay
Simpson Bay1 stop$200
Kingston
Kingston2 stops$307
Providenciales
Providencialesnonstop$278
Bridgetown
Bridgetown1 stop$200
Port of Spain
Port of Spain1 stop$169
George Town
George Townnonstop$296
Willemstad
Willemstad1 stop$387
Castries
Castries2 stops$526
St. John's
St. John'snonstop$261
Puerto Plata
Puerto Platanonstop$295
Aguadilla
Aguadilla1 stop$116

Good to know

Low season

September

High season

December

Cheapest flight

$48
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 28% 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

Flights from New York to Caribbean: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from New York to Caribbean 
NicoleFlew with JetBlueJFK-SJUOct 2024
I like this airline because upon arrival in SJU it has it own terminal, which is very easy por picking up passangers.
Maria AlejandraFlew with FrontierJFK-SJUAug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix
NicoleFlew with United AirlinesEWR-POPApr 2024
Customer service accommodated my family to be seated together prior the flight! Thank God
Verified travelerFlew with United AirlinesEWR-SDQApr 2024
Early check in online, get on time for the flight
TamaraFlew with JetBlueJFK-NASMar 2024
Fly delta if you want a less rude experience.

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 8765 reviews
7.9Comfort
7.9Entertainment
8.5Crew
8.2Boarding
7.3Food
Airline reviews

The WiFi has been awful on my last few Delta Air Lines flights.

10.0 ExcellentCarolyn, Oct 2024JFK - CVG
Read more Delta reviews

The WiFi has been awful on my last few Delta Air Lines flights.

Only one side of the heafphone jack work. Crew was friendly and helpful.

Typical flying experience in the US. Nothing particularly good or bad.

I was able to select a gluten free meal for my outbound flight operated by KLM but my selection wasn’t saved on Delta so I ended up not having a hot meal. The cabin crew was nice enough to offer some cheese so I could pair it with some gf crackers I had. The seat would recline but slowly but surely would come back up so I couldn’t sleep as I would have wanted to.

Forced to check my bag which fit in carry on, boarded and then sat for over an hour waiting to take off with no explanation.

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

It was reported to the passengers that Delta failed to schedule the crew properly. This error caused the pilot to show up about 30 minutes late. All in all Delta's inability to take care of this basic function resulted in about an hour delay.

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

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

Older plane and it came with Fleas and flea bites!

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

The flight was excellent. The crew was welcoming and attentive.

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.

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.

Best part: It’s operated by All Nippon Airways. It’s quite literally comfortable, reliable and respected from boarding to landing each and every time. It’s perfection without extremity in lavishness — it’s how flying should always be!

The check-in process is not the best They should have agents in site to help with any problem especially a rebook. Why does one have to get on the phone when there were at least 8 agents around that could have help?! Flying is stressful as it is and having someone willing to do their customer service will ease some of the stress.

I liked that the flight to Kosice was on time, the service was excellent and we arrived to Vienna early. The only thing I did not like, is that I had to pay for my suitcase $75. Bummer

The plane’s radio wasn’t working. This delayed the plane for an hour and a half. Then we all broaded and taxied down the runway only to get called back because the radio was still not working. Had to get off the plane and then find another plane making the trip 4 hours delayed. Maybe a different plane should have been chosen sooner?!?!?!

Late out of the gate, late to takeoff. No screens on plane. Uncomfortable window seat.

More water distribution throughout flight. Food quality poor and hot items delivered not hot on both attempts. Not United Standards

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

Haven’t used United in a while. Was surprised with the free blanket and earphones. Service was great. Huge plane. 9/.row.

The flight was very good. Only complaint was that the usb charging connection did not work for either me or the seat next to me so we both had to use our own portable battery to charge our phones. I also liked the fact that I could purchase Wi-Fi for an hour instead of for the entire flight.

Your seats in the last 5 rows are terrible. My knees were jammed into the seat in front of me and the lady sitting there decided to recline it. Jammed my knees bad. I don’t know if I’ll fly United again.

There were several issues with this flight. I have flown quite often internationally and I was surprised by the lack of presence of attendants other than meal and drink times. The food was not best but I feel that is the norm. We also had to get off the plane once in London via stairs and bus to the terminal. Anyone who had another flight had to then get another bus to another terminal. This causes me to miss my flight and have to rebook.

The boarding process was incredibly slow, as was deplaning. They started beverage service and there was an extremely small amount of turbulence, so they discontinued it. They said they’d resume if possible, but even thought the rest of the flight was perfectly smooth, they didn’t bother. Getting our checked bags took longer than I’ve ever waited and they couldn’t even tell us which carousel they were coming out on, so everyone was running back and forth for 30 minutes.

It was really good. The boarding was good and smooth. They even checked our carry ons if you wanted to without any charge.

Flight was delayed , waited in the tarmac for 3 hours and then came back and was cancelled

Extreme weather delays. Missed my flight to France and I ended up leaving the plane.

I arrived to LaGuardia Airport 50 minutes prior to my 6am flight but was told that I was too late and would have to flight standby to Dallas in order reach my final destination of Jackson, MS. Hundreds of people were in my situation but the agents chalked this up to being normal for any day. Had my been able to board my original flight I would have arrived at my destination by 10:30am. I didn’t arrive until 7:30pm which included a 30 minute wait on the tarmac. Strangely my luggage arrived at my final destination at 12:30pm of the same travel day. This was by far the worst travel experience I’ve ever had.

The food was horrible compared to other airlines, there was no space for the overhead bins for carry-on luggage, and the seats were very uncomfortable.

I got food poisoning - lasted 4 days after starting medications - someone should check with food delivery.

They were not helpful in letting my baby and I rebook a flight early in the day when it was clear we were going to miss my connection (we did). The seats are much smaller than I remember. I did not get the option to board early with my toddler. I was flying solo with her and that would have been a big help.

On an overnight flight people behind me kept lively and loud conversation, which meant I couldn’t sleep. Food was really lousy, im sorry to say.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Allowed me to chose my seat without extra charge (I purchased full-price ticket) and boarding was in group1. Didn't even serve water.

Book cheap flights from New York to Caribbean

Recent round-trip flight deals

12/10Tue
nonstopFrontier
3h 57mJFK-SJU
12/10Tue
nonstopFrontier
4h 09mSJU-JFK
$110
12/11Wed
nonstopFrontier
3h 57mJFK-SJU
12/11Wed
nonstopFrontier
4h 09mSJU-JFK
$111
2/3Mon
1 stopAmerican Airlines
6h 50mJFK-SJU
2/6Thu
1 stopAmerican Airlines
6h 54mSJU-JFK
$246
12/14Sat
nonstopDelta
4h 09mJFK-SJU
12/20Fri
nonstopDelta
4h 16mSJU-JFK
$255
5/2Fri
nonstopJetBlue
3h 57mEWR-SJU
5/16Fri
nonstopJetBlue
4h 00mSJU-EWR
$263
12/10Tue
nonstopUnited Airlines
3h 55mEWR-SJU
12/19Thu
nonstopUnited Airlines
4h 17mSJU-EWR
$273
1/13Mon
1 stopUnited Airlines
6h 17mEWR-SJU
1/17Fri
nonstopUnited Airlines
4h 17mSJU-EWR
$278
12/7Sat
nonstopJetBlue
4h 38mEWR-AUA
12/21Sat
nonstopJetBlue
5h 07mAUA-EWR
$326
1/12Sun
nonstopDelta
3h 55mJFK-PUJ
1/15Wed
nonstopDelta
4h 15mPUJ-JFK
$367
2/2Sun
1 stopAmerican Airlines
15h 54mEWR-AUA
2/11Tue
1 stopAmerican Airlines
8h 03mAUA-EWR
$368

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Recent one-way flight deals

1/6Mon
nonstopFrontier
3h 58mEWR-SJU
$48
1/7Tue
nonstopFrontier
3h 57mJFK-SJU
$54
12/31Tue
nonstopJetBlue
4h 38mEWR-AUA
$101
12/31Tue
nonstopJetBlue
4h 38mEWR-AUA
$106
2/19Wed
1 stopAmerican Airlines
13h 41mJFK-SJU
$123
11/26Tue
1 stopAmerican Airlines
8h 09mEWR-AUA
$138
12/11Wed
nonstopUnited Airlines
4h 42mEWR-AUA
$144
12/10Tue
nonstopDelta
4h 09mJFK-SJU
$147
12/31Tue
nonstopDelta
3h 56mJFK-PUJ
$156
12/31Tue
1 stopUnited Airlines
6h 41mEWR-PUJ
$160

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Last minute flights from New York to Caribbean

Last minute flight, train and bus deals

11/25Mon
nonstopFrontier
3h 54mJFK-SJU
12/10Tue
nonstopFrontier
4h 09mSJU-JFK
$170
11/23Sat
multi-stop
12h 05mEWR-SJU
11/28Thu
nonstop
4h 16mSJU-EWR
$170
11/24Sun
multi-stopAmerican Airlines
16h 38mJFK-SJU
12/16Mon
multi-stopAmerican Airlines
7h 25mSJU-JFK
$265
11/24Sun
multi-stopAmerican Airlines
10h 37mEWR-SJU
11/25Mon
multi-stopAmerican Airlines
14h 31mSJU-EWR
$278
11/24Sun
nonstopJetBlue
3h 53mEWR-SJU
12/4Wed
multi-stopJetBlue
8h 09mSJU-EWR
$308
11/25Mon
nonstopJetBlue
3h 48mJFK-SJU
12/9Mon
nonstopJetBlue
4h 05mSJU-JFK
$313
11/25Mon
nonstopDelta
3h 58mJFK-SJU
11/26Tue
nonstopDelta
4h 09mSJU-JFK
$333
11/25Mon
nonstopDelta
3h 44mJFK-STI
12/9Mon
nonstopDelta
3h 53mSTI-JFK
$337
11/21Thu
nonstopUnited Airlines
4h 42mEWR-AUA
11/26Tue
multi-stopUnited Airlines
6h 52mAUA-EWR
$344
11/21Thu
multi-stopUnited Airlines
6h 40mEWR-AUA
11/26Tue
multi-stopUnited Airlines
6h 52mAUA-EWR
$348

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Everything you need to know for your flight to Caribbean

Cabin class types available on flights to New York

Cabin classes available on flights to New York. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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