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Cheap Flights from New York to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$365
Santo Domingo
Santo Domingononstop$325
Montego Bay
Montego Bay1 stop$341
Oranjestad
Oranjestadnonstop$315
Nassau
Nassau1 stop$335
Kingston
Kingston1 stop$418
Simpson Bay
Simpson Baynonstop$253
Providenciales
Providenciales1 stop$326
Port of Spain
Port of Spain1 stop$440
Bridgetown
Bridgetown1 stop$455
George Town
George Town1 stop$359
Willemstad
Willemstad2 stops$383
Castries
Castries1 stop$622
Aguadilla
Aguadilla1 stop$340
Puerto Plata
Puerto Platanonstop$448
St. John's
St. John's1 stop$469
Punta Cana
Punta Cana1 stop$365
Santo Domingo
Santo Domingononstop$325
Montego Bay
Montego Bay1 stop$341
Oranjestad
Oranjestadnonstop$315
Nassau
Nassau1 stop$335
Kingston
Kingston1 stop$418
Simpson Bay
Simpson Baynonstop$253
Providenciales
Providenciales1 stop$326
Port of Spain
Port of Spain1 stop$440
Bridgetown
Bridgetown1 stop$455
George Town
George Town1 stop$359
Willemstad
Willemstad2 stops$383
Castries
Castries1 stop$622
Aguadilla
Aguadilla1 stop$340
Puerto Plata
Puerto Platanonstop$448
St. John's
St. John's1 stop$469
Booking Insights

KAYAK's insights & trends for New York to Caribbean flights

Get data-powered insights and trends into flights from New York to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York to Caribbean flight route?

The cheapest ticket to Caribbean from New York found in the last 5 days was to San Juan, at $190 round-trip. The most popular route is from New York John F Kennedy Intl Airport (JFK) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 5 days was $276.

What is the cheapest time of day to fly to Caribbean?

The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $332 on average. Morning departures are around 5% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $395.

Can I save money by flying with a layover from New York to Caribbean?

No, with an average price for the route of $676, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from New York to Caribbean?

The cheapest month for flights from New York to Caribbean is January, when tickets cost $427 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $637 and $612 respectively.

What’s the cheapest day of the week to fly from New York to Caribbean?

For New York to Caribbean, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Caribbean back to New York, the best deals are generally found on Friday, with Sunday being the most expensive.

How far in advance should I book a flight from New York to Caribbean?

To get a below average price on the flight from New York to Caribbean, you should book around 3 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low season

September

Cheapest flight

$155
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Newark Liberty Airport to San Juan Airport

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 Delta-Jun 2026
Terminal has great options for food. Lots of seating and charging stations. If checking luggage and already paid online just drop them at the curbside and continue to the check point.
Maria AlejandraFlew with Frontier-Aug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix
Verified travelerFlew with United Airlines-Apr 2024
Early check in online, get on time for the flight

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 from New York to Caribbean 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 from New York to Caribbean with an airline and back 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 from New York to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean

  • 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.

Reviews of the 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.
7.8
DeltaOverall score based on 8698 reviews
7.8Comfort
8.1Boarding
7.8Entertainment
7.2Food
8.5Crew
Airline reviews

Wi-fi was out for the whole flight. I pay a premium to fly Delta because it has wifi and because it was out I didn’t get to work on anything I wanted to. I’ll have to make it up later this week by spending less time with my family.

6.0 GoodSusan, Oct 2026
Read more Delta reviews

Wi-fi was out for the whole flight. I pay a premium to fly Delta because it has wifi and because it was out I didn’t get to work on anything I wanted to. I’ll have to make it up later this week by spending less time with my family.

I just wish the boarding process/time to take off after boarding was quicker and more efficient. I also wish that the overhead luggage was managed better. almost every time i fly there is no space for carry ons and they are either checked or I end up having to store it several rows back from my seat. Delta should not offer carryons for all customers if there is not actually space for everyone

Flight was fine, it was on-time and was not cancelled which is very good. However the small cabin bag was forced check-in although once I entered into the flight there was lot of space which would have accomodated 10 such bags. Moreover this caused delay on arrival of my bag due to which I missed my booked cab and had to wait for another 20 minutes before the next taxi (Uber) arrived.

Only flew a short distance from Buffalo to New York City JFK SO it was okay

Delta seems to be getting worse. They are trying to take any comfort away from poorer people to make more money selling it to the rich. I paid for delta comfort and on my flight from Rome to jfk I had a tv that would go on and off automatically and literally no electrical outlets or usbs worked which was advertised in the price of the fare. The infotainment system wasn’t fully working. Luckily the movies worked and the plane was needing a lot of repairs. The jfk to Tampa flight they stuck me next to this really larger guy who was half in my seat and they should have made other accommodations for him because now you’re interfering with the fare class I paid for and act like I shouldn’t care because I didn’t pay for first class. I couldn’t even pull out my tray table because of this guy. The safety video tv screen you couldn’t even see it. It made me a little scared to fly delta anymore, because if these planes are this much in need of servicing, I have to wonder if the plane is going to make it to the destination.

Delayed departure, 30min. but arrived nearly on time. Crew was reassuring.

First, off the bat, the Delta gate attendant was rude, inattentive and gave us an attitude when we asked for clarification of our seats for this rebooked flight as we missed our connecting flight due to the delay from Berlin. Flight attendants were all but friendly, rushed through for water refills so you couldn’t even catch them to request more water. Snacks were just OK. Headphones for the movies were so bad that with the airplane noise, the volume of the movie wouldn’t go up enough to even understand the voices. I had to turn on CC to even know what was being said.

The baseline is to have everything happen as expected. That is what happened with the small exception that climate control in the aircraft sss not turned on when boarding started making the aircraft very hot. All in all great experience!

Very crowded and the economy seats were the smallest and with the least legroom I have ever experienced. Cabin staff were excellent although the food service was chaotic as they were being each person their food individually instead of from the wagon.

Flight was very delayed so I was able to get on an earlier flight via stand-by. Crew communicated effectively around delay and worked to make customers comfortable. Wifi was ok, streaming TV was great. App functionality broke down once I was moved to stand-by on earlier flight.

There was not even a single time where united airlines from lga has made to the gate straight , 1 hr if delay today

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

I had a good time. However, I paid for the wifi and it was in and out the whole flight.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Everything except the food and entertainment. It was a great experience though

Flight was delayed from 35 minute delayed aircraft arrival to 90 minute delay causing us to miss international connecting flight on SWISS resulting in 16 hour delay to reach detonation causing significant angst, monetary loss and discomfort. SWISS transfer desk and staff was like robots not willing to help at all.

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!

Delays!!! Serious delays. I was told by a member of staff in LGA that I would miss my DEN to LAX flight connection, so I was put on a later flight. Due to delays I would have been able to have made my original flight, where I was sat in business class - seat 1A: I was put on my original flight but bumped from business - 1A to economy 33C. I want a refund for paying business class but only flying economy

The plane was delayed coming in and on the tarmac. I was coming from another flight so it made for a very long day. The stewardess kept trying to slam the overhead bins closed and I was worried that she had damaged my new luggage. They ran out of snacks and lccdsddd me a hummus box which was nice. It took them a very long time to pick up the garbage so I could not go to the washroom and had little time. To prepare for disbarment. The TV system was hard to control from the armrest and picture wasn’t clear. The crew did apologize several times for the lateness. It took the Denver airport an unusually long time to de-ice the plane.

Their app did not recognize my Aeroplan frequent flyer number and would not allow me access to my boarding card. Ground staff was readily available at the airport to print it out to me.

Mostly good, flight take off in time and land earlier I can’t ask for more..

The plane was FREEZING COLD. Like I was wishing I'd brought gloves. Is this how JetBlue sells more blankets? Other than that, all fine. Crew just as nice as usual. A flight attendant asked (who? The pilot?) to have the air turned down for a great number of passengers who were as cold as I was. They (again -- who is "they") did not.

Flight was fine, but I was annoyed to have to pay for luggage again. We had paid for our luggage on our first two connecting flights with SATA Azores Airlines, but had to pay for luggage again with JetBlue at JFK airport. For one trip we paid over $500 for two suitcases to travel from Azores to San Francisco.

Uncomfortable seat. No help for my disability. Staff refused to help me put my carry-on in the overhead bin. So I had to check the bag.

Terrible. Quality has gone down significantly. Plane was delayed. No instructions from the staff. Will try to avoid in the future!

The plane was filthy and worn - the seat pockets were stuffed with tattered food and torn pamphlets. The cleaning crew that came on as we were deboarding were grabbing handfulls of trash and perfunctorily wiping down tables with dishrags. It's been a while since I flew Jetblue and it used to be a great experience. After this flight I will avoid flying Jetblue again if there is any alternative.

JFK is the worst airport and JetBlue is the worst airline

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

A more comfortable seat. Padding would be really helpful but I've read the airlines don't want customers to be satisfied with economy seats.

When I booked, I included my checked luggage and when the bill was sent there was no record of this. Its was costly since I am from Trinidad amd Tobago. Exchange rate over seven dollars to one US dollar.

AC wasn't working properly and the WiFi was also not working properly for stretches.

Another American Airlines flight, another significant delay. At least this one wasn't canceled like many others have been. This time we sat on the runway at LaGuardia for 2.5 hours. By my count that is 7 American flights the last three months that have been delayed 2 hours or more or canceled entirely.

Our trip to Spain turned into a stressful ordeal with cockpit issues and FAA air traffic disruptions. Our American Airlines flight from Raleigh to JFK was delayed nearly four hours, causing us to miss our connections to Madrid and Jerez. We were left stranded in New York with children, even running out of diapers while trying to sort everything out. American refused to cover hotels or rental cars, leaving us to arrange and pay for them ourselves. The delays also disrupted our prepaid rental car reservations in Spain. It was a frustrating and expensive start to a family trip we had spent months planning.

Unfortunately the flight was delayed by almost 2 hours, so I missed an appointment arriving into DFW

Very cold on board it was like having 16hours sitting in a fridge

My experience was excellent for a business trip. I like the smaller jets because everyone gets either a window or aisle seat and the boarding and de-planing goes much faster. I really like the schedule American Airlines has between Atlanta and NY - lots of options. Crews are great and very accommodating. Sometimes the flights are not full and they let people move around once the boarding doors are shut to spread out.

Primary flight attendant in FC wasn't that engaged throughout the flight. All other aspects of flight were good.

Confusion at boarding with my seat (there wasn't one) that I had to have corrected using my status; then because of that had to check bags. And then a very long delay on the tarmac with no air conditioning on a very warm day. It was just a miserable experience all around.

5 hours delay - minimum communication, no compensation, no support from Airline. Terrible customer experience

Old dirty plane but great lie flat seats in business class

Delayed fly, employees at the counter not professional and lack empathy to help, crew inside the plane very rude and unfriendly my fly was delayed for 2 hours. For being this the first time I will say if there is not other option then I will fly with this airline. One more thing, the pilot never said a wakes the whole fly but until we are about to descend. Not a welcome message the wether at the destination and time to arrival. It seems that the airplane was flying by itself without pilots. Terrible.

Was charged for ticket, unable to check in online, made the line to speak to someone at the counter but was told I did not show up in the system as having a ticket to fly - even though I have the email with confirmation and credit card was charged. I could not purchase another ticket at the counter, only online which was not working. Ended up buying a flight on another airline at the airport. Called customer service to claim the cost of the original ticket, was told I showed up in their system as having a ticket but did not check-in or show up to board the flight. Currently pending review for refund via their customer service team, they were very nice and helpful over the phone despite the many glitches.

Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental