$73 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 $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1,preposition:'to ']$[1,article:'to ']$[1,place:'to'] departing on 7/8. 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 from New York

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$296
Santo Domingo
Santo Domingononstop$248
Montego Bay
Montego Bay1 stop$242
Oranjestad
Oranjestad1 stop$296
Nassau
Nassaunonstop$330
Kingston
Kingston1 stop$298
Simpson Bay
Simpson Bay1 stop$306
Providenciales
Providencialesnonstop$278
Bridgetown
Bridgetownnonstop$327
Port of Spain
Port of Spain1 stop$354
George Town
George Townnonstop$350
Willemstad
Willemstad1 stop$404
Castries
Castries1 stop$474
St. John's
St. John'snonstop$334
Puerto Plata
Puerto Platanonstop$380
Aguadilla
Aguadilla1 stop$224
Punta Cana
Punta Cana1 stop$296
Santo Domingo
Santo Domingononstop$248
Montego Bay
Montego Bay1 stop$242
Oranjestad
Oranjestad1 stop$296
Nassau
Nassaunonstop$330
Kingston
Kingston1 stop$298
Simpson Bay
Simpson Bay1 stop$306
Providenciales
Providencialesnonstop$278
Bridgetown
Bridgetownnonstop$327
Port of Spain
Port of Spain1 stop$354
George Town
George Townnonstop$350
Willemstad
Willemstad1 stop$404
Castries
Castries1 stop$474
St. John's
St. John'snonstop$334
Puerto Plata
Puerto Platanonstop$380
Aguadilla
Aguadilla1 stop$224

Cheap Flights from New York to Caribbean (NYC-0CB)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from New York to Caribbean

ter, jun 3 - dom, jun 8
 Logo
10:00 pm - 2:01 amEWR-SJU
4h 01mnonstop
 Logo
8:12 pm - 8:57 amSJU-EWR
12h 45m1 stop
dom, jun 1 - dom, jun 8
 Logo
10:00 pm - 2:01 amEWR-SJU
4h 01mnonstop
 Logo
8:12 pm - 8:57 amSJU-EWR
12h 45m1 stop
sáb, set 20 - sáb, set 27
Frontier Logo
6:00 am - 9:54 amJFK-SJU
3h 54mnonstop
Frontier Logo
9:26 pm - 1:29 amSJU-JFK
4h 03mnonstop
$172Frontier
Find Deal
qua, out 22 - dom, out 26
Frontier Logo
6:00 am - 9:54 amJFK-SJU
3h 54mnonstop
Frontier Logo
9:30 pm - 1:33 amSJU-JFK
4h 03mnonstop
$173Frontier
Find Deal
sáb, jun 14 - seg, jun 16
JetBlue Logo
7:29 pm - 11:50 pmJFK-SJU
4h 21mnonstop
JetBlue Logo
3:23 am - 7:24 amSJU-JFK
4h 01mnonstop
$206JetBlue
Find Deal
sex, jun 13 - dom, jun 15
JetBlue Logo
4:48 pm - 8:49 pmEWR-SJU
4h 01mnonstop
JetBlue Logo
9:59 pm - 1:58 amSJU-EWR
3h 59mnonstop
$206JetBlue
Find Deal
sáb, set 20 - sáb, set 27
American Airlines Logo
12:29 pm - 8:10 pmJFK-SJU
7h 41m1 stop
American Airlines Logo
3:55 pm - 10:29 pmSJU-JFK
6h 34m1 stop
$225American Airlines
Find Deal
seg, jul 21 - sáb, jul 26
Delta Logo
7:30 pm - 11:59 pmJFK-SJU
4h 29mnonstop
Delta Logo
7:00 am - 11:06 amSJU-JFK
4h 06mnonstop
$270Delta
Find Deal
sex, set 19 - ter, set 23
American Airlines Logo
5:07 am - 12:45 pmLGA-SJU
7h 38m1 stop
American Airlines Logo
3:58 pm - 11:03 pmSJU-LGA
7h 05m1 stop
$299American Airlines
Find Deal
ter, set 23 - dom, set 28
Delta Logo
9:00 am - 1:04 pmJFK-PUJ
4h 04mnonstop
Delta Logo
2:29 pm - 6:50 pmPUJ-JFK
4h 21mnonstop
$300Delta
Find Deal
Useful Info

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 price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from New York to Caribbean.

The cheapest ticket to Caribbean from New York found in the last 72 hours was to San Juan, at $119 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 72 hours was $119.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 3 stops layover the cheapest option at $993 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New York to Caribbean is March, when tickets cost $196 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $396 and $326 respectively.

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

The average price of all round-trip flights from New York to Caribbean clicked on KAYAK for each day over the last 12 months.

For New York to Caribbean, Tuesday 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 Monday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New York to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from New York to Caribbean, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.


Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$73
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 37% increase in price.
Flight from New York LaGuardia 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 
DonroyFlew with Caribbean AirlinesJFK-SVDDec 2024
I’ve always had good experiences with Caribbean Airlines. From the checking in to boarding, the staff is efficient and communicate clearly.
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.

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.

  • 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 $219 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally at night, which is peak travel time and where the average cost of a ticket is $326.

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.

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 7951 reviews
7.9Entertainment
7.9Comfort
8.2Boarding
8.5Crew
7.3Food
Airline reviews

Our bag was lost so that made unnecessary chaos On our trip

6.0 GoodBarbara, Apr 2025JFK - FCO
Read more Delta reviews

Our bag was lost so that made unnecessary chaos On our trip

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Seats were really tight and the seat belts did not give enough slack.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

We were forced to wait nearly 50 additional minutes before leaving the terminal.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

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.

Not really their fault, but a 4.5 hour delay is pretty brutal

we were delayed going into and out of Newark Airport by 3-4 hours each way. Excuses/reasons given were misleading. Weather was cited at first when there was NO weather issue. Turns out Newark had a shortage of staff and runway construction. United knew this and should have NOT scheduled flights when they know we would be delayed so long. I will avoid United and EWR airport at all cost going forward. Delta never looked so good.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

leg space better than expected. two washrooms for one plane isn't enough.

Generally good. The aisles have gotten narrower which can slow down boarding. Flight crew was great! Healthier complimentary snacks would be appreciated. Due to earthquake in San Francisco we had to circle in air space for a bit but then had a smooth landing. I laud the flight crew for their patience ;)

Excellent, professional, actually on time which is rare for late flights. Decent food. I love the new neck pillows! Nice, simple upgrade from the old ones I wasn't sure where to put. I wish they would allow more time for rest. It's a red eye 7 hour flight and meal service was about 3 hours.

The tv monitor in front of my seat was not responding. The flight crew reset it and it still didn’t work.

Maybe add a seat trade app for flyers that didn’t get seats together

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

Boarding is very confusing. They have Line 1 and Line 2 and many many Boarding groups. Everyone lines up under those two lines long before they call zones. If you have a higher zone 2 like I did due to a Premium Plus ticket, it’s very awkward having to ask each person which zone they have. Extremely chaotic process. On board the flight attendants had no charisma whatsoever, even to us paying extra for an upgraded cabin. I asked for a chamomile tea after dinner (as no coffee or tea was even offered) and the FÃ said they didn’t have even though listed on the drink menu. Also, the mid flight service was entirely skipped which was a soup and sandwich combo. Supposedly had a variety of snacks mid flight too but those never materialized either. A few times I walked Back there, not a single flight attendant acknowledged me as they were all deep into their iPhones. I simply Wanted a glass of water since ZERO water runs were made on this 9hr 30 min flight.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

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.

The flight crew that we had in our section may have been tired or something. I asked the flight attendant about my son’s screen not working and she spoke down to me like I was stupid. He still had no working screen throughout his flight. The other members had no personality and seemed like they were annoyed when you asked them for something. Definitely took a hit for simple things on my JB experience.

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.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

Delays on all NY flights. There was no communication on why but they didn’t say it was weather. Other carriers were not delayed.

Extraordinary service in business class, and very good breakfast and snacks. A really lovely flight.

They cancelled our flight without warning OR a refund. Never doing business with American Airlines again! This is the second AA booked trip in a row that we've had challenges with.

I got bumped due to weight restrictions even tho there were empty seats on my flight. I got put on an other flight with a stopover. My flight that originally was going to take 5-6 hours ever up being 14+ hours and my luggage arrived to my destination without me because I was made to check in my luggage on my original flight when I was deemed ok to board only to be asked to deplane. Worst flight experience.

Flight cancelled. Added a day and a half to my travel. American Airlines DID put me in a hotel for two nights, but have not given any money back for any of this! I spent money on an apartment at my destination that I basically wasted because I could not arrive.

I was pleasantly surprised with an upgrade at boarding. I finally had a mostly gluten free food options and a very attentive attendant.

Staff at the gate were incredibly rude, hostile and threatening. Never fly American Airlines.

AA had a nationwide tech glitch today and after two connections snd hours of delay, I arrived 7 hours late to my destination

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Everything you need to know for your flight to Caribbean

Cabin class types available on flights $[0, preposition:'to ']$[0, article:'to ']$[0, place:'to']

Cabin classes available on flights $[0, preposition:'to ']$[0, article:'to ']$[0, place:'to']. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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