$56 Find Cheap Flights from Newark Liberty Airport to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Newark to Caribbean Islands departing on 2/21. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Newark to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Newark to Caribbean Islands.
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Cheap Flights from Newark to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$269
Santo Domingo
Santo Domingononstop$278
Montego Bay
Montego Bay1 stop$324
Oranjestad
Oranjestad1 stop$287
Nassau
Nassau1 stop$315
Kingston
Kingston1 stop$336
Simpson Bay
Simpson Bay1 stop$302
Providenciales
Providenciales1 stop$355
Port of Spain
Port of Spain1 stop$373
Bridgetown
Bridgetown1 stop$348
George Town
George Town1 stop$272
Willemstad
Willemstad1 stop$234
Castries
Castries2 stops$785
St. John's
St. John's1 stop$340
Puerto Plata
Puerto Platanonstop$394
Aguadilla
Aguadilla1 stop$240
Punta Cana
Punta Cana1 stop$269
Santo Domingo
Santo Domingononstop$278
Montego Bay
Montego Bay1 stop$324
Oranjestad
Oranjestad1 stop$287
Nassau
Nassau1 stop$315
Kingston
Kingston1 stop$336
Simpson Bay
Simpson Bay1 stop$302
Providenciales
Providenciales1 stop$355
Port of Spain
Port of Spain1 stop$373
Bridgetown
Bridgetown1 stop$348
George Town
George Town1 stop$272
Willemstad
Willemstad1 stop$234
Castries
Castries2 stops$785
St. John's
St. John's1 stop$340
Puerto Plata
Puerto Platanonstop$394
Aguadilla
Aguadilla1 stop$240

Book Cheap Newark to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Newark to Caribbean Islands 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 Newark to Caribbean Islands

Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
11:30 am - 4:25 pm
EWR
-
SJU
3h 55mnonstop
Multiple Airlines Logo
5:45 pm - 9:00 pm
SJU
-
EWR
4h 15mnonstop
$151Multiple Airlines
Sun, Feb 8 - Wed, Feb 11
Frontier Logo
11:30 am - 4:25 pm
EWR
-
SJU
3h 55mnonstop
Frontier Logo
11:07 am - 9:30 pm
SJU
-
EWR
11h 23m
1 stop
$152Frontier
Sat, Feb 7 - Sat, Feb 14
Arajet Logo
11:00 am - 4:26 pm
EWR
-
PUJ
4h 26mnonstop
Arajet Logo
7:10 pm - 10:30 pm
PUJ
-
EWR
4h 20mnonstop
$274Arajet
Sat, Feb 7 - Tue, Feb 10
Arajet Logo
11:00 am - 4:26 pm
EWR
-
PUJ
4h 26mnonstop
Arajet Logo
7:10 pm - 10:30 pm
PUJ
-
EWR
4h 20mnonstop
$277Arajet
Mon, Mar 16 - Thu, Mar 19
United Airlines Logo
10:37 am - 2:51 pm
EWR
-
SXM
4h 14mnonstop
United Airlines Logo
1:52 pm - 6:45 pm
SXM
-
EWR
4h 53mnonstop
$310United Airlines
Mon, May 4 - Thu, May 7
JetBlue Logo
6:30 am - 1:45 pm
EWR
-
NAS
7h 15m
1 stop
JetBlue Logo
2:57 pm - 9:18 pm
NAS
-
EWR
6h 21m
1 stop
$315JetBlue
Thu, Feb 19 - Wed, Feb 25
American Airlines Logo
6:00 am - 11:48 am
EWR
-
NAS
5h 48m
1 stop
American Airlines Logo
5:00 pm - 10:29 pm
NAS
-
EWR
5h 29m
1 stop
$322American Airlines
Thu, Feb 19 - Wed, Feb 25
American Airlines Logo
9:53 am - 3:36 pm
EWR
-
NAS
5h 43m
1 stop
American Airlines Logo
5:00 pm - 10:29 pm
NAS
-
EWR
5h 29m
1 stop
$323American Airlines
Mon, Mar 9 - Sat, Mar 14
United Airlines Logo
11:15 am - 2:32 pm
EWR
-
NAS
3h 17mnonstop
United Airlines Logo
5:20 pm - 8:34 pm
NAS
-
EWR
3h 14mnonstop
$333United Airlines
Wed, May 6 - Sat, May 23
JetBlue Logo
7:35 pm - 11:32 pm
EWR
-
STI
3h 57mnonstop
JetBlue Logo
5:50 am - 9:35 am
STI
-
EWR
3h 45mnonstop
$348JetBlue
Booking Insights

KAYAK's insights & trends for Newark to Caribbean Islands flights

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

What is the cheapest Newark Airport to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Newark Airport found in the last 72 hours was to San Juan, at $122 round-trip. The most popular route is from Newark Airport (EWR) 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 $122.

Can I save money by flying with a layover from Newark Airport to Caribbean Islands?

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.

No, with an average price for the route of $516, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Newark Airport to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Newark Airport to Caribbean Islands, 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 Newark Airport to Caribbean Islands is March, when tickets cost $236 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $390 and $377 respectively.

What’s the cheapest day of the week to fly from Newark Liberty Airport to Caribbean Islands?

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

When flying from Newark Liberty Airport to Caribbean Islands, you should consider leaving on a Tuesday and avoid Thursdays if you are looking for the best rates. For your return to Newark Liberty Airport, you’ll find the best rates on Fridays and the most expensive ones on Tuesdays.

How far in advance should I book a flight from Newark Airport to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Newark Airport to Caribbean Islands, 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 Newark Airport to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$56
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Newark Liberty Airport to Simpson Bay

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Newark Liberty Airport 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 Newark Liberty Airport to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Newark Liberty Airport to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Newark Liberty Airport to Caribbean Islands 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 Newark Liberty Airport 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 from Newark Liberty Airport to Caribbean Islands 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 Newark Liberty Airport 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 from Newark Liberty Airport to Caribbean Islands 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 Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when round-trip flights cost $234 on average. Morning departures are around 16% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $374.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Newark Liberty Airport to the following destinations at these prices or less: Santo Domingo $159 one-way - $333 round-trip; San Juan $108 one-way - $219 round-trip

Reviews of the top 5 airlines serving from Newark to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Newark to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Newark 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.
7.4
United AirlinesOverall score based on 9216 reviews
7.7Boarding
8.1Crew
6.6Food
7.1Entertainment
7.3Comfort
Airline reviews

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

10.0 ExcellentDr. Joseph, Jan 2026
EWR - ORD
Read more United Airlines reviews

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

Aircraft was noisy, old and never dimmed the lights on a night flight even on business class! I flew 17 times on United and probably another 40 on other airlines United USA /Europe flights were the worst to include luggage delayed once going to europe and once coming back

Check how old the airframe is, some older ones have inoperable seat back entertainment or power.

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

Flight and crew were great. United didn't inform crew of immigration process which was disappointing!

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

Friendly and professional flight crew. Aside from departure delay after boarding, easy flight and smooth landing.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Food was poorly timed and not good.. Hand held snacks, really. I kept asking for water and never got any. Service was rushed for a 7-hour flight.

Boarding was organized. Old plane. Seat fairly comfortable. Business Class much too large so you don’t receive as much attention as you should considering what you pay for the seat.

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

There were no TV screens - even in Business class. 5 delays, and only given $12 meal voucher! Terrible!

My seat tv didn’t work the whole trip. And the seat space is too small despite being seated at the front.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Disliked having to wait a little longer to disembark from the plan when we landed in London

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

Not a pleasant experience, service was poor. Didn't like it

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

The flight departed more than 1 hour late. Leg room is bigger than most airlines

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.

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.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

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

The food for sale on board has opportunity for improvement.

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

Flight was cancelled. But kayak thought it was still on time.

I know Spirit gets a lot of criticism, but I've taken three flights recently and all were very good, and tremendous value. On my most recent one, they randomly assigned me to a very comfortable exit row seat! The flight was on time and the boarding process was smooth, and the crew was friendly. No complaints!

Paid for wifi the day before but wifi was unavailable on flight.

I've flown two Spirit flights recently - boarding for one was somewhat chaotic, with the board listing the wrong flight and causing much confusion; boarding for the other was very smooth and easy. My seat (for which I did not pay extra) was a bit narrow and without great legroom, but it was fine for a NY-Florida trip and was more than worth the low price I paid. The crew was friendly and one flight landed early and the other was only very slightly delayed. All in all a very good experience.

It was the first time I flew on that airline and had a very positive experience. Nearly identical to Jetblue which consider the standard of airlines excellence.

Flight cancelled and no alternative offered for over a week. Ruined our Christmas vacation plans

Our flight was canceled at the last minute after delaying for hours and our whole holiday had to be canceled they could not get another flight next day we had so much planned 3 hotels, Disney tickets, car rental. It was canceled due to cabin crew not showing up.

I knew what I was getting into, but never again. Hour long bag drop. 1.5 hour delay. 1 hr 45 mins sitting on the tarmac after landing. They lost a bunch of bags but luckily not mine. Awful experience.

Boarding was good, clearly explained and efficient. Staff were helpful, I would've liked a place to get coffee that wasn't Starbucks

The flight was cancelled and Spirit said they could not rebook me on another flight for six days. They said they couldn't do anything for another six days.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports