$86 Find Cheap Flights from Raleigh 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 Raleigh to Caribbean Islands departing on 12/12. 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

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 Raleigh to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Raleigh to Caribbean Islands.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Raleigh to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$307
Santo Domingo
Santo Domingo1 stop$312
Montego Bay
Montego Bay1 stop$319
Oranjestad
Oranjestad1 stop$285
Nassau
Nassau1 stop$294
Simpson Bay
Simpson Bay1 stop$307
Kingston
Kingston1 stop$353
Providenciales
Providenciales1 stop$355
Port of Spain
Port of Spain1 stop$465
Bridgetown
Bridgetown1 stop$438
George Town
George Town1 stop$432
Willemstad
Willemstad1 stop$478
Castries
Castries2 stops$1,147
St. John's
St. John's1 stop$477
Puerto Plata
Puerto Plata1 stop$387
Aguadilla
Aguadilla1 stop$239
Punta Cana
Punta Cana1 stop$307
Santo Domingo
Santo Domingo1 stop$312
Montego Bay
Montego Bay1 stop$319
Oranjestad
Oranjestad1 stop$285
Nassau
Nassau1 stop$294
Simpson Bay
Simpson Bay1 stop$307
Kingston
Kingston1 stop$353
Providenciales
Providenciales1 stop$355
Port of Spain
Port of Spain1 stop$465
Bridgetown
Bridgetown1 stop$438
George Town
George Town1 stop$432
Willemstad
Willemstad1 stop$478
Castries
Castries2 stops$1,147
St. John's
St. John's1 stop$477
Puerto Plata
Puerto Plata1 stop$387
Aguadilla
Aguadilla1 stop$239

Book Cheap Raleigh 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 Raleigh 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 Raleigh to Caribbean Islands

Sat, Oct 18 - Tue, Oct 21
Frontier Logo
7:30 am - 2:28 pmRDU-SJU
6h 58m1 stop
Frontier Logo
6:22 am - 6:51 pmSJU-RDU
12h 29m1 stop
$223Frontier
Find Deal
Mon, Nov 17 - Thu, Nov 20
Multiple Airlines Logo
2:14 pm - 3:33 amRDU-SJU
12h 19m1 stop
Multiple Airlines Logo
6:05 am - 8:44 amSJU-RDU
3h 39mnonstop
$224Multiple Airlines
Find Deal
Fri, Oct 24 - Sat, Nov 1
JetBlue Logo
4:20 pm - 7:50 pmRDU-SJU
3h 30mnonstop
JetBlue Logo
9:25 am - 1:05 pmSJU-RDU
3h 40mnonstop
$230JetBlue
Find Deal
Sun, Oct 5 - Thu, Oct 9
JetBlue Logo
4:20 pm - 7:52 pmRDU-SJU
3h 32mnonstop
JetBlue Logo
11:45 am - 3:24 pmSJU-RDU
3h 39mnonstop
$238JetBlue
Find Deal
Wed, Sep 24 - Mon, Sep 29
American Airlines Logo
6:00 am - 6:14 pmRDU-SJU
12h 14m2 stops
American Airlines Logo
7:05 pm - 11:00 amSJU-RDU
15h 55m1 stop
$261American Airlines
Find Deal
Sun, Dec 7 - Thu, Dec 11
United Airlines Logo
6:30 am - 4:25 pmRDU-AUA
8h 55m1 stop
United Airlines Logo
4:10 pm - 11:29 pmAUA-RDU
8h 19m1 stop
$285United Airlines
Find Deal
Sun, Dec 7 - Thu, Dec 11
American Airlines Logo
7:02 am - 4:51 pmRDU-AUA
8h 49m2 stops
American Airlines Logo
5:59 pm - 12:01 amAUA-RDU
7h 02m1 stop
$290American Airlines
Find Deal
Sat, Oct 4 - Tue, Oct 7
United Airlines Logo
7:45 pm - 12:40 pmRDU-PUJ
16h 55m1 stop
United Airlines Logo
4:35 pm - 11:52 pmPUJ-RDU
7h 17m1 stop
$307United Airlines
Find Deal
Tue, Sep 30 - Mon, Oct 27
Delta Logo
10:00 am - 5:59 pmRDU-SDQ
7h 59m1 stop
Delta Logo
7:49 pm - 10:38 amSDQ-RDU
14h 49m1 stop
$325Delta
Find Deal
Wed, Oct 22 - Sat, Nov 1
Delta Logo
7:16 am - 6:24 pmRDU-SDQ
11h 08m1 stop
Delta Logo
6:05 am - 2:10 pmSDQ-RDU
8h 05m1 stop
$326Delta
Find Deal
Booking Insights

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

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

What is the cheapest Raleigh 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 Raleigh found in the last 72 hours was to Nassau, at $61 round-trip. The most popular route is from Raleigh (RDU) 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 $223.

Can I save money by flying with a layover from Raleigh 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 $299, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Raleigh to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Raleigh 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 Raleigh to Caribbean Islands is October, when tickets cost $272 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $377 and $336 respectively.

What’s the cheapest day of the week to fly from Raleigh to Caribbean Islands?

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

If your flying dates are flexible, you should consider flying to Caribbean Islands on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Raleigh to Caribbean Islands. For your return ticket, we recommend flying on a Friday and avoiding Wednesdays for the best deals.

How far in advance should I book a flight from Raleigh 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 Raleigh 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 Raleigh to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$86
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Raleigh to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Raleigh 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 Raleigh to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Raleigh 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 Raleigh 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 Raleigh 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 Raleigh 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 Raleigh 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 at night, when round-trip flights cost $258 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $366.

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

 
See real verified KAYAK customer reviews for airlines flying from Raleigh 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 Raleigh 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.
7.9
DeltaOverall score based on 7954 reviews
8.2Boarding
8.5Crew
7.3Food
7.9Comfort
7.9Entertainment
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Avelo provided exactly what I expected. They are a low-cost option with no frills but the experience was comfortable and the staff was great! I will be using them in the future for trips when cost is a priority for me.

Expect nothing and you will be fine. Seats are crammed.

Terrible landing. Uncomfortable seats. Great cabin crew-helpful and pleasant!

Tight fit in middle seat but OK for short flight. Crew was more interested in talking to each other than helping passengers - strickingly dissappointing. DAB is a great airport. New Haven sucks! Excellent value for the .

Avelo is definitely a budget airline and you get what you pay for. The plane was packed and the seats were not particularly comfortable. Staff was very nice and both of our flights were on time. The one thing I wish I had known was that the staff does not show up at the airport desk to check your bags until two hours before the flight. We had a 4:30 flight and had to check out of our hotel at noon. Since we have lounge passes we planned to check our bag, go through security and hang out at the lounge until we had to board. But because we could not check our bag until 2:30, when the staff showed up, we could not go through security and access the lounge. Passengers with boarding passes and carry on luggage would not have this issue. I might fly Avelo again but would only do carry on or plan to get to the airport no sooner than two hours before check in. And I would not recommend a long flight on Avelo since there is no food or entertainment and the seats are not comfortable.

No food or entertainment, but flight very comfortable and on time.

Baggage claim was barbaric at Wilmington. I realize that this is a startup airline but if they hope to grow or even survive they need to upgrade this airport. There is no automated luggage carousel and at times you are not only fighting your fellow passengers to get to your bags but also passengers coming in from other flights who cross right in front of you

No frills, i.e., no drinks or snacks. One is charged for everything. The cost really adds up. The crew and flight attendants were excellent and very pleasant.

I always walk by a pallet of Avelo branded mini bottles of water on the tarmac, but I’ve never seen them in flight. Yup, not even water offered on a 3 hour flight. No wi-fi onboard. We just watch the flight crew on their phone for 3 hours every flight. At least a mid-flight trash pickup would be great. Better than my last flight, but they only could have gone up from there. Don’t use for business or ticketed vacation like Disney… too unreliable.

You get what you pay for. The plane was dirty and the seats were awful.

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Great service on board. Boarding a bit slow due to process. Food was pretty average.

Tastless food and too obvious lack of enthusiasm for service in the economy vesus business class

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

Boarding: Boarding was a bit of a mess. Our tickets indicated "BC" for Business Class, but we and many others were confused as that was not indicated anywhere in the airport, so we didn't know when we're supposed to board. The airplane: The airplane was nice. However, we sat near the back of the business class cabin and the flight attendants and passengers from other cabins would constantly move the curtain (which was very loud), preventing me from fallling asleep on my 8 hour flight. The flight crew: Amazing, generally. However, they nearly forgot to serve breakfast to me. The flight food: I was able to select my meal for dinner, which was really good. Breakfast was a bit of a mess, however. The crew forgot to serve me breakfast until the last minute. Very little was available by the time they remembered. The entertainment: Paltry, underwhelming, and dated. Not one new movie was available. Bottom line: For the money, you might want to consider other options for your international business class flights.

Sat on the ground in Cincinnati for 50 minutes before deplaning

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

This flight never occurred because AA couldn’t get their act together.

Boarding was very efficient. Everyone got on board and we got on our way very quickly. It was frustrating that the entertainment app was not functioning properly. I was not able to activate some of the movies offered. The crew on this flight appears to be pretty grumpy. They had no smile on their faces. I felt like they were doing us a favor for being there.

Delayed because of weather in Nashville. I think God or some higher power generally has cursed me when it comes to flying out of Charlotte on American. I'm delayed pretty much everytime. We need Team Cobra Kai types to come in and "sweep the leg(s)" of the Charlotte ops people on principle. Don't let the sweet southern rocking chairs fool you, Charlotte is a sinkhole

Long 5 hour and 45 min flight and only one drink service and cookie snack

Newark airport grounded inbound flight and only announced when the flight was about to start taxing.

Was a normal flight but it was delayed, and there wasn't an explanation.

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

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.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.