Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Raleigh to Caribbean from $40

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 departing on 4/30. 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
0 bags
Thu 5/23
Thu 5/30

Search hundreds of travel sites at once for deals on flights to Caribbean

In the last 7 days travelers have searched 44,632,927 times on KAYAK, and here is why:

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

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

Free to useThere are no hidden charges or fees.

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

Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$211
Montego Bay
Montego Bay1 stop$231
Santo Domingo
Santo Domingo1 stop$216
Oranjestad
Oranjestad1 stop$253
Nassau
Nassau1 stop$324
Kingston
Kingston1 stop$333
Simpson Bay
Simpson Bay1 stop$246
Providenciales
Providenciales1 stop$395
Port of Spain
Port of Spain1 stop$447
Bridgetown
Bridgetown1 stop$443
George Town
George Town1 stop$411
Aguadilla
Aguadilla1 stop$335
Castries
Castries2 stops$1,958
Willemstad
Willemstad1 stop$443
St. John's
St. John's1 stop$576

Good to know

Low season

October

High season

March

Cheapest flight

$40
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Raleigh to San Juan

FAQs - booking Caribbean flights

  • Which are the most popular layovers between Raleigh-Durham (RDU) and the Caribbean?

    Layover options between Raleigh-Durham International Airport and the Caribbean can vary depending on the airlines, routes, and flight availability. Nevertheless, most airlines transit through major hubs along this route, including Miami (MIA), Atlanta (ATL), Charlotte (CLT), Orlando (MCO), New York (JFK/EWR), Philadelphia (PHL), and Washington, D.C. (IAD).

  • Which airlines offer seat upgrades between Raleigh-Durham and the Caribbean?

    Seat upgrade options between Raleigh-Durham and the Caribbean can vary based on the airline, aircraft type, availability, and fare class. Usually, American Airlines, Delta Air Lines, and United Airlines allow passengers to shift from economy to premium economy, business class, or first class.

  • Which are the most eco-friendly airlines offering flights from Raleigh-Durham to the Caribbean?

    Numerous airlines are making efforts to improve their environmental sustainability and reduce their carbon footprint on flights between Raleigh-Durham International Airport (RDU) and the Caribbean. To travel sustainably along this route, consider flying aboard JetBlue. The carrier has made efforts to improve fuel efficiency and reduce emissions by introducing more fuel-efficient aircraft and exploring sustainable aviation fuels.

  • What airlines offer family services on trips between Raleigh-Durham (RDU) and the Caribbean?

    Some airlines are known for offering family-friendly services and amenities that parents might appreciate when traveling between Raleigh-Durham and the Caribbean. British Airways and KLM assist families with young children, including priority boarding and early access to overhead bins for stroller storage. The airline also offers kid-friendly in-flight entertainment.

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

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

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

    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 Raleigh with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Raleigh 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 Raleigh 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

  • Looking for a cheap flight? 25% of our users found tickets from Raleigh to the following destinations at these prices or less: San Juan $99 one-way - $158 round-trip
  • Morning departure is around 3% cheaper than an evening flight, on average*.
  • Raleigh-Durham International Airport (RDU) is served by several airlines that operate lounges where passengers can relax before their flights to Europe. American Airlines operates an Admirals Club lounge, Delta Air Lines runs a Sky Club lounge, and United Airlines runs a United Club. Remember that lounge access is often reserved for premium passengers, frequent flyers, or passengers with certain credit cards or memberships.
  • Several transportation options are available for traveling from the city center to Raleigh-Durham International Airport. Line 100 bus offers cheaper and reliable connection, and covers the journey in about 27 minutes. Still, taxis are faster and more convenient, and take about 19 minutes to get there.
  • Major airlines, such as American Airlines, KLM, and Iberia, offer accessible services for passengers with disabilities or reduced mobility traveling between Raleigh-Durham International Airport (RDU) and the Caribbean. These services include wheelchair assistance, priority boarding, assistance at the gate, in-flight assistance, and special seating.
  • When flying from Raleigh-Durham International Airport to the Caribbean, remember that several Caribbean airports offer good opportunities for passengers arriving for business trips. To this end, consider Luis Muñoz Marín International Airport (SJU) in Puerto Rico. The facility is a major hub with extensive connections to the Caribbean and the mainland U.S. It's situated near San Juan, a vibrant business and financial center.
  • Unaccompanied minors won’t have challenges traveling between Raleigh-Durham International Airport (RDU) and various Caribbean destinations, as airlines like American Airlines, Delta Air Lines, and United Airlines cater to their needs. The service includes assistance with check-in, boarding, and connecting flights, along with supervision by airline staff throughout the journey.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Raleigh to Caribbean

 
Need help choosing which airline to fly with from Raleigh 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 11028 reviews
8.2boarding
7.9comfort
8.6crew
8.0entertainment
7.5food
Airline reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

2.0 MediocreMarisol, Apr 2024DFW - ATL
Read more about Delta reviews

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

at the time for boarding the lady just call Group A and no other goups and everybody from A to F go inside without the right turn,and when we get in theres no more spsce for carry on , the ones that get in at not correct group from the back occupy our space !!!!! a mess !!!!

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.

I had back trouble prior to my flight and everyone was great about helping me.

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.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

Flight delayed from Cape Town to Washington then got diverted to miami and in miami we had to fend for ourselves , im still trying to get to Shreveport now

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

I just wrote a text which was supposed to be for the flight from Denver to spokane not Frankfurt to Denver.

On time every leg of the journey and exceptional staff at counter, gate, and on board. I haven’t travelled in US for a long time and was genuinely surprised how pleasant this was.

Hated every minute of it. This flight should have only taken 1.5hrs but was delayed over 10hours. Now I am being told I cannot be compensated or refunded my ticket price or extra leg room, which I purchased but did not receive, because the airline is throwing the blame on the 3rd party I purchased tickets through and 3rd party putting the blame on airline. No one wants to help. They received their money and that's all they care about. Im going on 3 days of still trying to get to my final destination, had to cancel car rental, car insurance and hotel. Currently staying in airport until hotels open up. Thank you Lufthansa, Kayak, Underpricer and United for making this trip the worst ever.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

the flight from Tampa departed with a delay. The food on board was poor, usually on international airlines alcoholic beverages are offered free of charge , but here it was for a fee, the cutlery was wooden, there were no hot drinks (tea, coffee). Unfortunately, I didn't take pictures of the portions of food, but it wouldn't have been enough for a child either.And in the future, I will try not to use the services of this airline

they made me check my carryon. There was space in the overhead bins.

The flight was great but board was a nightmare. The gate was changed 4 times during the layover period

i suspect i caught flu on this flight as i could hear someone coughing a few rows back and ended up with flu a few days later. also tiresome to have to watch movies on my device by holding up smartphone screen, would have liked to have in seat display.

Plane took off without me, my stepdad and a dozen other passengers. It went from an hour delay to boarding in 15 montures without notifying anyone. Names were not called overhead. Now I’m missing a day of work and stuck in Charolette overnight paying for a hotel and Ubers out of pocket

The return trip was a customer service disaster. American Airlines needs an overhaul of how they treat their customers.

The flight was fine. All the delays and poor communication and customer service were the worst! We were supposed to arrive in London at 7:10 am. In stead we arrived at 1:30 pm. And now American Airlines refuses to make things right but only sent a canned apology after I contacted customer relations.

The flight was delayed for over four hours due to “maintenance “. Your ground staff made no efforts to avoid my family missing their connecting flight to London. They did not try to reroute them and didn’t even offer meal vouchers without being asked. My daughter, her husband and four children were in the States for our son’s celebration of life service. They experienced rude and unhelpful staff in Asheville. The lack of communication was disgraceful. They missed their connecting flight and the first rebooking. Then the 2nd rebooked flight was delayed by over two hours. They didn’t leave Charlotte until 1:30 AM. Since returning home my granddaughters sleep has been so disrupted that they are overly tired and cry hysterically at bedtime. I have already contacted you regarding compensation but have yet to receive a response. All I’ve received is a canned wrote response. This is not acceptable!!! When my wife and I traveled to England in December on your partner, British Airlines, we were delayed for 4 and one half hours. We missed our connecting train to Leeds and had to pay double. They not only reimbursed our extra train expense, they also refunded half our airfare. And upon our return to the States we were surprised to find that they had upgraded us for free! Now that’s customer service!!! I look forward to a prompt real human response. Sincerely, Jon Cannon

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

Flight delayed 3 times. We were directed to go to a gate across from our gate. The plane wasn't there yet so we had to wait for it to arrive, then deplane everyone and then wait again for the plane to be cleaned. After 45 minuites we were allowed on the plane. The first plane had mechanical issues. The 2nd plane must have had bathroom issues because we did not have any food service whatsoever. No snack or beverage. That made for a long time not to have anything considering that we had just made it to the original gate and we had no time to stop to get food or a drink. Then we didn't want to leave the gate to get food because we wouldn't know how much longer the delay would be. Then the next gate change. Had we been told that the total time would have been aprox 45 min later we would have left to get food and a beverage. We had to wait again for the okay to the pilot to take off so we were on the runway for another 20 min. Overall, we were delayed over 2 hours which felt like 4 hours.

Plane was good but was delayed. probably not AA fault but caused a 1 hour delay. Seating was cramped.

I had trouble finding a boarding pass because I had an hour between Flights and American did not see my flight I believe because I was ticketed through KAYAK. I did not have enough time to go to the desk before boarding so I went to the desk and told them while I was boarding and they had a boarding pass for me within three minutes. Nice. I paid extra to have more legroom and it is definitely worth it for a six hour flight. I would’ve paid for a decent dinner, but they didn’t offer anything but a snack box —not good for six hours.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Terrible. Seats are bad and the baggage policy is inconsistent

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

I paid for extra leg room. The flimsy plastic seat underneath the floatation seat did not line up with the arm rests. It seemed as if the plastic part was zip tied on but immovable. This caused severe uncomfortable for the duration of the flight.

Book cheap flights from Raleigh to Caribbean

Recent round-trip flight deals

5/5Sun
nonstopFrontier
3h 33mRDU-SJU
5/8Wed
1 stopFrontier
11h 00mSJU-RDU
$98
5/5Sun
nonstopFrontier
3h 33mRDU-SJU
5/8Wed
nonstopFrontier
3h 58mSJU-RDU
$99
9/9Mon
nonstopJetBlue
3h 38mRDU-SJU
9/17Tue
nonstopJetBlue
3h 41mSJU-RDU
$180
5/5Sun
1 stopAmerican Airlines
11h 02mRDU-SJU
5/7Tue
1 stopAmerican Airlines
10h 08mSJU-RDU
$189
10/20Sun
nonstopJetBlue
3h 38mRDU-SJU
10/25Fri
nonstopJetBlue
3h 41mSJU-RDU
$200
5/11Sat
2 stopsAmerican Airlines
20h 34mRDU-STX
5/15Wed
2 stopsAmerican Airlines
18h 02mSTX-RDU
$201
5/4Sat
1 stopDelta
8h 05mRDU-NAS
5/7Tue
2 stopsDelta
9h 55mNAS-RDU
$332
5/7Tue
1 stopUnited Airlines
7h 20mRDU-AUA
5/9Thu
1 stopUnited Airlines
16h 50mAUA-RDU
$346
10/14Mon
1 stopDelta
16h 23mRDU-MBJ
10/18Fri
1 stopDelta
15h 14mMBJ-RDU
$358
10/19Sat
1 stopUnited Airlines
16h 45mRDU-PUJ
10/29Tue
1 stopUnited Airlines
6h 58mPUJ-RDU
$488

Search by stops

Search by airline

Search by price

Recent one-way flight deals

4/30Tue
nonstopFrontier
3h 16mRDU-SJU
$40
5/5Sun
nonstopFrontier
3h 33mRDU-SJU
$49
9/6Fri
nonstopJetBlue
3h 38mRDU-SJU
$90
5/1Wed
1 stopAmerican Airlines
11h 54mRDU-SJU
$94
4/29Mon
2 stopsAmerican Airlines
7h 29mRDU-SJU
$97
6/18Tue
nonstopJetBlue
3h 44mRDU-SJU
$130
9/3Tue
1 stopDelta
16h 20mRDU-SDQ
$178
5/7Tue
2 stopsDelta
17h 30mRDU-SDQ
$233
9/6Fri
3 stopsUnited Airlines
18h 00mRDU-SJU
$304
10/2Wed
3 stopsUnited Airlines
27h 25mRDU-SJU
$367

Search by stops

Search by airline

Search by price

Last minute flights from Raleigh to Caribbean

Last minute flight, train and bus deals

4/27Sat
nonstopFrontier
3h 16mRDU-SJU
5/1Wed
nonstopFrontier
3h 58mSJU-RDU
$130
4/27Sat
nonstopFrontier
3h 16mRDU-SJU
5/1Wed
nonstopFrontier
3h 58mSJU-RDU
$149
4/28Sun
multi-stopAmerican Airlines
8h 00mRDU-SJU
5/4Sat
multi-stopAmerican Airlines
9h 14mSJU-RDU
$227
4/25Thu
multi-stopAmerican Airlines
9h 36mRDU-SJU
4/26Fri
multi-stopAmerican Airlines
8h 08mSJU-RDU
$265
4/26Fri
nonstopJetBlue
3h 36mRDU-SJU
4/28Sun
nonstopJetBlue
3h 50mSJU-RDU
$348
4/25Thu
nonstopJetBlue
3h 36mRDU-SJU
4/28Sun
nonstopJetBlue
3h 50mSJU-RDU
$368
4/28Sun
multi-stopSpirit Airlines
27h 12mRDU-SJU
5/4Sat
multi-stopSpirit Airlines
27h 17mSJU-RDU
$380
4/27Sat
multi-stopSpirit Airlines
6h 20mRDU-STT
5/4Sat
multi-stopSpirit Airlines
22h 50mSTT-RDU
$393
4/28Sun
multi-stopUnited Airlines
10h 58mRDU-SJU
5/3Fri
multi-stopUnited Airlines
16h 31mSJU-RDU
$457
4/24Wed
multi-stopUnited Airlines
6h 19mRDU-SJU
4/27Sat
multi-stopUnited Airlines
7h 58mSJU-RDU
$611

Search by stops

Search by airline

Search by price