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Find cheap flights from Raleigh to Caribbean Islands from $45

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 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
Fri 5/24
Fri 5/31

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Best Caribbean Islands Flight Deals

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

Punta Cana
Punta Cana1 stop$212
Montego Bay
Montego Bay1 stop$235
Santo Domingo
Santo Domingo1 stop$216
Oranjestad
Oranjestad1 stop$253
Nassau
Nassau1 stop$324
Kingston
Kingston1 stop$379
Simpson Bay
Simpson Bay1 stop$337
Providenciales
Providenciales1 stop$395
Port of Spain
Port of Spain2 stops$425
Bridgetown
Bridgetown1 stop$443
George Town
George Town1 stop$411
Aguadilla
Aguadilla1 stop$268
Castries
Castries3 stops$1,292
Willemstad
Willemstad2 stops$447
St. John's
St. John's1 stop$576

Good to know

Low season

October

High season

March

Cheapest flight

$45
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 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 to Caribbean Islands 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 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 to Caribbean Islands 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 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 to Caribbean Islands 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 Islands

  • 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

Top 5 airlines serving from Raleigh to Caribbean Islands

 
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.
8.0
DeltaOverall score based on 11004 reviews
8.6crew
7.9comfort
8.0entertainment
7.5food
8.2boarding
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

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

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

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.

Seats suck, not enough room, overcrowded planes, hectic situation all together.

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

Delayed..4 times...completely disorganized boarding. After 5 hours they scrambled to move ppl off plane bc they overbooked. Then they didn't have a cabin crew. WiFi on plane didn't work. Zero amenities. Once we boarded we sat on tarmac for an hour. Explore all alternate options including purchasing a pair of hiking boots and walking to your destination instead of flying spirit.

what I like about Spirit is that the pilot and crew are good communicators. The plane itself - well, its a budget airline and you get what is expected, But I generally just feel safer, somehow, when I know more about what is going on - and Spirit has always done a good job of telling me what is going on: why the delay, why the turbulence, why this and that... and that means a lot to me.

The crew was courteous and are very well prepared for the job.

I paid just under 200 for flight and luggage, then paid 200 to change the flight, then paid 100 for a carry on. Then the cancelled the flight. Of the 500 I spent they refunded 250. I bought a delta flight for 270 never flew with spirit, but spirit kept 250, not even refunding the 100 for the carry on though they cancelled the flight (for weather on a day with only a slight rain ).

Flight attendants heavily pushed their affinity credit card. Very annoying

They charged me 212.00 for a heavy check in bag at the gate. The pricing and process was so confusing - as if it was designed to purposefully gouge customers who need to board plane. That experience combined with the outrageous price charged will prevent me from ever flying Spirit again. And I’ll be sure to tell the story to anyone who cares to hear.

Book cheap flights from Raleigh to Caribbean Islands

Recent round-trip flight deals

5/4Sat
nonstopFrontier
3h 16mRDU-SJU
5/8Wed
nonstopFrontier
3h 58mSJU-RDU
$99
5/6Mon
nonstopFrontier
3h 16mRDU-SJU
5/8Wed
nonstopFrontier
3h 58mSJU-RDU
$100
9/9Mon
nonstopJetBlue
3h 38mRDU-SJU
9/17Tue
nonstopJetBlue
3h 41mSJU-RDU
$180
5/17Fri
nonstopJetBlue
3h 37mRDU-SJU
5/24Fri
nonstopJetBlue
3h 52mSJU-RDU
$220
5/9Thu
1 stopAmerican Airlines
15h 17mRDU-AUA
5/15Wed
1 stopAmerican Airlines
10h 29mAUA-RDU
$253
5/7Tue
1 stopAmerican Airlines
15h 17mRDU-AUA
5/14Tue
1 stopAmerican Airlines
6h 59mAUA-RDU
$263
10/21Mon
1 stopDelta
17h 01mRDU-AUA
10/29Tue
1 stopDelta
8h 52mAUA-RDU
$266
10/21Mon
1 stopDelta
17h 01mRDU-AUA
10/24Thu
1 stopDelta
7h 42mAUA-RDU
$286
6/11Tue
1 stopUnited Airlines
8h 55mRDU-AUA
6/18Tue
1 stopUnited Airlines
8h 44mAUA-RDU
$326
5/7Tue
1 stopUnited Airlines
8h 50mRDU-AUA
5/9Thu
1 stopUnited Airlines
16h 50mAUA-RDU
$346

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Recent one-way flight deals

4/30Tue
nonstopFrontier
3h 16mRDU-SJU
$45
5/8Wed
nonstopFrontier
3h 36mRDU-SJU
$48
5/9Thu
nonstopJetBlue
3h 37mRDU-SJU
$90
4/30Tue
1 stopAmerican Airlines
6h 32mRDU-SJU
$94
5/1Wed
1 stopAmerican Airlines
11h 02mRDU-SJU
$97
9/5Thu
1 stopDelta
16h 23mRDU-MBJ
$167
9/3Tue
1 stopDelta
16h 03mRDU-STI
$180
8/22Thu
1 stopJetBlue
6h 25mRDU-SDQ
$192
7/4Thu
2 stopsUnited Airlines
27h 14mRDU-SJU
$375
6/5Wed
2 stopsUnited Airlines
9h 02mRDU-SJU
$654

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Last minute flights from Raleigh to Caribbean Islands

Last minute flight, train and bus deals

4/27Sat
nonstopFrontier
3h 16mRDU-SJU
5/1Wed
nonstopFrontier
3h 58mSJU-RDU
$149
4/27Sat
multi-stopFrontier
7h 48mRDU-SJU
5/4Sat
nonstopFrontier
3h 39mSJU-RDU
$158
4/27Sat
multi-stopAmerican Airlines
8h 24mRDU-SJU
5/4Sat
multi-stopAmerican Airlines
9h 14mSJU-RDU
$227
4/24Wed
nonstopJetBlue
3h 36mRDU-SJU
5/1Wed
nonstopJetBlue
3h 52mSJU-RDU
$238
4/26Fri
nonstopJetBlue
3h 36mRDU-SJU
4/27Sat
nonstopJetBlue
3h 50mSJU-RDU
$256
4/27Sat
multi-stopAmerican Airlines
10h 06mRDU-AUA
5/3Fri
multi-stopAmerican Airlines
6h 49mAUA-RDU
$297
4/26Fri
multi-stopUnited Airlines
9h 22mRDU-SJU
4/28Sun
multi-stopUnited Airlines
13h 04mSJU-RDU
$334
4/29Mon
multi-stopDelta
7h 30mRDU-MBJ
5/3Fri
multi-stopDelta
8h 43mMBJ-RDU
$358
4/27Sat
multi-stopDelta
17h 14mRDU-STI
5/1Wed
multi-stopDelta
13h 36mSTI-RDU
$429
4/26Fri
multi-stopUnited Airlines
9h 22mRDU-SJU
4/26Fri
multi-stopUnited Airlines
7h 58mSJU-RDU
$464

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Raleigh - Caribbean Islands Flights

Departure:

Raleigh (RDU)United States

Return flight deals:

Caribbean Islands - Raleigh

Cabin classes:

$266
$323
$102
$38

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