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$57 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 6/23. 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
Sat 7/13
Sat 7/20

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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$211
Montego Bay
Montego Bay1 stop$281
Santo Domingo
Santo Domingo1 stop$224
Oranjestad
Oranjestad2 stops$261
Nassau
Nassau1 stop$243
Kingston
Kingston1 stop$403
Simpson Bay
Simpson Bay1 stop$236
Providenciales
Providenciales1 stop$344
Port of Spain
Port of Spain2 stops$288
Bridgetown
Bridgetown2 stops$211
George Town
George Town1 stop$294
Aguadilla
Aguadilla1 stop$240
Willemstad
Willemstad1 stop$512
Castries
Castries2 stops$1,291
St. John's
St. John's1 stop$581

Good to know

Low season

October

High season

March

Cheapest flight

$57
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Raleigh to Simpson Bay

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 $91 one-way - $180 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 10000 reviews
7.4Food
8.2Boarding
7.9Comfort
8.6Crew
8.0Entertainment
Airline reviews

It was very cold because the air conditioner was on high power, and my son got sick.

4.0 OkayAnonymous, Jun 2024ORD - SEA
Read more about Delta reviews

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

terrible. Because I felt very unwell during the flight. How do they leave a woman alone in the middle of 2 men? an obese man who was falling on top of me.

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

Frankfurt airport is the worst. Passengers are forced to use stairs to get to the terminal or catch a shuttle. Very inconvenient for passengers who are ambulatory challenged or have physical handicaps.

The entertainment wasn’t playing in the app or online.

Lady was a bit rude during boarding and I was being nice to her.

Why does it have to be painful to fly long distances?

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

Paid for premium economy had no tv the whole time the crew tried to reset/reboot but would not work they said they would put a trouble ticket in for it. We had 3 seats my tv was the only one that didn't work. They cancelled our flight re worked us on another that left us at airport over night on the floor I have a ten year old and a 78 diabetic mother which also had shingles and suffers from nerve pain in legs and back. Requested wheelchair service at all airports after the re route NO wheelchair service was there to help. WORST experience we have ever had. Went to American airlines assistance it was closed. I AM FURIOUS!!! I expect some sort of compensation from this traumatic experience and no need for flying points we don't plan on using American airlines again!!!!

Missed this flight due to the first AA flight delay

Our flight was delayed 2.5 hrs due to plane being too hot! After 1.5 hrs, airline decided to use another plane but had to wait for gate, baggage transfer & beverage transfer. Anyone could tell after first half hour that another plane was required and although did not affect us many would miss connecting flights at Heathrow. I have found the stewards are not the friendliest in the industry and the food is questionable, even as I like airplane food normally, the best of the 2 flights was the yogurt & granola for breakfast.

Tray table was filthy when I sat down. I needed to have someone come clean it because there was food and stains on it WiFi didn’t work after paying for in-flight WiFi. Food was terrible and was not filling at all Chicken was rubbery Flight attendant had an attitude, interrupted me and wasn’t able to answer basic questions about the food selection such as “does the chicken have red sauce in it”. If your flight attendants are not going to know what is in the meals so we can make an educated decision based on dietary restrictions, they shouldn’t be on the plane. My 1.5 year old niece was sleeping and dropped her binkie. I went on the ground under the chairs looking for it. It was at that time that she came up to me as I’m CLEARLY on all 4s with a flashlight and said “I need to get by”. I said one moment please I’m getting something from under the seat (while my head was literally under the seat). Her reply was “no you need to move now” and proceeded to almost push me out of the way. I looked up and all I saw was her toes under my eyes. When I looked in front of me, her private parts were inches away from my face. I then made a comment “you couldn’t waited 2 seconds?” and her response was, “no I need to use the bathroom”. I understand that and would never want to be the reason someone couldn’t get to the bathroom but I was under the seat. She could’ve gone around the other way instead of harassing me, basically placing her private parts on my head and borderline pushing me out of the way. You don’t pay that much for this deplorable experience. This was by far the worst experience I have ever had on American. I will be absolutely thinking twice and thrice about flying American Airlines again. I would rather pay more to fly delta because at least I know their WiFi will work and their flight attendants won’t have a shitty attitude for no reason, nor will they act the way this woman did. Unacceptable.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Terrible boarding , Business class seats are sub standard. As usual crew will miss your food too

Just get Economy Plus for international flights, so worth it the extra room, bigger seats…

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

They wouldn’t let us on the flight even tho we were an hour early. No refund not even our bags that were prepaid

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

I did not enjoy the trip home on Frontier for several reasons: there is too much cost besides the flight, which was more than I would normally pay, then having to pay for luggage, and carry-on, seat (if you want to reserve when booking) then you must pay over $3 for a can of soda, and $4 for a snack. A cup of water is free.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Book cheap flights from Raleigh to Caribbean Islands

Recent round-trip flight deals

9/6Fri
1 stopSpirit Airlines
23h 15mRDU-SJU
9/9Mon
1 stopSpirit Airlines
23h 00mSJU-RDU
$142
9/9Mon
1 stopSpirit Airlines
23h 15mRDU-SJU
9/17Tue
1 stopSpirit Airlines
23h 00mSJU-RDU
$146
9/21Sat
nonstopJetBlue
3h 33mRDU-SJU
9/28Sat
nonstopJetBlue
3h 42mSJU-RDU
$180
9/20Fri
nonstopJetBlue
3h 33mRDU-SJU
9/23Mon
nonstopJetBlue
3h 42mSJU-RDU
$200
9/9Mon
1 stopAmerican Airlines
11h 19mRDU-SJU
9/15Sun
2 stopsAmerican Airlines
16h 11mSJU-RDU
$230
8/20Tue
1 stopAmerican Airlines
6h 48mRDU-NAS
8/26Mon
1 stopAmerican Airlines
4h 58mNAS-RDU
$243
10/28Mon
1 stopDelta
18h 05mRDU-AUA
11/1Fri
1 stopDelta
8h 52mAUA-RDU
$276
9/9Mon
1 stopDelta
18h 05mRDU-AUA
9/25Wed
1 stopDelta
24h 01mAUA-RDU
$282
10/16Wed
1 stopUnited Airlines
7h 50mRDU-MBJ
10/23Wed
1 stopUnited Airlines
7h 19mMBJ-RDU
$365
9/1Sun
1 stopUnited Airlines
16h 55mRDU-PUJ
9/10Tue
1 stopUnited Airlines
7h 09mPUJ-RDU
$372

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Recent one-way flight deals

6/23Sun
1 stopFrontier
25h 43mRDU-SXM
$57
7/23Tue
1 stopSpirit Airlines
9h 23mRDU-SJU
$64
8/20Tue
1 stopAmerican Airlines
15h 22mRDU-NAS
$68
7/26Fri
1 stopAmerican Airlines
13h 21mRDU-NAS
$88
7/4Thu
1 stopDelta
11h 32mRDU-NAS
$93
6/21Fri
nonstopJetBlue
3h 44mRDU-SJU
$130
9/27Fri
1 stopJetBlue
5h 37mRDU-SJU
$145
7/14Sun
1 stopUnited Airlines
5h 59mRDU-STT
$185
7/10Wed
1 stopUnited Airlines
5h 35mRDU-MBJ
$230
6/29Sat
1 stopDelta
19h 02mRDU-SXM
$300

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Last minute flights from Raleigh to Caribbean Islands

Last minute flight, train and bus deals

6/18Tue
nonstop
3h 17mRDU-SJU
6/26Wed
multi-stop
21h 34mSJU-RDU
$174
6/18Tue
nonstopFrontier
3h 17mRDU-SJU
6/20Thu
nonstopFrontier
3h 40mSJU-RDU
$177
6/15Sat
multi-stopAmerican Airlines
18h 49mRDU-AUA
6/18Tue
multi-stopAmerican Airlines
6h 59mAUA-RDU
$340
6/16Sun
multi-stopAmerican Airlines
14h 35mRDU-SJU
6/19Wed
multi-stopAmerican Airlines
14h 43mSJU-RDU
$345
6/18Tue
multi-stopUnited Airlines
8h 12mRDU-SJU
6/19Wed
multi-stopUnited Airlines
8h 31mSJU-RDU
$353
6/16Sun
nonstopJetBlue
3h 44mRDU-SJU
6/23Sun
nonstopJetBlue
3h 45mSJU-RDU
$370
6/14Fri
nonstopJetBlue
3h 44mRDU-SJU
6/17Mon
nonstopJetBlue
3h 45mSJU-RDU
$420
6/14Fri
multi-stopUnited Airlines
7h 16mRDU-NAS
6/19Wed
multi-stopUnited Airlines
7h 01mNAS-RDU
$447
6/14Fri
multi-stopDelta
18h 10mRDU-SDQ
6/17Mon
multi-stopDelta
16h 45mSDQ-RDU
$929
6/14Fri
multi-stopDelta
18h 04mRDU-SXM
6/19Wed
multi-stopDelta
17h 34mSXM-RDU
$1,259

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Raleigh - Caribbean Islands Flights

Departure:

Raleigh (RDU)United States

Return flight deals:

Caribbean Islands - Raleigh

Cabin classes:

$162
$83
$82
$35

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