$103 Find Cheap Flights from Raleigh to Caribbean - Compare and Save

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 10/4. 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.
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Cheap Flights from Raleigh to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$450
Santo Domingo
Santo Domingo1 stop$402
Montego Bay
Montego Bay1 stop$374
Oranjestad
Oranjestad1 stop$355
Nassau
Nassau1 stop$314
Kingston
Kingston1 stop$456
Simpson Bay
Simpson Bay1 stop$343
Providenciales
Providenciales1 stop$366
Port of Spain
Port of Spain1 stop$469
Bridgetown
Bridgetown1 stop$392
George Town
George Town2 stops$365
Willemstad
Willemstad1 stop$368
Castries
Castries2 stops$741
Aguadilla
Aguadilla1 stop$259
St. John's
St. John's2 stops$483
Puerto Plata
Puerto Plata1 stop$536
Punta Cana
Punta Cana2 stops$450
Santo Domingo
Santo Domingo1 stop$402
Montego Bay
Montego Bay1 stop$374
Oranjestad
Oranjestad1 stop$355
Nassau
Nassau1 stop$314
Kingston
Kingston1 stop$456
Simpson Bay
Simpson Bay1 stop$343
Providenciales
Providenciales1 stop$366
Port of Spain
Port of Spain1 stop$469
Bridgetown
Bridgetown1 stop$392
George Town
George Town2 stops$365
Willemstad
Willemstad1 stop$368
Castries
Castries2 stops$741
Aguadilla
Aguadilla1 stop$259
St. John's
St. John's2 stops$483
Puerto Plata
Puerto Plata1 stop$536

Book Cheap Raleigh to Caribbean 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 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

Sun, Oct 4 - Thu, Oct 8
Frontier Logo
9:35 pm - 9:35 amRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
12h 00m1 stop Orlando
Frontier Logo
5:12 pm - 2:10 pmSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
20h 58m1 stop Fort Lauderdale
$246Frontier
Thu, Sep 3 - Fri, Sep 11
Frontier Logo
8:15 pm - 11:59 pmRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
3h 44mnonstop
Frontier Logo
7:00 am - 1:59 pmSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
6h 59m1 stop Fort Lauderdale
$246Frontier
Thu, Sep 3 - Wed, Sep 9
Multiple Airlines Logo
8:15 pm - 11:59 pmRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
3h 44mnonstop
Multiple Airlines Logo
8:45 am - 10:02 amSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
25h 17m2 stops Fort Lauderdale Tallahassee
$246Multiple Airlines
Tue, Sep 1 - Sat, Sep 5
Multiple Airlines Logo
4:15 pm - 12:56 amRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
8h 41m1 stop Tampa
Multiple Airlines Logo
6:44 am - 7:14 pmSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
12h 30m1 stop Philadelphia
$246Multiple Airlines
Thu, Aug 27 - Sun, Aug 30
JetBlue Logo
10:15 am - 6:53 pmRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
8h 38m1 stop Fort Lauderdale
JetBlue Logo
7:00 am - 1:05 pmSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
6h 05m1 stop Fort Lauderdale
$257JetBlue
Tue, Sep 1 - Fri, Sep 4
JetBlue Logo
6:20 am - 12:48 pmRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
6h 28m1 stop Fort Lauderdale
JetBlue Logo
5:05 am - 1:05 pmSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
8h 00m1 stop Fort Lauderdale
$257JetBlue
Sat, Jan 9 - Sat, Jan 16
Delta Logo
11:05 am - 3:25 pmRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
3h 20mnonstop
Delta Logo
4:35 pm - 7:20 pmSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
3h 45mnonstop
$263Delta
Sat, Jan 9 - Sat, Jan 16
Delta Logo
11:05 am - 3:25 pmRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
3h 20mnonstop
Delta Logo
4:35 pm - 7:20 pmSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
3h 45mnonstop
$263Delta
Thu, Oct 22 - Thu, Oct 29
American Airlines Logo
8:20 pm - 11:20 amRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
15h 00m1 stop Charlotte Douglas
American Airlines Logo
3:51 pm - 8:26 amSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
16h 35m1 stop Charlotte Douglas
$271American Airlines
Sat, Sep 19 - Sat, Sep 26
American Airlines Logo
6:12 am - 2:50 pmRDU  Raleigh-Durham-SJU San Juan Luis Munoz Marin Intl
8h 38m1 stop Charlotte Douglas
American Airlines Logo
2:58 pm - 10:57 pmSJU  San Juan Luis Munoz Marin Intl-RDU Raleigh-Durham
7h 59m2 stops Miami Charlotte Douglas
$272American Airlines
Booking Insights

KAYAK's insights & trends for Raleigh to Caribbean flights

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

What is the cheapest Raleigh to Caribbean flight route?

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

The cheapest ticket to Caribbean from Raleigh found in the last 5 days was to Montego Bay, at $147 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 5 days was $164.

What is the cheapest time of day to fly to Caribbean?

The average price for all round-trip flights from Raleigh to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the evening, when round-trip flights cost $348 on average. Morning departures are around 8% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $376.

Can I save money by flying with a layover from Raleigh to Caribbean?

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 $509, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Raleigh to Caribbean, 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 is February, when tickets cost $379 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $527 and $524 respectively.

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

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

If your flying dates are flexible, you should consider flying to Caribbean on a Saturday, 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. For your return ticket, we recommend flying on a Friday and avoiding Mondays for the best deals.

How far in advance should I book a flight from Raleigh to Caribbean?

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, 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, you should book around 2 weeks before departure, which saves you about 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low season

September

Cheapest flight

$103
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 25% increase in price.
Flight from Raleigh to Nassau

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 from Raleigh to Caribbean 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 from Raleigh to Caribbean 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?

    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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Caribbean

  • 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.

Reviews of the 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.
7.8
DeltaOverall score based on 8497 reviews
7.8Comfort
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
Airline reviews

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

2.0 MediocreAidan, Jul 2026
Read more Delta reviews

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

No food or drink, Not much conversation with crew. They didn't come through to check on people. There were no charging stations or wifi to watch movies. It was like being on a bus in the air.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Two delays on two separate planes with parts they could not easily find and replace.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Flight was 3 hours late so only had an OK experience

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Staff and flight attendants were very polite. Flight was smooth. My seat on the plane was a bit broken so it would not stay in upright position but it was fine for the most part.

I didn’t have a seat assignment and my seat was very dirty on the flight from Frankfurt to Budapest.

Turbulent taking off & landing to Dulles from Raleigh. Flight from Dulles to Tokyo very good!!

Food is terrible. Flight is outdated and seats are not comfy.

Good flight. On time. Boarding and seating was easy. Crew were really friendly, yet professional. Bathroom (by cockpit) was small but serviceable. Some the seats were showing some notable wear & tear, but were comfy. Very happy UA customer. TY! 🤛🏽💗

Boarding was easy. RDU gates can get crowded, be prepared to be patient. Flight was smooth, with excellent service. Pilots really provided a lot of visibility into flight details. Plane and seats were clean and serviceable. TY!

All flights were on time and boarding was issue free

Water service would be great. The way they board is terrible. Slow passengers first😂😂 They need to smart up a bit

Got automatically assigned middle seats unless you fork out extra money for a seat assignment, not impressed.

Late by nearly 2 hours due to taking that long to change a tire on the plane.

It’s love good long way travel!! I always want more give me price down i want ever month travel I miss travel only North Carolina to Thailand in my love her !!

I found the seats ergonomically uncomfortable forcing the body to seat slightly hunched. For a short flight I worked on adjustments but for a longer flight, it would be difficult.

For some unknown reason, my checked bag didn't arrive at the same time. I got to my destination about 30 minutes late (5pm) and my bag was delivered to my hotel at 2:06am.... in the past 4 flights with AA, they been delayed and I've missed connections and my bags. Poor service.

Check in for 5am flight at RDU was hampered by American check in counters being seriously understaffed , was told even supervisor called out. Took so long in line for special services check in that we missed our 5am departure even after arriving at 3:30am. Had to be rescheduled to later flight from Charlotte to St Thomas.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

Very below average , plane from Dallas to Toyko was very poor designed plane. I had to sit for 13 hours next to fat man. Really bad seat and entertainment screen sucked

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

Everything was great except boarding for the flight from Charlotte to Raleigh and seating from New Orleans to Charlotte.

For an over three hour long flight one pack of cookies was not enough.

JetBlue cancelled the flight along with hundreds of others, for no apparent reason. no recourse, no rebooking options. never booking with them again

Jet Blue cancelled my flight after I had boarded. They attempted to rebook me for a new flight two days later. I was able to rebook with a different airline, but not until the next morning. As such, I was forced to get an expensive hotel and missed important work meetings Monday morning. I am very disappointed with the customer service and will be pursuing full reimbursement for my hotel cost.

You did a great job rescheduling my cancelled flight. However, you made me pay for two seats for $118 even though the seats on the original flight were free. I think that was a very unfair thing to do.

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

The aircraft was fine, it’s was just the service. The flight got canceled several times and that was very inconvenient for my 69 years old mom.

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.

I liked that boarding and take off were timely despite a 15 minute delay due to weather. The pilot communicated with us the entire flight keeping us informed re: turbulance and slight delays on the runway after we landed.

I didn't like the 2 hour delay and then mechanical issue once we were on board.

Realize ahead of a 6:30 am flight that you have a completely flat tire that needs replacement. They should have never boarded everyone. They kept us at the gate with the door closed for ALMOST but not quite 3 hours. The plane had been sitting there from the night before. At the 2 hour mark of sitting there, they came through with a bottle of water and cups. Never offered snacks. Never offered a real apology. People missed connecting flights completely. Absolutely no apology. Just yep you are going to miss your connection completely. I don’t know if you can get to your destination today. The new boy time there was a seemingly heartfelt apology was when they said they were sorry and then fifer everyone an opportunity for a credit card. It was so poor. Lucky for us, our funeral was not the same day as our flight or we would have missed it. All for an avoidable repair that could have been done before we even set foot on the plane.

Boarding and take off from airport was on time. The crew and pilot were great!

I know Frontier is a “no-frills” airline. I understand the concept. However, I jumped on some tickets for our family vacation, expecting to play a bit of a game to figure out the family bags and not over spend. In the end, I got the short end of this deal by far. 1. I did not expect them to charge the baggage fee for each direction. It makes the fee look high-ish at a glance, but reasonable. Then when you get to checkout and realize you have to pay it twice to come home with your luggage, it becomes ridiculous. 2. The low checked bag weight limit. I am used to packing a 50lb bag with my preferred airline. Frontier’s artificially low 40lb limit more quickly triggers the extra weight fee, which almost DOUBLES the price of the bag if you go over ($79 for the bag/$75 for the next 10 lbs) 3. The fee for a carry-on bag is the same as a checked bag but with a lower size and weight limit. Make it make sense! 4. The seats are terrible. My 2.5 hour flight almost had me losing my mind. I’m 6’3” and my femurs barely fit in the space provided. My knees had to wiggle just right to jam into the crack next to the armrest of the seat in front of me. The cushioning was thin and inadequate. I am tall but I’m not a freak. These seats are unacceptable. 5. I overheard the woman next to me speaking with the gate agent about being charged a $25 fee for not checking in online - she checked in at the airport counter when she arrived. That’s ridiculous. She was old and in a wheelchair. She had a paper boarding pass, and was obviously not tech savvy. She should not be punished for that. 6. They do not have good placement in the terminals. It was always out on the end or down on a subfloor, and we had to walk out on the tarmac almost every time. In Denver. Their home airport! 7. Every time I loaded a new page on the website while buying my tickets or my bags, it was constantly trying to upsell me on some esoteric bundle. Like, a pop-up every time. Very annoying. 8. No screens in the boarding area (at least where we were) to confirm you’re in the right place. Just static gate number signs. I am sure these are standard practices for Frontier, and I should have read more about them before I purchased tickets, but as a result of this single round trip, I do not plan to ever use this cut-rate airline again. I would rather pay the normal amount for a ticket and be treated like a customer instead of a mark.

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

Great except upon arrival it took them a long time to open the doors

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

I liked the price of the flight and the chance to buy a seat with no person seated in the middle seat.. Also the flight was right on time.

Flight got delayed for 3.5 hours, and for the first hour after the departure time there was no update from the gate folks...

Horrible communication about delay of flight and what options were available

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

Attendance were to busy bull shitting to pay attention to the guest, had an attude problem.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports