$150 Find Cheap Flights from Asheville to Caribbean - Compare and Save

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Cheap Flights from Asheville to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
San Juan, Puerto Rico
6h 15m2 stops
from $269per person
Saint Thomas Island, U.S. Virgin Islands
5h 40m2 stops
from $418per person
Nassau, The Bahamas
5h 15m2 stops
from $449per person
Montego Bay, Jamaica
5h 03m2 stops
from $460per person
Oranjestad, Aruba
5h 55m2 stops
from $472per person
Santo Domingo, Dominican Republic
5h 17m2 stops
from $488per person
Providenciales, Turks and Caicos Islands
5h 01m2 stops
from $618per person
George Town, Cayman Islands
7h 45m2 stops
from $629per person
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Booking Insights

KAYAK's insights & trends for Asheville to Caribbean flights

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

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

The cheapest month for flights from Asheville to Caribbean is January, when tickets cost $546 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $798 and $688 respectively.

Good to know

Low season

September

Cheapest flight

$150
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 20% increase in price.
Flight from Asheville to San Juan

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Asheville 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 Asheville 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 Asheville 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 Asheville 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 Asheville to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Asheville to Caribbean

 
Need help choosing which airline to fly with from Asheville 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 8564 reviews
7.8Comfort
7.8Entertainment
8.5Crew
8.1Boarding
7.2Food
Airline reviews

the flight got cancelled - few hours before the departure time - no time to change

2.0 MediocreWojciech, Aug 2026
Read more Delta reviews

the flight got cancelled - few hours before the departure time - no time to change

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.

Easy on easy off and the staff onboard were wonderful. Left on time, arrived a bit early.

The WiFi didn't seem as fast as it normally is

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

The Delta flight was delayed for maintenance issue. The crew is also delayed and I’ve been there at the same time as I was so it was really outside the hands of crew directly. However, where Delta failed was there was about eight other ways for me to get to my final destination and they did not offer changes beyond the initial one. The flight was delayed five hours when they had to change my connecting flight they had to downgrade my premium class for so far zero compensation and I’m still waiting on the results of a formal complaint. All in all this was the worst experience I’ve had with Delta in quite some time

Connection from Asheville to NYC was over a hour later to ATL… Though Delta got me a room and meal vouchers still wasted hours of my time getting to be where I needed to be. W.:.

The flights to and from Cincinnati were great at being on time for both, departures and arrivals. The planes could use some updating.

It was a dismal experience. The flight was delayed for 4 hours, and we spent hours in the plane, without air, during the summer. We were not provided with water, and the medical assistance was inadequate when it arose.

The landing the pilot was very smooth. The flight attendant was kind of rude.The boarding the plane in punta Gorda was not great made us wait out in the heat 😞

My exit seat was very comfortable Coffee was to be purchased but sodas free 😏

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

The price was the only good thing about this flight. It was scary during takeoff when the plane tilted side to side. It made me feel very nervous as I have never had a take-off that unsmooth. There was no on-flight movie or music options and the only complimentary option was water. Other airlines offer trail mix or a caramel cookie and pop options as complimentary. This flight was a 2.5 hour flight. I understand for shorter flights not having options, but a flight 2 hours or longer should offer more complimentary options and in flight entertainment. Also the seats did not recline and for a longer flight reclining seats are a must for comfort.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

No complaints. It’s a budget airline so can’t expect any frills.

Web site and app most difficult to access. Tel number not accessible. No answer at any time of day.

As per usual for my flights with American Airlines, One flight was very delayed and caused me to miss my connection and they moved my flight to another day. I called customer support and was moved back to my original day but different flights. My layover flight was delayed by an additional 30 minutes while the flight crew confirmed that the plane was airworthy. Ultimately, it is less hassle to drive 10 hours than to fly 6 hours with American Airlines. I recommend my friends and family to hitch hike over taking this terrible transit.

Delayed and WIFI was not working for most of flight.

To many flight at the same hour...no respect to handicap....

We were delayed in CLT for 4 hours for mechanical issues resulting in us not leaving till 1:30AM and landing at 2:30 AM, so getting home at 4AM. The crew at the desk had no answers and provided very little information. I received a food voucher via email/app however there were no food places open. Even the walk up and scan your own places did not accept the QR code. I know mechanical issues occur but better communication would have made an unfortunate situation less frustrating.

There was no service on the flight even though there was no turbulence or any other issues on the flight. Nobody greeted at the entry or leaving the airplane, staff crew looked annoyed and not helpful at all.

You guys broke my bag so not good, and that was the cherry on top after a 4 hour delay, change of gates, etc.

I have to sit in the middle for more than five hours because the first flight was delayed. Terrible experience. No more American Airlines.

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

When the flight was delayed for almost three hours, notification sent when you are already on the way to the airport, agents on AA counter give you promises which are not real… then any food or entertainment does not make the flight better.

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental