R11 094 Find Cheap Flights 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 South Africa to Caribbean Islands departing on 27/5. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Caribbean Islands
These are the airlines KAYAK users have selected most often from within our search results for flights to Caribbean Islands
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Cheap Flights to Caribbean Islands

Cheapest return prices found by our users on KAYAK in the last 72 hours
Kingston
Kingston2 stopsR24 965
George Town
George Town3 stopsR23 022
Montego Bay
Montego Bay2 stopsR23 874
Saint Thomas Island
Saint Thomas Island2 stopsR25 254
Santo Domingo
Santo Domingo3 stopsR21 182
Oranjestad
Oranjestad2 stopsR27 930
Kingston
Kingston2 stopsR24 965
George Town
George Town3 stopsR23 022
Montego Bay
Montego Bay2 stopsR23 874
Saint Thomas Island
Saint Thomas Island2 stopsR25 254
Santo Domingo
Santo Domingo3 stopsR21 182
Oranjestad
Oranjestad2 stopsR27 930

Book Cheap Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights to Caribbean Islands 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 return flight deals to Caribbean Islands

Sat, May 9 - Sat, May 16
KLM Logo
23:15 - 23:35
JNB
-
SJU
30h 20m
2 stops
KLM Logo
7:30 - 21:20
SJU
-
JNB
31h 50m
2 stops
R19 733KLM
Mon, May 11 - Sun, May 17
Multiple Airlines Logo
5:45 - 17:55
JNB
-
SDQ
42h 10m
3 stops
Multiple Airlines Logo
12:45 - 4:15
SDQ
-
JNB
57h 30m
3 stops
R21 182Multiple Airlines
Wed, May 6 - Tue, May 12
American Airlines Logo
21:15 - 9:13
JNB
-
MBJ
42h 58m
2 stops
American Airlines Logo
12:56 - 7:00
MBJ
-
JNB
35h 04m
2 stops
R23 874American Airlines
Fri, May 8 - Tue, May 12
British Airways Logo
21:15 - 18:54
JNB
-
KIN
52h 39m
2 stops
British Airways Logo
14:27 - 7:00
KIN
-
JNB
33h 33m
2 stops
R24 965British Airways
Fri, May 8 - Tue, May 12
British Airways Logo
21:15 - 18:54
JNB
-
KIN
52h 39m
2 stops
British Airways Logo
7:00 - 7:00
KIN
-
JNB
41h 00m
2 stops
R25 118British Airways
Fri, May 1 - Tue, May 5
Qatar Airways Logo
14:45 - 16:15
JNB
-
STT
31h 30m
2 stops
Qatar Airways Logo
15:30 - 8:50
STT
-
JNB
35h 20m
2 stops
R25 254Qatar Airways
Fri, May 8 - Fri, May 15
American Airlines Logo
21:15 - 11:24
JNB
-
MBJ
45h 09m
2 stops
American Airlines Logo
16:37 - 9:25
MBJ
-
JNB
33h 48m
2 stops
R25 322American Airlines
Fri, May 1 - Tue, May 5
Qatar Airways Logo
14:45 - 16:15
JNB
-
STT
31h 30m
2 stops
Qatar Airways Logo
15:30 - 8:50
STT
-
JNB
35h 20m
2 stops
R25 510Qatar Airways
Tue, Apr 21 - Wed, Jun 17
United Airlines Logo
10:25 - 15:10
JNB
-
MBJ
35h 45m
2 stops
United Airlines Logo
16:12 - 18:30
MBJ
-
JNB
43h 18m
2 stops
R32 514United Airlines
Fri, Aug 21 - Sun, Sep 6
United Airlines Logo
19:00 - 12:40
JNB
-
AUA
47h 40m
2 stops
United Airlines Logo
15:10 - 18:30
AUA
-
JNB
21h 20m
1 stop
R36 177United Airlines
Booking Insights

KAYAK's insights & trends for flights to Caribbean Islands

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

What is the cheapest month to fly from South Africa to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from South Africa to Caribbean Islands, 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 South Africa to Caribbean Islands is November, when tickets cost R25 288 (return) on average. On the other hand, the most expensive months are October and July, when the average cost of round-trip tickets is R42 448 and R42 380 respectively.

How far in advance should I book a flight from South Africa to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Caribbean Islands, 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 a flight from South Africa to Caribbean Islands, you should book around 7 weeks before departure, which saves you about 15% compared to booking last-minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonJanuary
Best time to beat the crowds (1% less expensive on average)
Most popular time to fly (10% more expensive on average)

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from South Africa 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 South Africa to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from South Africa to Caribbean Islands is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from South Africa to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly from South Africa to Caribbean Islands 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 South Africa 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 from South Africa to Caribbean Islands 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 Islands

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Caribbean Islands flight deals.

Reviews of the top 5 airlines flying to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from South Africa to Caribbean Islands. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from South Africa 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.
7,5
SWISSOverall score based on 1906 reviews
7,7Boarding
7,4Comfort
6,8Entertainment
8,3Crew
7,1Food
Airline reviews

Plane was empty on the first leg of the journey. Seats have very little space between seats. No entertainment.

8,0 ExcellentAnonymous, Mar 2026
RAI - SID
Read more SWISS reviews

Plane was empty on the first leg of the journey. Seats have very little space between seats. No entertainment.

OK they lost my hold luggage but notified me straight away. My main complaint, after losing my suitcase, I was told my cabin bag had to go into the hold because of it’s size. I, obviously, didn’t want this to happen bearing in mind what happened to my suitcase and when I voiced my concerns I didn’t get an explanation I was just told it would be taken from me on entering the aircraft. Looking around I was surprised to see many passengers not only with larger bags than mine but sometimes two or three bags,taking them onto the aircraft. In the end, nobody bothered taking my bag off me so I just walked on with it. The whole procedure was disjointed, poorly explained and not terribly efficient.

Flight from Warsaw to Zurich was just OK but the food selection for purchase was very limited. They were out of sandwiches from the very beginning

We’ve never been more uncomfortable on a flight than we have on this particular one. The seats in front of us reclined so far back that when the person reclined their seat of broccoli, it almost hit me in the face and left me with literally no room to move that said I had to recline my seed in which made the person behind me upset. It seemed like the seats also would recline without even pressing the button in the armrest and would unrecline as well for that same reason, and it also seemed that some seats reclined more than others. The bottom cushions of the seat were so thin that even after one hour of an 11 hour flight, our tailbones were so sore. It seemed like an overall old airplane. It also didn’t have individual air vents and it was extremely hot the entire flight. Several passengers were commenting on how hot it was. The breakfast was some kind of flavorless triangle, puffy egg, laying in a watery bed of steamed peppers and onions and spinach. It was not appetizing at all. The flight crew was extremely nice so that was a nice thing this flight attendant. They let us try different types of Swiss sodas, which was really nice and the dinner was actually delicious but still overall given the other considerations. It was pretty much a miserable flight without basic seat comfort.

Zürich-NY part of the trip was really good! Enjoyed professionalism and courtesy of the crew, comfort and cleanliness of the aircraft.

At boarding, the locations where we had to have our passports checked prior to boarding were very unclear. Occasional staff wandered around telling people, but in busy area of the terminal this was not obvious. It was also located well after the check in desk in terms of walking to the gate. The Premium Economy service was attentive and warm. The only big draw back was lack of restrooms, and no division or even curtain between PE and Economy.

As an ex airline employee in my home country of Jamaica, it was wonderful to see that Swiss Air has maintained it's exemplary service. The crew was both pleasant and professional. The meals were wholesome and tasty. My brother and I traveled and we both agree that our amazing vacation started with the excellent experience with Swiss Air. Continue to keep your standards high 🙂

Everything was smooth and great. I didnt like that they talk so much on the interphone during the flight.

Food used to be better and comfort was not attainable after 5 hours everything starts hurting.

Even though I paid extra for more room, we were very cramped and the seats were hard. Also, when we checked in they did not post the gate we were to arrive at even though we were half an hour away from boarding. The agent did not know either. Actually, the flight from Porto to Zurich did to have the gate posted, and there were very few agents in the boarding areas who could help us. I would never fly Swiss Air again.

Seating and zone. The minor I went with didn’t even seat close to me

My seat 3G did not go down fully and the buttons were not working properly

Food has been disappointing in both legs of flight to india

Great staff great experience, made a 2 hour delay very bearable

Great staff, great experience, made a 2 hour delay very bearable

Food was the worst I’ve had on a VA flight. Normally it’s a lot better

I was my pleasure to fly virgin on my birthday for my first solo trip ever 🫶🏼

These are one of the older seat arrangements facing away from the windows! Not particularly convenient sets. No storage spaces. NO COAT HANGING HOOKS. Inconvenient business class seat compared to any other airlines of similar class. Staff are excellent! Extremely professional, friendly. Food is good too.

Overall, flight was excellent but check in was very slow for Premium Economy. Economy queue was shorter but we weren't allowed to use it.

The staff was not very polite but the flight was very very nice and comfortable and the entertainment was great

Amazing airline accommodations. The cabins were so great. The food was very good and the flight attendants were so nice. Made a 15 hour flight seem easy.

My journey with Qatar Airways from Ahmedabad to Jacksonville on 3rd February 2026 was truly exceptional. The entire experience reflected comfort, care, and world-class service. Complimentary high-quality Wi-Fi throughout the journey was a welcome luxury, especially on a long-haul flight. The vegetarian meals were thoughtfully prepared, delicious, and served with attention to detail, along with a fine selection of snacks and beverages. What truly elevated the experience was the cabin crew — graceful, courteous, and genuinely attentive, delivering outstanding hospitality at every step. This journey perfectly showcased the premium standard Qatar Airways is known for, and it left a lasting impression. I would gladly fly with them again.

I paid extra for seating when first booking flight to be in a comfortable economy seat They still changed it to a middle seat regardless. When I asked for it to be changed back to aisle, they could only give me one at the back of the plane in the least comfortable seats.

First off, it wasn't clear that my first flight was to be operated by IndiGO. While the flight itself was fine, this meant that my whole initial check in where I would've properly verified my seating on my Qatar flight/requested an upgrade was impeded by the fact that I had to check in with IndiGO. They said I would separately have to go to Qatar counter to deal with second flight leg issues, which was impossible given how long the check in took/no time available to do so.

Qatar Airways is an excellent service provider. The crew members were attentive and helpful. The aircraft was very clean. This was the longest leg of our journey, so it would have been nice to have more leg room for comfort. We appreciated the crew's service of four hot meals to all of us during this long flight. Also, it was helpful that the crew asked us to keep the window shades down for the entire journey, allowing the environment to get lots of rest during the trip. For families traveling with little children, this was helpful to them to keep them settled.

I appreciated the vailability of wheelchair services for persons with mobility issues all the way up to the aircraft. What could be better would be the food choices.

Excellent service. The personal adaptation of menus and the individual timing of service of them is fantastic.

I prebooked a comfort plus seat on this flight and therefore the flight was comfy. I got the correct seat in the correct section of the plane that I have booked, that's this. Flight was comfortable. Staff were average on the flight, appearing to be rushed and short in engagement with travellers, perhaps this to maximise there rest time on the flight.

First keep the airline as you promise. Reason for travelling from Orlando to Tampa is to go with Qatar Airline. We end up with American Airline. As expected the service was horrible.

Awful plane to Tashkent. Not even possible to sleep. In business class does not even recline fully

I paid $7,000 to fly round trip to Porto. I thought it was for business class. But on the leg from Miami to Newark, and again from Newark to Miami, i was in coach. One time in the middle seat of coach. From Newark to Porto I was in business class as expected, and it was fine. I fly to Portugal once per month, often paying $5,000 for business class. Usually i fly American Airlines. I'd be happy to fly more with United Airlines. But my experience was disappointing because i was put in the coach for almost half the flights.

Good until I was put on air canada flight Houston Vancouver not even one cookie

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

The attendant on board was amazing. She should be doing business/first international long haul.

In Liberia airport 5 min before our departure the airport was closed for takeoff for 30 min. Upon arrival to IAH we didn’t have any available gate and waited taxing another 40 min. As a result we arrived for 1+ h later. The walkway to the passport control in IAH is about 1-2 ml long. After the passport control you have to pass the security check again. Only 3 out of 16 checkpoints were open and the line was enormously long. As a result, even though we supposed to have 2.5 hrs gap in between the flights we missed our transfer. United rebooked us for the next available flight early morning and provided free hotel and meal vouchers through.

The staff was nice, however boarding taking 2 hours. That’s insane. Overall very bad experience, a lot of turbulence and when landed in Chicago was horrible. I don’t think I’ll flight with UA again.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew was dismissive. Snacks and refills not offered. Poor business class experience. Bed not comfortable compared to Emirates or BA.

My husband and I had boarded the flight from Denver to Chicago, and one of the last passengers to get on the plane opened the overhead bin above my husband's seat and threw his bag out of the bin to make space for his own. He said, "Mine is bigger!" The flight attendant supported the new passenger. They didn't care that my husband has two artificial knees and must have the foot room in front of his seat to be able to fit his legs in -- and to be able to stand, much less walk, at the end of the flight. I have never seen this happen before, and it was a disaster.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

Good flight. Only negative was the bus journey from plane to the terminal. Didn’t exit t this either BA at T5

Good service, food and comfort in World Traveller Plus. Entertainment was poor - no wifi on the way out and barely working on the way back. Not a great choice of entertainment on the seat back tv.

Easy, straightforward boarding process. Flight attendant was lovely and attentive, food was delicious - especially dinner, I had the roasted chicken in a mushroom sauce with potatoes - and entertainment selection was top notch. I would fly with BA again.

The issue was not with BA it was with the link yoiu sent fopr booking the flight

Did not like the seating configuration at all with 2+3+2 in business class. Lacking total privacy and comfort

Flew business- but plane was dirty, food horrendous. Too many business class seats diluted service levels overall.

Gate agents were late…flight was late and air attendants unhelpful.

The aircraft was okay and the crew were friendly, but the seat space felt too tight and the food could be better. Overall, nice service but room for improvement.

One of the worst experience given the middle seat even asked for the change no one honored,boarded at the end and overall one of the worst experience

I noticed the crew was so much nicer and friendlier. It would be nice if British Airways would serve soft drinks during the flight

Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.