R11 681+ Cheap flights to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 16/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Aug 5 — Aug 121
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean
Explore the most affordable flight options available to Caribbean. Find the lowest fares based on data from user searches, with prices last updated on 6 July 2026.

Tue 1/98:10
JNB
-
AUA
3 stops37h 40m
Multiple Airlines
Wed 16/911:50
AUA
-
JNB
2 stops37h 15m
Multiple Airlines
Deal found 3/7R17 229
Thu 22/1022:00
JNB
-
MBJ
2 stops48h 45m
United Airlines
Thu 5/1114:54
MBJ
-
JNB
2 stops44h 41m
United Airlines
Deal found 5/7R21 398
Wed 21/1022:00
JNB
-
KIN
3 stops46h 58m
United Airlines
Tue 27/1014:58
KIN
-
JNB
2 stops44h 37m
United Airlines
Deal found 3/7R22 112
Thu 5/1119:35
JNB
-
KIN
2 stops33h 36m
British Airways
Mon 9/117:30
KIN
-
JNB
2 stops43h 55m
British Airways
Deal found 1/7R22 274
Wed 9/918:00
JNB
-
SJU
2 stops49h 34m
Turkish Airlines
Sun 13/96:00
SJU
-
JNB
2 stops46h 15m
Turkish Airlines
Deal found 1/7R22 777
Wed 21/1018:00
JNB
-
KIN
2 stops29h 04m
Multiple Airlines
Tue 27/1017:25
KIN
-
JNB
2 stops58h 35m
Multiple Airlines
Deal found 3/7R23 329
Thu 22/1021:55
JNB
-
MBJ
1 stop22h 25m
Delta
Thu 5/1115:45
MBJ
-
JNB
1 stop20h 15m
Delta
Deal found 5/7R24 854
Wed 21/1020:55
JNB
-
MBJ
2 stops45h 17m
Multiple Airlines
Tue 27/1011:45
MBJ
-
JNB
2 stops44h 50m
Multiple Airlines
Deal found 6/7R24 983
Tue 21/718:55
JNB
-
SDQ
1 stop29h 55m
Air Europa
Tue 4/821:10
SDQ
-
JNB
1 stop30h 40m
Air Europa
Deal found 6/7R25 032
Thu 30/721:15
JNB
-
KIN
2 stops29h 57m
British Airways
Thu 6/814:00
KIN
-
JNB
2 stops34h 00m
British Airways
Deal found 2/7R25 324
Mon 5/1021:55
JNB
-
KIN
1 stop28h 35m
Delta
Thu 15/109:00
KIN
-
JNB
1 stop27h 40m
Delta
Deal found 5/7R25 438
Mon 5/1022:00
JNB
-
KIN
2 stops46h 58m
United Airlines
Thu 15/1014:57
KIN
-
JNB
3 stops44h 33m
United Airlines
Deal found 5/7R25 762

Find flights to Caribbean

Browse one-way and return flights deals to Caribbean on Cheapflights. Flight deals are based on user searches and were last updated on 6 July 2026
Explore Caribbean

Find flight deals to Caribbean

Find the latest flights to Caribbean in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 594 507 searches and data was last updated on 6 July 2026.

One-way from

R11 681

Popular in

June

Cheapest in

May

Average price

R25 681
16/9
  • 16/9
  • 3 total stops
  • 40h 29m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 9% potential increase in price (R2 172 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R536 potential savings vs. average return price).
Average for return flights in July 2026

Cheapflights Fare Finder

 
Locate flights to Caribbean that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 594 507 searches and data was last updated on 6 July 2026.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 22/10

22:00-12:48

2 stops69h 48m

Montego Bay Sangster Intl

Thu 5/11

13:25-18:35

1 stop22h 10m

R21 398

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 21/10

22:00-13:58

3 stops46h 58m

Kingston Norman Manley

Tue 27/10

14:58-18:35

2 stops44h 37m

R22 112

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 5/11

19:35-22:11

2 stops33h 36m

Kingston Norman Manley

Mon 9/11

7:30-10:25

2 stops43h 55m

R22 274

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Wed 9/9

18:00-13:34

2 stops49h 34m

San Juan Luis Munoz Marin Intl

Sun 13/9

6:00-10:15

2 stops46h 15m

R22 777

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 21/10

18:00-16:04

2 stops29h 04m

Kingston Norman Manley

Tue 27/10

17:25-11:00

2 stops58h 35m

R23 329
Fastest return journey

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 22/10

21:55-13:20

1 stop22h 25m

Montego Bay Sangster Intl

Thu 5/11

15:45-19:00

1 stop20h 15m

R24 854

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Wed 21/10

20:55-11:12

2 stops45h 17m

Montego Bay Sangster Intl

Tue 27/10

11:45-15:35

2 stops44h 50m

R24 983

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 30/7

21:15-20:12

2 stops29h 57m

Kingston Norman Manley

Thu 6/8

14:00-7:00

2 stops34h 00m

R25 324

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Mon 5/10

21:55-19:30

1 stop28h 35m

Kingston Norman Manley

Thu 15/10

9:00-19:40

1 stop27h 40m

R25 438

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Mon 5/10

22:00-13:58

3 stops46h 58m

Kingston Norman Manley

Thu 15/10

14:57-18:30

3 stops44h 33m

R25 843

Flights are sorted by cheapest return flights first.

Deals found on 1/7

Showing 1-10 of 38 resultsSorted by cheapest first
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Best time to book a flight to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Caribbean

How long is the flight to Caribbean?

On average, a flight from Johannesburg to Caribbean takes 39 hours 37 minutes. Flights to Caribbean from other popular cities in South Africa will vary in length. Below are a few examples of popular routes and their flight times.

What are the cheapest airlines that fly to Caribbean?

The cheapest airlines flying from Johannesburg to Caribbean are British Airways, United Airlines and KLM.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 40.0 - 180.0 mm per month. September is typically the wettest month, when rainfall can reach 180.0 mm. January is typically the driest time to visit Caribbean when rainfall is around 40.0 mm.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.0 C).

When is the best time to book a flight to Caribbean?

To ensure you get the cheapest price possible for a flight to Caribbean, you should look to book at least 63 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What are the most popular places to fly to in Caribbean?

Destination popularity is based on the amount of flight searches to Caribbean in the last few years. This data was updated on 6 July 2026.
The most popular places in Caribbean to fly to are Cuba, The Bahamas, Jamaica, Barbados and Dominican Republic.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated 6 July 2026.
See what other customers who have flown with KLM,United Airlines, andQatar Airways to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7,7

Crew

8,4

Entertainment

7,2

Food

7,3

Boarding

7,8

Overall

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Comfort

7,7

Crew

8,4

Entertainment

7,2

Food

7,3

Boarding

7,8

Overall

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Comfort

7,7

Crew

8,4

Entertainment

7,2

Food

7,3

Boarding

7,8

Overall

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Comfort

7,7

Crew

8,4

Entertainment

7,2

Food

7,3

Boarding

7,8

Overall

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Comfort

7,7

Crew

8,4

Entertainment

7,2

Food

7,3

Boarding

7,8

Overall

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Comfort

7,7

Crew

8,4

Entertainment

7,2

Food

7,3

Boarding

7,8

Overall

7,8

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

FAQs about flying to Caribbean

  • What is the best way to travel around the Caribbean?

    If this is a beach-bum holiday on some idyllic beach with cocktails, then the only travelling you’ll be doing is between the hammock in your bungalow and the beach chair. If you’re more adventurous, you might want to look into boat cruises around the Caribbean Sea. For island hopping through the West Indies, you’ll need to fly, so get ready to book flights to the Caribbean.

  • What are some things to do in the Caribbean?

    Aruba, Sint Marten and the many other parts of the West Indies make for perfect beach getaways, while Cuba has long been a sought-after destination for Saffers because it stretches the Rand. When you compare flights to the Caribbean, keep this island in mind. From old cars straight out of the 50s to cobbled streets lined with bars and bistros, UNESCO world heritage site listed Old Havana, and sun-drenched beaches, South Africans love this part of the world.

  • How long is the flight to the Caribbean?

    With no direct flights to the Caribbean from South Africa, you can expect at least one stopover, possibly in Europe or the Middle East. As you search for Caribbean flight deals, consider Sint Maarten, the Bahamas or Aruba as destinations. From Johannesburg’s OR Tambo International Airport (JNB) to Princess Juliana International Airport (SXM) on the island of Sint Maarten, you could look at Caribbean flight deals on KLM via Amsterdam, with a flight time of around 23h 30min. From Cape Town International (CPT) to Queen Beatrix International Airport (AUA) on the island of Aruba, you could look at cheap flights to the Caribbean on British Airways and United via Johannesburg and New York with a flight time of about 28h. To book flights to the Caribbean from Durban’s King Shaka International (DUR) to Jose Marti International Airport in Havana (HAV), compare flights to the Caribbean on British Airways and Air France via Johannesburg and Paris, for a flight time of around 27h.

  • What do I need to do before my flight to the Caribbean?

    Aruba and Sint Marten are part of the Netherlands, so as a Saffer, you will need a Schengen visa. This is quite a lengthy process with several documents (including proof of income, return air ticket, confirmation of accommodation, and medical insurance for the duration of your stay). Your valid South African passport will need to have enough pages available to hold the visa and more than six months from expiring when you return. Looking for Caribbean flight deals and cost-effective Caribbean airfare is the easy part.

  • Can I find cheaper flights to Caribbean if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Caribbean on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean?

    Based on reviews from Cheapflights users, KLM is rated the highest out of the airlines that fly to Caribbean.

  • What is the cheapest airport to fly to in Caribbean?

    Punta Cana is currently the cheapest airport to fly to in Caribbean. One-way flights to Punta Cana typically cost R1 940, while return flights cost around R4 387.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Cape Town Intl offers the quickest one-way flight (22 hours 26 minutes).

  • Does San Juan Luis Munoz Marin Intl have car hire?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl?

    Yes. San Juan Luis Munoz Marin Intl has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl (0,0 km away from San Juan Luis Munoz Marin Intl).

See more FAQs

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How does Cheapflights help users find flights to Caribbean?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights to Caribbean. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights to Caribbean for you. Better yet — we are completely free to use.

Can Cheapflights find flights to Caribbean with no change fees?

Yes! Cheapflights helps users easily find flights to Caribbean with no change fees.

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Yes, and it’s super simple to set up Price Alerts. Click the bell icon next to the flight deals above and provide your email address. That’s it!

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