R12 797+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Jul 29 — Aug 51
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 29 June 2026.

Thu 5/1119:35
JNB
-
KIN
2 stops47h 18m
British Airways
Mon 9/117:30
KIN
-
JNB
2 stops43h 55m
British Airways
Deal found 24/6R22 424
Wed 9/918:00
JNB
-
SJU
2 stops49h 34m
Turkish Airlines
Sun 13/96:00
SJU
-
JNB
2 stops46h 15m
Turkish Airlines
Deal found 26/6R23 837
Sun 9/814:55
JNB
-
KIN
2 stops29h 59m
Multiple Airlines
Sun 16/814:56
KIN
-
JNB
2 stops37h 59m
Multiple Airlines
Deal found 25/6R24 034
Thu 23/719:25
JNB
-
KIN
2 stops31h 47m
British Airways
Thu 6/86:05
KIN
-
JNB
2 stops44h 20m
British Airways
Deal found 24/6R24 905
Tue 8/921:55
JNB
-
KIN
1 stop29h 15m
Delta
Thu 24/99:10
KIN
-
JNB
1 stop27h 30m
Delta
Deal found 25/6R25 661
Wed 9/914:05
JNB
-
SJU
2 stops31h 51m
Qatar Airways
Sun 13/916:19
SJU
-
JNB
2 stops34h 51m
Qatar Airways
Deal found 24/6R25 940
Tue 8/921:15
JNB
-
KIN
1 stop27h 25m
British Airways
Thu 24/917:08
KIN
-
JNB
2 stops57h 17m
British Airways
Deal found 25/6R27 024
Mon 23/1113:45
JNB
-
SDQ
2 stops56h 10m
Qatar Airways
Fri 27/1115:11
SDQ
-
JNB
2 stops35h 29m
Qatar Airways
Deal found 24/6R27 616
Tue 30/621:55
JNB
-
KIN
1 stop29h 05m
Delta
Sun 27/99:10
KIN
-
JNB
1 stop27h 30m
Delta
Deal found 25/6R29 061
Tue 30/612:40
JNB
-
KIN
2 stops39h 05m
Qatar Airways
Tue 29/913:08
KIN
-
JNB
2 stops31h 52m
Qatar Airways
Deal found 25/6R29 751
Tue 8/910:05
JNB
-
KIN
3 stops61h 40m
Multiple Airlines
Thu 24/97:15
KIN
-
JNB
3 stops39h 15m
Multiple Airlines
Deal found 25/6R30 458
Mon 23/1122:00
JNB
-
SDQ
1 stop31h 46m
United Airlines
Fri 27/1114:53
SDQ
-
JNB
2 stops38h 12m
United Airlines
Deal found 24/6R30 720

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 29 June 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 29 June 2026.

One-way from

R12 797

Popular in

June

Cheapest in

May

Average price

R27 073
11/10
  • 11/10
  • 3 total stops
  • 73h 10m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 9% potential increase in price (R2 214 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R545 potential savings vs. average return price).
Average for return flights in June 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 29 June 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

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 5/11

19:35-11:53

2 stops47h 18m

Kingston Norman Manley

Mon 9/11

7:30-10:25

2 stops43h 55m

R22 424

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

R23 837

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 23/7

19:25-20:12

2 stops31h 47m

Kingston Norman Manley

Thu 6/8

6:05-9:25

2 stops44h 20m

R24 905

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Tue 8/9

21:55-20:10

1 stop29h 15m

Kingston Norman Manley

Thu 24/9

9:10-19:40

1 stop27h 30m

R25 661

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Mon 23/11

13:45-15:55

2 stops56h 10m

Santo Domingo Las Americas

Fri 27/11

15:11-8:40

2 stops35h 29m

R27 616

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 9/8

19:10-16:45

2 stops52h 35m

Kingston Norman Manley

Sun 16/8

20:15-5:30

2 stops50h 15m

R30 606

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Mon 23/11

22:00-23:46

1 stop31h 46m

Santo Domingo Las Americas

Fri 27/11

14:53-11:05

2 stops38h 12m

R30 720

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Wed 9/9

22:00-13:45

1 stop21h 45m

San Juan Luis Munoz Marin Intl

Sun 13/9

16:55-18:30

2 stops43h 35m

R30 967
Fastest return journey

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 23/7

21:55-20:03

1 stop29h 08m

Kingston Norman Manley

Thu 6/8

9:13-19:40

1 stop27h 27m

R31 345

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Sat 8/8

9:45-23:13

2 stops43h 28m

Santo Domingo Las Americas

Sat 15/8

5:01-8:20

2 stops45h 19m

R31 410

Flights are sorted by cheapest return flights first.

Deals found on 24/6

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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 42 hours 26 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 64 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 29 June 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 29 June 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.

Boarding

7,8

Food

7,3

Comfort

7,7

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Boarding

7,8

Food

7,3

Comfort

7,7

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Boarding

7,8

Food

7,3

Comfort

7,7

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Boarding

7,8

Food

7,3

Comfort

7,7

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Boarding

7,8

Food

7,3

Comfort

7,7

Overall

7,8

Entertainment

7,2

Crew

8,4

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Boarding

7,8

Food

7,3

Comfort

7,7

Overall

7,8

Entertainment

7,2

Crew

8,4

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 964, while return flights cost around R2 021.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Johannesburg offers the quickest one-way flight (26 hours 11 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.

Why should you use Cheapflights to find cheap flight tickets to Caribbean?

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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