R13 392+ 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 13/7. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Feb 14 — Feb 211
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean in 2026

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 15 January 2026.

One-way from

R13 392

Popular in

April

Cheapest in

November

Average price

R25 048
United Airlines
  • United Airlines
  • 13/7
  • 2 total stops
  • 32h 18m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 2% potential increase in price (R582 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R548 potential savings vs. average return price).
Average for return flights in January 2026

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 15 January 2026
Explore Caribbean

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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 15 January 2026.

Wed 11/223:59
JNB
-
SJU
2 stops29h 57m
KLM
Wed 18/215:55
SJU
-
JNB
2 stops48h 10m
KLM
Deal found 14/1R15 667
Wed 11/221:55
JNB
-
SJU
1 stop22h 37m
Delta
Wed 18/218:37
SJU
-
JNB
1 stop42h 23m
Delta
Deal found 14/1R16 109
Thu 28/519:25
JNB
-
SJU
2 stops34h 16m
British Airways
Mon 1/614:41
SJU
-
JNB
2 stops36h 44m
British Airways
Deal found 12/1R16 846
Sun 10/521:15
JNB
-
KIN
2 stops28h 19m
British Airways
Tue 26/56:25
KIN
-
JNB
2 stops44h 00m
British Airways
Deal found 13/1R18 418
Wed 11/221:55
JNB
-
SJU
1 stop32h 03m
Multiple Airlines
Wed 18/214:12
SJU
-
JNB
2 stops35h 48m
Multiple Airlines
Deal found 14/1R18 876
Tue 27/119:35
JNB
-
SJU
2 stops34h 24m
Multiple Airlines
Fri 30/119:15
SJU
-
JNB
2 stops54h 20m
Multiple Airlines
Deal found 13/1R19 384
Fri 27/29:50
JNB
-
SJU
2 stops44h 39m
Multiple Airlines
Fri 6/35:10
SJU
-
JNB
2 stops45h 10m
Multiple Airlines
Deal found 13/1R19 580
Mon 2/319:05
JNB
-
MBJ
2 stops47h 02m
Multiple Airlines
Thu 19/313:36
MBJ
-
JNB
2 stops38h 14m
Multiple Airlines
Deal found 15/1R19 924
Fri 8/519:25
JNB
-
KIN
2 stops54h 09m
British Airways
Tue 12/57:00
KIN
-
JNB
2 stops41h 00m
British Airways
Deal found 13/1R20 038
Sun 18/122:00
JNB
-
KIN
2 stops30h 16m
British Airways
Sun 25/17:00
KIN
-
JNB
2 stops44h 25m
British Airways
Deal found 14/1R21 757
Tue 27/119:35
JNB
-
KIN
2 stops56h 41m
British Airways
Fri 30/17:00
KIN
-
JNB
2 stops44h 25m
British Airways
Deal found 14/1R21 970
Mon 2/1119:35
JNB
-
SJU
2 stops30h 25m
British Airways
Fri 6/1116:37
SJU
-
JNB
2 stops32h 58m
British Airways
Deal found 13/1R22 314

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 15 January 2026.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Wed 11/2

23:59-23:56

2 stops29h 57m

San Juan Luis Munoz Marin Intl

Wed 18/2

15:55-22:05

2 stops48h 10m

R15 667

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Wed 11/2

21:55-14:32

1 stop22h 37m

San Juan Luis Munoz Marin Intl

Wed 18/2

18:37-19:00

1 stop42h 23m

R16 109

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Thu 28/5

19:25-23:41

2 stops34h 16m

San Juan Luis Munoz Marin Intl

Mon 1/6

14:41-9:25

2 stops36h 44m

R16 846

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 10/5

21:15-18:34

2 stops28h 19m

Kingston Norman Manley

Tue 26/5

6:25-9:25

2 stops44h 00m

R18 418

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Wed 11/2

21:55-23:58

1 stop32h 03m

San Juan Luis Munoz Marin Intl

Wed 18/2

14:12-8:00

2 stops35h 48m

R18 876

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Tue 27/1

19:35-23:59

2 stops34h 24m

San Juan Luis Munoz Marin Intl

Fri 30/1

19:15-7:35

2 stops54h 20m

R19 384

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Fri 27/2

9:50-0:29

2 stops44h 39m

San Juan Luis Munoz Marin Intl

Fri 6/3

5:10-8:20

2 stops45h 10m

R19 580

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Mon 2/3

19:05-11:07

2 stops47h 02m

Montego Bay Sangster Intl

Thu 19/3

13:36-10:50

2 stops38h 14m

R19 924

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Fri 8/5

19:25-18:34

2 stops54h 09m

Kingston Norman Manley

Tue 12/5

7:00-7:00

2 stops41h 00m

R20 038

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Tue 27/1

19:35-21:16

2 stops56h 41m

Kingston Norman Manley

Fri 30/1

7:00-10:25

2 stops44h 25m

R21 970

Flights are sorted by cheapest return flights first.

Deals found on 13/1

Showing 1-10 of 34 results
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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 35 hours 2 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 United Airlines, KLM and British Airways.

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).

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 15 January 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 15 January 2026.
See what other customers who have flown with KLM, Virgin Atlantic, 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.

Overall

7,7

Crew

8,4

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Food

7,2

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Overall

7,7

Crew

8,4

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Food

7,2

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Overall

7,7

Crew

8,4

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Food

7,2

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Overall

7,7

Crew

8,4

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Food

7,2

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Overall

7,7

Crew

8,4

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Food

7,2

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

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

Overall

7,7

Crew

8,4

Boarding

7,8

Comfort

7,6

Entertainment

7,1

Food

7,2

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, United Airlines is rated the highest out of the airlines that fly to Caribbean.

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

    George Town Owen Roberts Intl is currently the cheapest airport to fly to in Caribbean. One-way flights to George Town Owen Roberts Intl typically cost R2 088, while return flights cost around R4 176.

  • 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?

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

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