R11 543+ 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 18/5. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Feb 6 — Feb 131
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 7 January 2026.

One-way from

R9 630

Popular in

April

Cheapest in

November

Average price

R24 477
28/3
  • 28/3
  • 3 total stops
  • 54h 05m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 2% potential increase in price (R675 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R559 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 7 January 2026
Explore Caribbean

Find flight deals to Caribbean

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 7 January 2026.

Thu 28/519:25JNB - SJU
2 stops31h 56mBritish Airways
Mon 1/66:00SJU - JNB
2 stops45h 25mBritish Airways
Deal found 4/1R16 759
Wed 22/421:15JNB - KIN
2 stops28h 19mBritish Airways
Mon 27/414:27KIN - JNB
2 stops33h 33mBritish Airways
Deal found 5/1R18 509
Fri 1/521:15JNB - KIN
2 stops28h 19mBritish Airways
Thu 14/514:27KIN - JNB
2 stops35h 58mBritish Airways
Deal found 7/1R18 770
Fri 8/521:15JNB - KIN
2 stops52h 19mBritish Airways
Tue 12/514:27KIN - JNB
2 stops33h 33mBritish Airways
Deal found 5/1R20 062
Wed 16/921:15JNB - SDQ
2 stops47h 35mBritish Airways
Sun 27/916:45SDQ - JNB
2 stops34h 40mBritish Airways
Deal found 7/1R20 945
Sun 18/122:00JNB - KIN
2 stops30h 16mBritish Airways
Sun 25/17:00KIN - JNB
2 stops44h 25mBritish Airways
Deal found 5/1R21 076
Tue 10/219:35JNB - KIN
1 stop30h 05mBritish Airways
Tue 17/215:29KIN - JNB
2 stops35h 56mBritish Airways
Deal found 6/1R22 073
Wed 18/322:00JNB - FPO
2 stops43h 37mAmerican Airlines
Mon 23/312:17FPO - JNB
2 stops37h 18mAmerican Airlines
Deal found 6/1R22 956
Mon 2/322:00JNB - MBJ
2 stops46h 33mAmerican Airlines
Tue 17/313:27MBJ - JNB
2 stops35h 08mAmerican Airlines
Deal found 7/1R23 185
Thu 14/521:15JNB - SDQ
2 stops31h 37mBritish Airways
Mon 18/514:25SDQ - JNB
2 stops37h 00mBritish Airways
Deal found 5/1R24 084
Fri 1/521:55JNB - KIN
1 stop29h 10mDelta
Thu 14/59:00KIN - JNB
1 stop27h 40mDelta
Deal found 7/1R24 362
Tue 10/219:10JNB - KIN
2 stops38h 58mMultiple Airlines
Mon 16/24:36KIN - JNB
2 stops47h 14mMultiple Airlines
Deal found 6/1R24 509

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 7 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

Thu 28/5

19:25-21:21

2 stops31h 56m

San Juan Luis Munoz Marin Intl

Mon 1/6

6:00-9:25

2 stops45h 25m

R16 759

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 22/4

21:15-18:34

2 stops28h 19m

Kingston Norman Manley

Mon 27/4

14:27-7:00

2 stops33h 33m

R18 509

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Fri 1/5

21:15-18:34

2 stops28h 19m

Kingston Norman Manley

Thu 14/5

14:27-9:25

2 stops35h 58m

R18 770

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Fri 8/5

21:15-18:34

2 stops52h 19m

Kingston Norman Manley

Tue 12/5

14:27-7:00

2 stops33h 33m

R20 062

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 18/1

22:00-21:16

2 stops30h 16m

Kingston Norman Manley

Sun 25/1

7:00-10:25

2 stops44h 25m

R21 076

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Tue 10/2

19:35-18:40

1 stop30h 05m

Kingston Norman Manley

Tue 17/2

15:29-10:25

2 stops35h 56m

R22 073

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Wed 18/3

22:00-13:04

2 stops45h 04m

Freeport Grand Bahama Intl

Mon 23/3

15:07-10:25

2 stops37h 18m

R22 956

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Thu 19/3

19:35-11:14

2 stops45h 39m

Freeport Grand Bahama Intl

Sun 22/3

15:07-10:25

2 stops37h 18m

R22 956

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Mon 2/3

22:00-10:07

2 stops43h 07m

Montego Bay Sangster Intl

Tue 17/3

13:27-7:35

2 stops35h 08m

R23 185

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 14/5

21:15-22:52

2 stops31h 37m

Santo Domingo Las Americas

Mon 18/5

14:25-9:25

2 stops37h 00m

R24 084

Flights are sorted by cheapest return flights first.

Deals found on 6/1

Showing 1-10 of 33 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 37 hours 20 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 7 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 7 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.

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,2

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,2

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,2

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,2

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,2

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Entertainment

7,1

Boarding

7,8

Crew

8,4

Overall

7,7

Comfort

7,6

Food

7,2

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

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 086, while return flights cost around R4 170.

  • 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 (22 hours 37 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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