R12 145+ Cheap flights to Caribbean

— SJU
Dec 5 — Dec 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

Wed 9/1221:40 -
2 stops45h 47m
Wed 6/118:09 -
2 stops55h 31m
Deal found 31/10R16 776
Thu 10/1221:40 -
2 stops45h 47m
Wed 6/118:09 -
2 stops55h 31m
Deal found 31/10R17 996
Mon 7/1219:35 -
2 stops28h 50m
Mon 18/119:20 -
2 stops32h 05m
Deal found 31/10R19 693
Thu 19/1121:30 -
1 stop23h 55m
Wed 25/1122:00 -
1 stop29h 25m
Deal found 1/11R19 891
Thu 5/1119:35 -
1 stop25h 50m
Mon 9/1122:00 -
1 stop26h 35m
Deal found 1/11R20 945
Sat 7/1122:00 -
2 stops70h 48m
Wed 11/1113:25 -
1 stop22h 10m
Deal found 31/10R20 962
Thu 5/1121:30 -
1 stop23h 55m
Mon 9/1117:30 -
2 stops33h 55m
Deal found 1/11R21 769
Thu 19/1119:35 -
2 stops33h 19m
Wed 25/1122:00 -
1 stop29h 25m
Deal found 1/11R21 868
Thu 26/1121:30 -
1 stop23h 55m
Mon 30/1122:00 -
1 stop29h 25m
Deal found 31/10R22 280
Wed 9/1221:40 -
2 stops45h 47m
Fri 8/118:09 -
2 stops44h 51m
Deal found 31/10R22 742
Wed 2/1215:35 -
2 stops26h 44m
Wed 9/1212:18 -
2 stops41h 27m
Deal found 2/11R23 005
Sun 6/1223:55 -
2 stops48h 02m
Wed 6/118:09 -
2 stops55h 31m
Deal found 31/10R23 071

Find flights to Caribbean

Explore Caribbean

Find flight deals to Caribbean

Return from

R19 891

One-way from

R12 145

Popular in

December

Cheapest in

May

Average price

R21 736
British Airways
  • British Airways
  • 19/11-25/11
  • 2 total stops
  • 53h 20m total
  • Johannesburg to Nassau
United Airlines
  • United Airlines
  • 12/11-31/12
  • 2 total stops
  • 49h 35m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 4% potential increase in price (R1 161 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R577 potential savings vs. average return price).
Average for return flights in November 2026

Cheapflights Fare Finder

 
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

JohannesburgGeorge Town

JNB Johannesburg OR Tambo - GCM George Town Owen Roberts Intl

JNBGCM

Johannesburg OR Tambo

Thu 12/11

22:00-16:35

2 stops49h 35m

George Town Owen Roberts Intl

Wed 31/12

0:00-7:00

Nonstop0h 00m

R12 145

JohannesburgPort of Spain

JNB Johannesburg OR Tambo - POS Port of Spain Piarco Intl

JNBPOS

Johannesburg OR Tambo

Thu 28/1

22:00-0:20

2 stops32h 20m

Port of Spain Piarco Intl

Wed 31/12

0:00-6:00

Nonstop0h 00m

R12 195

JohannesburgGeorge Town

JNB Johannesburg OR Tambo - GCM George Town Owen Roberts Intl

JNBGCM

Johannesburg OR Tambo

Thu 11/2

22:00-13:45

2 stops46h 45m

George Town Owen Roberts Intl

Wed 31/12

0:00-7:00

Nonstop0h 00m

R12 195

JohannesburgGeorge Town

JNB Johannesburg OR Tambo - GCM George Town Owen Roberts Intl

JNBGCM

Johannesburg OR Tambo

Mon 1/3

22:00-13:45

2 stops46h 45m

George Town Owen Roberts Intl

Wed 31/12

0:00-7:00

Nonstop0h 00m

R12 294

JohannesburgMontego Bay

JNB Johannesburg OR Tambo - MBJ Montego Bay Sangster Intl

JNBMBJ

Johannesburg OR Tambo

Sun 13/12

15:35-16:45

2 stops32h 10m

Montego Bay Sangster Intl

Wed 31/12

0:00-7:00

Nonstop0h 00m

R13 035

JohannesburgMontego Bay

JNB Johannesburg OR Tambo - MBJ Montego Bay Sangster Intl

JNBMBJ

Johannesburg OR Tambo

Mon 14/12

6:05-11:19

3 stops36h 14m

Montego Bay Sangster Intl

Wed 31/12

0:00-7:00

Nonstop0h 00m

R13 744

JohannesburgNassau

JNB Johannesburg OR Tambo - NAS Nassau Intl

JNBNAS

Johannesburg OR Tambo

Thu 19/11

17:00-16:00

3 stops54h 00m

Nassau Intl

Wed 31/12

0:00-7:00

Nonstop0h 00m

R13 859

JohannesburgGeorge Town

JNB Johannesburg OR Tambo - GCM George Town Owen Roberts Intl

JNBGCM

Johannesburg OR Tambo

Wed 11/11

13:45-11:35

2 stops52h 50m

George Town Owen Roberts Intl

Wed 31/12

0:00-7:00

Nonstop0h 00m

R14 799

JohannesburgPunta Cana

JNB Johannesburg OR Tambo - PUJ Punta Cana

JNBPUJ

Johannesburg OR Tambo

Fri 27/11

18:30-18:50

3 stops54h 20m

Punta Cana

Wed 31/12

0:00-6:30

Nonstop0h 00m

R14 799

JohannesburgGeorge Town

JNB Johannesburg OR Tambo - GCM George Town Owen Roberts Intl

JNBGCM

Johannesburg OR Tambo

Tue 1/12

22:00-16:30

2 stops49h 30m

George Town Owen Roberts Intl

Wed 31/12

0:00-7:00

Nonstop0h 00m

R15 128

Flights are sorted by cheapest return flights first.

Deals found on 2/11

Showing 1-10 of 59 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

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 29 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 Air Europa, British Airways and United Airlines.

Rainfall in Caribbean 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

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 67 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?

The most popular places in Caribbean to fly to are Cuba, The Bahamas, Jamaica, Barbados and Dominican Republic.

Reviews of airlines servicing Caribbean

See what other customers who have flown with Qatar Airways,United Airlines, andAmerican Airlines 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

7,5

Entertainment

7,3

Overall

7,4

Food

7,3

Comfort

7,3

Crew

7,9

Reviews

1 / 20
6,0
Good

Matt,Nov 2024

BKK - DOH

I've been flying long-haul Qatar in Economy pretty often for the past 6 months. Legroom is reasonable but the seat cushions become uncomfortable within the first 2 hours of flight. Food is tasty but portions and variation small compared to other mideast carriers. Entertainment is limited (again, compared to other mideast carriers). Crew are friendly enough and processes are clear.

Boarding

7,5

Entertainment

7,3

Overall

7,4

Food

7,3

Comfort

7,3

Crew

7,9

Reviews

1 / 20
6,0
Good

Matt,Nov 2024

BKK - DOH

I've been flying long-haul Qatar in Economy pretty often for the past 6 months. Legroom is reasonable but the seat cushions become uncomfortable within the first 2 hours of flight. Food is tasty but portions and variation small compared to other mideast carriers. Entertainment is limited (again, compared to other mideast carriers). Crew are friendly enough and processes are clear.

Boarding

7,5

Entertainment

7,3

Overall

7,4

Food

7,3

Comfort

7,3

Crew

7,9

Reviews

1 / 20
6,0
Good

Matt,Nov 2024

BKK - DOH

I've been flying long-haul Qatar in Economy pretty often for the past 6 months. Legroom is reasonable but the seat cushions become uncomfortable within the first 2 hours of flight. Food is tasty but portions and variation small compared to other mideast carriers. Entertainment is limited (again, compared to other mideast carriers). Crew are friendly enough and processes are clear.

Boarding

7,5

Entertainment

7,3

Overall

7,4

Food

7,3

Comfort

7,3

Crew

7,9

Reviews

1 / 20
6,0
Good

Matt,Nov 2024

BKK - DOH

I've been flying long-haul Qatar in Economy pretty often for the past 6 months. Legroom is reasonable but the seat cushions become uncomfortable within the first 2 hours of flight. Food is tasty but portions and variation small compared to other mideast carriers. Entertainment is limited (again, compared to other mideast carriers). Crew are friendly enough and processes are clear.

Boarding

7,5

Entertainment

7,3

Overall

7,4

Food

7,3

Comfort

7,3

Crew

7,9

Reviews

1 / 20
6,0
Good

Matt,Nov 2024

BKK - DOH

I've been flying long-haul Qatar in Economy pretty often for the past 6 months. Legroom is reasonable but the seat cushions become uncomfortable within the first 2 hours of flight. Food is tasty but portions and variation small compared to other mideast carriers. Entertainment is limited (again, compared to other mideast carriers). Crew are friendly enough and processes are clear.

Boarding

7,5

Entertainment

7,3

Overall

7,4

Food

7,3

Comfort

7,3

Crew

7,9

Reviews

1 / 20
6,0
Good

Matt,Nov 2024

BKK - DOH

I've been flying long-haul Qatar in Economy pretty often for the past 6 months. Legroom is reasonable but the seat cushions become uncomfortable within the first 2 hours of flight. Food is tasty but portions and variation small compared to other mideast carriers. Entertainment is limited (again, compared to other mideast carriers). Crew are friendly enough and processes are clear.

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, Qatar Airways 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 970, while return flights cost around R1 879.

  • 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 21 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.

Can Cheapflights notify me if prices for flights to Caribbean become cheaper?

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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