R12 918+ Cheap flights to Caribbean

— SJU
Sep 24 — Oct 11
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

Sat 5/1221:40 -
2 stops47h 35m
Sun 13/1218:00 -
2 stops55h 20m
Deal found 20/8R19 545
Wed 30/920:15 -
2 stops46h 18m
Wed 21/1013:16 -
1 stop23h 24m
Deal found 20/8R20 346
Thu 5/1122:00 -
2 stops49h 50m
Sun 8/1115:45 -
2 stops43h 50m
Deal found 24/8R20 426
Thu 1/1018:55 -
1 stop29h 20m
Thu 22/1021:10 -
1 stop30h 40m
Deal found 20/8R20 634
Thu 1/1020:15 -
2 stops46h 18m
Thu 22/1012:59 -
2 stops47h 41m
Deal found 20/8R20 858
Sat 7/1122:00 -
2 stops45h 56m
Wed 18/1115:00 -
2 stops36h 40m
Deal found 20/8R20 954
Thu 1/1015:05 -
2 stops37h 41m
Tue 20/1015:20 -
1 stop21h 10m
Deal found 20/8R22 027
Thu 12/1119:35 -
2 stops33h 51m
Mon 16/117:08 -
2 stops44h 17m
Deal found 24/8R22 059
Thu 1/1015:05 -
2 stops37h 41m
Wed 21/106:00 -
2 stops53h 25m
Deal found 20/8R23 003
Wed 28/1010:25 -
2 stops33h 35m
Mon 2/1117:35 -
2 stops67h 00m
Deal found 24/8R23 323
Wed 16/1221:40 -
2 stops52h 20m
Fri 1/19:00 -
1 stop27h 10m
Deal found 20/8R24 108
Fri 2/1022:00 -
1 stop30h 46m
Tue 20/1015:20 -
1 stop21h 10m
Deal found 20/8R24 668

Find flights to Caribbean

Explore Caribbean

Find flight deals to Caribbean

One-way from

R12 918

Popular in

August

Cheapest in

May

Average price

R27 309
2/9
  • 2/9
  • 3 total stops
  • 42h 05m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 14% potential increase in price (R3 621 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R547 potential savings vs. average return price).
Average for return flights in August 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

JohannesburgSan Juan

JNB Johannesburg OR Tambo - SJU San Juan Luis Munoz Marin Intl

JNBSJU

Johannesburg OR Tambo

Sun 24/1

18:50-2:25

2 stops37h 35m

San Juan Luis Munoz Marin Intl

Thu 28/1

6:05-11:00

2 stops46h 55m

R20 314

JohannesburgMontego Bay

JNB Johannesburg OR Tambo - MBJ Montego Bay Sangster Intl

JNBMBJ

Johannesburg OR Tambo

Thu 5/11

22:00-16:50

2 stops49h 50m

Montego Bay Sangster Intl

Sun 8/11

15:45-18:35

2 stops43h 50m

R20 426

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Thu 4/2

22:00-23:46

1 stop31h 46m

Santo Domingo Las Americas

Mon 8/2

14:53-18:35

1 stop21h 42m

R20 986

JohannesburgOranjestad

JNB Johannesburg OR Tambo - AUA Oranjestad Reina Beatrix

JNBAUA

Johannesburg OR Tambo

Wed 27/1

10:25-16:50

2 stops36h 25m

Oranjestad Reina Beatrix

Sun 31/1

18:00-18:35

1 stop42h 35m

R21 178

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Thu 1/10

15:05-22:46

2 stops37h 41m

Santo Domingo Las Americas

Wed 21/10

6:00-18:30

1 stop30h 30m

R22 027

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Thu 1/10

15:05-22:46

2 stops37h 41m

Santo Domingo Las Americas

Tue 20/10

15:20-18:30

1 stop21h 10m

R22 027

JohannesburgKingston

JNB Johannesburg OR Tambo - KIN Kingston Norman Manley

JNBKIN

Johannesburg OR Tambo

Thu 12/11

19:35-22:26

2 stops33h 51m

Kingston Norman Manley

Mon 16/11

7:08-10:25

2 stops44h 17m

R22 059

JohannesburgOranjestad

JNB Johannesburg OR Tambo - AUA Oranjestad Reina Beatrix

JNBAUA

Johannesburg OR Tambo

Wed 28/10

10:25-14:00

2 stops33h 35m

Oranjestad Reina Beatrix

Mon 2/11

17:35-18:35

2 stops67h 00m

R23 323

JohannesburgSaint Thomas Island

JNB Johannesburg OR Tambo - STT Saint Thomas Island Cyril E King

JNBSTT

Johannesburg OR Tambo

Sat 7/11

22:00-13:56

2 stops45h 56m

Saint Thomas Island Cyril E King

Wed 18/11

15:00-18:35

1 stop21h 35m

R23 611

JohannesburgMontego Bay

JNB Johannesburg OR Tambo - MBJ Montego Bay Sangster Intl

JNBMBJ

Johannesburg OR Tambo

Fri 4/12

23:59-16:35

2 stops47h 36m

Montego Bay Sangster Intl

Sun 13/12

18:00-8:20

2 stops55h 20m

R23 659

Flights are sorted by cheapest return flights first.

Deals found on 22/8

Showing 1-10 of 39 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 18 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, United Airlines and KLM.

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 76 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 SWISS,Qatar Airways, andUnited 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.

Comfort

7,4

Boarding

7,7

Crew

8,2

Entertainment

6,8

Food

7,1

Overall

7,5

Reviews

1 / 20
4,0
Okay

robert,Sept 2023

BOS - ZRH

Swiss seems to be always late. Pilot said plane came in late. I saw the plane come in 1 hour and a half before take off, no people on board. We almost missed our connection.

Comfort

7,4

Boarding

7,7

Crew

8,2

Entertainment

6,8

Food

7,1

Overall

7,5

Reviews

1 / 20
4,0
Okay

robert,Sept 2023

BOS - ZRH

Swiss seems to be always late. Pilot said plane came in late. I saw the plane come in 1 hour and a half before take off, no people on board. We almost missed our connection.

Comfort

7,4

Boarding

7,7

Crew

8,2

Entertainment

6,8

Food

7,1

Overall

7,5

Reviews

1 / 20
4,0
Okay

robert,Sept 2023

BOS - ZRH

Swiss seems to be always late. Pilot said plane came in late. I saw the plane come in 1 hour and a half before take off, no people on board. We almost missed our connection.

Comfort

7,4

Boarding

7,7

Crew

8,2

Entertainment

6,8

Food

7,1

Overall

7,5

Reviews

1 / 20
4,0
Okay

robert,Sept 2023

BOS - ZRH

Swiss seems to be always late. Pilot said plane came in late. I saw the plane come in 1 hour and a half before take off, no people on board. We almost missed our connection.

Comfort

7,4

Boarding

7,7

Crew

8,2

Entertainment

6,8

Food

7,1

Overall

7,5

Reviews

1 / 20
4,0
Okay

robert,Sept 2023

BOS - ZRH

Swiss seems to be always late. Pilot said plane came in late. I saw the plane come in 1 hour and a half before take off, no people on board. We almost missed our connection.

Comfort

7,4

Boarding

7,7

Crew

8,2

Entertainment

6,8

Food

7,1

Overall

7,5

Reviews

1 / 20
4,0
Okay

robert,Sept 2023

BOS - ZRH

Swiss seems to be always late. Pilot said plane came in late. I saw the plane come in 1 hour and a half before take off, no people on board. We almost missed our connection.

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, Air Europa 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 914, while return flights cost around R1 825.

  • How much is a return flight to Caribbean?

    A return flight to Caribbean will typically cost around R6 195, however they can be found for as little as R1 825.

  • 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 (20 hours 56 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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