R16 558+ Cheap flights to Caribbean

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Aug 21 — Aug 281
1 adult

Flights to Caribbean in 2025

Find the latest flights to Caribbean in 2025, 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 16 August 2025.

One-way from

R17 155

Popular in

August

Cheapest in

May

Average price

R32 079
13/10
  • 13/10
  • 2 total stops
  • 32h 26m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 11% potential increase in price (R56 982 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R10 620 potential savings vs. average return price).
Average for return flights in August 2025

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 16 August 2025
Explore Caribbean

Find flight deals to Caribbean

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 16 August 2025.

Mon 29/923:15JNB - SJU
2 stops30h 32mKLM
Mon 6/1013:06SJU - JNB
2 stops26h 14mKLM
Deal found 15/8R16 558
Mon 29/920:30JNB - SJU
2 stops33h 17mVirgin Atlantic
Mon 6/1014:31SJU - JNB
1 stop23h 09mVirgin Atlantic
Deal found 15/8R17 261
Thu 20/1121:30JNB - KIN
2 stops29h 30mDelta
Mon 24/119:00KIN - JNB
2 stops40h 40mDelta
Deal found 14/8R19 071
Thu 13/1121:30JNB - AUA
2 stops46h 30mDelta
Mon 17/1115:15AUA - JNB
2 stops59h 25mDelta
Deal found 14/8R19 810
Mon 29/921:20JNB - SJU
1 stop22h 25mUnited Airlines
Mon 6/1013:30SJU - JNB
1 stop22h 15mUnited Airlines
Deal found 15/8R22 024
Tue 9/921:15JNB - KIN
2 stops29h 23mBritish Airways
Tue 16/913:00KIN - JNB
2 stops37h 25mBritish Airways
Deal found 14/8R22 358
Sun 28/921:55JNB - STT
1 stop21h 38mDelta
Sun 5/1014:43STT - JNB
1 stop22h 57mDelta
Deal found 14/8R22 692
Thu 11/1222:00JNB - STT
2 stops44h 10mAmerican Airlines
Tue 6/114:32STT - JNB
2 stops35h 03mAmerican Airlines
Deal found 14/8R24 890
Mon 29/913:55JNB - SJU
2 stops30h 58mQatar Airways
Sun 5/103:03SJU - JNB
2 stops31h 07mQatar Airways
Deal found 15/8R25 610
Sun 28/921:15JNB - STT
2 stops45h 35mAmerican Airlines
Sun 5/1013:40STT - JNB
2 stops37h 45mAmerican Airlines
Deal found 14/8R26 331
Tue 9/921:55JNB - KIN
1 stop29h 30mDelta
Tue 16/99:00KIN - JNB
1 stop27h 40mDelta
Deal found 14/8R27 772
Mon 29/923:15JNB - BON
2 stops26h 50mKLM
Mon 6/1021:15BON - JNB
1 stop42h 05mKLM
Deal found 15/8R28 721

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 16 August 2025.
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

Mon 29/9

23:15-23:47

2 stops30h 32m

San Juan Luis Munoz Marin Intl

Mon 6/10

13:06-21:20

2 stops26h 14m

R16 558

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Mon 29/9

20:30-23:47

2 stops33h 17m

San Juan Luis Munoz Marin Intl

Mon 6/10

14:31-19:40

1 stop23h 09m

R17 261

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Fri 6/2

21:55-13:45

2 stops45h 50m

Saint Thomas Island Cyril E King

Tue 10/2

16:59-19:00

2 stops68h 01m

R18 948

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 20/11

21:30-20:00

2 stops29h 30m

Kingston Norman Manley

Mon 24/11

9:00-8:40

2 stops40h 40m

R19 071

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Thu 13/11

21:30-14:00

2 stops46h 30m

Oranjestad Reina Beatrix

Mon 17/11

15:15-8:40

2 stops59h 25m

R19 810

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Mon 29/9

21:20-13:45

1 stop22h 25m

San Juan Luis Munoz Marin Intl

Mon 6/10

13:30-17:45

1 stop22h 15m

R22 024

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Tue 9/9

21:15-19:38

2 stops29h 23m

Kingston Norman Manley

Tue 16/9

13:00-9:25

2 stops37h 25m

R22 358

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Sun 28/9

21:55-13:33

1 stop21h 38m

Saint Thomas Island Cyril E King

Sun 5/10

14:43-19:40

1 stop22h 57m

R22 692

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Thu 11/12

22:00-12:10

2 stops44h 10m

Saint Thomas Island Cyril E King

Tue 6/1

14:32-7:35

2 stops35h 03m

R24 890

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Mon 29/9

13:55-14:53

2 stops30h 58m

San Juan Luis Munoz Marin Intl

Sun 5/10

3:03-16:10

2 stops31h 07m

R25 610

Flights are sorted by cheapest return flights first.

Deals found on 15/8

Showing 1-10 of 28 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 12 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.

When is the cheapest time to fly to Caribbean?

Use this chart to determine the cheapest time to fly return from Johannesburg to Caribbean. Price data was last updated on 16 December 2024.

Users looking for the lowest fares to Caribbean should consider flying on Tuesday mornings, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday mornings, when prices are usually at their highest.

What are the cheapest airlines that fly to Caribbean?

The cheapest airlines flying from Johannesburg to Caribbean are United Airlines, Air France 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).

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 16 August 2025.
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 16 August 2025.
See what other customers who have flown with KLM, 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

7,7

Boarding

7,8

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,8

Reviews

1 / 20
4,0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

Comfort

7,7

Boarding

7,8

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,8

Reviews

1 / 20
4,0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

Comfort

7,7

Boarding

7,8

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,8

Reviews

1 / 20
4,0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

Comfort

7,7

Boarding

7,8

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,8

Reviews

1 / 20
4,0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

Comfort

7,7

Boarding

7,8

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,8

Reviews

1 / 20
4,0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

Comfort

7,7

Boarding

7,8

Crew

8,4

Entertainment

7,1

Food

7,3

Overall

7,8

Reviews

1 / 20
4,0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

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?

    San Juan Luis Munoz Marin Intl is currently the cheapest airport to fly to in Caribbean. One-way flights to San Juan Luis Munoz Marin Intl typically cost R2 608, while return flights cost around R6 600.

  • 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 (21 hours 38 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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