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R27 282+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Mar 29 — Apr 51
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 24 March 2025.

One-way from

R56 220

Popular in

August

Cheapest in

February

Average price

R24 206
31/3
  • 31/3
  • 2 total stops
  • 42h 47m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 8% potential increase in price (R44 315 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (R8 866 potential savings vs. average return price).
Average for return flights in March 2025

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 24 March 2025.

Wed 2/421:20JNB - SDQ
1 stop22h 50mUnited Airlines
Wed 23/413:10SDQ - JNB
1 stop22h 35mUnited Airlines
Deal found 23/3R27 282
Fri 7/1122:05JNB - FPO
2 stops49h 20mMultiple Airlines
Fri 14/1118:40FPO - JNB
2 stops29h 50mMultiple Airlines
Deal found 23/3R27 446
Mon 9/619:00JNB - STT
2 stops47h 17mUnited Airlines
Mon 30/618:05STT - JNB
2 stops41h 40mUnited Airlines
Deal found 23/3R27 701
Thu 8/523:15JNB - BON
1 stop26h 50mKLM
Thu 15/521:15BON - JNB
1 stop42h 05mKLM
Deal found 24/3R28 483
Thu 8/518:50JNB - BON
2 stops31h 15mMultiple Airlines
Thu 15/521:15BON - JNB
1 stop42h 05mMultiple Airlines
Deal found 24/3R28 574
Wed 2/417:55JNB - SDQ
2 stops35h 12mMultiple Airlines
Thu 17/415:57SDQ - JNB
2 stops36h 38mMultiple Airlines
Deal found 23/3R33 088
Wed 2/421:15JNB - SDQ
2 stops31h 36mBritish Airways
Wed 23/412:15SDQ - JNB
2 stops36h 45mBritish Airways
Deal found 23/3R33 306
Fri 28/38:50JNB - SDQ
2 stops41h 40mQatar Airways
Thu 3/40:59SDQ - JNB
2 stops45h 01mQatar Airways
Deal found 23/3R35 272
Fri 18/418:50JNB - KIN
2 stops56h 10mMultiple Airlines
Mon 28/414:57KIN - JNB
2 stops47h 23mMultiple Airlines
Deal found 23/3R41 915
Fri 28/321:55JNB - SDQ
2 stops32h 59mDelta
Fri 4/414:35SDQ - JNB
1 stop23h 05mDelta
Deal found 23/3R61 353
Fri 18/421:55JNB - KIN
1 stop29h 05mDelta
Mon 28/49:00KIN - JNB
1 stop27h 40mDelta
Deal found 23/3R66 558

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 24 March 2025.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Mon 9/6

19:00-12:17

2 stops47h 17m

Saint Thomas Island Cyril E King

Mon 30/6

18:05-17:45

2 stops41h 40m

R27 701

JohannesburgKralendijk

JNB - BON

JNBBON

Johannesburg OR Tambo

Thu 8/5

23:15-20:05

1 stop26h 50m

Kralendijk Flamingo Int.

Thu 15/5

21:15-21:20

1 stop42h 05m

R28 483

JohannesburgKralendijk

JNB - BON

JNBBON

Johannesburg OR Tambo

Thu 8/5

18:50-20:05

2 stops31h 15m

Kralendijk Flamingo Int.

Thu 15/5

21:15-21:20

1 stop42h 05m

R28 574

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Wed 7/5

21:20-14:10

1 stop22h 50m

Santo Domingo Las Americas

Wed 14/5

13:10-17:45

1 stop22h 35m

R30 085

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Fri 18/4

18:50-20:00

2 stops56h 10m

Kingston Norman Manley

Mon 28/4

14:57-21:20

2 stops47h 23m

R41 915

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Fri 18/4

21:55-20:00

1 stop29h 05m

Kingston Norman Manley

Mon 28/4

9:00-19:40

1 stop27h 40m

R66 558

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Mon 31/3

9:50-22:37

2 stops42h 47m

R56 220

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 30/3

23:15-12:03

2 stops42h 48m

R72 073

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 30/3

21:55-14:12

1 stop22h 17m

R93 967

Flights are sorted by cheapest return flights first.

Deals found on 24/3

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 35 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 Thursday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Friday afternoons, 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 KLM, United Airlines 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 24 March 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 24 March 2025.

Boarding

8,2

Comfort

8,0

Food

7,3

Crew

8,5

Entertainment

7,9

Overall

8,0

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

Boarding

8,2

Comfort

8,0

Food

7,3

Crew

8,5

Entertainment

7,9

Overall

8,0

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

Boarding

8,2

Comfort

8,0

Food

7,3

Crew

8,5

Entertainment

7,9

Overall

8,0

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

Boarding

8,2

Comfort

8,0

Food

7,3

Crew

8,5

Entertainment

7,9

Overall

8,0

Reviews

1 / 20
4,0
Okay

Peter,Oct 2023

MAD - JFK

The delta and planes are getting old. Tv screen would blink off and on every time the person in front of me moved Storage area torn and drooping. Time for and update Delta

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, KLM 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 701, while return flights cost around R1 023.

  • 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 50 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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