R17 007+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
ene. 23 — ene. 301
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean in 2025

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 24 diciembre 2025.

mié. 24/1221:55JNB - KIN
1 stop29h 01mDelta
vie. 2/19:00KIN - JNB
1 stop27h 00mDelta
Deal found 22/12R25 736
dom. 28/1221:55JNB - SJU
1 stop31h 25mVirgin Atlantic
sáb. 3/115:30SJU - JNB
1 stop21h 30mVirgin Atlantic
Deal found 22/12R27 972
dom. 28/1222:00JNB - SJU
2 stops30h 22mUnited Airlines
sáb. 3/18:10SJU - JNB
2 stops28h 25mUnited Airlines
Deal found 22/12R37 402
mié. 24/1219:20JNB - KIN
2 stops31h 36mAir France
vie. 2/19:00KIN - JNB
2 stops44h 10mAir France
Deal found 22/12R48 618
dom. 28/1214:30JNB - SJU
3 stops42h 29mMultiple Airlines
sáb. 3/18:10SJU - JNB
3 stops37h 45mMultiple Airlines
Deal found 22/12R55 511
mié. 24/1212:35JNB - KIN
2 stops38h 30mMultiple Airlines
vie. 2/121:15KIN - JNB
3 stops47h 40mMultiple Airlines
Deal found 22/12R61 369

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 24 diciembre 2025
Explore Caribbean

Find flight deals to Caribbean

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 diciembre 2025.

Popular in

April

Cheapest in

November

Average price

R24 784
Highest demand for flights based on searches. 2% potential increase in price (R686 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R578 potential savings vs. average return price).
Average for return flights in December 2025

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 diciembre 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

vie. 1/5

21:15-11:00

2 stops43h 45m

San Juan Luis Munoz Marin Intl

lun. 4/5

13:45-7:00

2 stops35h 15m

R17 007

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

jue. 12/2

22:00-14:00

1 stop23h 00m

Montego Bay Sangster Intl

lun. 16/2

15:20-18:35

1 stop20h 15m

R19 427

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

vie. 6/2

19:45-21:00

2 stops31h 15m

San Juan Luis Munoz Marin Intl

vie. 13/2

8:05-18:35

2 stops28h 30m

R19 627

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

jue. 28/5

21:15-18:25

2 stops52h 10m

Kingston Norman Manley

lun. 1/6

14:55-9:25

2 stops35h 30m

R20 378

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

jue. 22/1

15:05-13:41

2 stops28h 36m

Santo Domingo Las Americas

lun. 26/1

14:53-18:35

1 stop21h 42m

R21 363

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

mié. 18/3

22:00-13:04

2 stops45h 04m

Freeport Grand Bahama Intl

lun. 23/3

14:53-7:35

2 stops34h 42m

R23 399

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

mar. 3/3

21:55-20:00

1 stop29h 05m

Kingston Norman Manley

mar. 10/3

9:00-19:00

1 stop27h 00m

R24 651

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

jue. 22/1

22:00-22:39

2 stops30h 39m

Santo Domingo Las Americas

lun. 26/1

16:47-10:25

2 stops35h 38m

R26 237

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

mar. 3/3

20:30-2:22

2 stops36h 52m

Kingston Norman Manley

mar. 10/3

14:29-3:55

2 stops30h 26m

R30 826

JohannesburgGeorgetown

JNB - GGT

JNBGGT

Johannesburg OR Tambo

vie. 24/4

11:55-14:12

2 stops32h 17m

Georgetown Exuma Intl

mar. 28/4

18:10-8:50

2 stops32h 40m

R30 860

Flights are sorted by cheapest return flights first.

Deals found on 21/12

Showing 1-10 of 21 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 42 hours 11 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, 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 24 diciembre 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 diciembre 2025.
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

Overall

7,7

Comfort

7,6

Food

7,2

Crew

8,3

Boarding

7,7

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

Overall

7,7

Comfort

7,6

Food

7,2

Crew

8,3

Boarding

7,7

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

Overall

7,7

Comfort

7,6

Food

7,2

Crew

8,3

Boarding

7,7

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

Overall

7,7

Comfort

7,6

Food

7,2

Crew

8,3

Boarding

7,7

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

Overall

7,7

Comfort

7,6

Food

7,2

Crew

8,3

Boarding

7,7

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

Overall

7,7

Comfort

7,6

Food

7,2

Crew

8,3

Boarding

7,7

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?

    Nassau Intl is currently the cheapest airport to fly to in Caribbean. One-way flights to Nassau Intl typically cost R1 900, while return flights cost around R2 752.

  • 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 (23 hours 0 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.

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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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