R10 447+ Cheap flights to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 15/3. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Mar 1 — Mar 81
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
Explore the most affordable flight options available to Caribbean. Find the lowest fares based on data from user searches, with prices last updated on 30 January 2026.

Thu 5/222:00
JNB
-
SDQ
1 stop23h 06m
United Airlines
Sat 28/214:53
SDQ
-
JNB
1 stop21h 42m
United Airlines
Deal found 28/1R18 047
Wed 11/310:25
JNB
-
MBJ
2 stops34h 12m
United Airlines
Tue 17/313:48
MBJ
-
JNB
2 stops45h 47m
United Airlines
Deal found 27/1R18 551
Tue 22/921:15
JNB
-
KIN
2 stops28h 05m
British Airways
Mon 28/97:30
KIN
-
JNB
2 stops42h 55m
British Airways
Deal found 28/1R18 676
Thu 7/521:15
JNB
-
KIN
2 stops28h 19m
British Airways
Mon 11/57:00
KIN
-
JNB
2 stops43h 25m
British Airways
Deal found 27/1R19 353
Sun 25/1019:35
JNB
-
KIN
2 stops29h 45m
British Airways
Fri 20/117:30
KIN
-
JNB
2 stops41h 05m
British Airways
Deal found 28/1R20 470
Wed 18/319:35
JNB
-
FPO
2 stops47h 29m
American Airlines
Mon 23/315:07
FPO
-
JNB
2 stops34h 28m
American Airlines
Deal found 28/1R22 122
Mon 2/322:00
JNB
-
MBJ
2 stops43h 07m
American Airlines
Thu 19/312:21
MBJ
-
JNB
2 stops32h 34m
American Airlines
Deal found 27/1R22 783
Sun 25/1021:55
JNB
-
KIN
1 stop28h 35m
Delta
Fri 20/119:00
KIN
-
JNB
1 stop27h 00m
Delta
Deal found 28/1R23 176
Thu 7/521:15
JNB
-
SDQ
2 stops42h 05m
British Airways
Mon 11/516:00
SDQ
-
JNB
2 stops35h 25m
British Airways
Deal found 27/1R23 224
Thu 7/515:05
JNB
-
SDQ
2 stops26h 50m
United Airlines
Mon 11/515:20
SDQ
-
JNB
1 stop21h 10m
United Airlines
Deal found 27/1R23 444
Fri 6/322:00
JNB
-
STT
2 stops43h 12m
British Airways
Tue 10/317:25
STT
-
JNB
2 stops32h 10m
British Airways
Deal found 26/1R23 648
Tue 22/921:55
JNB
-
KIN
1 stop28h 35m
Delta
Mon 28/99:00
KIN
-
JNB
1 stop27h 40m
Delta
Deal found 28/1R25 049

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 30 January 2026
Explore Caribbean

Find flight deals to Caribbean

Find the latest flights to Caribbean in 2026, 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 30 January 2026.

One-way from

R12 902

Popular in

April

Cheapest in

November

Average price

R21 414
26/2
  • 26/2
  • 3 total stops
  • 38h 55m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 2% potential increase in price (R624 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R540 potential savings vs. average return price).
Average for return flights in January 2026

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 30 January 2026.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Wed 11/3

10:25-13:37

2 stops34h 12m

Montego Bay Sangster Intl

Tue 17/3

13:48-18:35

2 stops45h 47m

R18 551

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Thu 7/5

21:15-18:34

2 stops28h 19m

Kingston Norman Manley

Mon 11/5

7:00-9:25

2 stops43h 25m

R19 353

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Thu 19/3

22:00-14:27

2 stops46h 27m

Freeport Grand Bahama Intl

Sun 22/3

15:07-10:25

2 stops37h 18m

R22 122

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Mon 2/3

22:00-10:07

2 stops43h 07m

Montego Bay Sangster Intl

Thu 19/3

12:21-3:55

2 stops32h 34m

R22 783

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 7/5

21:15-9:20

2 stops42h 05m

Santo Domingo Las Americas

Mon 11/5

16:00-9:25

2 stops35h 25m

R23 224

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 7/5

15:05-11:55

2 stops26h 50m

Santo Domingo Las Americas

Mon 11/5

15:20-18:30

1 stop21h 10m

R23 444

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Fri 6/3

22:00-11:12

2 stops43h 12m

Saint Thomas Island Cyril E King

Tue 10/3

17:25-7:35

2 stops32h 10m

R23 648

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Thu 19/3

15:05-13:15

2 stops28h 10m

Oranjestad Reina Beatrix

Mon 23/3

14:25-18:35

1 stop22h 10m

R26 307

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Wed 18/3

12:45-14:27

2 stops31h 42m

Freeport Grand Bahama Intl

Mon 23/3

12:17-3:55

2 stops33h 38m

R27 126

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Sun 8/3

19:45-12:46

2 stops48h 01m

Montego Bay Sangster Intl

Wed 11/3

14:55-18:35

1 stop20h 40m

R27 330

Flights are sorted by cheapest return flights first.

Deals found on 27/1

Showing 1-10 of 32 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 45 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 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 30 January 2026.
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 30 January 2026.
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.

Food

7,3

Entertainment

7,1

Overall

7,7

Boarding

7,8

Crew

8,4

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Food

7,3

Entertainment

7,1

Overall

7,7

Boarding

7,8

Crew

8,4

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Food

7,3

Entertainment

7,1

Overall

7,7

Boarding

7,8

Crew

8,4

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Food

7,3

Entertainment

7,1

Overall

7,7

Boarding

7,8

Crew

8,4

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Food

7,3

Entertainment

7,1

Overall

7,7

Boarding

7,8

Crew

8,4

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

Food

7,3

Entertainment

7,1

Overall

7,7

Boarding

7,8

Crew

8,4

Comfort

7,6

Reviews

1 / 20
10,0
Excellent

Snapyou,Jan 2026

TPA - LHR

Flight operated by Virgin Atlantic - usual high standard service by Virgin.

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?

    Punta Cana is currently the cheapest airport to fly to in Caribbean. One-way flights to Punta Cana typically cost R1 881, while return flights cost around R2 973.

  • How much is a return flight to Caribbean?

    A return flight to Caribbean will typically cost around R5 006, however they can be found for as little as R2 973.

  • 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 6 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.

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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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