R12 470+ 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 31/10. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Sep 5 — Sep 121
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 6 August 2026.

Wed 30/1221:40 -
2 stops44h 30m
Wed 6/114:20 -
2 stops59h 00m
Deal found 5/8R18 861
Thu 5/1121:40 -
2 stops46h 52m
Mon 23/116:45 -
2 stops43h 35m
Deal found 5/8R19 073
Mon 2/1121:40 -
2 stops51h 26m
Mon 23/1115:00 -
2 stops35h 20m
Deal found 5/8R19 694
Thu 3/918:55 -
1 stop29h 20m
Thu 10/915:50 -
1 stop36h 00m
Deal found 4/8R20 201
Sat 24/1018:55 -
1 stop26h 00m
Tue 17/1117:05 -
1 stop35h 45m
Deal found 5/8R21 214
Sun 1/1122:00 -
1 stop31h 46m
Mon 23/116:00 -
1 stop30h 35m
Deal found 5/8R21 459
Thu 5/1121:40 -
2 stops46h 52m
Tue 24/1115:55 -
1 stop21h 15m
Deal found 5/8R21 557
Tue 27/1019:55 -
1 stop29h 40m
Thu 19/1122:05 -
1 stop30h 45m
Deal found 5/8R21 655
Thu 5/1121:40 -
2 stops46h 52m
Fri 20/1120:35 -
2 stops40h 35m
Deal found 5/8R22 080
Mon 2/1121:40 -
2 stops51h 26m
Tue 24/1115:55 -
1 stop21h 15m
Deal found 5/8R22 195
Sun 25/1019:35 -
2 stops43h 47m
Sat 21/1118:10 -
2 stops34h 15m
Deal found 5/8R22 244
Sun 25/1022:00 -
1 stop22h 06m
Sat 21/116:00 -
1 stop30h 35m
Deal found 5/8R22 277

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 6 August 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 6 August 2026.

One-way from

R12 470

Popular in

August

Cheapest in

May

Average price

R30 252
31/10
  • 31/10
  • 3 total stops
  • 53h 02m total
  • Johannesburg to Caribbean
Highest demand for flights based on searches. 14% potential increase in price (R3 782 potential increase over avg. return price).
Cheapest flight prices on average. 3% potential price decrease (R747 potential savings vs. average return price).
Average for return flights in August 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 6 August 2026.
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

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Thu 3/9

18:55-18:15

1 stop29h 20m

Santo Domingo Las Americas

Thu 10/9

15:50-9:50

1 stop36h 00m

R20 201

JohannesburgOranjestad

JNB Johannesburg OR Tambo - AUA Oranjestad Reina Beatrix

JNBAUA

Johannesburg OR Tambo

Thu 1/10

10:25-15:20

2 stops34h 55m

Oranjestad Reina Beatrix

Sun 18/10

17:20-18:30

2 stops43h 10m

R22 342

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Thu 3/9

15:05-22:46

2 stops37h 41m

Santo Domingo Las Americas

Thu 10/9

6:00-18:30

1 stop30h 30m

R22 375

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Mon 2/11

19:35-16:40

2 stops51h 05m

Santo Domingo Las Americas

Fri 20/11

18:00-10:25

2 stops58h 25m

R22 391

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Wed 28/10

10:25-14:06

2 stops33h 41m

Santo Domingo Las Americas

Sun 1/11

6:00-18:35

1 stop30h 35m

R22 424

JohannesburgKingston

JNB Johannesburg OR Tambo - KIN Kingston Norman Manley

JNBKIN

Johannesburg OR Tambo

Thu 28/1

19:35-21:21

2 stops56h 46m

Kingston Norman Manley

Mon 1/2

13:39-10:25

2 stops37h 46m

R22 505

JohannesburgKingston

JNB Johannesburg OR Tambo - KIN Kingston Norman Manley

JNBKIN

Johannesburg OR Tambo

Wed 16/9

22:00-13:51

3 stops46h 51m

Kingston Norman Manley

Wed 23/9

14:57-18:30

3 stops44h 33m

R23 208

JohannesburgMontego Bay

JNB Johannesburg OR Tambo - MBJ Montego Bay Sangster Intl

JNBMBJ

Johannesburg OR Tambo

Wed 28/10

15:05-13:14

2 stops29h 09m

Montego Bay Sangster Intl

Sun 1/11

13:25-17:25

2 stops45h 00m

R23 437

JohannesburgSan Juan

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

JNBSJU

Johannesburg OR Tambo

Tue 2/2

18:50-2:25

2 stops37h 35m

San Juan Luis Munoz Marin Intl

Sat 6/2

11:06-11:00

2 stops65h 54m

R23 764

JohannesburgSan Juan

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

JNBSJU

Johannesburg OR Tambo

Tue 2/2

19:35-20:00

2 stops30h 25m

San Juan Luis Munoz Marin Intl

Sat 6/2

16:49-10:25

2 stops35h 36m

R24 189

Flights are sorted by cheapest return flights first.

Deals found on 3/8

Showing 1-10 of 43 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
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 36 hours 55 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

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).

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 81 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?

Destination popularity is based on the amount of flight searches to Caribbean in the last few years. This data was updated on 6 August 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 6 August 2026.
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.

Crew

8,3

Boarding

7,7

Entertainment

6,8

Comfort

7,4

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.

Crew

8,3

Boarding

7,7

Entertainment

6,8

Comfort

7,4

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.

Crew

8,3

Boarding

7,7

Entertainment

6,8

Comfort

7,4

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.

Crew

8,3

Boarding

7,7

Entertainment

6,8

Comfort

7,4

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.

Crew

8,3

Boarding

7,7

Entertainment

6,8

Comfort

7,4

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.

Crew

8,3

Boarding

7,7

Entertainment

6,8

Comfort

7,4

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 954, while return flights cost around R7 169.

  • 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 33 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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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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