R19 564+ 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 13/11. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Nov 15 — Nov 221
1 adult
1 adult, Economy

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 October 2025.

Popular in

April

Cheapest in

May

Average price

R26 027
Highest demand for flights based on searches. 0% potential increase in price (R189 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R541 potential savings vs. average return price).
Average for return flights in October 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 October 2025
Explore Caribbean

Find flight deals to Caribbean

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 16 October 2025.

Thu 13/1121:30JNB - AUA
2 stops46h 25mDelta
Mon 17/1115:10AUA - JNB
2 stops59h 15mDelta
Deal found 14/10R19 564
Fri 24/1019:25JNB - KIN
2 stops31h 25mBritish Airways
Mon 27/107:00KIN - JNB
2 stops41h 35mBritish Airways
Deal found 15/10R27 050
Thu 13/1122:00JNB - AUA
2 stops48h 50mUnited Airlines
Mon 17/1114:50AUA - JNB
1 stop21h 45mUnited Airlines
Deal found 14/10R29 181
Mon 15/1213:45JNB - GGT
2 stops30h 42mQatar Airways
Mon 5/114:22GGT - JNB
2 stops30h 33mQatar Airways
Deal found 16/10R31 607
Fri 26/1222:00JNB - SJU
2 stops31h 34mMultiple Airlines
Fri 2/120:35SJU - JNB
2 stops53h 00mMultiple Airlines
Deal found 14/10R36 892
Tue 9/1219:45JNB - MBJ
1 stop27h 10mMultiple Airlines
Tue 6/115:18MBJ - JNB
2 stops36h 32mMultiple Airlines
Deal found 16/10R40 081
Fri 26/1222:00JNB - SJU
2 stops30h 22mUnited Airlines
Fri 2/114:15SJU - JNB
1 stop22h 20mUnited Airlines
Deal found 14/10R44 655
Sun 14/123:10JNB - GGT
3 stops41h 17mMultiple Airlines
Mon 5/112:06GGT - JNB
2 stops32h 49mMultiple Airlines
Deal found 16/10R44 967
Fri 26/1221:55JNB - SJU
1 stop31h 25mDelta
Fri 2/115:30SJU - JNB
1 stop21h 30mDelta
Deal found 14/10R45 210
Fri 26/1213:45JNB - SJU
2 stops39h 49mQatar Airways
Thu 1/11:59SJU - JNB
2 stops31h 36mQatar Airways
Deal found 14/10R48 849
Fri 24/1021:55JNB - KIN
1 stop29h 05mDelta
Mon 27/109:00KIN - JNB
1 stop27h 00mDelta
Deal found 15/10R66 940
Tue 9/1221:55JNB - MBJ
1 stop25h 38mVirgin Atlantic
Tue 6/121:30MBJ - JNB
1 stop27h 55mVirgin Atlantic
Deal found 16/10R75 569

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

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Thu 13/11

21:30-13:55

2 stops46h 25m

Oranjestad Reina Beatrix

Mon 17/11

15:10-8:25

2 stops59h 15m

R19 564

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Fri 20/3

22:00-19:25

2 stops28h 25m

Montego Bay Sangster Intl

Tue 24/3

13:10-8:25

2 stops36h 15m

R19 910

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Wed 11/2

21:55-15:54

1 stop23h 59m

Saint Thomas Island Cyril E King

Sun 15/2

16:59-19:00

2 stops68h 01m

R21 591

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Wed 11/2

19:35-11:40

2 stops46h 05m

Saint Thomas Island Cyril E King

Sun 15/2

16:35-10:25

2 stops35h 50m

R21 678

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Fri 6/2

19:05-2:33

2 stops37h 28m

San Juan Luis Munoz Marin Intl

Tue 10/2

11:15-10:50

2 stops41h 35m

R22 804

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 1/2

22:00-21:21

2 stops30h 21m

Kingston Norman Manley

Sat 28/2

15:50-10:25

2 stops35h 35m

R22 995

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Wed 18/3

22:00-13:24

2 stops45h 24m

Freeport Grand Bahama Intl

Sun 22/3

14:14-10:25

2 stops38h 11m

R23 359

JohannesburgWillemstad

JNB - CUR

JNBCUR

Johannesburg OR Tambo

Wed 25/3

22:00-13:45

2 stops45h 45m

Willemstad Hato Int.

Sun 29/3

15:10-19:40

1 stop22h 30m

R23 497

JohannesburgGeorgetown

JNB - GGT

JNBGGT

Johannesburg OR Tambo

Tue 3/2

22:00-14:10

2 stops47h 10m

Georgetown Exuma Intl

Sat 7/2

14:50-10:25

2 stops36h 35m

R28 592

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Thu 13/11

22:00-16:50

2 stops48h 50m

Oranjestad Reina Beatrix

Mon 17/11

14:50-18:35

1 stop21h 45m

R29 181

Flights are sorted by cheapest return flights first.

Deals found on 14/10

Showing 1-10 of 26 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 38 hours 53 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 16 October 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 October 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.

Crew

8,4

Comfort

7,6

Entertainment

7,1

Food

7,2

Boarding

7,8

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.

Crew

8,4

Comfort

7,6

Entertainment

7,1

Food

7,2

Boarding

7,8

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.

Crew

8,4

Comfort

7,6

Entertainment

7,1

Food

7,2

Boarding

7,8

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.

Crew

8,4

Comfort

7,6

Entertainment

7,1

Food

7,2

Boarding

7,8

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.

Crew

8,4

Comfort

7,6

Entertainment

7,1

Food

7,2

Boarding

7,8

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.

Crew

8,4

Comfort

7,6

Entertainment

7,1

Food

7,2

Boarding

7,8

Overall

7,7

Reviews

1 / 20
2,0
Mediocre

Abisola,Oct 2025

LOS - CDG

The food option was finished and what wa left was vegan pasta so I had to go without food for an 8 hour flight without any sort of empathy from crew that was mean.

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 572, while return flights cost around R6 506.

  • How much is a return flight to Caribbean?

    A return flight to Caribbean will typically cost around R453, however they can be found for as little as R452.

  • 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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Yes! Cheapflights helps users easily find flights to Caribbean with no change fees.

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