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R14 365+ Cheap flights to Caribbean Islands

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 13/7. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
May 28 — Jun 41
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean Islands in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean Islands
Explore the most affordable flight options available to Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on 28 April 2026.

Thu 4/618:00
JNB
-
SJU
2 stops35h 35m
KLM
Mon 14/913:30
SJU
-
JNB
2 stops25h 50m
KLM
Deal found 24/4R19 879
Wed 15/79:50
JNB
-
SJU
2 stops43h 09m
Multiple Airlines
Wed 22/78:30
SJU
-
JNB
2 stops41h 50m
Multiple Airlines
Deal found 24/4R22 306
Mon 21/921:15
JNB
-
SDQ
2 stops47h 35m
British Airways
Mon 12/1015:40
SDQ
-
JNB
2 stops35h 45m
British Airways
Deal found 26/4R23 281
Sun 7/621:15
JNB
-
KIN
2 stops29h 39m
British Airways
Sun 14/612:41
KIN
-
JNB
2 stops37h 44m
British Airways
Deal found 23/4R23 842
Wed 2/1222:00
JNB
-
MBJ
2 stops47h 12m
American Airlines
Thu 10/1213:45
MBJ
-
JNB
2 stops31h 10m
American Airlines
Deal found 24/4R23 875
Mon 30/1113:45
JNB
-
MBJ
2 stops32h 08m
American Airlines
Thu 10/1213:45
MBJ
-
JNB
2 stops35h 55m
American Airlines
Deal found 24/4R24 222
Wed 3/619:50
JNB
-
SJU
2 stops43h 18m
Qatar Airways
Mon 14/912:05
SJU
-
JNB
2 stops33h 55m
Qatar Airways
Deal found 24/4R24 453
Mon 9/1122:00
JNB
-
SJU
2 stops48h 40m
British Airways
Fri 13/1116:37
SJU
-
JNB
2 stops32h 58m
British Airways
Deal found 22/4R24 750
Tue 2/623:15
JNB
-
SJU
2 stops30h 20m
KLM
Tue 15/97:00
SJU
-
JNB
2 stops32h 20m
KLM
Deal found 24/4R25 196
Wed 2/1222:00
JNB
-
MBJ
2 stops44h 15m
American Airlines
Mon 7/1216:23
MBJ
-
JNB
2 stops32h 12m
American Airlines
Deal found 24/4R25 807
Mon 30/1113:45
JNB
-
MBJ
2 stops32h 08m
American Airlines
Mon 7/1216:23
MBJ
-
JNB
2 stops32h 12m
American Airlines
Deal found 24/4R26 170
Wed 2/1222:00
JNB
-
MBJ
2 stops43h 13m
American Airlines
Tue 8/1213:45
MBJ
-
JNB
2 stops31h 10m
American Airlines
Deal found 24/4R26 599

Find flights to Caribbean Islands

Browse one-way and return flights deals to Caribbean Islands on Cheapflights. Flight deals are based on user searches and were last updated on 28 April 2026
Explore Caribbean Islands
Flights to Montego Bay
Flights to Kingston
Flights to San Juan
Flights to Santo Domingo
Flights to Saint Thomas Island

Find flight deals to Caribbean Islands

Find the latest flights to Caribbean Islands 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 28 April 2026.

One-way from

R14 365

Popular in

April

Cheapest in

March

Average price

R28 399
Qatar Airways
  • Qatar Airways
  • 13/7
  • 2 total stops
  • 47h 14m total
  • Johannesburg to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price.
Search Deals
Cheapest flight prices on average. 3% potential price decrease (R627 potential savings vs. average return price).
Search Deals
Average for return flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Locate flights to Caribbean Islands 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 28 April 2026.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Wed 15/7

9:50-22:59

2 stops43h 09m

San Juan Luis Munoz Marin Intl

Wed 22/7

8:30-8:20

2 stops41h 50m

R22 306

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Mon 21/9

21:15-14:50

2 stops47h 35m

Santo Domingo Las Americas

Mon 12/10

15:40-9:25

2 stops35h 45m

R23 281

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Mon 14/9

21:15-18:20

2 stops28h 05m

Kingston Norman Manley

Fri 18/9

7:30-9:25

2 stops42h 55m

R27 194

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Thu 4/6

21:15-15:55

2 stops48h 40m

San Juan Luis Munoz Marin Intl

Wed 16/9

12:05-9:25

2 stops39h 20m

R27 640

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 4/6

21:15-14:00

2 stops47h 45m

Montego Bay Sangster Intl

Sun 1/11

13:45-3:55

2 stops31h 10m

R28 482

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sat 6/6

19:25-19:00

2 stops29h 35m

San Juan Luis Munoz Marin Intl

Sun 13/9

12:05-9:25

2 stops39h 20m

R28 828

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Tue 2/6

21:15-18:50

2 stops51h 35m

San Juan Luis Munoz Marin Intl

Thu 17/9

12:05-9:25

2 stops39h 20m

R28 828

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Mon 21/9

21:55-13:41

1 stop21h 46m

Santo Domingo Las Americas

Mon 12/10

14:56-19:40

1 stop22h 44m

R30 612

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sat 6/6

19:25-19:00

2 stops29h 35m

San Juan Luis Munoz Marin Intl

Sat 12/9

17:15-9:25

2 stops34h 10m

R31 520

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 31/5

19:25-21:59

2 stops32h 34m

San Juan Luis Munoz Marin Intl

Thu 17/9

12:05-9:25

2 stops39h 20m

R31 536

Flights are sorted by cheapest return flights first.

Deals found on 25/4

Showing 1-10 of 25 resultsSorted by cheapest first
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Best time to book a flight to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

When is the best time to book a flight to Caribbean Islands?

To ensure you get the cheapest price possible for a flight to Caribbean Islands, you should look to book at least 79 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.

How long is the flight to Caribbean Islands?

On average, a flight from Johannesburg to Caribbean Islands takes 44 hours 58 minutes. Flights to Caribbean Islands 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 most popular airlines that fly to Caribbean Islands?

The most popular airlines flying from Johannesburg to Caribbean Islands are British Airways, Qatar Airways and United Airlines.

British Airways
British Airways
From R15 583
Qatar Airways
Qatar Airways
From R22 397
United Airlines
United Airlines
From R11 358
KLM
KLM
From R10 984

What are the cheapest airlines that fly to Caribbean Islands?

The cheapest airlines flying from Johannesburg to Caribbean Islands are United Airlines, KLM and British Airways.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 40.0 mm.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated 28 April 2026.
Read through reviews of airlines serving Caribbean Islands, such as Qatar Airways,United Airlines, andVirgin Atlantic. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Qatar Airways
7,4
Good
3 725 reviews
Check prices

Boarding

7,5

Entertainment

7,3

Comfort

7,3

Food

7,3

Crew

7,9

Overall

7,4

Reviews

1 / 20
6,0
Good

Mohamed,Jul 2025

BKK - DOH

boarding process was smooth, Crew was excellent. i booked Comfort+ the seat was good but very old and the entertainment screen get stuck and difficult to control again maybe because its old device brought from other old airplanes not belong to Qatar Airways new fleets. Food is not at all matching the hype of Qatarairways, what i had in Emirates or Etihad economy class is way better.
Qatar Airways
7,4
Good
3 725 reviews
Qatar Airways
7,4
Good
3 725 reviews
Check prices

Boarding

7,5

Entertainment

7,3

Comfort

7,3

Food

7,3

Crew

7,9

Overall

7,4

Reviews

1 / 20
6,0
Good

Mohamed,Jul 2025

BKK - DOH

boarding process was smooth, Crew was excellent. i booked Comfort+ the seat was good but very old and the entertainment screen get stuck and difficult to control again maybe because its old device brought from other old airplanes not belong to Qatar Airways new fleets. Food is not at all matching the hype of Qatarairways, what i had in Emirates or Etihad economy class is way better.
United Airlines
7,4
Good
9 672 reviews
Qatar Airways
7,4
Good
3 725 reviews
Check prices

Boarding

7,5

Entertainment

7,3

Comfort

7,3

Food

7,3

Crew

7,9

Overall

7,4

Reviews

1 / 20
6,0
Good

Mohamed,Jul 2025

BKK - DOH

boarding process was smooth, Crew was excellent. i booked Comfort+ the seat was good but very old and the entertainment screen get stuck and difficult to control again maybe because its old device brought from other old airplanes not belong to Qatar Airways new fleets. Food is not at all matching the hype of Qatarairways, what i had in Emirates or Etihad economy class is way better.
Virgin Atlantic
7,4
Good
688 reviews
Qatar Airways
7,4
Good
3 725 reviews
Check prices

Boarding

7,5

Entertainment

7,3

Comfort

7,3

Food

7,3

Crew

7,9

Overall

7,4

Reviews

1 / 20
6,0
Good

Mohamed,Jul 2025

BKK - DOH

boarding process was smooth, Crew was excellent. i booked Comfort+ the seat was good but very old and the entertainment screen get stuck and difficult to control again maybe because its old device brought from other old airplanes not belong to Qatar Airways new fleets. Food is not at all matching the hype of Qatarairways, what i had in Emirates or Etihad economy class is way better.
American Airlines
7,1
Good
11 673 reviews
Qatar Airways
7,4
Good
3 725 reviews
Check prices

Boarding

7,5

Entertainment

7,3

Comfort

7,3

Food

7,3

Crew

7,9

Overall

7,4

Reviews

1 / 20
6,0
Good

Mohamed,Jul 2025

BKK - DOH

boarding process was smooth, Crew was excellent. i booked Comfort+ the seat was good but very old and the entertainment screen get stuck and difficult to control again maybe because its old device brought from other old airplanes not belong to Qatar Airways new fleets. Food is not at all matching the hype of Qatarairways, what i had in Emirates or Etihad economy class is way better.
British Airways
6,7
Okay
7 927 reviews
Qatar Airways
7,4
Good
3 725 reviews
Check prices

Boarding

7,5

Entertainment

7,3

Comfort

7,3

Food

7,3

Crew

7,9

Overall

7,4

Reviews

1 / 20
6,0
Good

Mohamed,Jul 2025

BKK - DOH

boarding process was smooth, Crew was excellent. i booked Comfort+ the seat was good but very old and the entertainment screen get stuck and difficult to control again maybe because its old device brought from other old airplanes not belong to Qatar Airways new fleets. Food is not at all matching the hype of Qatarairways, what i had in Emirates or Etihad economy class is way better.

FAQs about flying to Caribbean Islands

  • Can I find cheaper flights to Caribbean Islands 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 Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean Islands?

    Based on reviews from Cheapflights users, KLM is rated the highest out of the airlines that fly to Caribbean Islands.

  • Where does the fastest flight to Caribbean Islands depart from?

    For those looking to save time traveling to Caribbean Islands, Johannesburg offers the quickest one-way flight (26 hours 11 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 makes it easy to find Caribbean Islands flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets to Caribbean Islands?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Caribbean Islands.

Can Cheapflights find flights to Caribbean Islands with no change fees?

Yes, we can. To see specific flights to Caribbean Islands with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights to Caribbean Islands become cheaper?

Yes, Cheapflights offers price alerts on Caribbean Islands flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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