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R11 138+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Mar 5 — Mar 121
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 3 February 2026.

Fri 8/519:25
JNB
-
KIN
2 stops54h 29m
British Airways
Tue 12/514:27
KIN
-
JNB
2 stops35h 58m
British Airways
Deal found 1/2R19 208
Sat 7/221:55
JNB
-
KIN
1 stop29h 05m
Delta
Sat 14/29:00
KIN
-
JNB
2 stops40h 50m
Delta
Deal found 2/2R20 470
Sun 1/322:00
JNB
-
SDQ
2 stops33h 58m
Multiple Airlines
Sun 8/35:19
SDQ
-
JNB
2 stops45h 16m
Multiple Airlines
Deal found 1/2R20 582
Sun 1/322:00
JNB
-
SDQ
1 stop23h 06m
United Airlines
Sun 8/315:18
SDQ
-
JNB
1 stop21h 17m
United Airlines
Deal found 1/2R22 260
Wed 18/322:00
JNB
-
FPO
2 stops46h 27m
American Airlines
Mon 23/315:07
FPO
-
JNB
2 stops37h 18m
American Airlines
Deal found 2/2R22 499
Fri 9/1021:15
JNB
-
MBJ
2 stops45h 40m
American Airlines
Sun 18/1013:10
MBJ
-
JNB
2 stops34h 50m
American Airlines
Deal found 3/2R22 707
Thu 14/521:15
JNB
-
SDQ
2 stops42h 05m
British Airways
Mon 18/510:20
SDQ
-
JNB
2 stops38h 40m
British Airways
Deal found 1/2R23 043
Sat 7/222:00
JNB
-
KIN
2 stops54h 16m
British Airways
Sat 14/211:12
KIN
-
JNB
2 stops37h 23m
British Airways
Deal found 2/2R23 091
Thu 14/515:05
JNB
-
SDQ
2 stops26h 50m
United Airlines
Mon 18/515:20
SDQ
-
JNB
1 stop21h 10m
United Airlines
Deal found 31/1R23 458
Fri 6/322:00
JNB
-
STT
2 stops43h 12m
British Airways
Tue 10/317:25
STT
-
JNB
2 stops35h 00m
British Airways
Deal found 1/2R23 858
Mon 2/219:20
JNB
-
AUA
2 stops47h 00m
Delta
Sat 21/215:10
AUA
-
JNB
2 stops48h 55m
Delta
Deal found 31/1R23 922
Thu 19/320:30
JNB
-
CUR
2 stops70h 36m
Multiple Airlines
Thu 26/316:41
CUR
-
JNB
2 stops40h 54m
Multiple Airlines
Deal found 2/2R26 015

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 3 February 2026
Explore Caribbean Islands
Flights to Montego Bay
Flights to Kingston
Flights to Santo Domingo
Flights to Freeport
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 3 February 2026.

One-way from

R11 138

Popular in

April

Cheapest in

November

Average price

R20 118
8/2
  • 8/2
  • 3 total stops
  • 49h 35m total
  • Johannesburg to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (R635 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (R548 potential savings vs. average return price).
Search Deals
Average for return flights in February 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 3 February 2026.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Fri 8/5

19:25-18:54

2 stops54h 29m

Kingston Norman Manley

Tue 12/5

14:27-9:25

2 stops35h 58m

R19 208

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Sun 1/3

22:00-1:58

2 stops33h 58m

Santo Domingo Las Americas

Sun 8/3

5:19-8:35

2 stops45h 16m

R20 582

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Sun 1/3

22:00-15:06

1 stop23h 06m

Santo Domingo Las Americas

Sun 8/3

15:18-18:35

1 stop21h 17m

R22 260

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Wed 18/3

22:00-14:27

2 stops46h 27m

Freeport Grand Bahama Intl

Mon 23/3

15:07-10:25

2 stops37h 18m

R22 499

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 14/5

21:15-9:20

2 stops42h 05m

Santo Domingo Las Americas

Mon 18/5

14:25-9:25

2 stops37h 00m

R23 043

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 14/5

15:05-11:55

2 stops26h 50m

Santo Domingo Las Americas

Mon 18/5

15:20-18:30

1 stop21h 10m

R23 458

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 858

JohannesburgWillemstad

JNB - CUR

JNBCUR

Johannesburg OR Tambo

Thu 19/3

20:30-13:06

2 stops70h 36m

Willemstad Hato Int.

Thu 26/3

16:41-15:35

2 stops40h 54m

R26 015

JohannesburgFreeport

JNB - FPO

JNBFPO

Johannesburg OR Tambo

Wed 18/3

12:45-14:27

2 stops31h 42m

Freeport Grand Bahama Intl

Mon 23/3

15:07-3:55

2 stops30h 48m

R26 398

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Thu 26/3

19:35-16:15

2 stops26h 40m

Santo Domingo Las Americas

Tue 7/4

16:55-7:00

2 stops32h 05m

R26 942

Flights are sorted by cheapest return flights first.

Deals found on 2/2

Showing 1-10 of 41 results
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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

How long is the flight to Caribbean Islands?

On average, a flight from Johannesburg to Caribbean Islands takes 37 hours 24 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 474
Qatar Airways
Qatar Airways
From R19 516
United Airlines
United Airlines
From R14 691
KLM
KLM
From R14 330

What are the cheapest airlines that fly to Caribbean Islands?

The cheapest airlines flying from Johannesburg to Caribbean Islands are KLM, United Airlines 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 3 February 2026.
Read through reviews of airlines serving Caribbean Islands, such as SWISS, Virgin Atlantic, andQatar Airways. 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.
SWISS
7,6
Good
1 864 reviews
Check prices

Crew

8,3

Comfort

7,4

Food

7,1

Entertainment

6,8

Boarding

7,7

Overall

7,6

Reviews

1 / 20
10,0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.
SWISS
7,6
Good
1 864 reviews
SWISS
7,6
Good
1 864 reviews
Check prices

Crew

8,3

Comfort

7,4

Food

7,1

Entertainment

6,8

Boarding

7,7

Overall

7,6

Reviews

1 / 20
10,0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.
Virgin Atlantic
7,5
Good
678 reviews
SWISS
7,6
Good
1 864 reviews
Check prices

Crew

8,3

Comfort

7,4

Food

7,1

Entertainment

6,8

Boarding

7,7

Overall

7,6

Reviews

1 / 20
10,0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.
Qatar Airways
7,4
Good
3 729 reviews
SWISS
7,6
Good
1 864 reviews
Check prices

Crew

8,3

Comfort

7,4

Food

7,1

Entertainment

6,8

Boarding

7,7

Overall

7,6

Reviews

1 / 20
10,0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.
United Airlines
7,4
Good
9 235 reviews
SWISS
7,6
Good
1 864 reviews
Check prices

Crew

8,3

Comfort

7,4

Food

7,1

Entertainment

6,8

Boarding

7,7

Overall

7,6

Reviews

1 / 20
10,0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.
British Airways
6,7
Okay
7 714 reviews
SWISS
7,6
Good
1 864 reviews
Check prices

Crew

8,3

Comfort

7,4

Food

7,1

Entertainment

6,8

Boarding

7,7

Overall

7,6

Reviews

1 / 20
10,0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.

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.

  • How much is a return flight to Caribbean Islands?

    A return flight to Caribbean Islands will typically cost around R5 084, however they can be found for as little as R3 020.

  • 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 (23 hours 55 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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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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