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R12 771+ Cheap flights to Caribbean Islands

— SJU
Oct 9 — Oct 161
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

Mon 2/1119:35 -
1 stop29h 30m
Mon 16/1116:27 -
2 stops34h 58m
Deal found 8/9R19 333
Sun 4/1023:15 -
2 stops30h 34m
Sun 11/106:45 -
2 stops32h 35m
Deal found 6/9R19 461
Sun 4/1021:55 -
1 stop24h 54m
Sun 11/107:15 -
1 stop30h 25m
Deal found 6/9R20 005
Thu 5/1122:00 -
2 stops46h 48m
Sun 8/1114:54 -
2 stops44h 41m
Deal found 8/9R20 965
Mon 2/1115:05 -
2 stops30h 09m
Sun 8/1115:45 -
2 stops43h 50m
Deal found 8/9R21 974
Mon 5/1015:05 -
2 stops29h 05m
Fri 16/1015:20 -
1 stop21h 10m
Deal found 6/9R21 990
Thu 12/1119:35 -
2 stops33h 51m
Mon 16/117:08 -
2 stops44h 17m
Deal found 6/9R22 150
Sun 1/1118:50 -
2 stops51h 43m
Fri 13/1113:20 -
2 stops50h 05m
Deal found 6/9R22 358
Sun 4/1022:00 -
1 stop21h 45m
Sun 11/1013:25 -
1 stop23h 05m
Deal found 6/9R22 646
Sun 1/1122:00 -
3 stops46h 52m
Fri 13/1114:58 -
3 stops44h 37m
Deal found 6/9R22 742
Mon 2/1110:25 -
2 stops32h 48m
Mon 16/1113:25 -
1 stop22h 10m
Deal found 8/9R23 974
Sun 8/1118:50 -
2 stops46h 38m
Fri 13/1111:30 -
2 stops51h 55m
Deal found 8/9R24 198

Find flights to Caribbean Islands

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

One-way from

R12 771

Popular in

August

Cheapest in

May

Average price

R22 038
17/10-31/12
  • 17/10-31/12
  • 3 total stops
  • 46h 05m total
  • Johannesburg to Caribbean Islands
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Highest demand for flights based on searches. 14% potential increase in price (R3 675 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (R548 potential savings vs. average return price).
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Average for return flights in September 2026
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Cheapflights Fare Finder

 
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

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Sat 17/10

16:40-8:45

3 stops46h 05m

Santo Domingo Las Americas

Wed 31/12

0:00-6:30

Nonstop0h 00m

R12 771

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Sat 17/10

18:55-18:15

1 stop29h 20m

Santo Domingo Las Americas

Wed 31/12

0:00-6:30

Nonstop0h 00m

R13 059

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Sat 24/10

18:55-19:35

1 stop30h 40m

Santo Domingo Las Americas

Wed 31/12

0:00-6:30

Nonstop0h 00m

R13 075
Fastest return journey

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Sat 24/10

15:05-14:06

2 stops29h 01m

Santo Domingo Las Americas

Wed 31/12

0:00-6:30

Nonstop0h 00m

R13 699

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Sat 24/10

12:10-20:35

3 stops38h 25m

Santo Domingo Las Americas

Wed 31/12

0:00-6:30

Nonstop0h 00m

R14 388

JohannesburgKingston

JNB Johannesburg OR Tambo - KIN Kingston Norman Manley

JNBKIN

Johannesburg OR Tambo

Mon 2/11

19:35-22:26

2 stops33h 51m

Kingston Norman Manley

Mon 16/11

16:27-10:25

2 stops34h 58m

R19 909

JohannesburgSan Juan

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

JNBSJU

Johannesburg OR Tambo

Sun 4/10

21:55-16:49

1 stop24h 54m

San Juan Luis Munoz Marin Intl

Sun 11/10

7:15-19:40

1 stop30h 25m

R20 005

JohannesburgMontego Bay

JNB Johannesburg OR Tambo - MBJ Montego Bay Sangster Intl

JNBMBJ

Johannesburg OR Tambo

Thu 5/11

22:00-14:14

1 stop23h 14m

Montego Bay Sangster Intl

Sun 8/11

14:54-18:35

2 stops44h 41m

R20 965

JohannesburgSanto Domingo

JNB Johannesburg OR Tambo - SDQ Santo Domingo Las Americas

JNBSDQ

Johannesburg OR Tambo

Thu 4/2

22:00-23:46

1 stop31h 46m

Santo Domingo Las Americas

Mon 8/2

14:53-18:35

1 stop21h 42m

R21 029

JohannesburgOranjestad

JNB Johannesburg OR Tambo - AUA Oranjestad Reina Beatrix

JNBAUA

Johannesburg OR Tambo

Wed 27/1

15:05-16:50

2 stops31h 45m

Oranjestad Reina Beatrix

Sun 31/1

15:00-18:35

2 stops45h 35m

R21 125

Flights are sorted by cheapest return flights first.

Deals found on 7/9

Showing 1-10 of 32 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

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 38 hours 57 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 942
Qatar Airways
Qatar Airways
From R21 969
United Airlines
United Airlines
From R14 714
American Airlines
American Airlines
From R21 914

What are the cheapest airlines that fly to Caribbean Islands?

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

Rainfall in Caribbean Islands 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

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).

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 76 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.

Reviews of airlines servicing Caribbean Islands

Read through reviews of airlines serving Caribbean Islands, such as SWISS,Qatar Airways, andUnited Airlines. 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
7,5
Good
2 066 reviews
Check prices

Comfort

7,4

Food

7,1

Overall

7,5

Crew

8,2

Boarding

7,7

Entertainment

6,8

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.
SWISS
7,5
Good
2 066 reviews
SWISS
7,5
Good
2 066 reviews
Check prices

Comfort

7,4

Food

7,1

Overall

7,5

Crew

8,2

Boarding

7,7

Entertainment

6,8

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.
Qatar Airways
7,4
Good
3 733 reviews
SWISS
7,5
Good
2 066 reviews
Check prices

Comfort

7,4

Food

7,1

Overall

7,5

Crew

8,2

Boarding

7,7

Entertainment

6,8

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.
United Airlines
7,4
Good
10 188 reviews
SWISS
7,5
Good
2 066 reviews
Check prices

Comfort

7,4

Food

7,1

Overall

7,5

Crew

8,2

Boarding

7,7

Entertainment

6,8

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.
American Airlines
7,1
Good
12 046 reviews
SWISS
7,5
Good
2 066 reviews
Check prices

Comfort

7,4

Food

7,1

Overall

7,5

Crew

8,2

Boarding

7,7

Entertainment

6,8

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.
British Airways
6,7
Okay
8 210 reviews
SWISS
7,5
Good
2 066 reviews
Check prices

Comfort

7,4

Food

7,1

Overall

7,5

Crew

8,2

Boarding

7,7

Entertainment

6,8

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 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, Air Europa 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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How does Cheapflights help users find flights to Caribbean Islands?

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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