R10 945 Find Cheap Flights to Caribbean in 2026

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Find the cheapest flights from South Africa to Caribbean

Round-trip

One-way

Recent return flight deals from South Africa to Caribbean

Enter your travel dates to find the best prices.

18:00 - 23:59

JNB

SJU

35h 59m

2 stops

14:00 - 21:20

SJU

JNB

25h 20m

2 stops

R19 527Multiple Airlines

Sun, May 3 - Sun, May 10

23:15 - 12:11

JNB

SJU

42h 56m

2 stops

13:16 - 8:45

SJU

JNB

37h 29m

2 stops

R20 265Delta

Sun, May 3 - Mon, May 11

9:45 - 18:30

JNB

SJU

38h 45m

2 stops

8:00 - 8:15

SJU

JNB

42h 15m

2 stops

R21 266Etihad Airways

Sun, May 3 - Thu, May 14

15:20 - 16:10

CPT

GCM

31h 50m

3 stops

18:05 - 19:55

GCM

CPT

42h 50m

3 stops

R22 349British Airways

Thu, Sep 10 - Mon, Sep 14

9:00 - 16:10

CPT

GCM

38h 10m

3 stops

18:05 - 17:20

GCM

CPT

40h 15m

3 stops

R22 366British Airways

Thu, Sep 10 - Mon, Sep 14

19:50 - 10:19

JNB

SJU

44h 29m

2 stops

10:00 - 10:30

SJU

JNB

42h 30m

2 stops

R23 022Qatar Airways

Fri, May 1 - Wed, May 13

12:40 - 10:09

JNB

MBJ

52h 29m

2 stops

14:05 - 4:00

MBJ

JNB

30h 55m

2 stops

R25 024Qatar Airways

Sat, Apr 25 - Mon, Jun 15

19:25 - 11:12

JNB

STT

45h 47m

2 stops

11:43 - 7:00

STT

JNB

37h 17m

2 stops

R28 667American Airlines

Sun, May 24 - Sun, May 31

22:00 - 14:10

JNB

SDQ

22h 10m

1 stop

15:20 - 18:30

SDQ

JNB

21h 10m

1 stop

R38 217United Airlines

Fri, May 8 - Tue, May 12

22:00 - 14:10

JNB

SDQ

22h 10m

1 stop

15:20 - 18:30

SDQ

JNB

21h 10m

1 stop

R38 234United Airlines

Fri, May 8 - Tue, May 12

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 3/5

18:00-23:59

2 stops35h 59m

San Juan Luis Munoz Marin Intl

Sun 10/5

14:00-21:20

2 stops25h 20m

R19 527

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 3/5

23:15-12:11

2 stops42h 56m

San Juan Luis Munoz Marin Intl

Mon 11/5

13:16-8:45

2 stops37h 29m

R20 265

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 3/5

9:45-18:30

2 stops38h 45m

San Juan Luis Munoz Marin Intl

Thu 14/5

8:00-8:15

2 stops42h 15m

R21 266

Cape TownGeorge Town

CPT - GCM

CPTGCM

Cape Town Intl

Thu 10/9

15:20-16:10

3 stops31h 50m

George Town Owen Roberts Intl

Mon 14/9

18:05-19:55

3 stops42h 50m

R22 349

Cape TownGeorge Town

CPT - GCM

CPTGCM

Cape Town Intl

Thu 10/9

9:00-16:10

3 stops38h 10m

George Town Owen Roberts Intl

Mon 14/9

18:05-17:20

3 stops40h 15m

R22 366

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Fri 1/5

19:50-10:19

2 stops44h 29m

San Juan Luis Munoz Marin Intl

Wed 13/5

10:00-10:30

2 stops42h 30m

R23 022

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Sat 25/4

12:40-10:09

2 stops52h 29m

Montego Bay Sangster Intl

Mon 15/6

14:05-4:00

2 stops30h 55m

R25 024

JohannesburgSaint Thomas Island

JNB - STT

JNBSTT

Johannesburg OR Tambo

Sun 24/5

19:25-11:12

2 stops45h 47m

Saint Thomas Island Cyril E King

Sun 31/5

11:43-7:00

2 stops37h 17m

R28 667

Fastest return journey

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Fri 8/5

22:00-14:10

1 stop22h 10m

Santo Domingo Las Americas

Tue 12/5

15:20-18:30

1 stop21h 10m

R38 217

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Fri 8/5

22:00-14:10

1 stop22h 10m

Santo Domingo Las Americas

Tue 12/5

15:20-18:30

1 stop21h 10m

R38 234

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

Flight prices to countries in Caribbean

Interested in flights to Caribbean? Find the countries in Caribbean that you can fly to for the biggest savings

	Price	R22 366 - R33 803

CHEAPEST COUNTRY	Cayman Islands	20% cheaper	Users typically spent R5 530 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	Curaçao	21% more expensive	Users typically spent R5 907 more on trips to Curaçao
MOST POPULAR COUNTRY TO FLY TO	Jamaica	92% more popular	As a popular travel destination, more of our users plan to visit Jamaica than any other country in Caribbean

Where are the most popular flight destinations in Caribbean?

The most popular flight destination in Caribbean, according to our users, is Jamaica, followed by Cuba, Dominican Republic, The Bahamas and Barbados.

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	R10 945
Best Round-Trip Price	R19 527
Fastest flight time	30h 17m
Popular in	June

The best one-way flight price to Caribbean from South Africa in the last 72 hours is R10 945 (Johannesburg OR Tambo to San Juan Luis Munoz Marin Intl).

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The best round-trip flight price to Caribbean from South Africa in the last 72 hours is R19 527 (Johannesburg OR Tambo to San Juan Luis Munoz Marin Intl).

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The fastest flight to Caribbean from South Africa takes 30h 17m (Johannesburg OR Tambo to Montego Bay Sangster Intl).

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June has the highest demand for flights to Caribbean, with a 18% price increase on average.

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Frequently asked questions about flying to Caribbean

When did momondo last update prices for flights to Caribbean?

Prices for flights to Caribbean refresh daily.

How many operators does momondo search for flights to Caribbean?

As of April 2026, there are 7 operators available to choose from for flights to Caribbean.

How old do you have to be to fly to Caribbean?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal to Caribbean?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean.

Can I find flights to Caribbean with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for flights to Caribbean to just show those with flexible booking policies.

How can momondo help me find flights to Caribbean?

momondo provides multiple filters to help you find the best flight to Caribbean. Filter by price, airline, airport, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight to Caribbean right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.