R11 103 Find Cheap Flights to Caribbean in 2026/27

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Find the cheapest flights from South Africa to Caribbean

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Recent return flight deals from South Africa to Caribbean

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19:45 - 13:56JNB Johannesburg OR Tambo-STT Saint Thomas Island Cyril E King

48h 11m2 stops Frankfurt am Main Washington, D.C. Dulles Intl

17:25 - 18:35STT Saint Thomas Island Cyril E King-JNB Johannesburg OR Tambo

43h 10m2 stops Washington, D.C. Dulles Intl Newark

R19 214United Airlines

Fri, Jan 22 - Sat, Jan 30

19:45 - 13:56JNB Johannesburg OR Tambo-STT Saint Thomas Island Cyril E King

48h 11m2 stops Frankfurt am Main Washington, D.C. Dulles Intl

17:25 - 18:35STT Saint Thomas Island Cyril E King-JNB Johannesburg OR Tambo

43h 10m2 stops Washington, D.C. Dulles Intl Newark

R19 312United Airlines

Fri, Jan 22 - Sat, Jan 30

10:25 - 17:50JNB Johannesburg OR Tambo-STT Saint Thomas Island Cyril E King

37h 25m2 stops Cape Town Intl Washington, D.C. Dulles Intl

17:25 - 18:35STT Saint Thomas Island Cyril E King-JNB Johannesburg OR Tambo

43h 10m2 stops Washington, D.C. Dulles Intl Newark

R19 490United Airlines

Fri, Jan 22 - Sat, Jan 30

18:50 - 1:53JNB Johannesburg OR Tambo-SJU San Juan Luis Munoz Marin Intl

37h 03m2 stops Istanbul New York John F Kennedy Intl

10:43 - 11:00SJU San Juan Luis Munoz Marin Intl-JNB Johannesburg OR Tambo

42h 17m2 stops New York John F Kennedy Intl Istanbul

R21 425Turkish Airlines

Sun, Jan 24 - Thu, Jan 28

18:50 - 1:53JNB Johannesburg OR Tambo-SJU San Juan Luis Munoz Marin Intl

37h 03m2 stops Istanbul New York John F Kennedy Intl

10:43 - 11:00SJU San Juan Luis Munoz Marin Intl-JNB Johannesburg OR Tambo

42h 17m2 stops New York John F Kennedy Intl Istanbul

R21 490Turkish Airlines

Sun, Jan 24 - Thu, Jan 28

19:35 - 9:22JNB Johannesburg OR Tambo-KIN Kingston Norman Manley

44h 47m2 stops London Heathrow Miami

10:12 - 9:25KIN Kingston Norman Manley-JNB Johannesburg OR Tambo

40h 13m2 stops Miami London Heathrow

R21 506British Airways

Sun, Mar 14 - Wed, Mar 31

18:50 - 1:53JNB Johannesburg OR Tambo-SJU San Juan Luis Munoz Marin Intl

37h 03m2 stops Istanbul New York John F Kennedy Intl

10:43 - 11:00SJU San Juan Luis Munoz Marin Intl-JNB Johannesburg OR Tambo

42h 17m2 stops New York John F Kennedy Intl Istanbul

R21 522Turkish Airlines

Sun, Jan 24 - Thu, Jan 28

19:35 - 19:12JNB Johannesburg OR Tambo-KIN Kingston Norman Manley

30h 37m2 stops London Heathrow Miami

6:30 - 9:25KIN Kingston Norman Manley-JNB Johannesburg OR Tambo

43h 55m2 stops Miami London Heathrow

R21 555British Airways

Sun, Mar 14 - Wed, Mar 31

19:35 - 19:12JNB Johannesburg OR Tambo-KIN Kingston Norman Manley

30h 37m2 stops London Heathrow Miami

6:30 - 9:25KIN Kingston Norman Manley-JNB Johannesburg OR Tambo

43h 55m2 stops Miami London Heathrow

R21 571British Airways

Sun, Mar 14 - Wed, Mar 31

9:25 - 12:06JNB Johannesburg OR Tambo-MBJ Montego Bay Sangster Intl

57h 41m2 stops Doha Hamad Intl New York John F Kennedy Intl

15:20 - 8:40MBJ Montego Bay Sangster Intl-JNB Johannesburg OR Tambo

34h 20m2 stops Miami Doha Hamad Intl

R47 938Qatar Airways

Sat, Dec 26 - Sun, Jan 3

Fly from

Route

Depart

Return

Price

Cheapest return flight

JohannesburgSaint Thomas Island

JNB Johannesburg OR Tambo - STT Saint Thomas Island Cyril E King

JNBSTT

Johannesburg OR Tambo

Fri 22/1

19:45-13:56

2 stops48h 11m

Saint Thomas Island Cyril E King

Sat 30/1

17:25-18:35

2 stops43h 10m

R19 214

JohannesburgSaint Thomas Island

JNB Johannesburg OR Tambo - STT Saint Thomas Island Cyril E King

JNBSTT

Johannesburg OR Tambo

Fri 22/1

19:45-13:56

2 stops48h 11m

Saint Thomas Island Cyril E King

Sat 30/1

17:25-18:35

2 stops43h 10m

R19 312

JohannesburgSaint Thomas Island

JNB Johannesburg OR Tambo - STT Saint Thomas Island Cyril E King

JNBSTT

Johannesburg OR Tambo

Fri 22/1

10:25-17:50

2 stops37h 25m

Saint Thomas Island Cyril E King

Sat 30/1

17:25-18:35

2 stops43h 10m

R19 490

JohannesburgSan Juan

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

JNBSJU

Johannesburg OR Tambo

Sun 24/1

18:50-1:53

2 stops37h 03m

San Juan Luis Munoz Marin Intl

Thu 28/1

10:43-11:00

2 stops42h 17m

R21 425

JohannesburgSan Juan

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

JNBSJU

Johannesburg OR Tambo

Sun 24/1

18:50-1:53

2 stops37h 03m

San Juan Luis Munoz Marin Intl

Thu 28/1

10:43-11:00

2 stops42h 17m

R21 490

JohannesburgKingston

JNB Johannesburg OR Tambo - KIN Kingston Norman Manley

JNBKIN

Johannesburg OR Tambo

Sun 14/3

19:35-9:22

2 stops44h 47m

Kingston Norman Manley

Wed 31/3

10:12-9:25

2 stops40h 13m

R21 506

JohannesburgSan Juan

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

JNBSJU

Johannesburg OR Tambo

Sun 24/1

18:50-1:53

2 stops37h 03m

San Juan Luis Munoz Marin Intl

Thu 28/1

10:43-11:00

2 stops42h 17m

R21 522

Fastest return journey

JohannesburgKingston

JNB Johannesburg OR Tambo - KIN Kingston Norman Manley

JNBKIN

Johannesburg OR Tambo

Sun 14/3

19:35-19:12

2 stops30h 37m

Kingston Norman Manley

Wed 31/3

6:30-9:25

2 stops43h 55m

R21 555

JohannesburgKingston

JNB Johannesburg OR Tambo - KIN Kingston Norman Manley

JNBKIN

Johannesburg OR Tambo

Sun 14/3

19:35-19:12

2 stops30h 37m

Kingston Norman Manley

Wed 31/3

6:30-9:25

2 stops43h 55m

R21 571

JohannesburgMontego Bay

JNB Johannesburg OR Tambo - MBJ Montego Bay Sangster Intl

JNBMBJ

Johannesburg OR Tambo

Sat 26/12

9:25-12:06

2 stops57h 41m

Montego Bay Sangster Intl

Sun 3/1

15:20-8:40

2 stops34h 20m

R47 938

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	R20 693 - R32 056

CHEAPEST COUNTRY	Cayman Islands	16% cheaper	Users typically spent R3 820 less on flights to Cayman Islands
MOST EXPENSIVE COUNTRY	The Bahamas	31% more expensive	Users typically spent R7 543 more on trips to The Bahamas
MOST POPULAR COUNTRY TO FLY TO	Jamaica	90% 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 Cuba, followed by Jamaica, 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	R11 103
Best Round-Trip Price	R19 214
Fastest flight time	23h 25m

The best one-way flight price to Caribbean from South Africa in the last 5 days is R11 103 (Johannesburg OR Tambo to Oranjestad Reina Beatrix).

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The best return flight price to Caribbean from South Africa in the last 5 days is R19 214 (Johannesburg OR Tambo to Saint Thomas Island Cyril E King).

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The fastest flight to Caribbean from South Africa takes 23h 25m (Cape Town Intl to George Town Owen Roberts Intl).

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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 September 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.