R16 751+ Cheap flights to Caribbean Islands

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/1. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
Jan 10 — Jan 171
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean Islands in 2025

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 11 December 2025.

Sun 21/1221:55JNB - MBJ
1 stop29h 46mDelta
Fri 13/214:19MBJ - JNB
1 stop21h 41mDelta
Deal found 9/12R25 591
Sun 21/1221:55JNB - KIN
1 stop29h 01mDelta
Fri 13/29:00KIN - JNB
1 stop27h 00mDelta
Deal found 10/12R25 980
Sun 21/1222:00JNB - MBJ
2 stops47h 00mUnited Airlines
Fri 13/215:20MBJ - JNB
1 stop20h 15mUnited Airlines
Deal found 9/12R31 237
Sun 21/1219:35JNB - KIN
2 stops34h 35mBritish Airways
Fri 13/211:09KIN - JNB
2 stops37h 26mBritish Airways
Deal found 10/12R31 423
Wed 17/1219:35JNB - KIN
2 stops34h 35mBritish Airways
Wed 28/113:39KIN - JNB
2 stops37h 46mBritish Airways
Deal found 10/12R33 113
Sun 21/1219:20JNB - MBJ
2 stops32h 21mKLM
Fri 13/216:44MBJ - JNB
2 stops46h 21mKLM
Deal found 9/12R34 060
Sun 21/1220:20JNB - MBJ
2 stops50h 05mQatar Airways
Fri 13/214:30MBJ - JNB
2 stops42h 05mQatar Airways
Deal found 9/12R37 694
Wed 24/1219:45JNB - AUA
2 stops47h 55mUnited Airlines
Sun 4/115:25AUA - JNB
2 stops45h 10mUnited Airlines
Deal found 9/12R48 292
Wed 24/1223:59JNB - AUA
1 stop24h 01mKLM
Sun 4/119:20AUA - JNB
2 stops44h 45mKLM
Deal found 9/12R51 436
Sun 21/1219:45JNB - MBJ
3 stops33h 15mMultiple Airlines
Fri 13/214:30MBJ - JNB
2 stops30h 25mMultiple Airlines
Deal found 9/12R54 851
Wed 17/1223:00JNB - KIN
3 stops35h 12mMultiple Airlines
Wed 28/111:00KIN - JNB
3 stops33h 55mMultiple Airlines
Deal found 10/12R55 662

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 11 December 2025
Explore Caribbean Islands

Find flight deals to Caribbean Islands

Find the latest flights to Caribbean Islands in 2025, 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 11 December 2025.

Popular in

April

Cheapest in

November

Average price

R25 101
Highest demand for flights based on searches. 3% potential increase in price (R780 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (R587 potential savings vs. average return price).
Average for return flights in December 2025

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 11 December 2025.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Johannesburg

Route

Depart

Return

Price

JohannesburgSan Juan

JNB - SJU

JNBSJU

Johannesburg OR Tambo

Sun 25/1

19:35-19:55

2 stops30h 20m

San Juan Luis Munoz Marin Intl

Wed 28/1

7:00-7:35

2 stops42h 35m

R16 751

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 4/3

22:00-10:17

2 stops43h 17m

Kingston Norman Manley

Sun 8/3

6:32-10:25

2 stops44h 53m

R20 571

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 1/2

19:35-21:16

2 stops32h 41m

Kingston Norman Manley

Sat 28/2

15:22-10:25

2 stops36h 03m

R20 622

JohannesburgWillemstad

JNB - CUR

JNBCUR

Johannesburg OR Tambo

Sun 25/1

11:30-14:35

2 stops33h 05m

Willemstad Hato Int.

Sun 1/2

15:37-7:45

2 stops34h 08m

R21 991

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Wed 21/1

19:35-21:16

2 stops32h 41m

Kingston Norman Manley

Wed 28/1

7:00-10:25

2 stops44h 25m

R23 259

JohannesburgKingston

JNB - KIN

JNBKIN

Johannesburg OR Tambo

Sun 1/2

21:55-20:00

1 stop29h 05m

Kingston Norman Manley

Sat 28/2

9:00-19:00

1 stop27h 00m

R24 898

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Fri 1/5

21:15-10:50

2 stops43h 35m

Santo Domingo Las Americas

Tue 5/5

16:55-7:00

2 stops32h 05m

R24 915

JohannesburgSanto Domingo

JNB - SDQ

JNBSDQ

Johannesburg OR Tambo

Tue 20/1

21:55-14:21

1 stop22h 26m

Santo Domingo Las Americas

Tue 27/1

7:30-19:00

2 stops29h 30m

R25 101

JohannesburgMontego Bay

JNB - MBJ

JNBMBJ

Johannesburg OR Tambo

Thu 7/5

10:25-11:43

2 stops32h 18m

Montego Bay Sangster Intl

Mon 11/5

14:40-18:30

2 stops44h 50m

R25 591

JohannesburgOranjestad

JNB - AUA

JNBAUA

Johannesburg OR Tambo

Thu 22/1

10:25-15:15

2 stops34h 50m

Oranjestad Reina Beatrix

Mon 26/1

17:50-9:30

2 stops57h 40m

R25 845

Flights are sorted by cheapest return flights first.

Deals found on 9/12

Showing 1-10 of 27 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 39 hours 13 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.

When is the cheapest time to fly to Caribbean Islands?

Use this chart to determine the cheapest time to fly return from Johannesburg to Caribbean Islands. Price data was last updated on 16 December 2024.

Users looking for the lowest fares to Caribbean Islands should consider flying on Tuesday mornings, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday mornings, when prices are usually at their highest.

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 11 December 2025.
Read through reviews of airlines serving Caribbean Islands, such as KLM, 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.

Comfort

7,6

Food

7,2

Overall

7,7

Boarding

7,8

Crew

8,3

Entertainment

7,1

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Comfort

7,6

Food

7,2

Overall

7,7

Boarding

7,8

Crew

8,3

Entertainment

7,1

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Comfort

7,6

Food

7,2

Overall

7,7

Boarding

7,8

Crew

8,3

Entertainment

7,1

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Comfort

7,6

Food

7,2

Overall

7,7

Boarding

7,8

Crew

8,3

Entertainment

7,1

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Comfort

7,6

Food

7,2

Overall

7,7

Boarding

7,8

Crew

8,3

Entertainment

7,1

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

Comfort

7,6

Food

7,2

Overall

7,7

Boarding

7,8

Crew

8,3

Entertainment

7,1

Reviews

1 / 20
8,0
Excellent

Anonymous,Dec 2025

YYC - AMS

Not literally sitting in the very last row in the middle

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, United Airlines 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 R7 659, however they can be found for as little as R7 647.

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

    For those looking to save time traveling to Caribbean Islands, Cape Town Intl offers the quickest one-way flight (23 hours 25 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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