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$997+ Cheap flights to Caribbean Islands

— SJU
15 Oct — 22 Oct1
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

Wed 25/1111:20 -
2 stops42h 05m
Fri 4/1216:05 -
2 stops47h 50m
Deal found 11/9$1,747
Mon 23/1111:20 -
2 stops42h 05m
Tue 1/1216:00 -
2 stops71h 55m
Deal found 11/9$1,862
Mon 23/1111:20 -
2 stops42h 05m
Mon 7/1215:45 -
3 stops50h 50m
Deal found 11/9$1,867
Mon 26/1011:10 -
2 stops27h 10m
Fri 30/1016:17 -
2 stops49h 43m
Deal found 10/9$1,881
Mon 26/1009:20 -
1 stop26h 04m
Fri 30/1018:35 -
2 stops45h 25m
Deal found 10/9$1,887
Fri 27/1111:20 -
3 stops43h 25m
Tue 1/1216:00 -
2 stops71h 55m
Deal found 11/9$1,895
Mon 23/1111:20 -
2 stops42h 05m
Fri 27/1116:00 -
2 stops50h 35m
Deal found 11/9$1,937
Wed 25/1111:20 -
2 stops42h 05m
Thu 26/1116:50 -
2 stops49h 45m
Deal found 11/9$1,942
Mon 23/1111:20 -
2 stops42h 05m
Fri 4/1215:45 -
3 stops50h 50m
Deal found 11/9$1,943
Sun 11/1010:30 -
2 stops28h 20m
Sat 17/1013:25 -
2 stops27h 35m
Deal found 12/9$1,977
Wed 25/1111:20 -
3 stops43h 25m
Sun 6/1216:05 -
2 stops50h 30m
Deal found 11/9$1,993
Thu 8/1010:10 -
2 stops26h 52m
Thu 15/1010:36 -
2 stops30h 29m
Deal found 10/9$1,995

Find flights to Caribbean Islands

Explore Caribbean Islands
Look for other cheap flights to San Juan
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Look for other cheap flights to George Town
Look for other cheap flights to Willemstad

Find flight deals to Caribbean Islands

Return from

$1,881

One-way from

$997

Popular in

March

Cheapest in

January

Average price

$1,799
American Airlines
  • American Airlines
  • 26/10-30/10
  • 4 total stops
  • 76h 53m total
  • Sydney to San Juan
Search Deals
United Airlines
  • United Airlines
  • 7/12-31/12
  • 2 total stops
  • 40h 55m total
  • Sydney to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($481 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($104 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

SydneySan Juan

SYD Sydney Kingsford Smith - SJU San Juan Luis Munoz Marin Intl

SYDSJU

Sydney Kingsford Smith

Mon 7/12

11:20-13:15

2 stops40h 55m

San Juan Luis Munoz Marin Intl

Wed 31/12

00:00-14:00

Nonstop0h 00m

$997
Fastest return journey

SydneySan Juan

SYD Sydney Kingsford Smith - SJU San Juan Luis Munoz Marin Intl

SYDSJU

Sydney Kingsford Smith

Sun 6/12

09:15-21:24

1 stop27h 09m

San Juan Luis Munoz Marin Intl

Wed 31/12

00:00-14:00

Nonstop0h 00m

$1,081

SydneyPunta Cana

SYD Sydney Kingsford Smith - PUJ Punta Cana

SYDPUJ

Sydney Kingsford Smith

Wed 24/2

12:30-14:35

3 stops41h 05m

Punta Cana

Wed 31/12

00:00-14:30

Nonstop0h 00m

$1,481

SydneyPunta Cana

SYD Sydney Kingsford Smith - PUJ Punta Cana

SYDPUJ

Sydney Kingsford Smith

Mon 1/3

16:50-20:10

2 stops42h 20m

Punta Cana

Wed 31/12

00:00-14:30

Nonstop0h 00m

$1,583

SydneyPunta Cana

SYD Sydney Kingsford Smith - PUJ Punta Cana

SYDPUJ

Sydney Kingsford Smith

Sat 27/2

22:20-11:05

2 stops51h 45m

Punta Cana

Wed 31/12

00:00-14:30

Nonstop0h 00m

$1,611

SydneyPunta Cana

SYD Sydney Kingsford Smith - PUJ Punta Cana

SYDPUJ

Sydney Kingsford Smith

Sun 28/2

15:15-14:35

3 stops38h 20m

Punta Cana

Wed 31/12

00:00-14:30

Nonstop0h 00m

$1,633

SydneySan Juan

SYD Sydney Kingsford Smith - SJU San Juan Luis Munoz Marin Intl

SYDSJU

Sydney Kingsford Smith

Wed 9/12

09:15-21:24

1 stop27h 09m

San Juan Luis Munoz Marin Intl

Wed 31/12

00:00-14:00

Nonstop0h 00m

$1,792

SydneySan Juan

SYD Sydney Kingsford Smith - SJU San Juan Luis Munoz Marin Intl

SYDSJU

Sydney Kingsford Smith

Mon 26/10

09:20-20:24

1 stop26h 04m

San Juan Luis Munoz Marin Intl

Fri 30/10

18:35-07:00

2 stops45h 25m

$1,887

SydneyBridgetown

SYD Sydney Kingsford Smith - BGI Bridgetown Grantley Adams Intl

SYDBGI

Sydney Kingsford Smith

Fri 27/11

11:20-14:25

2 stops42h 05m

Bridgetown Grantley Adams Intl

Mon 7/12

16:05-09:35

2 stops50h 30m

$1,937

SydneySan Juan

SYD Sydney Kingsford Smith - SJU San Juan Luis Munoz Marin Intl

SYDSJU

Sydney Kingsford Smith

Thu 8/10

10:10-22:02

2 stops26h 52m

San Juan Luis Munoz Marin Intl

Thu 15/10

10:36-08:05

2 stops30h 29m

$1,995

Flights are sorted by cheapest return flights first.

Deals found on 11/9

Showing 1-10 of 39 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 Sydney to Caribbean Islands takes 40 hours 46 minutes. Flights to Caribbean Islands from other popular cities in Australia 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 Sydney to Caribbean Islands are American Airlines, United Airlines and Air Canada.

United Airlines
United Airlines
From $1,621
American Airlines
American Airlines
From $1,998
Air Canada
Air Canada
From $3,547
British Airways
British Airways
From $2,453

What are the cheapest airlines that fly to Caribbean Islands?

The cheapest airlines flying from Sydney to Caribbean Islands are United Airlines, American Airlines and Air Canada.

Rainfall in Caribbean Islands by month

In terms of precipitation, rainfall in Caribbean Islands ranges from 55.0 - 156.0 mm per month. November is typically the wettest month, when rainfall can reach 156.0 mm. March is typically the driest time to visit Caribbean Islands when rainfall is around 55.0 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, June 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 25.0 C).

Reviews of airlines servicing Caribbean Islands

Read through reviews of airlines serving Caribbean Islands, such as United Airlines,American Airlines, andAir Canada. 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.
United Airlines
7.4
Good
10,208 reviews
Check prices

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Food

6.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
10,208 reviews
United Airlines
7.4
Good
10,208 reviews
Check prices

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Food

6.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.1
Good
12,059 reviews
United Airlines
7.4
Good
10,208 reviews
Check prices

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Food

6.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Air Canada
7.1
Good
11,630 reviews
United Airlines
7.4
Good
10,208 reviews
Check prices

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Food

6.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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.

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

    For those looking to save time traveling to Caribbean Islands, Sydney Kingsford Smith offers the quickest one-way flight (26 hours 46 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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Deals for Caribbean Islands flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

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Millions of users choose and trust Cheapflights to book the best flight deals to Caribbean Islands for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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Need flexible booking options for your flight to Caribbean Islands ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights to Caribbean Islands become cheaper?

Of course! You can track prices for flights to Caribbean Islands and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals to set up your price alerts.

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