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Cheap flights from Sydney to Caribbean Islands from $1,205

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/4. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — SJU
9 Jan — 16 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Sydney to Caribbean Islands

Enter your travel dates to find the best prices.

Cheapest flights from Sydney to Caribbean Islands
Explore the most affordable flight options available from Sydney to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 December 2025.

Thu 25/1212:10SYD - POS
2 stops51h 13mUnited Airlines
Sun 11/101:30POS - SYD
2 stops61h 50mUnited Airlines
Deal found 8/12$2,088
Thu 25/1211:50SYD - POS
1 stop27h 33mUnited Airlines
Sun 28/1202:20POS - SYD
2 stops37h 00mUnited Airlines
Deal found 8/12$2,597
Thu 25/1215:50SYD - POS
2 stops41h 30mMultiple Airlines
Mon 29/1214:38POS - SYD
3 stops61h 42mMultiple Airlines
Deal found 8/12$5,070
Thu 25/1211:20SYD - POS
3 stops33h 50mMultiple Airlines
Mon 12/120:10POS - SYD
2 stops43h 40mMultiple Airlines
Deal found 8/12$5,201

Find flight deals from Sydney to Caribbean Islands

Keep the following information in mind while searching for Sydney to Caribbean Islands flight deals. Data was last updated 10 December 2025.

Round-trip from

$2,088

One-way from

$1,205

Popular in

December

Cheapest in

October

Average price

$2,565
United Airlines
  • United Airlines
  • 25/12-11/1
  • 4 total stops
  • 113h 03m total
  • Sydney to Caribbean Islands
Search Deals
25/4
  • 25/4
  • 3 total stops
  • 40h 27m total
  • Sydney to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($417 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($54 potential savings vs. average return price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Sydney to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 10 December 2025.
Use the filters below to find and compare flights from Sydney to Caribbean Islands that are best for you.

Fly from

Sydney

Fly to

Caribbean Islands

Route

Depart

Return

Price

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Thu 25/12

11:50-00:23

1 stop27h 33m

Port of Spain Piarco Intl

Sun 11/1

01:30-06:20

2 stops61h 50m

$2,088

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Mon 30/3

10:10-11:29

2 stops40h 19m

Simpson Bay Princess Juliana

Mon 13/4

17:25-07:05

2 stops47h 40m

$2,109

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Thu 26/3

11:20-11:29

2 stops39h 09m

Simpson Bay Princess Juliana

Sun 12/4

17:25-07:05

2 stops47h 40m

$2,109

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Tue 31/3

10:10-11:29

2 stops40h 19m

Simpson Bay Princess Juliana

Wed 15/4

17:25-07:05

2 stops47h 40m

$2,109

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Mon 30/3

10:10-11:29

2 stops40h 19m

Simpson Bay Princess Juliana

Tue 14/4

17:25-07:05

2 stops47h 40m

$2,109

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Thu 26/3

11:20-11:29

2 stops39h 09m

Simpson Bay Princess Juliana

Sat 11/4

17:25-07:05

2 stops47h 40m

$2,109

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Sun 29/3

10:10-11:29

2 stops40h 19m

Simpson Bay Princess Juliana

Fri 17/4

15:55-07:05

2 stops49h 10m

$2,109

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Tue 31/3

10:10-11:29

2 stops40h 19m

Simpson Bay Princess Juliana

Sun 12/4

17:25-07:05

2 stops47h 40m

$2,109

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Sun 29/3

10:10-11:29

2 stops40h 19m

Simpson Bay Princess Juliana

Sun 12/4

15:55-07:05

2 stops49h 10m

$2,109

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Mon 30/3

10:10-11:29

2 stops40h 19m

Simpson Bay Princess Juliana

Fri 17/4

15:55-07:05

2 stops49h 10m

$2,109

Flights are sorted by cheapest return flights first.

Deals found on 9/12

Showing 1-10 of 47 results
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Best time to book a flight from Sydney to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Sydney 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 from Sydney to Caribbean Islands

What is the cheapest month to book a flight from Sydney to Caribbean Islands?

Currently, October is the cheapest month in which you can book a flight from Sydney to Caribbean Islands (average of $976). Flying from Sydney to Caribbean Islands in December is currently the most expensive (average of $2,177). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SYD to EPX?

Find hourly flight availability from Sydney to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 10 December 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 30% on flights from Sydney to Caribbean Islands by exploring options for tickets at midday.

What is the cheapest day to fly from Sydney to Caribbean Islands?

Use this chart to determine the cheapest time to fly return from Sydney to Caribbean Islands. Price data was last updated on 30 March 2025.

Travellers seeking maximum savings on their Sydney to Caribbean Islands flight should consider departing on Sunday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 10 December 2025.
Check out reviews from past customers who have flown with United Airlines, American Airlines, andAir Canada from Sydney to Caribbean Islands to help guide your decision. 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
9,092 reviews
Check prices

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

Crew

8.1

Boarding

7.7

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
9,092 reviews
United Airlines
7.4
Good
9,092 reviews
Check prices

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

Crew

8.1

Boarding

7.7

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
7.2
Good
11,048 reviews
United Airlines
7.4
Good
9,092 reviews
Check prices

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

Crew

8.1

Boarding

7.7

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
10,515 reviews
United Airlines
7.4
Good
9,092 reviews
Check prices

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

Crew

8.1

Boarding

7.7

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.
British Airways
6.7
Okay
7,573 reviews
United Airlines
7.4
Good
9,092 reviews
Check prices

Food

6.6

Overall

7.4

Comfort

7.3

Entertainment

7.1

Crew

8.1

Boarding

7.7

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.

Related info for your journey

Find useful and relevant information for your journey from Sydney to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Sydney to Caribbean Islands?

    Sydney Kingsford Smith (SYD) is the airport you will fly out of if you book a flight from Sydney to Caribbean Islands. It is only a 7.5 km journey to Kingsford Smith (SYD) from Sydney’s city centre.

  • How long is the flight from Sydney to Caribbean Islands?

    Airlines like United Airlines, American Airlines, and Air Canada fly from Sydney to Caribbean Islands in about 27h 33m. The time it takes to get you to your destination can typically vary by up to 14h 42m. There are 15802 km between Sydney and Caribbean Islands. This flight may include one or multiple stops.

  • What are the most popular routes from Sydney to Caribbean Islands?

    While some choose either Sydney Kingsford Smith - Kingston Norman Manley or Sydney Kingsford Smith - Santo Domingo Las Americas, Sydney Kingsford Smith - Punta Cana is the most popular route from Sydney to Caribbean Islands.

  • Can I find deals for flights from Sydney to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Sydney to Caribbean Islands flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Sydney to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sydney to Caribbean Islands.

  • Can I find deals for business class flights from Sydney to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Sydney to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Sydney to Caribbean Islands?

    Currently, October is the cheapest month in which you can book a flight from Sydney to Caribbean Islands (average of $976). Flying from Sydney to Caribbean Islands in December is currently the most expensive (average of $2,177). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Sydney to Caribbean Islands

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Top 2 airlines flying from Sydney to Caribbean Islands

Discover the top 2 airlines that operate flights from Sydney to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 10 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$1,300Average$2,474FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapest$2,156Average$3,303FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Sydney to Caribbean Islands?

Deals for Sydney to 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 better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Sydney to Caribbean Islands?

Cheapflights helps you find that perfect flight to Caribbean Islands from Sydney by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Sydney to Caribbean Islands with no change fees?

Need flexible booking options for your flight to Caribbean Islands from Sydney? 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 from Sydney to Caribbean Islands become cheaper?

Yes! Start tracking prices for Sydney to Caribbean Islands flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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