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Cheap flights from Sydney to Caribbean from $1,057

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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — SJU
22 May — 29 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Sydney to Caribbean

Enter your travel dates to find the best prices.

Cheapest flights from Sydney to Caribbean
Explore the most affordable flight options available from Sydney to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 April 2026.

Sat 23/509:10
SYD
-
POS
2 stops43h 02m
American Airlines
Wed 27/515:12
POS
-
SYD
2 stops49h 53m
American Airlines
Deal found 19/4$2,065
Wed 22/709:10
SYD
-
POS
2 stops43h 06m
American Airlines
Fri 7/807:00
POS
-
SYD
2 stops58h 05m
American Airlines
Deal found 18/4$2,068
Sun 8/1111:15
SYD
-
CUR
2 stops42h 10m
American Airlines
Wed 11/1115:26
CUR
-
SYD
2 stops50h 34m
American Airlines
Deal found 21/4$2,076
Sun 8/1111:15
SYD
-
SXM
2 stops42h 02m
American Airlines
Wed 11/1117:24
SXM
-
SYD
2 stops48h 36m
American Airlines
Deal found 20/4$2,114
Sun 31/509:10
SYD
-
SXM
2 stops42h 12m
American Airlines
Wed 3/616:43
SXM
-
SYD
2 stops48h 22m
American Airlines
Deal found 18/4$2,117
Fri 22/509:10
SYD
-
FPO
2 stops40h 18m
American Airlines
Mon 25/513:52
FPO
-
SYD
2 stops51h 13m
American Airlines
Deal found 20/4$2,138
Sun 17/509:10
SYD
-
FPO
2 stops62h 32m
American Airlines
Thu 21/511:53
FPO
-
SYD
2 stops29h 12m
American Airlines
Deal found 18/4$2,141
Wed 9/909:10
SYD
-
BGI
2 stops50h 10m
American Airlines
Sun 13/908:05
BGI
-
SYD
2 stops57h 00m
American Airlines
Deal found 21/4$2,152
Tue 2/609:15
SYD
-
SJU
2 stops27h 02m
Delta
Tue 9/606:00
SJU
-
SYD
2 stops34h 50m
Delta
Deal found 18/4$2,153
Thu 23/709:10
SYD
-
BGI
2 stops26h 31m
American Airlines
Sat 15/808:00
BGI
-
SYD
2 stops33h 05m
American Airlines
Deal found 18/4$2,156
Fri 24/709:10
SYD
-
POS
2 stops43h 06m
American Airlines
Wed 5/807:00
POS
-
SYD
2 stops34h 05m
American Airlines
Deal found 18/4$2,162
Sun 31/509:10
SYD
-
PUJ
2 stops45h 38m
American Airlines
Wed 3/611:50
PUJ
-
SYD
2 stops29h 15m
American Airlines
Deal found 20/4$2,163

Find flight deals from Sydney to Caribbean

Keep the following information in mind while searching for Sydney to Caribbean flight deals. Data was last updated 22 April 2026.

Round-trip from

$2,065

One-way from

$1,057

Popular in

March

Cheapest in

October

Average price

$2,304
American Airlines
  • American Airlines
  • 23/5-27/5
  • 4 total stops
  • 92h 55m total
  • Sydney to Caribbean
Search Deals
2/7
  • 2/7
  • 3 total stops
  • 36h 45m total
  • Sydney to Caribbean
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($551 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($137 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Sydney to Caribbean 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 22 April 2026.
Use the filters below to find and compare flights from Sydney to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Sat 23/5

09:10-14:12

2 stops43h 02m

Port of Spain Piarco Intl

Wed 27/5

15:12-07:05

2 stops49h 53m

$2,065

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Thu 23/7

09:10-14:16

2 stops43h 06m

Port of Spain Piarco Intl

Wed 5/8

15:13-07:05

2 stops49h 52m

$2,068

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Mon 27/7

09:10-23:09

2 stops51h 59m

Port of Spain Piarco Intl

Mon 10/8

15:13-07:05

2 stops49h 52m

$2,068

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Sun 31/5

09:10-13:22

2 stops42h 12m

Simpson Bay Princess Juliana

Wed 3/6

16:43-07:05

2 stops48h 22m

$2,117

SydneyFreeport

SYD - FPO

SYDFPO

Sydney Kingsford Smith

Fri 22/5

09:10-11:28

2 stops40h 18m

Freeport Grand Bahama Intl

Mon 25/5

13:52-07:05

2 stops51h 13m

$2,138

SydneyFreeport

SYD - FPO

SYDFPO

Sydney Kingsford Smith

Sun 17/5

09:10-09:42

2 stops62h 32m

Freeport Grand Bahama Intl

Thu 21/5

11:53-07:05

2 stops29h 12m

$2,141

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Wed 9/9

09:10-21:20

2 stops50h 10m

Bridgetown Grantley Adams Intl

Sun 13/9

08:05-07:05

2 stops57h 00m

$2,152

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Tue 2/6

10:20-20:38

2 stops48h 18m

San Juan Luis Munoz Marin Intl

Tue 9/6

14:55-07:00

2 stops26h 05m

$2,153

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Tue 2/6

09:15-22:17

2 stops27h 02m

San Juan Luis Munoz Marin Intl

Tue 9/6

06:00-06:50

2 stops34h 50m

$2,153

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Thu 23/7

09:10-21:41

2 stops26h 31m

Bridgetown Grantley Adams Intl

Wed 12/8

15:52-07:05

2 stops49h 13m

$2,156

Flights are sorted by cheapest return flights first.

Deals found on 17/4

Showing 1-10 of 36 resultsSorted by cheapest first
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2
3
4

Best time to book a flight from Sydney to Caribbean

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

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

Currently, October is the cheapest month in which you can book a flight from Sydney to Caribbean (average of $905). Flying from Sydney to Caribbean in December is currently the most expensive (average of $1,984). 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.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated 22 April 2026.
Read reviews from past customers who have flown with United Airlines,American Airlines, andAir Canada from Sydney to Caribbean. 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
9,614 reviews
Check prices

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

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
9,614 reviews
United Airlines
7.4
Good
9,614 reviews
Check prices

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

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
11,646 reviews
United Airlines
7.4
Good
9,614 reviews
Check prices

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

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
10,950 reviews
United Airlines
7.4
Good
9,614 reviews
Check prices

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

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. 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?

    If you book a flight to Caribbean from Sydney, you will be flying from Kingsford Smith, which is the city’s only airport. Sydney Kingsford Smith (SYD) is located 7.5 km from the centre of Sydney.

  • How long is the flight from Sydney to Caribbean?

    American Airlines, United Airlines, and Delta can get you from Sydney to Caribbean in just under 27h 02m. Your travel time can differ by up to 21h 16m. The distance between Sydney and Caribbean is about 15944 km. This flight may include one or multiple stops.

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

    The most popular flight routes from Sydney to Caribbean are Sydney Kingsford Smith - Punta Cana, Sydney Kingsford Smith - Santo Domingo Las Americas and Sydney Kingsford Smith - Simpson Bay Princess Juliana.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Sydney to Caribbean 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?

    Currently, October is the cheapest month in which you can book a flight from Sydney to Caribbean (average of $905). Flying from Sydney to Caribbean in December is currently the most expensive (average of $1,984). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Sydney to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Sydney to Caribbean

Discover the top 3 airlines that operate flights from Sydney to Caribbean. 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 22 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$1,186Average$2,279FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$1,905Average$2,334FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$2,848Average$3,372FlexibilityNo 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?

Deals for Sydney to Caribbean 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?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Sydney to Caribbean.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Sydney to Caribbean flexibly with Cheapflights today.

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

Of course! You can now track prices for flights from Sydney to Caribbean 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 above to set up your price alerts.

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