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Cheap flights from Sydney to Caribbean Islands from $1,351

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 13/5. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — SJU
14 Jun — 21 Jun1
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 15 May 2026.

Wed 13/509:10
SYD
-
SJU
2 stops27h 53m
American Airlines
Wed 20/511:43
SJU
-
SYD
2 stops29h 22m
American Airlines
Deal found 12/5$1,351
Thu 4/609:10
SYD
-
POS
2 stops43h 01m
American Airlines
Mon 8/607:01
POS
-
SYD
2 stops58h 04m
American Airlines
Deal found 12/5$2,060
Wed 10/609:10
SYD
-
POS
2 stops51h 50m
American Airlines
Sun 14/607:01
POS
-
SYD
2 stops58h 04m
American Airlines
Deal found 14/5$2,063
Wed 10/609:10
SYD
-
CUR
2 stops42h 30m
American Airlines
Wed 17/616:46
CUR
-
SYD
2 stops48h 19m
American Airlines
Deal found 13/5$2,072
Mon 7/909:10
SYD
-
CUR
2 stops42h 29m
American Airlines
Wed 9/915:00
CUR
-
SYD
2 stops50h 05m
American Airlines
Deal found 11/5$2,076
Sun 8/1111:15
SYD
-
SXM
2 stops68h 05m
American Airlines
Thu 12/1117:24
SXM
-
SYD
2 stops48h 36m
American Airlines
Deal found 12/5$2,110
Mon 6/709:10
SYD
-
FPO
2 stops39h 59m
American Airlines
Tue 14/713:53
FPO
-
SYD
2 stops27h 12m
American Airlines
Deal found 13/5$2,133
Wed 21/1010:10
SYD
-
FPO
2 stops41h 45m
American Airlines
Sun 25/1015:10
FPO
-
SYD
2 stops25h 50m
American Airlines
Deal found 13/5$2,139
Wed 11/1111:15
SYD
-
BGI
2 stops43h 14m
American Airlines
Sun 15/1108:00
BGI
-
SYD
2 stops34h 00m
American Airlines
Deal found 12/5$2,147
Sat 14/1111:15
SYD
-
PUJ
2 stops44h 37m
American Airlines
Wed 18/1112:55
PUJ
-
SYD
2 stops29h 05m
American Airlines
Deal found 12/5$2,158
Sat 7/1111:15
SYD
-
SDQ
2 stops43h 40m
American Airlines
Wed 11/1106:00
SDQ
-
SYD
2 stops36h 00m
American Airlines
Deal found 12/5$2,158
Thu 11/609:10
SYD
-
BGI
2 stops26h 25m
American Airlines
Thu 18/608:01
BGI
-
SYD
2 stops33h 04m
American Airlines
Deal found 12/5$2,170

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 15 May 2026.

Round-trip from

$2,060

One-way from

$1,529

Popular in

March

Cheapest in

October

Average price

$2,110
American Airlines
  • American Airlines
  • 4/6-8/6
  • 4 total stops
  • 101h 05m total
  • Sydney to Caribbean Islands
Search Deals
24/5
  • 24/5
  • 3 total stops
  • 46h 00m total
  • Sydney to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($709 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($140 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 2026
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 15 May 2026.
Use the filters below to find and compare flights from Sydney to Caribbean Islands 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

Thu 4/6

09:10-14:11

2 stops43h 01m

Port of Spain Piarco Intl

Mon 8/6

07:01-07:05

2 stops58h 04m

$2,060

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Wed 10/6

09:10-23:00

2 stops51h 50m

Port of Spain Piarco Intl

Sun 14/6

07:01-07:05

2 stops58h 04m

$2,063

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Wed 10/6

09:10-13:40

2 stops42h 30m

Willemstad Hato Int.

Wed 17/6

16:46-07:05

2 stops48h 19m

$2,072

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Mon 7/9

09:10-13:39

2 stops42h 29m

Willemstad Hato Int.

Wed 9/9

15:00-07:05

2 stops50h 05m

$2,076

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Sun 8/11

11:15-16:20

2 stops68h 05m

Simpson Bay Princess Juliana

Thu 12/11

17:24-09:00

2 stops48h 36m

$2,110

SydneyFreeport

SYD - FPO

SYDFPO

Sydney Kingsford Smith

Wed 21/10

10:10-12:55

2 stops41h 45m

Freeport Grand Bahama Intl

Sun 25/10

15:10-08:00

2 stops25h 50m

$2,139

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Wed 11/11

11:15-15:29

2 stops43h 14m

Bridgetown Grantley Adams Intl

Sun 15/11

08:00-09:00

2 stops34h 00m

$2,147

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Thu 11/6

09:10-21:35

2 stops26h 25m

Bridgetown Grantley Adams Intl

Thu 18/6

08:01-07:05

2 stops33h 04m

$2,170

SydneyFreeport

SYD - FPO

SYDFPO

Sydney Kingsford Smith

Mon 6/7

09:10-13:13

2 stops42h 03m

Freeport Grand Bahama Intl

Fri 10/7

13:53-07:05

2 stops51h 12m

$2,597

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Thu 11/6

09:10-22:55

2 stops27h 45m

Santo Domingo Las Americas

Thu 18/6

10:25-07:05

2 stops30h 40m

$2,629

Flights are sorted by cheapest return flights first.

Deals found on 11/5

Showing 1-10 of 31 resultsSorted by cheapest first
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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, January is the cheapest month in which you can book a flight from Sydney to Caribbean Islands (average of $1,761). Flying from Sydney to Caribbean Islands in December is currently the most expensive (average of $2,005). 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 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 15 May 2026.
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
9,718 reviews
Check prices

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,718 reviews
United Airlines
7.4
Good
9,718 reviews
Check prices

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
American Airlines
7.1
Good
11,663 reviews
United Airlines
7.4
Good
9,718 reviews
Check prices

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
Air Canada
7.1
Good
11,042 reviews
United Airlines
7.4
Good
9,718 reviews
Check prices

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 American Airlines, Qatar Airways, and United Airlines fly from Sydney to Caribbean Islands in about 24h 36m. The time it takes to get you to your destination can typically vary by up to 18h 25m. There are 15944 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 - Bridgetown Grantley Adams Intl or Sydney Kingsford Smith - Punta Cana, Sydney Kingsford Smith - Santo Domingo Las Americas 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, January is the cheapest month in which you can book a flight from Sydney to Caribbean Islands (average of $1,761). Flying from Sydney to Caribbean Islands in December is currently the most expensive (average of $2,005). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 3 airlines flying from Sydney to Caribbean Islands

Discover the top 3 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 15 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$1,173Average$2,248FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$1,885Average$2,310FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$2,818Average$3,366FlexibilityNo 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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