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Cheap flights from Sydney to Caribbean Islands from $1,056

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
20 May — 27 May1
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 20 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$2,063
Wed 22/709:10
SYD
-
POS
2 stops51h 59m
American Airlines
Mon 10/815:13
POS
-
SYD
2 stops49h 52m
American Airlines
Deal found 18/4$2,066
Sun 8/1111:15
SYD
-
CUR
2 stops42h 10m
American Airlines
Wed 11/1115:26
CUR
-
SYD
2 stops50h 34m
American Airlines
Deal found 19/4$2,076
Sun 31/509:10
SYD
-
SXM
2 stops42h 40m
American Airlines
Wed 3/614:22
SXM
-
SYD
2 stops50h 43m
American Airlines
Deal found 15/4$2,109
Sun 17/509:10
SYD
-
FPO
2 stops40h 51m
American Airlines
Thu 21/513:52
FPO
-
SYD
2 stops51h 13m
American Airlines
Deal found 15/4$2,133
Fri 22/509:10
SYD
-
FPO
2 stops42h 02m
American Airlines
Mon 25/513:52
FPO
-
SYD
2 stops51h 13m
American Airlines
Deal found 19/4$2,137
Thu 3/909:10
SYD
-
BGI
2 stops42h 59m
American Airlines
Tue 15/908:05
BGI
-
SYD
2 stops33h 00m
American Airlines
Deal found 15/4$2,139
Wed 9/909:10
SYD
-
BGI
2 stops42h 45m
American Airlines
Sun 13/908:05
BGI
-
SYD
2 stops57h 00m
American Airlines
Deal found 15/4$2,148
Tue 2/610:20
SYD
-
SJU
2 stops48h 18m
United Airlines
Tue 9/614:55
SJU
-
SYD
2 stops26h 05m
United Airlines
Deal found 18/4$2,151
Thu 23/709:10
SYD
-
BGI
2 stops41h 52m
American Airlines
Sun 16/815:11
BGI
-
SYD
2 stops49h 54m
American Airlines
Deal found 18/4$2,154
Sun 31/509:10
SYD
-
PUJ
2 stops44h 54m
American Airlines
Wed 3/611:50
PUJ
-
SYD
2 stops29h 15m
American Airlines
Deal found 15/4$2,158
Sun 17/509:10
SYD
-
SDQ
2 stops42h 08m
American Airlines
Thu 21/519:35
SDQ
-
SYD
2 stops45h 30m
American Airlines
Deal found 15/4$2,158

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 20 April 2026.

Round-trip from

$2,063

One-way from

$1,056

Popular in

March

Cheapest in

October

Average price

$2,302
American Airlines
  • American Airlines
  • 23/5-27/5
  • 4 total stops
  • 92h 55m total
  • Sydney to Caribbean Islands
Search Deals
2/7
  • 2/7
  • 3 total stops
  • 36h 45m total
  • Sydney to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($549 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 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 20 April 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

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

$2,063

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Thu 23/7

09:10-14:16

2 stops43h 06m

Port of Spain Piarco Intl

Sun 9/8

15:13-07:05

2 stops49h 52m

$2,066

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

$2,066

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Sun 31/5

09:10-13:50

2 stops42h 40m

Simpson Bay Princess Juliana

Wed 3/6

14:22-07:05

2 stops50h 43m

$2,109

SydneyFreeport

SYD - FPO

SYDFPO

Sydney Kingsford Smith

Sun 17/5

09:10-12:01

2 stops40h 51m

Freeport Grand Bahama Intl

Thu 21/5

13:52-07:05

2 stops51h 13m

$2,133

SydneyFreeport

SYD - FPO

SYDFPO

Sydney Kingsford Smith

Fri 22/5

09:10-13:12

2 stops42h 02m

Freeport Grand Bahama Intl

Mon 25/5

13:52-07:05

2 stops51h 13m

$2,137

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Thu 3/9

09:10-14:09

2 stops42h 59m

Bridgetown Grantley Adams Intl

Tue 15/9

08:05-07:05

2 stops33h 00m

$2,139

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

$2,151

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

$2,151

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Wed 9/9

09:10-13:55

2 stops42h 45m

Bridgetown Grantley Adams Intl

Sun 13/9

15:45-07:05

2 stops49h 20m

$2,151

Flights are sorted by cheapest return flights first.

Deals found on 17/4

Showing 1-10 of 38 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 $1,779). Flying from Sydney to Caribbean Islands in December is currently the most expensive (average of $2,024). 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 20 April 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
9,605 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

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
9,605 reviews
United Airlines
7.4
Good
9,605 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

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
11,622 reviews
United Airlines
7.4
Good
9,605 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

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
10,943 reviews
United Airlines
7.4
Good
9,605 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.6

Comfort

7.3

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 American Airlines, United Airlines, and Delta fly from Sydney to Caribbean Islands in about 27h 02m. The time it takes to get you to your destination can typically vary by up to 21h 16m. 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 - Simpson Bay Princess Juliana or Sydney Kingsford Smith - Bridgetown Grantley Adams Intl, 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, January is the cheapest month in which you can book a flight from Sydney to Caribbean Islands (average of $1,779). Flying from Sydney to Caribbean Islands in December is currently the most expensive (average of $2,024). 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 20 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$1,185Average$2,277FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$1,903Average$2,332FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$2,845Average$3,369FlexibilityNo 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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