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Cheap flights from Sydney to Caribbean Islands from $1,377

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 13/7. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — SJU
28 Jun — 5 Jul1
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 29 May 2026.

Mon 13/709:15
SYD
-
SJU
2 stops45h 24m
Delta
Sat 25/717:50
SJU
-
SYD
2 stops47h 00m
Delta
Deal found 25/5$1,377
Tue 14/709:30
SYD
-
SJU
2 stops28h 20m
United Airlines
Sat 25/713:40
SJU
-
SYD
2 stops51h 20m
United Airlines
Deal found 25/5$1,813
Thu 16/709:15
SYD
-
SJU
2 stops27h 14m
Delta
Wed 22/717:50
SJU
-
SYD
2 stops47h 00m
Delta
Deal found 25/5$1,831
Mon 13/709:30
SYD
-
SJU
2 stops33h 59m
United Airlines
Sat 18/702:05
SJU
-
SYD
2 stops62h 50m
United Airlines
Deal found 25/5$1,912
Fri 30/1011:15
SYD
-
SJU
2 stops38h 50m
American Airlines
Tue 3/1106:44
SJU
-
SYD
1 stop33h 11m
American Airlines
Deal found 28/5$1,932
Fri 5/612:00
SYD
-
SXM
2 stops63h 50m
American Airlines
Tue 9/614:22
SXM
-
SYD
2 stops51h 08m
American Airlines
Deal found 28/5$1,952
Thu 29/1011:15
SYD
-
PUJ
2 stops40h 20m
American Airlines
Sun 1/1114:25
PUJ
-
SYD
2 stops49h 30m
American Airlines
Deal found 28/5$1,989
Fri 30/1011:15
SYD
-
SDQ
2 stops40h 05m
American Airlines
Tue 3/1115:00
SDQ
-
SYD
2 stops48h 25m
American Airlines
Deal found 28/5$1,989
Fri 30/1011:15
SYD
-
PUJ
2 stops40h 20m
American Airlines
Tue 3/1115:54
PUJ
-
SYD
2 stops47h 16m
American Airlines
Deal found 27/5$2,024
Fri 30/1011:50
SYD
-
SJU
1 stop23h 36m
United Airlines
Tue 3/1115:46
SJU
-
SYD
1 stop24h 14m
United Airlines
Deal found 28/5$2,041
Mon 13/709:15
SYD
-
SJU
2 stops41h 56m
Delta
Mon 20/717:50
SJU
-
SYD
2 stops47h 00m
Delta
Deal found 25/5$2,064
Sat 31/1011:15
SYD
-
CUR
2 stops44h 25m
American Airlines
Wed 4/1115:26
CUR
-
SYD
2 stops50h 34m
American Airlines
Deal found 24/5$2,076

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 29 May 2026.

Round-trip from

$1,377

Popular in

March

Cheapest in

October

Average price

$2,139
Delta
  • Delta
  • 13/7-25/7
  • 4 total stops
  • 92h 24m total
  • Sydney to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($527 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($128 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 29 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

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Tue 14/7

10:20-05:29

2 stops33h 09m

San Juan Luis Munoz Marin Intl

Tue 21/7

01:00-06:55

2 stops39h 55m

$1,813

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Mon 13/7

09:30-20:38

2 stops25h 08m

San Juan Luis Munoz Marin Intl

Fri 24/7

15:56-07:00

2 stops49h 04m

$1,831
Fastest return journey

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Tue 14/7

10:20-23:50

2 stops27h 30m

San Juan Luis Munoz Marin Intl

Thu 23/7

13:40-07:00

2 stops27h 20m

$1,831

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Fri 30/10

11:15-11:05

2 stops38h 50m

San Juan Luis Munoz Marin Intl

Tue 3/11

06:44-06:55

1 stop33h 11m

$1,932

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Thu 29/10

11:15-12:35

2 stops40h 20m

Punta Cana

Sun 1/11

14:25-06:55

2 stops49h 30m

$1,989

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Fri 30/10

11:15-12:20

2 stops40h 05m

Santo Domingo Las Americas

Tue 3/11

15:00-06:25

2 stops48h 25m

$1,989

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Fri 30/10

11:15-12:35

2 stops40h 20m

Punta Cana

Tue 3/11

15:54-06:10

2 stops47h 16m

$2,024

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Sat 31/10

11:15-16:40

2 stops44h 25m

Willemstad Hato Int.

Wed 4/11

15:26-09:00

2 stops50h 34m

$2,076

SydneyFreeport

SYD - FPO

SYDFPO

Sydney Kingsford Smith

Wed 28/10

11:15-12:55

2 stops40h 40m

Freeport Grand Bahama Intl

Sun 1/11

12:23-09:00

2 stops52h 37m

$2,141

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Wed 11/11

11:15-15:28

2 stops67h 13m

Bridgetown Grantley Adams Intl

Sun 15/11

16:35-09:00

2 stops49h 25m

$2,152

Flights are sorted by cheapest return flights first.

Deals found on 25/5

Showing 1-10 of 33 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 $1,786). Flying from Sydney to Caribbean Islands in May is currently the most expensive (average of $2,052). 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 29 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
9,763 reviews
Check prices

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

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
9,763 reviews
United Airlines
7.4
Good
9,763 reviews
Check prices

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

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
7.1
Good
11,643 reviews
United Airlines
7.4
Good
9,763 reviews
Check prices

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

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
11,096 reviews
United Airlines
7.4
Good
9,763 reviews
Check prices

Overall

7.4

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

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 British Airways fly from Sydney to Caribbean Islands in about 33h 09m. The time it takes to get you to your destination can typically vary by up to 12h 42m. 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 - Kingston Norman Manley 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 $1,786). Flying from Sydney to Caribbean Islands in May is currently the most expensive (average of $2,052). 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 29 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$1,209Average$2,291FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$1,911Average$2,342FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$2,993Average$3,414FlexibilityNo 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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