$1,124+ Cheap flights to Caribbean Islands

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 19/11. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean Islands in 2025

Find the latest flights to Caribbean Islands in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 647,157 searches and data was last updated on 30 October 2025.

Return from

$2,446

One-way from

$1,124

Popular in

December

Cheapest in

March

Average price

$2,042
Delta
  • Delta
  • 8/3-10/3
  • 4 total stops
  • 59h 08m total
  • Sydney to San Juan
Delta
  • Delta
  • 19/11
  • 2 total stops
  • 27h 33m total
  • Sydney to Caribbean Islands
Highest demand for flights based on searches. 9% potential increase in price ($241 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease ($27 potential savings vs. average return price).
Average for return flights in October 2025

Find flight deals to Caribbean Islands

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean Islands
Explore the most affordable flight options available to Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on 30 October 2025.

Thu 27/1111:20SYD - POS
2 stops28h 03mUnited Airlines
Wed 3/1201:30POS - SYD
1 stop38h 30mUnited Airlines
Deal found 28/10$2,073
Thu 27/1111:20SYD - POS
2 stops43h 10mAmerican Airlines
Thu 4/1207:10POS - SYD
2 stops34h 50mAmerican Airlines
Deal found 29/10$2,171
Tue 4/1111:20SYD - POS
2 stops43h 10mAmerican Airlines
Mon 15/1207:10POS - SYD
2 stops34h 50mAmerican Airlines
Deal found 29/10$2,531
Tue 23/1217:45SYD - SJU
2 stops37h 10mAmerican Airlines
Tue 30/1201:30SJU - SYD
2 stops40h 30mAmerican Airlines
Deal found 27/10$2,741
Tue 23/1211:50SYD - SJU
1 stop24h 36mUnited Airlines
Wed 31/1207:45SJU - SYD
1 stop32h 15mUnited Airlines
Deal found 27/10$2,756
Wed 19/1120:30SYD - SXM
2 stops33h 51mMultiple Airlines
Fri 28/1116:20SXM - SYD
2 stops47h 15mMultiple Airlines
Deal found 30/10$2,829
Tue 23/1210:40SYD - SJU
2 stops27h 40mDelta
Fri 2/118:40SJU - SYD
2 stops45h 10mDelta
Deal found 27/10$2,831
Sun 21/1214:00SYD - PUJ
2 stops43h 18mUnited Airlines
Sun 4/115:28PUJ - SYD
2 stops50h 47mUnited Airlines
Deal found 28/10$2,843
Mon 8/1211:20SYD - SDQ
2 stops27h 26mUnited Airlines
Fri 9/114:53SDQ - SYD
2 stops48h 27mUnited Airlines
Deal found 28/10$2,861
Wed 19/1111:20SYD - SXM
3 stops42h 20mAir Canada
Fri 28/1117:00SXM - SYD
2 stops49h 35mAir Canada
Deal found 30/10$2,875
Wed 19/1111:20SYD - SXM
2 stops41h 40mAmerican Airlines
Sat 29/1117:05SXM - SYD
2 stops48h 55mAmerican Airlines
Deal found 30/10$3,004
Tue 23/1214:05SYD - SJU
1 stop39h 54mAmerican Airlines
Tue 30/1215:49SJU - SYD
1 stop24h 06mAmerican Airlines
Deal found 27/10$3,046

Cheapflights Fare Finder

 
Locate flights to Caribbean Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 647,157 searches and data was last updated on 30 October 2025.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Sydney

Route

Depart

Return

Price

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Wed 25/3

10:20-15:20

2 stops44h 00m

Willemstad Hato Int.

Sun 29/3

16:15-08:20

2 stops49h 05m

$1,960

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Thu 15/1

11:20-22:48

2 stops50h 28m

Port of Spain Piarco Intl

Sun 1/2

16:30-09:00

2 stops49h 30m

$2,068

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Wed 14/1

11:20-22:48

2 stops50h 28m

Port of Spain Piarco Intl

Sun 1/2

16:30-09:00

2 stops49h 30m

$2,068

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Thu 27/11

11:20-00:23

2 stops28h 03m

Port of Spain Piarco Intl

Wed 3/12

01:30-07:00

1 stop38h 30m

$2,073

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Tue 13/1

14:00-00:23

2 stops49h 23m

Port of Spain Piarco Intl

Thu 29/1

01:30-07:00

1 stop38h 30m

$2,079

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Mon 12/1

11:50-00:23

1 stop27h 33m

Port of Spain Piarco Intl

Fri 30/1

01:30-07:00

1 stop38h 30m

$2,079

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Mon 12/1

11:20-00:23

2 stops28h 03m

Port of Spain Piarco Intl

Sat 31/1

01:30-06:20

2 stops37h 50m

$2,079

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Wed 14/1

11:50-00:23

1 stop27h 33m

Port of Spain Piarco Intl

Fri 30/1

01:30-09:15

2 stops40h 45m

$2,079

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Mon 12/1

11:50-00:23

1 stop27h 33m

Port of Spain Piarco Intl

Thu 29/1

01:30-07:00

1 stop38h 30m

$2,079

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Wed 14/1

11:50-00:23

1 stop27h 33m

Port of Spain Piarco Intl

Sat 31/1

01:30-07:00

1 stop38h 30m

$2,079

Flights are sorted by cheapest return flights first.

Deals found on 27/10

Showing 1-10 of 48 results
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Best time to book a flight to Caribbean Islands

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

How long is the flight to Caribbean Islands?

On average, a flight from Sydney to Caribbean Islands takes 39 hours 6 minutes. Flights to Caribbean Islands from other popular cities in Australia will vary in length. Below are a few examples of popular routes and their flight times.

When is the cheapest time to fly 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.

Users looking for the lowest fares to Caribbean Islands should consider flying on Sunday evenings, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday evenings, when prices are usually at their highest.

What are the cheapest airlines that fly to Caribbean Islands?

The cheapest airlines flying from Sydney to Caribbean Islands are United Airlines, American Airlines and Air Canada.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 55.0 - 156.0 mm per month. November is typically the wettest month, when rainfall can reach 156.0 mm. March is typically the driest time to visit Caribbean Islands when rainfall is around 55.0 mm.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

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 30 October 2025.
Read through reviews of airlines serving Caribbean Islands, such as United Airlines, American Airlines, andAir Canada. 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.

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

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.

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

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.

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

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.

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

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.

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

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.

FAQs about flying to Caribbean Islands

  • Can I find cheaper flights to Caribbean Islands if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Caribbean Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean Islands?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Caribbean Islands.

  • Where does the fastest flight to Caribbean Islands depart from?

    For those looking to save time traveling to Caribbean Islands, Brisbane offers the quickest one-way flight (26 hours 6 minutes).

  • Does San Juan Luis Munoz Marin Intl have car hire?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl?

    Yes. San Juan Luis Munoz Marin Intl has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl (0.0 km away from San Juan Luis Munoz Marin Intl).

See more FAQs

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Deals for 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 to your preference, such as price, airport, cabin class, and plenty of other options.

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

Millions of users choose and trust Cheapflights to book the best flight deals to Caribbean Islands for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

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

Of course! You can track prices for flights to Caribbean Islands 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 to set up your price alerts.

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