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$1,747+ Cheap flights to Caribbean Islands

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
26 Feb — 5 Mar1
1 adult

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 21 February 2025.

Return from

$2,353

One-way from

$2,008

Popular in

December

Cheapest in

August

Average price

$2,156
United Airlines
  • United Airlines
  • 17/4-28/4
  • 4 total stops
  • 89h 03m total
  • Sydney to San Juan
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American Airlines
  • American Airlines
  • 9/4
  • 2 total stops
  • 45h 46m total
  • Sydney to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($566 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease ($116 potential savings vs. average return price).
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Average for return flights in February 2025
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Find flights to Caribbean Islands

Browse one-way and return flights deals to Caribbean Islands on Cheapflights. Flight deals are based on user searches and were last updated on 21 February 2025
Explore Caribbean Islands
Look for other cheap flights to San Juan
Look for other cheap flights to Punta Cana
Look for other cheap flights to Santo Domingo

Find flight deals to Caribbean Islands

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 21 February 2025.

Wed 3/909:30SYD - SJU
2 stops28h 27mUnited Airlines
Sat 6/914:00SJU - SYD
3 stops50h 55mUnited Airlines
Deal found 20/2$1,747
Mon 5/509:10SYD - PUJ
2 stops42h 28mAmerican Airlines
Sun 11/514:40PUJ - SYD
2 stops26h 25mAmerican Airlines
Deal found 20/2$2,171
Tue 6/509:10SYD - SDQ
2 stops42h 07mAmerican Airlines
Thu 4/908:00SDQ - SYD
2 stops33h 05mAmerican Airlines
Deal found 20/2$2,176
Tue 6/509:30SYD - SDQ
2 stops42h 40mUnited Airlines
Thu 4/915:10SDQ - SYD
3 stops49h 45mUnited Airlines
Deal found 20/2$2,204
Mon 10/1114:30SYD - SJU
1 stop39h 23mAmerican Airlines
Sat 22/1109:35SJU - SYD
2 stops30h 50mAmerican Airlines
Deal found 20/2$2,385
Thu 17/417:35SYD - SJU
2 stops25h 25mMultiple Airlines
Tue 29/415:20SJU - SYD
1 stop25h 35mMultiple Airlines
Deal found 20/2$2,988
Mon 24/211:50SYD - POS
1 stop27h 33mUnited Airlines
Sat 15/300:30POS - SYD
1 stop39h 30mUnited Airlines
Deal found 20/2$2,988
Sat 22/316:20SYD - BGI
2 stops41h 10mBritish Airways
Sat 29/323:05BGI - SYD
2 stops40h 15mBritish Airways
Deal found 20/2$3,015
Tue 18/1111:20SYD - PUJ
3 stops41h 25mAir Canada
Tue 25/1110:50PUJ - SYD
2 stops31h 45mAir Canada
Deal found 21/2$3,107
Thu 17/409:20SYD - SJU
2 stops66h 30mAir Canada
Mon 28/401:05SJU - SYD
3 stops40h 15mAir Canada
Deal found 20/2$3,385
Mon 24/217:25SYD - POS
2 stops37h 03mAmerican Airlines
Sun 16/315:15POS - SYD
2 stops48h 20mAmerican Airlines
Deal found 20/2$3,401
Tue 6/514:40SYD - SDQ
3 stops44h 07mBritish Airways
Thu 4/916:30SDQ - SYD
3 stops46h 50mBritish Airways
Deal found 20/2$3,404

Find flights to Caribbean Islands within your budget

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 21 February 2025.

Fly from

Sydney

Route

Depart

Return

Price

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Mon 5/5

09:10-13:38

2 stops42h 28m

Punta Cana

Sun 11/5

14:40-07:05

2 stops26h 25m

$2,171

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 6/5

09:10-13:17

2 stops42h 07m

Santo Domingo Las Americas

Thu 4/9

08:00-07:05

2 stops33h 05m

$2,176

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 6/5

09:30-14:10

2 stops42h 40m

Santo Domingo Las Americas

Thu 4/9

15:10-06:55

3 stops49h 45m

$2,204

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Thu 17/4

09:30-20:38

2 stops49h 08m

San Juan Luis Munoz Marin Intl

Mon 28/4

01:05-07:00

2 stops39h 55m

$2,353

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Thu 17/4

17:35-05:00

2 stops25h 25m

San Juan Luis Munoz Marin Intl

Tue 29/4

15:20-06:55

1 stop25h 35m

$2,988

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Mon 24/2

11:50-00:23

1 stop27h 33m

Port of Spain Piarco Intl

Sat 15/3

00:30-07:00

1 stop39h 30m

$2,988

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Sat 22/3

16:20-18:30

2 stops41h 10m

Bridgetown Grantley Adams Intl

Sat 29/3

23:05-06:20

2 stops40h 15m

$3,015

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Thu 17/4

09:20-13:50

2 stops66h 30m

San Juan Luis Munoz Marin Intl

Mon 28/4

01:05-07:20

3 stops40h 15m

$3,385

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Mon 24/2

17:25-15:28

2 stops37h 03m

Port of Spain Piarco Intl

Sun 16/3

15:15-06:35

2 stops48h 20m

$3,401

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 6/5

14:40-20:47

3 stops44h 07m

Santo Domingo Las Americas

Thu 4/9

16:30-05:20

3 stops46h 50m

$3,404

Flights are sorted by cheapest return flights first.

Deals found on 20/2

Showing 1-10 of 20 results
1
2

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.

Travel insights for flights to Caribbean Islands

Get recent, data-driven insights about flights to Caribbean Islands including ideal travel times, pricing trends, and more.

How long is the flight to Caribbean Islands?

On average, a flight from Sydney to Caribbean Islands takes 46 hours 20 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 16 February 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 most popular airlines that fly to Caribbean Islands?

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

United Airlines

United Airlines

From $961

Air Canada

Air Canada

From $1,431

American Airlines

American Airlines

From $995

British Airways

British Airways

From $1,643

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 21 February 2025.
Get a feel of what it's like to fly with Japan Airlines, Qatar Airways and United Airlines to Caribbean Islands by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Japan Airlines
8.3
Very Good
1,440 reviews
Check prices

Comfort

8.2

Food

7.7

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Japan Airlines
8.3
Very Good
1,440 reviews
Japan Airlines
8.3
Very Good
1,440 reviews
Check prices

Comfort

8.2

Food

7.7

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Qatar Airways
7.4
Good
3,609 reviews
Japan Airlines
8.3
Very Good
1,440 reviews
Check prices

Comfort

8.2

Food

7.7

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

United Airlines
7.4
Good
8,759 reviews
Japan Airlines
8.3
Very Good
1,440 reviews
Check prices

Comfort

8.2

Food

7.7

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

American Airlines
7.2
Good
10,000 reviews
Japan Airlines
8.3
Very Good
1,440 reviews
Check prices

Comfort

8.2

Food

7.7

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

Air Canada
7.0
Good
8,756 reviews
Japan Airlines
8.3
Very Good
1,440 reviews
Check prices

Comfort

8.2

Food

7.7

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Reviews

1 / 20

8.0
Excellent

Diego,Nov 2024

HKG - NRT

overall very good; just found a bit poor the food options in Narita airport but the in the flight it was good but limited (no real choice to avoid seafood or clearly stay away from pork..); most of the food was tasty tho and the choice was nice, specially their snacks and dessert and drinks. The in-flight systems was so-so (too complicated interface; they should rehaul with a proper UIX), and I specially appreciated their segments of videos capsules about the behind the scenes including an overview of technicalities of their aircraft and days in the life of their pilots. It was refreshing and give a good ideas of the efforts and challenges every employees has to deal with. Loved it!

  • 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, Sydney Kingsford Smith offers the quickest one-way flight (23 hours 53 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).

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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.

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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.

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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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