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$1,274+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean Islands in 2025

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 12 December 2025.

Sat 27/1211:50SYD - POS
1 stop27h 33mUnited Airlines
Fri 16/101:30POS - SYD
2 stops37h 50mUnited Airlines
Deal found 11/12$2,083
Sun 14/1211:20SYD - SDQ
2 stops27h 30mAmerican Airlines
Mon 26/113:23SDQ - SYD
2 stops28h 37mAmerican Airlines
Deal found 10/12$2,636
Wed 24/1220:10SYD - PUJ
2 stops35h 29mAmerican Airlines
Sun 4/114:27PUJ - SYD
2 stops49h 28mAmerican Airlines
Deal found 11/12$2,752
Thu 25/1214:00SYD - PUJ
2 stops43h 18mUnited Airlines
Sun 4/117:20PUJ - SYD
2 stops46h 40mUnited Airlines
Deal found 11/12$2,810
Wed 24/1211:50SYD - PUJ
2 stops45h 28mUnited Airlines
Sun 4/115:28PUJ - SYD
1 stop24h 32mUnited Airlines
Deal found 11/12$3,322
Tue 23/1211:50SYD - PUJ
2 stops45h 28mUnited Airlines
Sun 4/115:28PUJ - SYD
2 stops26h 37mUnited Airlines
Deal found 11/12$3,363
Sat 27/1211:20SYD - POS
2 stops27h 27mAmerican Airlines
Sat 17/106:30POS - SYD
2 stops35h 30mAmerican Airlines
Deal found 11/12$4,778
Sun 14/1206:30SYD - SDQ
3 stops32h 20mMultiple Airlines
Mon 26/113:23SDQ - SYD
2 stops28h 37mMultiple Airlines
Deal found 10/12$4,904
Sat 27/1209:45SYD - POS
2 stops35h 25mMultiple Airlines
Fri 16/103:40POS - SYD
3 stops37h 35mMultiple Airlines
Deal found 11/12$5,126
Wed 24/1211:20SYD - PUJ
3 stops41h 40mAir Canada
Sun 4/122:35PUJ - SYD
2 stops44h 00mAir Canada
Deal found 11/12$5,866

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 12 December 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
Look for other cheap flights to Nassau
Look for other cheap flights to Saint Thomas Island
Look for other cheap flights to Kingston
Look for other cheap flights to Simpson Bay
Look for other cheap flights to Port of Spain
Look for other cheap flights to Bridgetown
Look for other cheap flights to Willemstad

Find flight deals to Caribbean Islands

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 12 December 2025.

Return from

$1,801

One-way from

$1,274

Popular in

December

Cheapest in

October

Average price

$2,558
Air Canada
  • Air Canada
  • 24/1-31/1
  • 4 total stops
  • 92h 30m total
  • Sydney to San Juan
Search Deals
Air Canada
  • Air Canada
  • 5/3
  • 2 total stops
  • 49h 15m total
  • Sydney to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($276 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($36 potential savings vs. average return price).
Search Deals
Average for return flights in December 2025
Search Deals

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 12 December 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

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Sat 24/1

11:20-13:55

2 stops41h 35m

San Juan Luis Munoz Marin Intl

Sat 31/1

15:40-09:35

2 stops50h 55m

$1,801

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Sat 27/12

12:10-00:23

2 stops51h 13m

Port of Spain Piarco Intl

Fri 16/1

01:30-06:20

2 stops37h 50m

$2,083

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Sat 24/1

11:20-12:14

2 stops39h 54m

Willemstad Hato Int.

Sat 31/1

13:19-06:20

2 stops50h 01m

$2,097

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Thu 5/2

11:20-15:22

2 stops43h 02m

Simpson Bay Princess Juliana

Mon 9/2

17:33-09:00

2 stops48h 27m

$2,112

SydneyFreeport

SYD - FPO

SYDFPO

Sydney Kingsford Smith

Thu 5/3

11:20-13:02

2 stops41h 42m

Freeport Grand Bahama Intl

Mon 9/3

13:54-09:00

2 stops52h 06m

$2,148

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Fri 6/3

11:20-15:21

2 stops43h 01m

Bridgetown Grantley Adams Intl

Sun 8/3

07:20-09:00

2 stops34h 40m

$2,163

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Thu 19/3

11:20-13:05

2 stops40h 45m

Santo Domingo Las Americas

Mon 23/3

06:00-09:00

2 stops36h 00m

$2,173

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Fri 6/3

11:20-15:46

2 stops43h 26m

Punta Cana

Mon 9/3

11:53-09:00

2 stops30h 07m

$2,176

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Sat 24/1

12:10-13:49

2 stops40h 39m

Punta Cana

Sat 31/1

14:05-09:05

2 stops28h 00m

$2,184

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Fri 6/3

11:50-15:19

2 stops42h 29m

Punta Cana

Mon 9/3

14:28-07:00

1 stop25h 32m

$2,184

Flights are sorted by cheapest return flights first.

Deals found on 10/12

Showing 1-10 of 41 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 38 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 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 $1,296
Qatar Airways
Qatar Airways
From $2,401
Air Canada
Air Canada
From $1,699
American Airlines
American Airlines
From $2,032

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 12 December 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.
United Airlines
7.4
Good
9,094 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

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
9,094 reviews
United Airlines
7.4
Good
9,094 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

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
7.2
Good
11,049 reviews
United Airlines
7.4
Good
9,094 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

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
10,517 reviews
United Airlines
7.4
Good
9,094 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

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.
British Airways
6.7
Okay
7,571 reviews
United Airlines
7.4
Good
9,094 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

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, Sydney Kingsford Smith offers the quickest one-way flight (24 hours 30 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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How does Cheapflights help users find flights to Caribbean Islands?

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.

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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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