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$2,183+ 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 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
20 Apr — 27 Apr1
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 15 April 2025.

Return from

$2,613

Popular in

December

Cheapest in

August

Average price

$2,609
United Airlines
  • United Airlines
  • 3/9-6/9
  • 5 total stops
  • 75h 13m total
  • Sydney to San Juan
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Highest demand for flights based on searches. 12% potential increase in price ($625 potential increase over avg. return price).
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Cheapest flight prices on average. 3% potential price decrease ($126 potential savings vs. average return price).
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Average for return flights in April 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 15 April 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

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 15 April 2025.

Tue 6/509:10SYD - SDQ
2 stops49h 37mAmerican Airlines
Thu 4/915:30SDQ - SYD
2 stops25h 35mAmerican Airlines
Deal found 14/4$2,183
Mon 5/509:10SYD - PUJ
2 stops40h 48mAmerican Airlines
Sun 11/516:00PUJ - SYD
2 stops49h 05mAmerican Airlines
Deal found 14/4$2,191
Tue 23/909:30SYD - SDQ
3 stops54h 20mUnited Airlines
Tue 9/1206:00SDQ - SYD
2 stops36h 05mUnited Airlines
Deal found 14/4$2,212
Sun 22/609:30SYD - PUJ
2 stops43h 35mUnited Airlines
Mon 30/613:50PUJ - SYD
2 stops51h 05mUnited Airlines
Deal found 14/4$2,505
Wed 3/910:20SYD - SJU
2 stops24h 18mUnited Airlines
Sat 6/914:00SJU - SYD
3 stops50h 55mUnited Airlines
Deal found 14/4$2,613
Fri 6/609:30SYD - CUR
2 stops42h 10mUnited Airlines
Fri 20/613:23CUR - SYD
2 stops27h 32mUnited Airlines
Deal found 14/4$3,138
Fri 6/611:30SYD - CUR
2 stops36h 25mMultiple Airlines
Fri 20/611:05CUR - SYD
3 stops32h 30mMultiple Airlines
Deal found 14/4$3,689
Mon 5/511:50SYD - PUJ
3 stops43h 45mLATAM Airlines
Sat 10/502:45PUJ - SYD
2 stops38h 00mLATAM Airlines
Deal found 14/4$3,797
Wed 3/912:10SYD - SJU
1 stop40h 09mAmerican Airlines
Sat 6/911:55SJU - SYD
2 stops29h 10mAmerican Airlines
Deal found 14/4$3,876
Tue 23/917:10SYD - SDQ
3 stops31h 51mMultiple Airlines
Tue 9/1206:50SDQ - SYD
3 stops33h 35mMultiple Airlines
Deal found 14/4$3,895
Wed 3/909:20SYD - SJU
2 stops52h 37mAir Canada
Fri 5/901:05SJU - SYD
2 stops40h 15mAir Canada
Deal found 14/4$4,012
Tue 23/920:45SYD - SDQ
2 stops43h 18mQatar Airways
Mon 8/1202:35SDQ - SYD
2 stops37h 15mQatar Airways
Deal found 14/4$4,136

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 15 April 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

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 6/5

09:10-20:47

2 stops49h 37m

Santo Domingo Las Americas

Thu 4/9

15:30-07:05

2 stops25h 35m

$2,183

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Mon 5/5

09:10-11:58

2 stops40h 48m

Punta Cana

Sun 11/5

16:00-07:05

2 stops49h 05m

$2,191

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 23/9

09:30-01:50

3 stops54h 20m

Santo Domingo Las Americas

Tue 9/12

06:00-09:05

2 stops36h 05m

$2,212

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Sun 22/6

09:30-15:05

2 stops43h 35m

Punta Cana

Mon 30/6

13:50-06:55

2 stops51h 05m

$2,505

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Fri 6/6

09:30-13:40

2 stops42h 10m

Willemstad Hato Int.

Fri 20/6

13:23-06:55

2 stops27h 32m

$3,138

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Fri 6/6

11:30-09:55

2 stops36h 25m

Willemstad Hato Int.

Fri 20/6

11:05-09:35

3 stops32h 30m

$3,689

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Mon 5/5

11:50-17:35

3 stops43h 45m

Punta Cana

Sat 10/5

02:45-06:45

2 stops38h 00m

$3,797

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 23/9

17:10-11:01

3 stops31h 51m

Santo Domingo Las Americas

Tue 9/12

06:50-07:25

3 stops33h 35m

$3,895

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 23/9

20:45-02:03

2 stops43h 18m

Santo Domingo Las Americas

Mon 8/12

02:35-06:50

2 stops37h 15m

$4,136

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Mon 5/5

09:20-13:25

2 stops42h 05m

Punta Cana

Sun 11/5

14:25-07:20

3 stops50h 55m

$4,498

Flights are sorted by cheapest return flights first.

Deals found on 14/4

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 42 hours 36 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 $1,163

Air Canada

Air Canada

From $1,367

American Airlines

American Airlines

From $1,111

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 American Airlines, United 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 15 April 2025.
Get a feel of what it's like to fly with LATAM 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.
LATAM Airlines
7.5
Good
1,758 reviews
Check prices

Crew

8.1

Food

6.7

Overall

7.5

Entertainment

7.0

Comfort

7.4

Boarding

7.6

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2025

MCO - BOG

The problem was the delayed departure for airport reason I understood it was not a Latam responsibility. The crew could give something to drink and not only a candy.
LATAM Airlines
7.5
Good
1,758 reviews
LATAM Airlines
7.5
Good
1,758 reviews
Check prices

Crew

8.1

Food

6.7

Overall

7.5

Entertainment

7.0

Comfort

7.4

Boarding

7.6

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2025

MCO - BOG

The problem was the delayed departure for airport reason I understood it was not a Latam responsibility. The crew could give something to drink and not only a candy.
Qatar Airways
7.4
Good
3,550 reviews
LATAM Airlines
7.5
Good
1,758 reviews
Check prices

Crew

8.1

Food

6.7

Overall

7.5

Entertainment

7.0

Comfort

7.4

Boarding

7.6

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2025

MCO - BOG

The problem was the delayed departure for airport reason I understood it was not a Latam responsibility. The crew could give something to drink and not only a candy.
United Airlines
7.4
Good
8,656 reviews
LATAM Airlines
7.5
Good
1,758 reviews
Check prices

Crew

8.1

Food

6.7

Overall

7.5

Entertainment

7.0

Comfort

7.4

Boarding

7.6

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2025

MCO - BOG

The problem was the delayed departure for airport reason I understood it was not a Latam responsibility. The crew could give something to drink and not only a candy.
American Airlines
7.2
Good
10,000 reviews
LATAM Airlines
7.5
Good
1,758 reviews
Check prices

Crew

8.1

Food

6.7

Overall

7.5

Entertainment

7.0

Comfort

7.4

Boarding

7.6

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2025

MCO - BOG

The problem was the delayed departure for airport reason I understood it was not a Latam responsibility. The crew could give something to drink and not only a candy.
Air Canada
7.0
Good
9,118 reviews
LATAM Airlines
7.5
Good
1,758 reviews
Check prices

Crew

8.1

Food

6.7

Overall

7.5

Entertainment

7.0

Comfort

7.4

Boarding

7.6

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2025

MCO - BOG

The problem was the delayed departure for airport reason I understood it was not a Latam responsibility. The crew could give something to drink and not only a candy.

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, American 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 (25 hours 8 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.

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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