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$2,161+ 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 23/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
18 Jun — 25 Jun1
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 13 June 2025.

One-way from

$2,567

Popular in

December

Cheapest in

March

Average price

$3,334
23/6
  • 23/6
  • 3 total stops
  • 54h 50m total
  • Sydney to Caribbean Islands
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Highest demand for flights based on searches. 15% potential increase in price ($702 potential increase over avg. return price).
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Cheapest flight prices on average. 3% potential price decrease ($124 potential savings vs. average return price).
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Average for return flights in June 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 13 June 2025
Explore Caribbean Islands
Look for other cheap flights to Punta Cana
Look for other cheap flights to Santo Domingo
Look for other cheap flights to Montego Bay
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 13 June 2025.

Tue 23/909:10SYD - SDQ
2 stops40h 03mAmerican Airlines
Tue 9/1206:50SDQ - SYD
2 stops35h 10mAmerican Airlines
Deal found 10/6$2,161
Tue 23/909:30SYD - SDQ
2 stops40h 25mUnited Airlines
Tue 9/1206:00SDQ - SYD
2 stops36h 05mUnited Airlines
Deal found 11/6$2,209
Mon 23/609:10SYD - POS
2 stops43h 05mAmerican Airlines
Wed 25/607:09POS - SYD
2 stops33h 56mAmerican Airlines
Deal found 11/6$2,522
Sat 26/709:10SYD - CUR
2 stops42h 36mAmerican Airlines
Sat 2/816:35CUR - SYD
2 stops48h 30mAmerican Airlines
Deal found 11/6$2,542
Sat 26/713:45SYD - PUJ
3 stops36h 00mMultiple Airlines
Sat 2/815:05PUJ - SYD
2 stops30h 40mMultiple Airlines
Deal found 11/6$2,565
Sun 27/709:30SYD - POS
2 stops27h 53mUnited Airlines
Sat 2/800:30POS - SYD
2 stops40h 30mUnited Airlines
Deal found 12/6$2,605
Sat 26/709:10SYD - PUJ
2 stops39h 51mAmerican Airlines
Sat 2/813:35PUJ - SYD
2 stops27h 30mAmerican Airlines
Deal found 11/6$2,627
Fri 25/709:30SYD - PUJ
2 stops43h 00mUnited Airlines
Fri 1/813:50PUJ - SYD
2 stops51h 10mUnited Airlines
Deal found 9/6$2,686
Tue 30/1211:15SYD - BGI
2 stops42h 55mAmerican Airlines
Mon 19/107:10BGI - SYD
2 stops58h 50mAmerican Airlines
Deal found 10/6$2,714
Wed 2/709:10SYD - KIN
2 stops25h 45mAmerican Airlines
Wed 30/706:00KIN - SYD
2 stops34h 05mAmerican Airlines
Deal found 12/6$2,809
Sat 15/1111:50SYD - CUR
2 stops63h 32mUnited Airlines
Sat 22/1113:19CUR - SYD
2 stops52h 46mUnited Airlines
Deal found 11/6$3,023
Sat 15/1111:20SYD - CUR
3 stops66h 55mAir Canada
Sat 22/1117:00CUR - SYD
2 stops49h 35mAir Canada
Deal found 11/6$3,304

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 13 June 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 23/9

09:10-11:13

2 stops40h 03m

Santo Domingo Las Americas

Tue 9/12

06:50-09:00

2 stops35h 10m

$2,161

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 23/9

09:30-11:55

2 stops40h 25m

Santo Domingo Las Americas

Tue 9/12

06:00-09:05

2 stops36h 05m

$2,209

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Mon 23/6

09:10-14:15

2 stops43h 05m

Port of Spain Piarco Intl

Wed 25/6

07:09-07:05

2 stops33h 56m

$2,522

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Sat 26/7

09:10-13:46

2 stops42h 36m

Willemstad Hato Int.

Sat 2/8

16:35-07:05

2 stops48h 30m

$2,542

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Sat 26/7

13:45-11:45

3 stops36h 00m

Punta Cana

Sat 2/8

15:05-11:45

2 stops30h 40m

$2,565

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Sun 27/7

09:30-23:23

2 stops27h 53m

Port of Spain Piarco Intl

Sat 2/8

00:30-07:00

2 stops40h 30m

$2,605

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Sat 26/7

09:10-11:01

2 stops39h 51m

Punta Cana

Sat 2/8

13:35-07:05

2 stops27h 30m

$2,627

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Fri 25/7

09:30-14:30

2 stops43h 00m

Punta Cana

Fri 1/8

13:50-07:00

2 stops51h 10m

$2,686

SydneyKingston

SYD - KIN

SYDKIN

Sydney Kingsford Smith

Wed 2/7

09:10-19:55

2 stops25h 45m

Kingston Norman Manley

Wed 30/7

06:00-07:05

2 stops34h 05m

$2,809

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Fri 27/6

09:10-11:35

2 stops40h 25m

Bridgetown Grantley Adams Intl

Wed 16/7

07:00-07:05

2 stops34h 05m

$3,130

Flights are sorted by cheapest return flights first.

Deals found on 10/6

Showing 1-10 of 23 results
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2
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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 41 hours 54 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 $1,059
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 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 13 June 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
1,785 reviews
Check prices

Entertainment

7.0

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.5

Crew

8.1

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
1,785 reviews
LATAM Airlines
7.5
Good
1,785 reviews
Check prices

Entertainment

7.0

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.5

Crew

8.1

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
3,584 reviews
LATAM Airlines
7.5
Good
1,785 reviews
Check prices

Entertainment

7.0

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.5

Crew

8.1

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
8,790 reviews
LATAM Airlines
7.5
Good
1,785 reviews
Check prices

Entertainment

7.0

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.5

Crew

8.1

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
1,785 reviews
Check prices

Entertainment

7.0

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.5

Crew

8.1

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
7.1
Good
9,539 reviews
LATAM Airlines
7.5
Good
1,785 reviews
Check prices

Entertainment

7.0

Boarding

7.6

Comfort

7.4

Food

6.7

Overall

7.5

Crew

8.1

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 45 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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