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$1,351+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
30 Mar — 6 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 25 March 2025.

Return from

$1,949

One-way from

$1,351

Popular in

December

Cheapest in

August

Average price

$2,221
United Airlines
  • United Airlines
  • 3/9-6/9
  • 4 total stops
  • 91h 14m total
  • Sydney to San Juan
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5/4
  • 5/4
  • 3 total stops
  • 55h 55m total
  • Sydney to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($650 potential increase over avg. return price).
Search Deals
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 March 2025
Search Deals

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 25 March 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

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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 25 March 2025.

Mon 12/517:45SYD - KIN
2 stops40h 55mAmerican Airlines
Sun 18/514:30KIN - SYD
2 stops25h 25mAmerican Airlines
Deal found 24/3$1,635
Mon 5/509:10SYD - PUJ
2 stops44h 39mAmerican Airlines
Sun 11/511:45PUJ - SYD
2 stops29h 45mAmerican Airlines
Deal found 25/3$1,943
Wed 3/909:30SYD - SJU
2 stops43h 14mUnited Airlines
Sat 6/916:55SJU - SYD
2 stops48h 00mUnited Airlines
Deal found 24/3$1,949
Mon 27/1017:25SYD - CUR
2 stops35h 00mAmerican Airlines
Fri 31/1016:15CUR - SYD
2 stops47h 40mAmerican Airlines
Deal found 24/3$1,962
Fri 2/510:25SYD - SJU
1 stop42h 02mAmerican Airlines
Thu 8/513:30SJU - SYD
2 stops27h 35mAmerican Airlines
Deal found 24/3$2,086
Tue 6/509:10SYD - SDQ
2 stops42h 07mAmerican Airlines
Thu 4/913:30SDQ - SYD
2 stops27h 35mAmerican Airlines
Deal found 25/3$2,182
Tue 6/509:10SYD - BGI
2 stops26h 30mAmerican Airlines
Tue 13/507:00BGI - SYD
2 stops34h 05mAmerican Airlines
Deal found 25/3$2,205
Fri 2/509:20SYD - SJU
2 stops52h 37mAir Canada
Wed 7/501:05SJU - SYD
3 stops40h 15mAir Canada
Deal found 24/3$2,587
Fri 25/709:20SYD - BGI
2 stops43h 15mAir Canada
Sat 9/815:40BGI - SYD
2 stops49h 40mAir Canada
Deal found 24/3$2,662
Mon 12/514:40SYD - KIN
3 stops44h 00mBritish Airways
Sun 18/514:30KIN - SYD
3 stops47h 50mBritish Airways
Deal found 24/3$2,749
Mon 27/1010:20SYD - CUR
2 stops43h 25mAir Canada
Fri 31/1014:50CUR - SYD
3 stops50h 45mAir Canada
Deal found 24/3$2,759
Fri 2/513:15SYD - SJU
3 stops35h 47mMultiple Airlines
Thu 8/512:34SJU - SYD
3 stops33h 41mMultiple Airlines
Deal found 24/3$2,817

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 25 March 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

SydneyKingston

SYD - KIN

SYDKIN

Sydney Kingsford Smith

Mon 12/5

17:45-19:40

2 stops40h 55m

Kingston Norman Manley

Sun 18/5

14:30-06:55

2 stops25h 25m

$1,635

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Mon 5/5

09:10-15:49

2 stops44h 39m

Punta Cana

Sun 11/5

11:45-07:30

2 stops29h 45m

$1,943

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Wed 3/9

09:30-14:44

2 stops43h 14m

San Juan Luis Munoz Marin Intl

Sat 6/9

16:55-06:55

2 stops48h 00m

$1,949

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Fri 2/5

10:25-14:27

1 stop42h 02m

San Juan Luis Munoz Marin Intl

Thu 8/5

13:30-07:05

2 stops27h 35m

$2,086

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

13:30-07:05

2 stops27h 35m

$2,182

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Tue 6/5

09:10-21:40

2 stops26h 30m

Bridgetown Grantley Adams Intl

Tue 13/5

07:00-07:05

2 stops34h 05m

$2,205

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Fri 2/5

09:20-23:57

2 stops52h 37m

San Juan Luis Munoz Marin Intl

Wed 7/5

01:05-07:20

3 stops40h 15m

$2,587

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Fri 25/7

09:20-14:35

2 stops43h 15m

Bridgetown Grantley Adams Intl

Sat 9/8

15:40-07:20

2 stops49h 40m

$2,662

SydneyKingston

SYD - KIN

SYDKIN

Sydney Kingsford Smith

Mon 12/5

14:40-19:40

3 stops44h 00m

Kingston Norman Manley

Sun 18/5

14:30-05:20

3 stops47h 50m

$2,749

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Fri 2/5

13:15-11:02

3 stops35h 47m

San Juan Luis Munoz Marin Intl

Thu 8/5

12:34-12:15

3 stops33h 41m

$2,817

Flights are sorted by cheapest return flights first.

Deals found on 24/3

Showing 1-10 of 22 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 43 hours 58 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 23 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 British Airways.

United Airlines

United Airlines

From $1,163

Air Canada

Air Canada

From $1,431

British Airways

British Airways

From $1,666

American Airlines

American Airlines

From $995

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 25 March 2025.
Get a feel of what it's like to fly with LATAM Airlines, United Airlines and American 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
1,749 reviews
Check prices

Overall

7.5

Food

6.7

Comfort

7.4

Boarding

7.6

Entertainment

7.0

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
1,749 reviews
LATAM Airlines
7.5
Good
1,749 reviews
Check prices

Overall

7.5

Food

6.7

Comfort

7.4

Boarding

7.6

Entertainment

7.0

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
8,605 reviews
LATAM Airlines
7.5
Good
1,749 reviews
Check prices

Overall

7.5

Food

6.7

Comfort

7.4

Boarding

7.6

Entertainment

7.0

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
1,749 reviews
Check prices

Overall

7.5

Food

6.7

Comfort

7.4

Boarding

7.6

Entertainment

7.0

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
7.0
Good
8,960 reviews
LATAM Airlines
7.5
Good
1,749 reviews
Check prices

Overall

7.5

Food

6.7

Comfort

7.4

Boarding

7.6

Entertainment

7.0

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.
British Airways
6.6
Okay
6,712 reviews
LATAM Airlines
7.5
Good
1,749 reviews
Check prices

Overall

7.5

Food

6.7

Comfort

7.4

Boarding

7.6

Entertainment

7.0

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, Brisbane offers the quickest one-way flight (27 hours 15 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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