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$969+ 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 17/10. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
4 Aug — 11 Aug1
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 30 July 2025.

Return from

$1,971

One-way from

$969

Popular in

December

Cheapest in

March

Average price

$2,191
American Airlines
  • American Airlines
  • 12/9-19/9
  • 4 total stops
  • 63h 22m total
  • Sydney to San Juan
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17/10
  • 17/10
  • 3 total stops
  • 57h 42m total
  • Sydney to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($808 potential increase over avg. return price).
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Cheapest flight prices on average. 3% potential price decrease ($133 potential savings vs. average return price).
Search Deals
Average for return flights in July 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 30 July 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 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 30 July 2025.

Fri 12/909:10SYD - SJU
2 stops28h 27mAmerican Airlines
Fri 19/906:10SJU - SYD
2 stops34h 55mAmerican Airlines
Deal found 29/7$1,971
Fri 12/910:20SYD - SJU
2 stops39h 40mUnited Airlines
Fri 19/913:25SJU - SYD
2 stops27h 35mUnited Airlines
Deal found 29/7$2,000
Fri 12/909:20SYD - BGI
2 stops43h 20mAir Canada
Fri 19/915:40BGI - SYD
2 stops73h 40mAir Canada
Deal found 29/7$2,013
Thu 11/909:10SYD - SXM
2 stops42h 09mAmerican Airlines
Thu 18/914:20SXM - SYD
2 stops50h 45mAmerican Airlines
Deal found 27/7$2,136
Tue 23/909:10SYD - SDQ
2 stops25h 20mAmerican Airlines
Tue 9/1206:50SDQ - SYD
2 stops35h 10mAmerican Airlines
Deal found 29/7$2,206
Fri 12/909:10SYD - KIN
2 stops25h 28mAmerican Airlines
Fri 19/913:00KIN - SYD
2 stops51h 05mAmerican Airlines
Deal found 29/7$2,251
Fri 12/909:20SYD - SJU
3 stops52h 37mAir Canada
Fri 19/916:55SJU - SYD
2 stops48h 25mAir Canada
Deal found 29/7$2,545
Fri 12/909:20SYD - SJU
3 stops29h 24mMultiple Airlines
Fri 19/911:59SJU - SYD
3 stops33h 46mMultiple Airlines
Deal found 29/7$2,559
Thu 28/809:10SYD - CUR
2 stops42h 05mAmerican Airlines
Thu 4/916:25CUR - SYD
2 stops48h 40mAmerican Airlines
Deal found 29/7$2,567
Wed 3/910:20SYD - PUJ
2 stops41h 45mUnited Airlines
Sun 23/1115:28PUJ - SYD
1 stop24h 32mUnited Airlines
Deal found 29/7$2,676
Wed 3/909:20SYD - PUJ
2 stops44h 00mAir Canada
Sun 23/1122:25PUJ - SYD
2 stops44h 10mAir Canada
Deal found 29/7$2,897
Mon 18/811:50SYD - CUR
3 stops36h 05mMultiple Airlines
Thu 21/817:50CUR - SYD
2 stops33h 25mMultiple Airlines
Deal found 27/7$3,169

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 30 July 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

Fri 12/9

09:10-23:37

2 stops28h 27m

San Juan Luis Munoz Marin Intl

Fri 19/9

06:10-07:05

2 stops34h 55m

$1,971

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Fri 12/9

10:20-12:00

2 stops39h 40m

San Juan Luis Munoz Marin Intl

Fri 19/9

13:25-07:00

2 stops27h 35m

$2,000

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Fri 12/9

09:20-14:40

2 stops43h 20m

Bridgetown Grantley Adams Intl

Fri 19/9

15:40-07:20

2 stops73h 40m

$2,013

SydneySimpson Bay

SYD - SXM

SYDSXM

Sydney Kingsford Smith

Thu 11/9

09:10-13:19

2 stops42h 09m

Simpson Bay Princess Juliana

Thu 18/9

14:20-07:05

2 stops50h 45m

$2,136

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 23/9

09:10-20:30

2 stops25h 20m

Santo Domingo Las Americas

Tue 9/12

06:50-09:00

2 stops35h 10m

$2,206

SydneyKingston

SYD - KIN

SYDKIN

Sydney Kingsford Smith

Fri 12/9

09:10-19:38

2 stops25h 28m

Kingston Norman Manley

Fri 19/9

13:00-07:05

2 stops51h 05m

$2,251

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Fri 12/9

09:20-23:57

3 stops52h 37m

San Juan Luis Munoz Marin Intl

Fri 19/9

16:55-07:20

2 stops48h 25m

$2,545

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Fri 12/9

09:20-00:44

3 stops29h 24m

San Juan Luis Munoz Marin Intl

Fri 19/9

11:59-11:45

3 stops33h 46m

$2,559

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Thu 28/8

09:10-13:15

2 stops42h 05m

Willemstad Hato Int.

Thu 4/9

16:25-07:05

2 stops48h 40m

$2,567

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Wed 3/9

10:20-14:05

2 stops41h 45m

Punta Cana

Sun 23/11

15:28-07:00

1 stop24h 32m

$2,676

Flights are sorted by cheapest return flights first.

Deals found on 28/7

Showing 1-10 of 30 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 38 hours 22 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
Qatar Airways
Qatar Airways
From $1,599
Air Canada
Air Canada
From $1,263
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 30 July 2025.
Read through reviews of airlines serving Caribbean Islands, such as LATAM Airlines, Qatar Airways, andUnited Airlines. 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.
LATAM Airlines
7.5
Good
1,822 reviews
Check prices

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,June 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
LATAM Airlines
7.5
Good
1,822 reviews
LATAM Airlines
7.5
Good
1,822 reviews
Check prices

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,June 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
Qatar Airways
7.4
Good
3,609 reviews
LATAM Airlines
7.5
Good
1,822 reviews
Check prices

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,June 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
United Airlines
7.4
Good
8,899 reviews
LATAM Airlines
7.5
Good
1,822 reviews
Check prices

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,June 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
American Airlines
7.2
Good
10,000 reviews
LATAM Airlines
7.5
Good
1,822 reviews
Check prices

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,June 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
Air Canada
7.1
Good
9,831 reviews
LATAM Airlines
7.5
Good
1,822 reviews
Check prices

Food

6.7

Crew

8.1

Boarding

7.6

Overall

7.5

Entertainment

7.0

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Murilo,June 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing

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.

  • How much is a return flight to Caribbean Islands?

    A return flight to Caribbean Islands will typically cost around $533, however they can be found for as little as $162.

  • 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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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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