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$1,319+ Cheap flights to Caribbean

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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
8 Jul — 15 Jul1
1 adult

Flights to Caribbean in 2025

Find the latest flights to Caribbean 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 3 July 2025.

Return from

$2,029

One-way from

$1,319

Popular in

December

Cheapest in

March

Average price

$2,171
16/8-22/8
  • 16/8-22/8
  • 4 total stops
  • 84h 45m total
  • Sydney to San Juan
11/7
  • 11/7
  • 3 total stops
  • 56h 15m total
  • Sydney to Caribbean
Highest demand for flights based on searches. 16% potential increase in price ($735 potential increase over avg. return price).
Cheapest flight prices on average. 3% potential price decrease ($125 potential savings vs. average return price).
Average for return flights in July 2025

Find flights to Caribbean

Browse one-way and return flights deals to Caribbean on Cheapflights. Flight deals are based on user searches and were last updated on 3 July 2025
Explore Caribbean

Find flight deals to Caribbean

Cheapest flights to Caribbean
Explore the most affordable flight options available to Caribbean. Find the lowest fares based on data from user searches, with prices last updated on 3 July 2025.

Sat 16/817:45SYD - SJU
2 stops44h 14mMultiple Airlines
Fri 22/800:59SJU - SYD
2 stops40h 31mMultiple Airlines
Deal found 1/7$2,029
Fri 15/809:10SYD - CUR
2 stops44h 08mBritish Airways
Fri 22/814:15CUR - SYD
2 stops26h 50mBritish Airways
Deal found 1/7$2,104
Sun 17/809:10SYD - SDQ
2 stops38h 15mAmerican Airlines
Sun 24/814:35SDQ - SYD
2 stops26h 30mAmerican Airlines
Deal found 3/7$2,177
Tue 18/1112:10SYD - SDQ
2 stops26h 36mUnited Airlines
Wed 18/214:53SDQ - SYD
2 stops51h 22mUnited Airlines
Deal found 2/7$2,207
Sat 16/809:10SYD - SJU
2 stops28h 49mAmerican Airlines
Sat 23/815:30SJU - SYD
1 stop25h 25mAmerican Airlines
Deal found 1/7$2,273
Fri 15/809:25SYD - SJU
2 stops26h 42mDelta
Fri 22/807:30SJU - SYD
2 stops33h 05mDelta
Deal found 1/7$2,399
Fri 15/810:20SYD - SJU
3 stops45h 10mUnited Airlines
Fri 22/807:00SJU - SYD
2 stops34h 00mUnited Airlines
Deal found 1/7$2,612
Thu 24/709:10SYD - BGI
2 stops27h 30mAmerican Airlines
Thu 31/707:00BGI - SYD
2 stops34h 05mAmerican Airlines
Deal found 2/7$2,648
Fri 15/812:20SYD - CUR
2 stops42h 15mMultiple Airlines
Fri 22/811:05CUR - SYD
3 stops32h 30mMultiple Airlines
Deal found 1/7$3,324
Sun 13/708:55SYD - SJU
2 stops48h 40mJapan Airlines
Sat 19/703:05SJU - SYD
2 stops37h 15mJapan Airlines
Deal found 2/7$3,328
Sun 17/809:05SYD - SDQ
3 stops35h 41mMultiple Airlines
Sun 24/806:18SDQ - SYD
3 stops35h 02mMultiple Airlines
Deal found 3/7$3,357
Tue 18/1116:20SYD - SDQ
3 stops62h 50mBritish Airways
Wed 18/218:20SDQ - SYD
3 stops45h 35mBritish Airways
Deal found 2/7$3,666

Cheapflights Fare Finder

Locate flights to Caribbean 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 3 July 2025.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Sydney

Route

Depart

Return

Price

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Sat 16/8

17:45-23:59

2 stops44h 14m

San Juan Luis Munoz Marin Intl

Fri 22/8

00:59-07:30

2 stops40h 31m

$2,029

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Fri 15/8

09:10-15:18

2 stops44h 08m

Willemstad Hato Int.

Fri 22/8

14:15-07:05

2 stops26h 50m

$2,104

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Sun 17/8

09:10-09:25

2 stops38h 15m

Santo Domingo Las Americas

Sun 24/8

14:35-07:05

2 stops26h 30m

$2,177

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 18/11

12:10-23:46

2 stops26h 36m

Santo Domingo Las Americas

Wed 18/2

14:53-09:15

2 stops51h 22m

$2,207

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Sat 16/8

09:10-23:59

2 stops28h 49m

San Juan Luis Munoz Marin Intl

Sat 23/8

15:30-06:55

1 stop25h 25m

$2,273

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Fri 15/8

09:25-22:07

2 stops26h 42m

San Juan Luis Munoz Marin Intl

Fri 22/8

07:30-06:35

2 stops33h 05m

$2,399

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Fri 15/8

10:20-17:30

3 stops45h 10m

San Juan Luis Munoz Marin Intl

Fri 22/8

07:00-07:00

2 stops34h 00m

$2,612

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Thu 24/7

09:10-22:40

2 stops27h 30m

Bridgetown Grantley Adams Intl

Thu 31/7

07:00-07:05

2 stops34h 05m

$2,648

SydneyWillemstad

SYD - CUR

SYDCUR

Sydney Kingsford Smith

Fri 15/8

12:20-16:35

2 stops42h 15m

Willemstad Hato Int.

Fri 22/8

11:05-09:35

3 stops32h 30m

$3,324

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Sun 13/7

08:55-19:35

2 stops48h 40m

San Juan Luis Munoz Marin Intl

Sat 19/7

03:05-06:20

2 stops37h 15m

$3,328

Flights are sorted by cheapest return flights first.

Deals found on 1/7

Showing 1-10 of 22 results
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Best time to book a flight to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

How long is the flight to Caribbean?

On average, a flight from Sydney to Caribbean takes 43 hours 29 minutes. Flights to Caribbean 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?

Use this chart to determine the cheapest time to fly return from Sydney to Caribbean. Price data was last updated on 30 March 2025.

Users looking for the lowest fares to Caribbean 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 cheapest airlines that fly to Caribbean?

The cheapest airlines flying from Sydney to Caribbean are American Airlines, United Airlines and Air Canada.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 55.0 mm.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, 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).

What are the most popular places to fly to in Caribbean?

Destination popularity is based on the amount of flight searches to Caribbean in the last few years. This data was updated on 3 July 2025.
The most popular places in Caribbean to fly to are Cuba, Jamaica, The Bahamas, Dominican Republic and Puerto Rico.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated 3 July 2025.
See what other customers who have flown with Japan Airlines, Delta, andQatar Airways to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.2

Entertainment

7.8

Overall

8.3

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
2.0
Mediocre

Roger,June 2025

ORD - PIT

My bag was at O’Hare airport for five hours waiting on my next flight because it was delayed for 2 1/2 hours and they couldn’t put it on the right goddamn airplane. I am home in Pennsylvania without my bag and all my stuff.

Comfort

8.2

Entertainment

7.8

Overall

8.3

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
2.0
Mediocre

Roger,June 2025

ORD - PIT

My bag was at O’Hare airport for five hours waiting on my next flight because it was delayed for 2 1/2 hours and they couldn’t put it on the right goddamn airplane. I am home in Pennsylvania without my bag and all my stuff.
8.0
Very Good

Comfort

8.2

Entertainment

7.8

Overall

8.3

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
2.0
Mediocre

Roger,June 2025

ORD - PIT

My bag was at O’Hare airport for five hours waiting on my next flight because it was delayed for 2 1/2 hours and they couldn’t put it on the right goddamn airplane. I am home in Pennsylvania without my bag and all my stuff.

Comfort

8.2

Entertainment

7.8

Overall

8.3

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
2.0
Mediocre

Roger,June 2025

ORD - PIT

My bag was at O’Hare airport for five hours waiting on my next flight because it was delayed for 2 1/2 hours and they couldn’t put it on the right goddamn airplane. I am home in Pennsylvania without my bag and all my stuff.

Comfort

8.2

Entertainment

7.8

Overall

8.3

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
2.0
Mediocre

Roger,June 2025

ORD - PIT

My bag was at O’Hare airport for five hours waiting on my next flight because it was delayed for 2 1/2 hours and they couldn’t put it on the right goddamn airplane. I am home in Pennsylvania without my bag and all my stuff.

Comfort

8.2

Entertainment

7.8

Overall

8.3

Crew

8.7

Food

7.7

Boarding

8.4

Reviews

1 / 20
2.0
Mediocre

Roger,June 2025

ORD - PIT

My bag was at O’Hare airport for five hours waiting on my next flight because it was delayed for 2 1/2 hours and they couldn’t put it on the right goddamn airplane. I am home in Pennsylvania without my bag and all my stuff.

FAQs about flying to Caribbean

  • What is the best way to travel around the Caribbean?

    If you book flights to the Caribbean and secure a Caribbean airfare, you may want to find the best way to travel in-between the islands. Air travel is relatively inexpensive, and Caribbean flight deals offer several routes which are mainly served by Seaborn, Caribbean and Sunrise airlines. Cheap flights to Caribbean islands exist between popular destinations such as Cuba, Barbados, Jamaica, Grenada and The Bahamas, which can prove useful if fair distances are involved. Another option would be to book a cruise which will transport you between some of the larger and most visited islands which can be convenient and you will find several operators offering this service at varying prices.

  • What are some things to do in the Caribbean?

    The Caribbean has a wealth of options to explore. If you are visiting the Dominican Republic, make sure to visit the Punta Cana resort which boasts emerald waters and some of the best white sandy beaches on the island. Costa Rica is a nature lovers paradise and is well renowned for its spectacular national parks and rainforests where you can experience a wide range of exotic wildlife. Puerto Rico is equally known for its beautiful beaches and national parks and boasts a unique Spanish Caribbean culture with American influences which is reflected in the local cuisine.

  • How long is the flight to the Caribbean?

    If you are flying to the Caribbean, you can find flights to the Caribbean from Sydney Kingsford Smith Airport (SYD) in Australia to San Juan Luis Munoz Marin International Airport in Puerto Rico with flight times averaging between 45 and 54h, including two stopovers in Abu Dhabi Airport (AUH) and New York (JFK) Airport. You can also book flights to the Caribbean from Brisbane Airport (BNE) to San Jose Juan Santamaria International Airport (SJO) in Costa Rica around 35h with one stopover in Los Angeles Airport (LAX). You can also compare flights to the Caribbean and find Caribbean flight deals to Costa Rica from Melbourne Airport (MEL) to San Jose Airport with flight times under 24h and one stopover in Los Angeles Airport. Equally, you can find cheap flights to the Caribbean from Melbourne Airport to Santo Domingo Las Americas Airport (SDQ) in Dominican Republic with flight times just under 39h and two stopovers in Dubai (DXB) and New York (JFK) airports.

  • What do I need to do before my flight to the Caribbean?

    If you have flights to the Caribbean booked, you will be pleased to know that many Caribbean Islands are visa free for Australian citizens, including The Bahamas, Barbados, Costa Rica, Dominican Republic and Puerto Rico who all guarantee stays of up to 90 days, with Puerto Rico requiring an ESTA travel authorisation which can be obtained online. You will need a valid passport to travel, however, and it may also be beneficial to check your mobile network compatibility for the Caribbean region. You could take advantage of price plans offered by T-Mobile who have an international option available which has coverage throughout the Caribbean region.

  • Can I find cheaper flights to Caribbean 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 on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean?

    Based on reviews from Cheapflights users, American Airlines is rated the highest out of the airlines that fly to Caribbean.

  • What is the cheapest airport to fly to in Caribbean?

    Port of Spain Piarco Intl is currently the cheapest airport to fly to in Caribbean. One-way flights to Port of Spain Piarco Intl typically cost $119, while return flights cost around $230.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Sydney Kingsford Smith offers the quickest one-way flight (25 hours 50 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?

Deals for Caribbean 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?

Cheapflights helps you find that perfect flight to Caribbean by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights to Caribbean with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights to Caribbean flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights to Caribbean become cheaper?

Yes, Cheapflights offers price alerts on Caribbean flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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