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$1,747+ Cheap flights to Caribbean

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
26 Şub — 5 Mar1
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 21 Şubat 2025.

Return from

$2,353

One-way from

$2,008

Popular in

December

Cheapest in

August

Average price

$2,156
United Airlines
  • United Airlines
  • 17/4-28/4
  • 4 total stops
  • 89h 03m total
  • Sydney to San Juan
American Airlines
  • American Airlines
  • 9/4
  • 2 total stops
  • 45h 46m total
  • Sydney to Caribbean
Highest demand for flights based on searches. 11% potential increase in price ($566 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease ($116 potential savings vs. average return price).
Average for return flights in February 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 21 Şubat 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 21 Şubat 2025.

Çar 3/909:30SYD - SJU
2 stops28h 27mUnited Airlines
Cmt 6/914:00SJU - SYD
3 stops50h 55mUnited Airlines
Deal found 20/2$1,747
Pzt 5/509:10SYD - PUJ
2 stops42h 28mAmerican Airlines
Paz 11/514:40PUJ - SYD
2 stops26h 25mAmerican Airlines
Deal found 20/2$2,171
Sal 6/509:10SYD - SDQ
2 stops42h 07mAmerican Airlines
Per 4/908:00SDQ - SYD
2 stops33h 05mAmerican Airlines
Deal found 20/2$2,176
Sal 6/509:30SYD - SDQ
2 stops42h 40mUnited Airlines
Per 4/915:10SDQ - SYD
3 stops49h 45mUnited Airlines
Deal found 20/2$2,204
Pzt 10/1114:30SYD - SJU
1 stop39h 23mAmerican Airlines
Cmt 22/1109:35SJU - SYD
2 stops30h 50mAmerican Airlines
Deal found 20/2$2,385
Per 17/417:35SYD - SJU
2 stops25h 25mMultiple Airlines
Sal 29/415:20SJU - SYD
1 stop25h 35mMultiple Airlines
Deal found 20/2$2,988
Pzt 24/211:50SYD - POS
1 stop27h 33mUnited Airlines
Cmt 15/300:30POS - SYD
2 stops41h 45mUnited Airlines
Deal found 20/2$2,988
Cmt 22/316:20SYD - BGI
2 stops41h 10mBritish Airways
Cmt 29/323:05BGI - SYD
2 stops40h 15mBritish Airways
Deal found 20/2$3,015
Per 17/409:20SYD - SJU
2 stops66h 30mAir Canada
Pzt 28/401:05SJU - SYD
3 stops40h 15mAir Canada
Deal found 20/2$3,385
Pzt 24/217:25SYD - POS
2 stops37h 03mAmerican Airlines
Paz 16/315:15POS - SYD
2 stops48h 20mAmerican Airlines
Deal found 20/2$3,401
Sal 6/514:40SYD - SDQ
3 stops44h 07mBritish Airways
Per 4/916:30SDQ - SYD
3 stops46h 50mBritish Airways
Deal found 20/2$3,404
Cmt 22/310:25SYD - BGI
2 stops43h 25mAir Canada
Cmt 29/315:50BGI - SYD
3 stops49h 30mAir Canada
Deal found 20/2$3,553

Find flights to Caribbean within your budget

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 21 Şubat 2025.

Fly from

Sydney

Route

Depart

Return

Price

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Pzt 5/5

09:10-13:38

2 stops42h 28m

Punta Cana

Paz 11/5

14:40-07:05

2 stops26h 25m

$2,171

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Sal 6/5

09:10-13:17

2 stops42h 07m

Santo Domingo Las Americas

Per 4/9

08:00-07:05

2 stops33h 05m

$2,176

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Sal 6/5

09:30-14:10

2 stops42h 40m

Santo Domingo Las Americas

Per 4/9

15:10-06:55

3 stops49h 45m

$2,204

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Per 17/4

09:30-20:38

2 stops49h 08m

San Juan Luis Munoz Marin Intl

Pzt 28/4

01:05-07:00

2 stops39h 55m

$2,353

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Per 17/4

17:35-05:00

2 stops25h 25m

San Juan Luis Munoz Marin Intl

Sal 29/4

15:20-06:55

1 stop25h 35m

$2,988

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Cmt 22/3

16:20-18:30

2 stops41h 10m

Bridgetown Grantley Adams Intl

Cmt 29/3

23:05-06:20

2 stops40h 15m

$3,015

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Per 17/4

09:20-13:50

2 stops66h 30m

San Juan Luis Munoz Marin Intl

Pzt 28/4

01:05-07:20

3 stops40h 15m

$3,385

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Sal 6/5

14:40-20:47

3 stops44h 07m

Santo Domingo Las Americas

Per 4/9

16:30-05:20

3 stops46h 50m

$3,404

SydneyBridgetown

SYD - BGI

SYDBGI

Sydney Kingsford Smith

Cmt 22/3

10:25-14:50

2 stops43h 25m

Bridgetown Grantley Adams Intl

Cmt 29/3

15:50-08:20

3 stops49h 30m

$3,553

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Per 17/4

10:25-05:00

1 stop32h 35m

San Juan Luis Munoz Marin Intl

Sal 29/4

15:20-06:55

1 stop25h 35m

$3,893

Flights are sorted by cheapest return flights first.

Deals found on 20/2

Showing 1-10 of 16 results
1
2

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.

Travel insights for flights to Caribbean

Get recent, data-driven insights about flights to Caribbean including ideal travel times, pricing trends, and more.

How long is the flight to Caribbean?

On average, a flight from Sydney to Caribbean takes 46 hours 20 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 16 February 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 United Airlines, American 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 21 Şubat 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 21 Şubat 2025.

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Food

7.7

Comfort

8.2

Reviews

1 / 20

8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Food

7.7

Comfort

8.2

Reviews

1 / 20

8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Food

7.7

Comfort

8.2

Reviews

1 / 20

8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Food

7.7

Comfort

8.2

Reviews

1 / 20

8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Food

7.7

Comfort

8.2

Reviews

1 / 20

8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Entertainment

7.8

Overall

8.3

Crew

8.7

Boarding

8.4

Food

7.7

Comfort

8.2

Reviews

1 / 20

8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

  • 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, United Airlines is rated the highest out of the airlines that fly to Caribbean.

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

    Fort-de-France Lamentin is currently the cheapest airport to fly to in Caribbean. One-way flights to Fort-de-France Lamentin typically cost $166, while return flights cost around $237.

  • 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 (23 hours 53 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).

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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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