Find flights
Airlines
Travel Guide

$1,244+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
17 Apr — 24 Apr1
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 12 April 2025.

Return from

$2,530

One-way from

$1,244

Popular in

December

Cheapest in

August

Average price

$2,638
United Airlines
  • United Airlines
  • 3/9-6/9
  • 4 total stops
  • 77h 31m total
  • Sydney to San Juan
10/8
  • 10/8
  • 3 total stops
  • 47h 21m total
  • Sydney to Caribbean
Highest demand for flights based on searches. 12% potential increase in price ($639 potential increase over avg. return price).
Cheapest flight prices on average. 3% potential price decrease ($129 potential savings vs. average return price).
Average for return flights in April 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 12 April 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 12 April 2025.

Wed 7/509:30SYD - POS
2 stops51h 53mUnited Airlines
Wed 21/500:30POS - SYD
2 stops40h 25mUnited Airlines
Deal found 11/4$2,093
Tue 6/509:10SYD - SDQ
2 stops51h 30mAmerican Airlines
Thu 4/908:00SDQ - SYD
2 stops33h 05mAmerican Airlines
Deal found 10/4$2,126
Mon 5/509:10SYD - PUJ
2 stops40h 48mAmerican Airlines
Sun 11/515:40PUJ - SYD
2 stops49h 25mAmerican Airlines
Deal found 10/4$2,141
Tue 23/909:30SYD - SDQ
2 stops30h 20mUnited Airlines
Tue 9/1214:55SDQ - SYD
2 stops48h 25mUnited Airlines
Deal found 10/4$2,153
Sun 4/509:10SYD - KIN
2 stops25h 30mAmerican Airlines
Tue 20/506:30KIN - SYD
2 stops33h 35mAmerican Airlines
Deal found 10/4$2,267
Wed 3/909:30SYD - SJU
2 stops28h 27mUnited Airlines
Sat 6/915:56SJU - SYD
2 stops49h 04mUnited Airlines
Deal found 10/4$2,530
Sun 22/609:30SYD - PUJ
2 stops67h 35mUnited Airlines
Mon 30/613:50PUJ - SYD
2 stops51h 05mUnited Airlines
Deal found 11/4$2,642
Tue 23/914:40SYD - SDQ
3 stops43h 15mBritish Airways
Tue 9/1217:50SDQ - SYD
3 stops46h 05mBritish Airways
Deal found 11/4$3,122
Wed 16/709:10SYD - SDQ
2 stops25h 40mMultiple Airlines
Thu 28/811:30SDQ - SYD
3 stops28h 35mMultiple Airlines
Deal found 9/4$3,476
Wed 7/509:30SYD - POS
2 stops34h 40mMultiple Airlines
Wed 21/501:40POS - SYD
3 stops42h 15mMultiple Airlines
Deal found 11/4$3,668
Wed 7/510:25SYD - POS
2 stops41h 50mAmerican Airlines
Thu 22/515:15POS - SYD
2 stops49h 50mAmerican Airlines
Deal found 11/4$3,738
Wed 3/912:10SYD - SJU
1 stop40h 09mAmerican Airlines
Sat 6/915:58SJU - SYD
2 stops25h 07mAmerican Airlines
Deal found 10/4$3,750

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 12 April 2025.
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Sydney

Route

Depart

Return

Price

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Wed 7/5

09:30-23:23

2 stops51h 53m

Port of Spain Piarco Intl

Wed 21/5

00:30-06:55

2 stops40h 25m

$2,093

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Mon 5/5

09:10-11:58

2 stops40h 48m

Punta Cana

Sun 11/5

15:40-07:05

2 stops49h 25m

$2,141

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 6/5

09:10-11:15

2 stops40h 05m

Santo Domingo Las Americas

Thu 4/9

13:30-07:05

2 stops27h 35m

$2,171

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 23/9

09:30-01:50

3 stops54h 20m

Santo Domingo Las Americas

Tue 9/12

06:00-09:05

2 stops36h 05m

$2,200

SydneyKingston

SYD - KIN

SYDKIN

Sydney Kingsford Smith

Sun 4/5

09:10-19:40

2 stops25h 30m

Kingston Norman Manley

Tue 20/5

06:30-07:05

2 stops33h 35m

$2,267

SydneySan Juan

SYD - SJU

SYDSJU

Sydney Kingsford Smith

Wed 3/9

09:30-23:57

2 stops28h 27m

San Juan Luis Munoz Marin Intl

Sat 6/9

14:00-06:55

3 stops50h 55m

$2,530

SydneyPunta Cana

SYD - PUJ

SYDPUJ

Sydney Kingsford Smith

Sun 22/6

09:30-15:05

2 stops67h 35m

Punta Cana

Mon 30/6

13:50-06:55

2 stops51h 05m

$2,642

SydneySanto Domingo

SYD - SDQ

SYDSDQ

Sydney Kingsford Smith

Tue 23/9

14:40-19:55

3 stops43h 15m

Santo Domingo Las Americas

Tue 9/12

17:50-06:55

3 stops46h 05m

$3,122

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Wed 7/5

09:30-06:10

2 stops34h 40m

Port of Spain Piarco Intl

Wed 21/5

01:40-09:55

3 stops42h 15m

$3,668

SydneyPort of Spain

SYD - POS

SYDPOS

Sydney Kingsford Smith

Wed 7/5

10:25-14:15

2 stops41h 50m

Port of Spain Piarco Intl

Thu 22/5

15:15-07:05

2 stops49h 50m

$3,738

Flights are sorted by cheapest return flights first.

Deals found on 11/4

Showing 1-10 of 18 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.

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 47 hours 38 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 12 April 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 12 April 2025.

Entertainment

7.0

Food

6.7

Boarding

7.6

Comfort

7.4

Crew

8.1

Overall

7.5

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.

Entertainment

7.0

Food

6.7

Boarding

7.6

Comfort

7.4

Crew

8.1

Overall

7.5

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.

Entertainment

7.0

Food

6.7

Boarding

7.6

Comfort

7.4

Crew

8.1

Overall

7.5

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.

Entertainment

7.0

Food

6.7

Boarding

7.6

Comfort

7.4

Crew

8.1

Overall

7.5

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.

Entertainment

7.0

Food

6.7

Boarding

7.6

Comfort

7.4

Crew

8.1

Overall

7.5

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.

Entertainment

7.0

Food

6.7

Boarding

7.6

Comfort

7.4

Crew

8.1

Overall

7.5

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

  • 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?

    Fort-de-France Lamentin is currently the cheapest airport to fly to in Caribbean. One-way flights to Fort-de-France Lamentin typically cost $170, while return flights cost around $242.

  • 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 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.