This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/1. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
4 Dec — 11 Dec1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Flights to Caribbean in 2026
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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 4 November 2026.
Tue 1/1211:10 -
2 stops41h 15m
Mon 7/1216:49 -
2 stops49h 11m
Deal found 1/11$2,142
Sat 28/1111:10 -
3 stops43h 15m
Sat 5/1213:45 -
2 stops28h 15m
Deal found 2/11$2,211
Sat 28/1111:10 -
2 stops44h 41m
Sat 5/1217:10 -
2 stops48h 50m
Deal found 2/11$2,227
Tue 1/1211:10 -
2 stops41h 15m
Wed 9/1217:36 -
2 stops48h 24m
Deal found 1/11$2,235
Thu 5/1111:10 -
2 stops44h 12m
Mon 9/1116:27 -
2 stops48h 33m
Deal found 2/11$2,265
Sat 28/1109:10 -
1 stop22h 40m
Sat 5/1215:25 -
2 stops26h 40m
Deal found 2/11$2,270
Mon 2/1111:10 -
2 stops39h 49m
Mon 9/1106:00 -
2 stops36h 00m
Deal found 1/11$2,304
Tue 1/1211:10 -
2 stops41h 32m
Sun 13/1207:11 -
2 stops33h 49m
Deal found 1/11$2,356
Sat 7/1115:15 -
2 stops38h 47m
Sat 14/1116:45 -
2 stops37h 05m
Deal found 2/11$2,552
Mon 30/1111:10 -
2 stops41h 23m
Mon 7/1217:36 -
2 stops48h 24m
Deal found 1/11$2,611
Mon 30/1111:10 -
2 stops41h 23m
Wed 9/1217:36 -
2 stops48h 24m
Deal found 1/11$2,704
Tue 1/1211:10 -
2 stops27h 13m
Tue 8/1213:42 -
2 stops27h 18m
Deal found 3/11$2,724
Best flights to Caribbean
Discover carefully curated flight deals to Caribbean that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 4 November 2026.
Wed 3/311:20 -
2 stops42h 53m
Sun 7/316:13 -
2 stops49h 47m
Deal found 3/11$2,068
Sat 28/1111:10 -
3 stops43h 15m
Sat 5/1213:45 -
2 stops28h 15m
Deal found 2/11$2,211
Wed 3/309:15 -
1 stop30h 05m
Sat 6/301:25 -
2 stops37h 55m
Deal found 3/11$2,219
Sat 28/1109:10 -
1 stop22h 40m
Sat 5/1215:25 -
2 stops26h 40m
Deal found 2/11$2,270
Thu 18/308:45 -
2 stops35h 22m
Fri 26/306:15 -
2 stops47h 30m
Deal found 30/10$2,530
Sun 7/222:10 -
2 stops39h 30m
Thu 11/221:35 -
2 stops42h 15m
Deal found 3/11$2,745
Thu 18/221:35 -
3 stops43h 17m
Sun 21/203:36 -
3 stops72h 49m
Deal found 30/10$3,624
Thu 18/211:20 -
2 stops42h 53m
Mon 22/216:13 -
2 stops49h 47m
Deal found 30/10$2,083
Thu 18/211:50 -
2 stops28h 15m
Sun 21/201:25 -
1 stop38h 35m
Deal found 30/10$2,235
Mon 22/208:45 -
2 stops46h 55m
Mon 8/318:00 -
2 stops46h 15m
Deal found 3/11$2,533
Fri 5/211:10 -
2 stops51h 22m
Mon 8/216:39 -
2 stops48h 21m
Deal found 3/11$2,304
Mon 22/211:20 -
3 stops41h 40m
Mon 8/318:00 -
3 stops48h 35m
Deal found 3/11$5,320
Wed 20/111:10 -
2 stops24h 16m
Wed 17/207:00 -
2 stops34h 00m
Deal found 3/11$2,340
Mon 22/221:30 -
2 stops39h 27m
Tue 2/303:40 -
2 stops47h 05m
Deal found 4/11$2,639
Thu 18/309:20 -
1 stop26h 04m
Fri 26/313:21 -
2 stops28h 59m
Deal found 30/10$2,641
Wed 20/116:20 -
3 stops46h 12m
Wed 17/217:26 -
3 stops45h 29m
Deal found 3/11$2,910
Sun 7/211:20 -
2 stops42h 31m
Thu 11/207:14 -
2 stops34h 46m
Deal found 31/10$2,343
Sun 7/209:20 -
1 stop27h 04m
Thu 11/215:46 -
1 stop24h 14m
Deal found 2/11$2,764
Sat 28/1107:00 -
3 stops47h 25m
Sat 5/1217:15 -
3 stops47h 50m
Deal found 2/11$2,794
Fri 5/216:20 -
3 stops46h 12m
Mon 8/206:50 -
3 stops56h 05m
Deal found 3/11$3,078
Tue 1/1211:10 -
2 stops41h 32m
Sun 13/1207:11 -
2 stops33h 49m
Deal found 1/11$2,356
Mon 30/1111:10 -
2 stops41h 23m
Sat 12/1216:49 -
2 stops49h 11m
Deal found 1/11$2,611
Mon 30/1115:15 -
2 stops37h 18m
Mon 7/1217:36 -
2 stops46h 39m
Deal found 2/11$3,234
Wed 16/1209:15 -
2 stops30h 21m
Wed 23/1210:15 -
2 stops31h 50m
Deal found 31/10$3,443
Tue 15/1211:10 -
2 stops39h 45m
Tue 22/1206:00 -
2 stops36h 00m
Deal found 31/10$2,949
Wed 2/1209:35 -
3 stops42h 50m
Wed 9/1217:36 -
2 stops46h 39m
Deal found 1/11$3,763
Fri 18/1213:20 -
2 stops42h 54m
Fri 25/1214:40 -
1 stop24h 20m
Deal found 3/11$4,078
Wed 16/1206:30 -
3 stops45h 53m
Wed 23/1214:55 -
2 stops37h 55m
Deal found 31/10$3,892
Thu 17/1211:10 -
2 stops24h 43m
Thu 24/1208:25 -
2 stops32h 35m
Deal found 2/11$3,257
Sat 5/1215:15 -
2 stops37h 30m
Fri 18/1217:01 -
2 stops46h 14m
Deal found 1/11$3,932
Last-minute flights to Caribbean
Discover last-minute flight deals to Caribbean. Data last updated 4 November 2026 and is based on user searches.
Thu 5/1111:10 -
2 stops44h 12m
Mon 9/1116:27 -
2 stops48h 33m
Deal found 2/11$2,265
Sat 7/1115:15 -
2 stops38h 47m
Sat 14/1116:45 -
2 stops37h 05m
Deal found 2/11$2,552
Sat 28/1111:10 -
3 stops43h 15m
Sat 5/1213:45 -
2 stops28h 15m
Deal found 2/11$2,211
Sat 28/1111:10 -
2 stops44h 41m
Sat 5/1217:10 -
2 stops48h 50m
Deal found 2/11$2,227
Sat 28/1109:10 -
1 stop22h 40m
Sat 5/1215:25 -
2 stops26h 40m
Deal found 2/11$2,270
Sat 28/1107:00 -
3 stops47h 25m
Sat 5/1217:15 -
3 stops47h 50m
Deal found 2/11$2,794
Mon 30/1111:10 -
2 stops41h 23m
Mon 7/1217:36 -
2 stops48h 24m
Deal found 1/11$2,611
Mon 30/1111:10 -
2 stops41h 23m
Wed 9/1217:36 -
2 stops48h 24m
Deal found 1/11$2,704
Tue 1/1211:10 -
2 stops41h 15m
Mon 7/1216:49 -
2 stops49h 11m
Deal found 1/11$2,142
Tue 1/1211:10 -
2 stops41h 15m
Wed 9/1217:36 -
2 stops48h 24m
Deal found 1/11$2,235
Tue 1/1211:10 -
2 stops41h 32m
Sun 13/1207:11 -
2 stops33h 49m
Deal found 1/11$2,356
Tue 1/1211:10 -
2 stops27h 13m
Tue 8/1213:42 -
2 stops27h 18m
Deal found 3/11$2,724
One-way flights to Caribbean
Search for one-way flight options to Caribbean. Find affordable one-way fares based on user searches. Data last updated 4 November 2026.
Wed 20/111:05 -
2 stops43h 05m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 4/11$1,357
Mon 23/1109:15 -
3 stops52h 00m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 4/11$1,373
Thu 19/1111:20 -
2 stops29h 34m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 4/11$1,482
Wed 20/108:45 -
2 stops42h 20m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 1/11$1,533
Wed 13/110:40 -
2 stops44h 27m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/11$1,771
Tue 12/110:40 -
2 stops45h 45m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/11$1,780
Wed 20/106:55 -
3 stops28h 31m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 1/11$1,818
Fri 15/110:40 -
2 stops42h 50m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/11$1,858
Mon 11/114:05 -
2 stops38h 07m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/11$1,894
Thu 19/1109:10 -
1 stop30h 08m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 4/11$1,914
Sun 10/121:50 -
2 stops39h 04m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/11$1,936
Fri 15/114:05 -
1 stop41h 08m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 3/11$1,999
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 4 November 2026
Find the latest flights to Caribbean in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on 4 November 2026.
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 7,457,451 searches and data was last updated on 4 November 2026.
Use the filters below to find and compare flights to Caribbean that are best for you.
Fly from
Route
Depart
Return
Price
Cheapest return flight
SydneySt. John's
SYD Sydney Kingsford Smith - ANU St. John's V.C. Bird Intl
SYDANU
Sydney Kingsford Smith
Wed 20/1
11:05-15:10
2 stops43h 05m
St. John's V.C. Bird Intl
Wed 31/12
00:00-14:00
Nonstop0h 00m
$1,357
SydneySanto Domingo
SYD Sydney Kingsford Smith - SDQ Santo Domingo Las Americas
SYDSDQ
Sydney Kingsford Smith
Mon 23/11
09:15-22:15
3 stops52h 00m
Santo Domingo Las Americas
Wed 31/12
00:00-14:30
Nonstop0h 00m
$1,373
SydneyPort of Spain
SYD Sydney Kingsford Smith - POS Port of Spain Piarco Intl
SYDPOS
Sydney Kingsford Smith
Thu 19/11
11:20-01:54
2 stops29h 34m
Port of Spain Piarco Intl
Wed 31/12
00:00-14:00
Nonstop0h 00m
$1,482
SydneyKingston
SYD Sydney Kingsford Smith - KIN Kingston Norman Manley
SYDKIN
Sydney Kingsford Smith
Wed 20/1
08:45-11:05
2 stops42h 20m
Kingston Norman Manley
Wed 31/12
00:00-15:00
Nonstop0h 00m
$1,533
SydneySan Juan
SYD Sydney Kingsford Smith - SJU San Juan Luis Munoz Marin Intl
SYDSJU
Sydney Kingsford Smith
Wed 13/1
10:40-16:07
2 stops44h 27m
San Juan Luis Munoz Marin Intl
Wed 31/12
00:00-14:00
Nonstop0h 00m
$1,771
SydneySan Juan
SYD Sydney Kingsford Smith - SJU San Juan Luis Munoz Marin Intl
SYDSJU
Sydney Kingsford Smith
Thu 14/1
13:35-14:30
2 stops39h 55m
San Juan Luis Munoz Marin Intl
Wed 31/12
00:00-14:00
Nonstop0h 00m
$1,771
SydneySan Juan
SYD Sydney Kingsford Smith - SJU San Juan Luis Munoz Marin Intl
SYDSJU
Sydney Kingsford Smith
Tue 12/1
10:40-17:25
2 stops45h 45m
San Juan Luis Munoz Marin Intl
Wed 31/12
00:00-14:00
Nonstop0h 00m
$1,780
SydneyKingston
SYD Sydney Kingsford Smith - KIN Kingston Norman Manley
SYDKIN
Sydney Kingsford Smith
Wed 20/1
06:55-19:26
3 stops28h 31m
Kingston Norman Manley
Wed 31/12
00:00-15:00
Nonstop0h 00m
$1,818
SydneyPort of Spain
SYD Sydney Kingsford Smith - POS Port of Spain Piarco Intl
SYDPOS
Sydney Kingsford Smith
Thu 19/11
09:10-00:18
1 stop30h 08m
Port of Spain Piarco Intl
Wed 31/12
00:00-14:00
Nonstop0h 00m
$1,914
SydneyPort of Spain
SYD Sydney Kingsford Smith - POS Port of Spain Piarco Intl
SYDPOS
Sydney Kingsford Smith
Wed 3/3
11:20-15:13
2 stops42h 53m
Port of Spain Piarco Intl
Sun 7/3
16:13-09:00
2 stops49h 47m
$2,068
Flights are sorted by cheapest return flights first.
Deals found on 4/11
Showing 1-10 of 45 resultsSorted by cheapest first
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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.
SYD-ANU
SYD-AUA
SYD-KIN
SYD-POS
SYD-SJU
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
SYD-0CB
SYD-ANU
SYD-AUA
SYD-KIN
SYD-POS
How long is the flight to Caribbean?
On average, a flight from Sydney to Caribbean takes 38 hours 30 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.
What are the most popular airlines that fly to Caribbean?
The most popular airlines flying from Sydney to Caribbean are American Airlines, United Airlines and Air Canada.
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 4 November 2026.
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 4 November 2026.
See what other customers who have flown with United Airlines,Air Canada, andAmerican Airlines 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.
The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
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.
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?
San Juan Luis Munoz Marin Intl is currently the cheapest airport to fly to in Caribbean. One-way flights to San Juan Luis Munoz Marin Intl typically cost $105, while return flights cost around $233.
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).
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.
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