$1,372 Find Cheap Flights from Sydney to Caribbean Islands – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Sydney to Caribbean Islands departing on 28/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Sydney to Caribbean Islands

Cheapest return prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$2,307
San Juan
San Juan2 stops$1,787
Santo Domingo
Santo Domingo2 stops$2,158
Bridgetown
Bridgetown2 stops$1,793
Port of Spain
Port of Spain2 stops$2,149
Kingston
Kingston2 stops$2,246
Pointe-à-Pitre
Pointe-à-Pitre2 stops$1,992
Punta Cana
Punta Cana2 stops$2,307
San Juan
San Juan2 stops$1,787
Santo Domingo
Santo Domingo2 stops$2,158
Bridgetown
Bridgetown2 stops$1,793
Port of Spain
Port of Spain2 stops$2,149
Kingston
Kingston2 stops$2,246
Pointe-à-Pitre
Pointe-à-Pitre2 stops$1,992

Book Cheap Sydney to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Sydney to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Sydney to Caribbean Islands

Fri, 14 Aug - Tue, 18 Aug
American Airlines Logo
09:10 - 13:24
SYD
-
SJU
42h 14m
2 stops
American Airlines Logo
07:30 - 07:05
SJU
-
SYD
57h 35m
2 stops
$1,787American Airlines
Wed, 25 Nov - Sun, 13 Dec
Air Canada Logo
11:20 - 14:25
SYD
-
BGI
42h 05m
2 stops
Air Canada Logo
16:05 - 09:35
BGI
-
SYD
50h 30m
2 stops
$1,793Air Canada
Wed, 25 Nov - Sun, 13 Dec
Air Canada Logo
11:20 - 14:25
SYD
-
BGI
42h 05m
2 stops
Air Canada Logo
15:45 - 09:35
BGI
-
SYD
50h 50m
3 stops
$1,797Air Canada
Wed, 25 Nov - Sun, 13 Dec
Air Canada Logo
11:20 - 15:45
SYD
-
BGI
43h 25m
3 stops
Air Canada Logo
15:45 - 09:35
BGI
-
SYD
50h 50m
3 stops
$1,810Air Canada
Sat, 29 Aug - Sat, 5 Sep
American Airlines Logo
09:10 - 09:25
SYD
-
SDQ
38h 15m
2 stops
American Airlines Logo
10:27 - 07:05
SDQ
-
SYD
30h 38m
2 stops
$2,158American Airlines
Sat, 12 Dec - Fri, 15 Jan
American Airlines Logo
11:20 - 12:28
SYD
-
SDQ
40h 08m
2 stops
American Airlines Logo
18:29 - 09:00
SDQ
-
SYD
47h 31m
2 stops
$2,172American Airlines
Sat, 29 Aug - Sat, 5 Sep
United Airlines Logo
09:30 - 12:40
SYD
-
PUJ
41h 10m
2 stops
United Airlines Logo
14:20 - 06:55
PUJ
-
SYD
50h 35m
2 stops
$2,307United Airlines
Sat, 29 Aug - Sat, 5 Sep
Multiple Airlines Logo
17:50 - 09:25
SYD
-
SDQ
29h 35m
2 stops
Multiple Airlines Logo
10:27 - 07:30
SDQ
-
SYD
31h 03m
3 stops
$2,400Multiple Airlines
Sun, 27 Dec - Tue, 5 Jan
United Airlines Logo
11:20 - 01:05
SYD
-
POS
52h 45m
2 stops
United Airlines Logo
01:30 - 09:05
POS
-
SYD
64h 35m
2 stops
$2,694United Airlines
Thu, 27 Aug - Thu, 3 Sep
Multiple Airlines Logo
09:10 - 19:42
SYD
-
KIN
25h 32m
2 stops
Multiple Airlines Logo
06:05 - 11:30
KIN
-
SYD
38h 25m
3 stops
$2,931Multiple Airlines
Booking Insights

KAYAK's insights & trends for Sydney to Caribbean Islands flights

Get data-powered insights and trends into flights from Sydney to Caribbean Islands to help you find the cheapest flights, the best time to fly, and much more.

Can I save money by flying with a stopover from Sydney to Caribbean Islands?

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $1,033, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Sydney to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Sydney to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Sydney to Caribbean Islands is July, when tickets cost $2,019 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of return tickets is $2,982 and $2,906 respectively.

Good to know

Low season

June

Cheapest flight

$1,372
Best time to beat the crowds but there is an average 1% increase in price.
Flight from Sydney to Santo Domingo

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Sydney to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Sydney to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Sydney to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Sydney to Caribbean Islands is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Sydney to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly from Sydney to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Sydney to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Sydney to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines flying from Sydney to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Sydney to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Sydney to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 10061 reviews
8.1Crew
7.3Comfort
7.1Entertainment
7.7Boarding
6.6Food
Airline reviews

Uncomfortable plastic seats even in premium economy. No free wifi. Even paid wifi was spotty to nonexistent. Bad food. Much worse than economy on foreign carriers like Qantas.

4.0 Okayziv, May 2026
SYD - LAX
Read more United Airlines reviews

Uncomfortable plastic seats even in premium economy. No free wifi. Even paid wifi was spotty to nonexistent. Bad food. Much worse than economy on foreign carriers like Qantas.

Good flight. However, when booked flight with United, assumed the layover included by United in San Francisco of 1 hr and 40 minutes was sufficient . Not so and would recommend at least 2 hours or more. Needed to go through US immigration (very long lineups), then pick up bags, take all the way to another terminal, running because we did not have sufficient time. We made the flight because they held the door for us but luggage didn’t follow.

It was good but only meal served is very less. Meantime good to add rice and chicken in one of meal

I found the staff to not be very attentive at all. When paying for Business Class you expect a certain type of service and that was not found. They were almost rude even

Great. Food going from Australia to the US was better than other way around, but still needs improvement in terms of quality and quantity!!!

Flight departed owing to SFO TSA delays as well as incoming flight running late I know these delays are commonplace but when you’re flying long haul international the least that could be done is priority being given to customers in this situation I raced to the gate the plane was still there but NO UNITED AIRLINES STAFF in the surrounding area could seemingly provide effective support This coloured my view of flying with UA The actual flights were good

Crew seemed annoyed by the fact we were there. Very unpleasant

Due to a cancelled flight the day before this flight only had 44 people. Best flight ever on international route. Food getting better. Can United provide fruit ex apples and bananas for snacks? Crew fantastic.

Honestly didn’t like anything. Crew was in rush . Food was ok and there was no whiskey. Have to pay extra $ if you want to drink whiskey . They only provide wine and beer.

Compared to other international Airlines the infotainment system is need of overhaul. Doesn't have music it's got a limited selection of movies but I was impressed that an American airline was showing the documentary on John Farnham an Australian singer!

The plane was comfortable but the crew wasn’t friendly.

I was traveling alone abroad for the first time and the staff was not helpful and rude at times.

Delayed 24 hours. Should have called it much earlier They provided quality accommodations, food vouchers etc. FINALLY The issues started at 8 AM and they cancelled the flight at 11:30 PM, with no plans for a new flight.

The flight attendants as well as the gate agent were out to lunch. Nothing extraordinary about their service. American just keeps getting worse every year.

I have been flying with American most of my professional career. But the airline seems tired and becoming more and more subpar with older planes than other airlines, dirtier and less comfortable seating, and less and less amenities. Their WiFi seldom works and their food is becoming more and more mediocre. How do you fly from LAX to PHL with only being offered one drink and as a platinum customer. I am exploring delta here on out for more of my flying.

The flight was quick which gave me more time to get to my other flight.

Flight attendants used to be nice to people. And any flight over 5 hours should have some kind of food other than tiny pretzels and one drink comped.

American Airlines canceled the flight twice and was unable to facilitate a change of city for us after our travel plans became affected. We lost alot of money due to this and it seems like the airline was trying their best not to facilitate this. Mind you, I am a very loyal member.

Flight was a delayed a few minutes but nothing crazy, everything went extremely well

Our seats were better than i had anticipated. They provided nice pillows and blankets as well as a kit with ear plugs, sleep mask and headphones which made the long haul flight better. Their food selection and service was good. I appreciated that they came through the cabin with water a few times. We were ahead of schedule which was nice!

The flight was on time. The seats were ok and the Indian veg food was good. Overall good experience.

The flight attendants were not very nice. No smiles On my return trip I was charged for one bag $83.30 although I had purchased the flight including one piece of luggage. Can this be refunded to me? Thank you!

Full compliments to Captain for all four landing. Crew could be more polite and nice.

So smooth and easy! From boarding to arriving, we are very happy with our experience on air Canada.

There was a long delay on tarmac. The pilot kept us informed. The flight stewards were not entertaining or comforting. During the flight we received minimal service. Several food choices for purchase were not available at our seating of row 52. Only twice were we offered water for hydration. A half hour before landing teh pilot acknowledged that some passengers with connecting flights should tell flight stewards and they would help.. We had a connecting flight thand at should have had a 2+ hour layover and now would be less than 1 hour from departure. The flight attendant told us not to worry.. plenty of time. We did not get off the plane until after 6 o'clock. We are seniors (ages 74 and 72 ) and had to walk the length of the terminal to go thru customs and the length of the next terminal to departure gate for 6:30 a boarding call. We ran and were breathing hard and reached the departure gate by 6:50. We rate the flight stewards negatively...the pilot did his best.

It was very bad travelling with air canada the people working at check in bagages was very bad person any way I pay to much many to get good flights but it’s not

Air Canada switched my connecting flight to Alaska airlines without any communication to me. The process of finding this out, needing to leave one portion of the airport for the next and what i should have done with my luggage was not communicated to me at all. Even the Air Canada agent that noticed the airline switch at the terminal did not explain this process to me. In doing so my luggage did not arrive with me. The delay to create a claim too 2 hours.

Food was great. Staff was great. I would have liked to see more in flight shopping - they went by so fast I missed it. I would have liked more variety in tv shows but overall flight was great. The staff made all the difference.

The bathroom I used could have been cleaner and tidier. Didn't look like it was kept very well. The staff were super helpful. There was an issue with my screen, and they rebooted it for me. They were also great at dishing out our meals, and cleaning up after.

The seats were very nice. The flight attendants were obnoxious and rude. I felt that if I asked for something they would bite my head off! When I did ask for something, they said they would do it after they finished what they were doing, but never did. Horrible. Check in at business class took way too long.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports