$858 Find Cheap Flights from Sydney to Caribbean Islands

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 27/8. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sydney to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sydney to Caribbean Islands, as well as popular online travel agencies
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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$2,166
San Juan
San Juan2 stops$1,832
Santo Domingo
Santo Domingo2 stops$2,166
Port of Spain
Port of Spain2 stops$2,064
Nassau
Nassau2 stops$2,243
Kingston
Kingston2 stops$2,243
Punta Cana
Punta Cana2 stops$2,166
San Juan
San Juan2 stops$1,832
Santo Domingo
Santo Domingo2 stops$2,166
Port of Spain
Port of Spain2 stops$2,064
Nassau
Nassau2 stops$2,243
Kingston
Kingston2 stops$2,243

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 - 23:15
SYD
-
SJU
28h 05m
2 stops
American Airlines Logo
07:00 - 07:05
SJU
-
SYD
34h 05m
2 stops
$1,832American Airlines
Fri, 14 Aug - Tue, 18 Aug
American Airlines Logo
09:10 - 23:15
SYD
-
SJU
28h 05m
2 stops
American Airlines Logo
07:00 - 07:05
SJU
-
SYD
34h 05m
2 stops
$1,834American Airlines
Fri, 14 Aug - Tue, 18 Aug
American Airlines Logo
09:10 - 23:15
SYD
-
SJU
28h 05m
2 stops
American Airlines Logo
07:00 - 07:05
SJU
-
SYD
34h 05m
2 stops
$1,837American Airlines
Mon, 9 Nov - Sun, 22 Nov
Multiple Airlines Logo
14:00 - 12:18
SYD
-
CUR
61h 18m
3 stops
Multiple Airlines Logo
19:21 - 12:35
CUR
-
SYD
50h 14m
3 stops
$1,917Multiple Airlines
Fri, 14 Aug - Tue, 18 Aug
United Airlines Logo
09:30 - 20:38
SYD
-
SJU
25h 08m
2 stops
United Airlines Logo
07:00 - 06:55
SJU
-
SYD
33h 55m
2 stops
$1,996United Airlines
Mon, 9 Nov - Sun, 22 Nov
Multiple Airlines Logo
11:15 - 14:37
SYD
-
CUR
42h 22m
2 stops
Multiple Airlines Logo
19:21 - 09:00
CUR
-
SYD
46h 39m
2 stops
$2,041Multiple Airlines
Wed, 21 Oct - Thu, 5 Nov
United Airlines Logo
11:20 - 23:23
SYD
-
POS
51h 03m
2 stops
United Airlines Logo
01:30 - 07:00
POS
-
SYD
38h 30m
1 stop
$2,214United Airlines
Mon, 2 Nov - Sun, 15 Nov
Qatar Airways Logo
20:00 - 16:40
SYD
-
CUR
59h 40m
3 stops
Qatar Airways Logo
17:40 - 06:50
CUR
-
SYD
70h 10m
2 stops
$2,616Qatar Airways
Mon, 19 Oct - Wed, 18 Nov
Air Canada Logo
10:20 - 16:05
SYD
-
PUJ
44h 45m
3 stops
Air Canada Logo
19:45 - 09:35
PUJ
-
SYD
46h 50m
2 stops
$3,133Air Canada
Wed, 21 Oct - Thu, 5 Nov
Air Canada Logo
08:00 - 00:15
SYD
-
POS
31h 15m
3 stops
Air Canada Logo
02:20 - 09:35
POS
-
SYD
40h 15m
2 stops
$3,168Air Canada
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 $1,041, 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 January, when tickets cost $1,559 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of return tickets is $2,135 and $2,057 respectively.

Good to know

Low seasonApril
Cheapest flight$858
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly (5% more expensive on average)
Flight from Sydney to San Juan

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 9859 reviews
7.7Boarding
8.1Crew
7.3Comfort
7.1Entertainment
6.6Food
Airline reviews

I flew from Barcelona to Chicago on UA yesterday. The flight was on time, the pilots did a great job and the flight attendants were super nice. All of them. Also food was good, and the drinks, including wine were served a few times during our flight. I highly recommend this airline.

10.0 ExcellentAnonymous, June 2026
BCN - ORD
Read more United Airlines reviews

I flew from Barcelona to Chicago on UA yesterday. The flight was on time, the pilots did a great job and the flight attendants were super nice. All of them. Also food was good, and the drinks, including wine were served a few times during our flight. I highly recommend this airline.

Referencing ANA'S service to Japan and the return on UA, the pillow was awful, the crew was not very attentive, and the food was bizarre and tasted okay. Whoever's idea it was to make vegetable tempera in a steam capsule should probably revisit that. Since it was the vegetarian option, it was my only choice.

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.

I had enough leg room. The check in was smooth. Good food

Food was surprisingly delicious. Space in the seat is horrible when the seating front is reclined. Movie offerings were terrible. Crew was friendly and helpful.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

The aircraft was older, had limited entertainment options and no wifi on board. The flight attendants weren't the friendliest, but they were okay. Overall an okay flight.

The head flight attendant made the trip excellent. He was very accommodating.

Crew was tired as we all were. Pretty abrupt. Flight was delayed. Not as enjoyable as the other 3 legs we flew.

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.

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Overall a good experience, however Wifi was not working on the flight.

Got home at 3am after deboarding the plane. No compensation offered by American

Checked bag was severely damaged. Whole corner was riped off including 1 of 4 wheels gone. Insulation exposed. This made it not possible to fly with on my next-day American Airlines flight.

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.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

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.

My original booking with Air Canada turned into a headache

Our original flight was cancelled due to mechanical reasons. This cancellation caused us to miss our connection and we were not able to get another flight for 3 days and then needed to make an extra connection to get there. Air Canada did not rebook our flight for us, it took several hours of talking with staff in the airport and making phone calls to get the flights rebooked. We never received a voucher for our hotel and meals while we were waiting for our next flight and it was only after talking to several staff that we were provided some general information about how we could be reimbursed. We tried entering our ticket information in the website provided, but it did not recognize our flight information. When we asked someone on the phone about this they said we'd need to contact the customer relations department, but that it's not possible to reach them on the phone. I don't understand what company would have a customer relations department that you can't talk to. We spent about $1,000 for hotels and meals for our family while waiting for a flight home and I'm not confident we will ever get reimbursed for this. I understand that mechanical issues can happen to any airline, but this is the 4th time that this has happened to my wife and I on Air Canada and we have only flown Air Canada about 8 times, so this is not a good track record. Also, when we did finally get a flight home (which was also delayed due to mechanical problems), we were told we couldn't bring a standard carry on even though the information on our ticket clearly indicated that we could bring a carry on bag. The staff at the gate were not understanding about this situation.

Terrible… Luggage’s missing for 5-days. Not expedited despite notifying them that insulin and ozempic were in bags and required refrigeration. I’m extremely disappointed. Meds were useless upon delivery as ice pack had dissolved and meds were warm and not useable because their efficacy and potency are now questionable . I’m so disappointed and expecting a full refund for the checked in bags.

Good but need to be better with the flight times.

Seats too small and too cramped, I have stomach cancer and I threw up after the flight . No advance boarding for disabled people. No aisle seats available for disabled people who have to use the washroom frequently. No space for cabin baggage for disabled people who have to carry bulky medications or equipment to use on the flight. Baggage rules and fees are ridiculous. I have been an aeroplan member for 30 years and I fly frequently, but from now on I will choose offshore carriers. .

Flight was late leaving. Charge for luggage which still has not arrived and will be delivered in a week.

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!

From Montreal to Cincinnati the flight was perfect! Flight free and everyone was perfect and a pleasure to travel with. But from Casablanca to Montreal the flight crew were quite cold, unhelpful, also seemed to scold many passengers instead of simply educating or instructing them. There were a couple for sure I could describe but not name… i was really shocked bc my experience w air Canada is typically a good one at the very least. It seemed something was very much so I’m the air w the crew. The two older lady crew members and the male were amazing but the younger lady crew members w the exception of one were very clique-y and snarky, sassy

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

It was okay until this flight had mechanical problems which made us miss our connecting flight and my friend and I had to pay an extra $500 each to get to our next location at a later time.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports