C$ 186 Find Cheap Flights 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 Canada to Caribbean Islands departing on 3/11. 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

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 for flights to Caribbean Islands
These are the airlines KAYAK users have selected most often from within our search results for flights to Caribbean Islands
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Flight Deals

Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stopC$ 395
Montego Bay
Montego Bay2 stopsC$ 413
Oranjestad
Oranjestad2 stopsC$ 393
Kingston
KingstondirectC$ 425
Nassau
Nassau2 stopsC$ 362
Simpson Bay
Simpson Bay2 stopsC$ 358
Puerto Plata
Puerto Plata1 stopC$ 403
Willemstad
Willemstad1 stopC$ 429
Providenciales
ProvidencialesdirectC$ 319
George Town
George TowndirectC$ 367
St. John's
St. John'sdirectC$ 477
Punta Cana
Punta Cana1 stopC$ 395
Montego Bay
Montego Bay2 stopsC$ 413
Oranjestad
Oranjestad2 stopsC$ 393
Kingston
KingstondirectC$ 425
Nassau
Nassau2 stopsC$ 362
Simpson Bay
Simpson Bay2 stopsC$ 358
Puerto Plata
Puerto Plata1 stopC$ 403
Willemstad
Willemstad1 stopC$ 429
Providenciales
ProvidencialesdirectC$ 319
George Town
George TowndirectC$ 367
St. John's
St. John'sdirectC$ 477

Book Cheap Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights 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 round-trip flight deals to Caribbean Islands

dom., 26 oct. - dom., 2 nov.
United Airlines Logo
9:00 a.m. - 8:00 p.m.YYZ-SJU
11h 00m1 stop
United Airlines Logo
8:30 a.m. - 6:57 p.m.SJU-YYZ
11h 27m1 stop
C$ 396United Airlines
Find Deal
vie., 14 nov. - mar., 18 nov.
United Airlines Logo
9:00 a.m. - 9:00 p.m.YYZ-SJU
11h 00m1 stop
United Airlines Logo
8:10 a.m. - 7:45 p.m.SJU-YYZ
12h 35m1 stop
C$ 398United Airlines
Find Deal
dom., 23 nov. - mié., 3 dic.
WestJet Logo
12:50 a.m. - 6:25 a.m.YYZ-PUJ
4h 35mdirect
WestJet Logo
4:30 p.m. - 8:20 p.m.PUJ-YYZ
4h 50mdirect
C$ 431WestJet
Find Deal
vie., 7 nov. - lun., 10 nov.
Air Transat Logo
5:10 p.m. - 10:30 p.m.YYZ-PUJ
4h 20mdirect
Air Transat Logo
9:15 p.m. - 8:17 a.m.PUJ-YYZ
12h 02m1 stop
C$ 435Air Transat
Find Deal
dom., 23 nov. - lun., 1 dic.
Air Transat Logo
5:10 p.m. - 10:30 p.m.YYZ-PUJ
4h 20mdirect
Air Transat Logo
9:30 a.m. - 1:05 p.m.PUJ-YYZ
4h 35mdirect
C$ 436Air Transat
Find Deal
mar., 7 oct. - mar., 14 oct.
Air Canada Logo
8:10 a.m. - 9:45 p.m.YYZ-PUJ
13h 35m2 stops
Air Canada Logo
2:25 p.m. - 7:24 a.m.PUJ-YYZ
16h 59m1 stop
C$ 440Air Canada
Find Deal
dom., 2 nov. - dom., 9 nov.
Air Canada Logo
8:55 a.m. - 3:00 p.m.YYZ-AUA
5h 05mdirect
Air Canada Logo
4:05 p.m. - 8:25 p.m.AUA-YYZ
5h 20mdirect
C$ 440Air Canada
Find Deal
mar., 7 oct. - vie., 14 nov.
WestJet Logo
8:45 a.m. - 1:52 p.m.YYZ-AUA
5h 07mdirect
WestJet Logo
5:30 p.m. - 9:59 p.m.AUA-YYZ
5h 29mdirect
C$ 447WestJet
Find Deal
sáb., 8 nov. - jue., 13 nov.
Arajet Logo
11:52 a.m. - 5:47 p.m.YYZ-PUJ
4h 55mdirect
Arajet Logo
8:05 p.m. - 11:55 p.m.PUJ-YYZ
4h 50mdirect
C$ 450Arajet
Find Deal
vie., 17 oct. - mar., 21 oct.
Arajet Logo
6:30 a.m. - 11:17 a.m.YYZ-PUJ
4h 47mdirect
Arajet Logo
8:00 p.m. - 12:30 a.m.PUJ-YYZ
4h 30mdirect
C$ 472Arajet
Find Deal
Booking Insights

KAYAK's insights & trends for flights to Caribbean Islands

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

What is the cheapest flight to Caribbean Islands?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to Caribbean Islands from Canada found in the last 72 hours was to Nassau, at C$ 249 round-trip. The most popular route is Edmonton (YEG) to Montego Bay (MBJ) and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 332.

How much is a flight to Caribbean Islands?

The average and cheapest price for all round-trip flights to Caribbean Islands from each origin found by users searching on KAYAK in the last month.

A flight to Caribbean Islands costs C$ 642 on average. The cheapest price found on KAYAK in the last 2 weeks was C$ 165 for the route Toronto Pearson Intl Airport (YYZ) to Oranjestad (AUA). The most popular routes on KAYAK are Toronto to Oranjestad which costs C$ 771 on average, and Montreal to Willemstad, which costs C$ 820 on average.

See prices from:

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Canada 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 Canada to Caribbean Islands is October, when tickets cost C$ 583 (return) on average. On the other hand, the most expensive months are March and August, when the average cost of round-trip tickets is C$ 1,032 and C$ 1,008 respectively.

How far in advance should I book a flight from Canada to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on a flight from Canada to Caribbean Islands, you should book around 7 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Which is the cheapest airport to fly into in Caribbean Islands?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean Islands is Castries Hewanorra Airport (UVF), with an average flight price of C$ 217.

Good to know

Low seasonSeptember
Cheapest flightC$ 186
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly (33% more expensive on average)
Flight from Toronto to Oranjestad

Flights to Caribbean Islands: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew to Caribbean Islands 
Verified travelerFlew with Air CanadaYYZ-SKBMar 2025
Air canada. Be prepared to walk of plane to arrival outside. Luggage & customs seamless
JamieFlew with WestJetYYZ-PUJJan 2025
Pay for your bags before going to airport. Make sure to fill in online immigration form for DR before boarding flight.
Verified travelerFlew with Air CanadaYYZ-ANUJan 2025
Always anticipate a line in Antigua. Submit to island time as soon as the plane lands.
Verified travelerFlew with Air CanadaYUL-BGIFeb 2025
Don’t travel Air Canada with connections in the winter Choice a direct airline if possible
Verified travelerFlew with Air CanadaYYZ-MBJJun 2024
Bring your own entertainment and make sure you eat. There was no food only food to purchase
Verified travelerFlew with Caribbean AirlinesYYZ-POSMar 2024
Caribbean airline is best at boarding, make sure you have extra snacks to munch during flight.
TwyaFlew with WestJetYYZ-VRAApr 2024
Bring bug spray! Bring a plug in adapter!
Verified travelerFlew with Caribbean AirlinesYYZ-KINApr 2024
Do the C-5 Immigration form before departing.
Verified travelerFlew with Air CanadaYYZ-PUJJan 2024
Tips: book non-stop flights (avoid connecting flights at all cost); regardless of the weather when you flight out, be prepared for anything once you arrive back from your destination (i.e. there was no snow when we left yet it was a full force blizzard once we returned - glad I had a jacket).
Verified travelerFlew with WestJetYYC-PUJDec 2023
Be prepared for not seating together with your loved ones, you can not book seats in advance and when the time comes that you got your seats automatically assign and want to change them then it's to late because nothing will be available.

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Canada 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 Canada to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Canada 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 Canada to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Canada 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 Canada 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 Canada to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Caribbean Islands?

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Monday when round-trip tickets can be as cheap as C$ 679. On the other hand, the most expensive day to fly is Sunday, when round-trip prices are C$ 759 on average.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost C$ 368 on average. Morning departures are around 24% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is C$ 517.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for cheap airfare to Caribbean Islands? 25% of our users found round-trip tickets to Caribbean Islands for the following prices or less: From Calgary C$ 538, from Montreal Pierre Elliott Trudeau Intl C$ 600, from Ottawa C$ 699
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Caribbean Islands flight deals.

Reviews of the top 5 airlines flying to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Caribbean Islands. 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 Canada 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.
8.1
Caribbean AirlinesOverall score based on 178 reviews
8.1Boarding
7.9Comfort
8.4Crew
6.8Entertainment
6.8Food
Airline reviews

just a child who screamed and threw tantrums the entire flight

8.0 ExcellentAnonymous, Sep 2025YYZ - POS
Read more Caribbean Airlines reviews

just a child who screamed and threw tantrums the entire flight

Excellent experience this was my first time booking with Kayak.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

Flight time. The crew was the rudest, talked down to customers, ignored requests, acted like security guards, used forceful language like must and can't. Everything was on purchase, no entertainment, unless you could use your own phone. Poor customer service.

Checking in, boarding, the food and crew were all excellent. It was my first time traveling on Caribbean Airlines and trust me it’s the only airline I’ll be flying on as of now as long as it’s going my way😁. The service was unbelievably good I don’t regret missing my flight on flair at all cause I wouldn’t have realized how great the service is on Caribbean Airlines

The flight could'nt be better ,the comfort ,the crew and everything was good.i will definitely fly with this sirline again.

I love my entire experience. What I love most, was the friendliness and helpfulness of the staff at check-in and that of the crew on the flight. Their Customer Service was paramount.

The flight crew was extremely hospitable, though there was a lot of turbulence, they made it a good experience. The only negative was the inflight experience for economy class. There wasn’t any, or at least non that I was aware of.

I liked the friendliness of the employees at the airport

I liked the extra leg room in Caribbean plus. Worth the extra money. The food could have been more balanced, there was no salad or veggies

This has been the worst experience I’ve ever had. Basically, I lost my round-trip tickets because one of my last names was missing, and you didn’t allow me to correct it. I had to purchase a full ticket again. Once I get home, I will start legal proceedings against you.

The crew were polite and courteous. The Pilot did an excellent landing. It was very smooth and gentle. My only regret is that I was charged twice for my luggage . The attendant gave me no receipt . I didn't realize until I was about to board. How can this be resolved? Thank you.

Very smooth flights Toronto to Rome and return. Crews were great, food was fine but very narrow seats and limited leg room. Aisle seats on our return helped with a bit more space.

YUL AIRPORT is the worst. 1 Hr to Get out of the plane, 1 Hr To Cross the Border. 1Hr waiting to be pick up curbside. Trafic is ubeliveble.

It’s ok just the boarding point is far too far

Check in slow even though completed online check in, there was no bag drop available so had to query for 90mins as only 2 staff on desks.

Flying to a far away destination is a miracle in itself, so please take these with a grain of salt. The seats are a bit tired, and need a freshen up. The entertainment could be a bit newer, especially with all services available now. The food really is where we need help. But again, flying is a privilege, so all is good.

Not so much porter it's your site! Not good

They are a sister company with Air Transat and the two companies do not work well together. If you have any issues the two companies will blame each other and you will miss your flights. The help line does not help

Never book through a third party. Book through Air transats website. Terrible process to get help and many issues happen with them and sister companies because half the flights you book with them aren’t even through air transat.

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Do not fly on WestJet if you have a connection. It failed to integrate with my connecting Delta flight and I almost missed it.

The experience was good just the upcharge of over a hundred dollars was not cool.

No internet, not even westjet connect makes for a boring flight

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

Typical Canadian airline experience. Charger and tray were broken, food was poor quality, and yet you're still paying more than flights with equal to better service than elsewhere globally.

Good, a bit cramped in the seat as my neighbour was a bit large

There was a man who was very rude at boarding. On the other hand personal bag measuring box is too small compared to USA airlines,

While I appreciated the food (it was unexpected), it was interruptive for sleeping. We paid extra for reserved seats, but when we checked in they gave us different seats. I had to call WestJet arounf 11:30pm the night before our flight to get this fixed. We were give seats in the emengency row to resolve the issue.

Not enough food option. And not enough advices or information about what we are gonna eat.

Please make more option. And be more precise on the type of food you giving. Diner and breakfast can be different

The experience was satisfactory. The plane was full and took awhile to embark and disembark. On a 4 hour flight, there is not much you can do. my return flight was in the very last row on the plane but was adequate.

Flying with Air Canada is still better than the discount airlines like Flair. The seats are more comfortable and the on-board entertainment is better, with each seat having a built in screen and lots of content to watch. Onboard WIFI is also great to have, as well as plugs for charging. I think passengers in general are getting better at not bringing too much luggage onboard, and Air Canada is better at managing this without customers feeling like they are being taken advantage of with extra fees. I have travelled on different airlines and all seem to be loading faster, with fewer people bringing both a carry on and a personal item. Now I just bring one item and it fits under the seat so I don't need to worry about finding a place in the overhead bins. Overall, across the industry, asking customers to pay for carry on baggage is fair because it allows customers to only pay for what they need, and it helps to keep the planes on time. Kudos to Air Canada for its approach - the desired result is achieved without customers feeling that they are being surprised and caught with unexpected extra fees.

Had to cancel flight due to strike. Hope things will be better next August when we will rebook. Very disappointing as it was our 50th wedding anniversary celebration l!

I’ve wasted 7 hours of my time because of the delayed. ;(

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

Overall great. The crews were lovely. The seats are awful. I always emerge with a back ache.

I liked the behaviour of the crew members.The flight was good.

Would like whole can of pop for 2. Treats were not great . The garlic pretzels were terrible for someone who can't eat garlic. Passenger was 84.

I had boarding pass on my phone. Husband and I were seated together. Agent printed out boarding passes and we were separated for the flight

1 hour late No hot drinks No restroom in the back of the plane

Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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