C$ 164 Find Cheap Flights from Toronto 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 Toronto to Caribbean Islands departing on 5/9. 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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Best Caribbean Islands Flight Deals from Toronto

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta CanadirectC$ 456
Montego Bay
Montego Bay1 stopC$ 440
Kingston
Kingston1 stopC$ 490
Nassau
NassaudirectC$ 351
Willemstad
WillemstaddirectC$ 405
Puerto Plata
Puerto PlatadirectC$ 441
Port of Spain
Port of SpaindirectC$ 512
George Town
George TowndirectC$ 347
St. George's
St. George'sdirectC$ 427
Punta Cana
Punta CanadirectC$ 456
Montego Bay
Montego Bay1 stopC$ 440
Kingston
Kingston1 stopC$ 490
Nassau
NassaudirectC$ 351
Willemstad
WillemstaddirectC$ 405
Puerto Plata
Puerto PlatadirectC$ 441
Port of Spain
Port of SpaindirectC$ 512
George Town
George TowndirectC$ 347
St. George's
St. George'sdirectC$ 427
Booking Insights

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

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

What is the cheapest Toronto to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Toronto found in the last 5 days was to Nassau, at C$ 251 round-trip. The most popular route is from Toronto Pearson Intl Airport (YYZ) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 5 days was C$ 454.

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

The average price for all round-trip flights from Toronto to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost C$ 602 on average. Morning departures are around 5% 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$ 678.

Can I save money by flying with a layover from Toronto to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of C$ 809, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto 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 Toronto to Caribbean Islands is November, when tickets cost C$ 578 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is C$ 789 and C$ 737 respectively.

What’s the cheapest day of the week to fly from Toronto to Caribbean Islands?

The average price of all round-trip flights from Toronto to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean Islands on a Wednesday and more expensive on a Sunday. On your return trip to Toronto, you should consider flying back on a Friday, and avoid Sundays for better deals.

How far in advance should I book a flight from Toronto 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 from Toronto 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 Toronto to Caribbean Islands, you should book around 4 weeks before departure, which saves you about 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low season

June

Cheapest flight

C$ 164
Best time to beat the crowds (4% less expensive on average)
Most popular time to fly (9% more expensive on average)
Flight from Toronto to San Juan

Flights from Toronto to Caribbean Islands: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from Toronto to Caribbean Islands 
Verified travelerFlew with WestJet-Nov 2025
After landing and passing through immigration, get your SIM card for Cuba before collecting your luggage!
Jadi-AnnFlew with Air Canada-Jun 2025
Air Canada, West Jet and maybe Caribbean Airlines is good. I have always flown with Air Canada. I wish I knew about the weight limit for a third bag so I didn’t pay for the extra weight for nothing. Going through the airport was so much simpler as it was mostly automated and as long as you follow airport protocols, the first part is easy. Going to Jamaica, doing that immigration form online was new to me so I had to stay back a little once I was close to customs.
Verified travelerFlew with Air Canada-Mar 2025
Air canada. Be prepared to walk of plane to arrival outside. Luggage & customs seamless
JamieFlew with WestJet-Jan 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 Canada-Jan 2025
Always anticipate a line in Antigua. Submit to island time as soon as the plane lands.
Verified travelerFlew with Air Canada-Jun 2024
Bring your own entertainment and make sure you eat. There was no food only food to purchase
Verified travelerFlew with Caribbean Airlines-Mar 2024
Caribbean airline is best at boarding, make sure you have extra snacks to munch during flight.
TwyaFlew with WestJet-Apr 2024
Bring bug spray! Bring a plug in adapter!
Verified travelerFlew with Caribbean Airlines-Apr 2024
Do the C-5 Immigration form before departing.
Verified travelerFlew with Air Canada-Jan 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).

FAQs - booking Caribbean Islands flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Toronto 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 Toronto 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 Toronto 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 Toronto 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 Toronto 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 5 airlines flying from Toronto to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Toronto 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 Toronto 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.
7.9
Caribbean AirlinesOverall score based on 230 reviews
8.3Crew
6.8Food
6.7Entertainment
8.0Boarding
7.8Comfort
Airline reviews

Delayed for three hours. This seems to be CAL’s MO when flights aren’t filled until they fill it. Business class is nice but not luxe like other airlines. Lots of space and amazing staff.

6.0 GoodAnonymous, Mar 2026
Read more Caribbean Airlines reviews

Delayed for three hours. This seems to be CAL’s MO when flights aren’t filled until they fill it. Business class is nice but not luxe like other airlines. Lots of space and amazing staff.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

just a child who screamed and threw tantrums the entire flight

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

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

I was treated well in first class. I have no complaints. I will definitely fly with my favourite airline again this year.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

We booked Caribbean Plus and Business Class.. The problem was that in Toronto the staff we would collect our bags in POS, but we had to pick up our luggage in GEO, do immigration, and customers, and go from one terminal to the other with all our suitcases and 2 kids.. Not nice and not cool. Wont do that layover in GEO again

The flight was terrible based off the temperature in the plane and the air smelled so stale and gross. I have never wanted to hosed lore in my life after I got off. The food was disgusting and seemingly low quality. The staff was friendly. The bathrooms were so gross after a couple of hours. I will definitely never book with them again.

The crew was great. There was no entertainment and the internet wasn't working. We sat in the run way for a LONG time which is always so upsetting. The seats are very close together and the flights are completely full which makes for a tough flight. Flying is just an uncomfortable experience.

Very kind crew. Vegetarian food better than usual. Prompt take off. Entertainment worked well. Could always do with more room!

The dinner was bland and boring, but the economy seats were surprisingly comfortable. The flight was very packed.

Great crew and entertaining Captain. Seats were not what we had expected based on my booking but things worked out in the end. Of course, like all airlines these days not enough leg or elbow room.

The entertainment system was down; food by purchase only; several people did not receive their luggage. No one answers at the local office or online about the luggage.

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.

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

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

Flight delayed any hour and couple of big gate changes

Maybe glass of wine would be nice at no charge

The flight didn’t happen because they apparently lost my check in and wouldn’t let me board.

Access to movies was rather confusing. Apart from that, I have no complaints.

As someone who never flies WestJet unless there is no other viable option I have to give this crew credit where credit is due. Extremely well done everyone.

Flight left on time. The crew was very friendly. I had to buy a proper meal. Small cookie and a drink just doesn’t cut it for a 4.5 hours flight.

Experience was good, the wifi hook up is somewhat tough

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

My luggage was damaged 1 wheel was out I can't find it nowhere

Took 3 hours to check in and drop off our suitcases. Half of the passengers were still in line by boarding time. The computer systems and staff were very slow. Staff were also disorganized and kept allowing later flights to skip lines. Suitcases were piling on that several other passengers didn't get their suitcases. Then, we were sitting in the plane for 2 hours and were told that the flight was overbooked. We missed our connecting flight and had to fly the following day but with a stop over. Good thing ONE WestJet customer rep was pleasant and actually knew how to do her job when we wanted to rebook to a direct flight. Thank you to Kim at Toronto airport. Terrible experience at PUJ. Won't go back to Dominican Republic.

Great seats, super comfortable, but no in flight entertainment which was a let down

Delayed on the way in 2 hours!!! And now on the way home delayed then cancelled!!!!!

Delay in luggage again for the second time of the trip. I would not advise using air Canada or at least I will never check in a luggage. Luggage issue overshadows the nice crew members unfortunately.

The baggage drop-off for Air Canada in Toronto for passengers flying international was terrible. One of the worst experiences I have ever had. The line was ridiculous; there was no one to help facilitate people avoid confusion, and the baggage system for the line I finally ended up in had to be re-booted right as I got to it.

Flight got canceled. Instead of the booking me for the next flight at night I was booked for the following day at a later time. I was able to fly out that night because I had to call and deal with a human!!!

My flight was delayed My connection was almost missed. My bag was lost My valuable items get damaged

Kept me waiting for hours with the excuse of aircraft needed to cool down and then cancelled.

Flight attendants had an attitude with everyone, not sure they should be working with customer service if they cannot show a pleasant attitude. Underwhelming, to say the least. The food was awful, and nothing could be purchased from Toronto to Tokyo. Do better, Air Canada.

Boarding and times were all good. Food was as expected and enough. Comfort for a 6’ tall male 200 lbs (somewhat average sized) was terrible. It was just SO much more money to upgrade to premium economy. It’s a 777 so seating is 3-4-3 and is really crammed. What are you going to do? The only real downside is not being able to sleep so your first day in Europe is a write off. I suppose if you need that first day then pay the extra $500 to get premium economy and maybe you can sleep and wake up with some energy?

No charger and no entertainment on the way back. The plane's super old-like 80s old-with zero TVs. At least the free Wi-Fi works, so definitely bring your iPad. Also, no meal on this 7-hour flight.

Horrible! Rude flight attendant, barely any service on such a long flight. I wouldn't recommend Air Canada to anyone.

The experience was awful. I didn’t expect to pay $100 for my luggage both ways. Then we start boarding late, they then make us go back out of the line and go back into the airport for maintenance. The delay was 45 mins and I also hated the fact that I paid so much and still had to pay for a seat when I checked in. I will not be rebooking with this airline

Very bead I am going to Vancouver to toronto. Not boarding receive. Before flight ✈️ time I have to take boarding. Boarding manager asking me pay $89 . Just flight ✈️ time before I pay .after provided the Boarding pass. Flair Airlines management not good. But kayak is best application.

Leg room was terrible and seats very narrow. Flight was also delayed.

The crew of this flight, specially the flight attendant in the front were the sweetest I’ve had in all my life, I genuinely hope they get a race or sum cuz of their efforts. It was just quite unsettling that the flight took so long to departure. It was supposed to leave at 10:35pm and we ended up taking off at 11:22pm…👎🏻👎🏻👎🏻

It’s bare bones but was on time so can’t complain.

TThe first time I have ever flown with flare and both ways sucked

I try to buy water the cabin crews told me I had to wait for them to come around with the trolley I waited over 2 hours !!!!! Literally 2 hours I was so thirsty .

Lots of leg room in the front rows. Wish water was free.

The worst airlines I have seen in my life they don’t respect anyone they don’t care about anyone they lost our luggage and no one is responding. We waited for five hours to get our luggage back.🤬🤬🤬👎🏻👎🏻👎🏻👎🏻

Great staff. Cramped seating for someone 5 feet, 2 inches and average weight. So if you're tall or heavy -- good luck. Even if you wait until the 24 hour checkin time, you still charge for seating. Really? So either it is a less-than-pleasant experience or pay the price of a "big name" airline. And if I'm going to pay their prices, why would I fly in your cramped seat? So, in the end, you want to give less comfort for the same prices as Air Canada. Go figure.

Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Toronto

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