C$ 158 Find Cheap Flights from Toronto Pearson Airport 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 Pearson Intl to Caribbean Islands departing on 18/4. 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 Toronto to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Caribbean Islands.
Travellers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Best Caribbean Islands Flight Deals from Pearson Intl

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta CanadirectC$ 379
Montego Bay
Montego BaydirectC$ 454
Kingston
KingstondirectC$ 454
Oranjestad
Oranjestad1 stopC$ 401
Nassau
NassaudirectC$ 352
Pointe-à-Pitre
Pointe-à-Pitre1 stopC$ 676
Fort-de-France
Fort-de-France2 stopsC$ 784
Simpson Bay
Simpson BaydirectC$ 459
Bridgetown
Bridgetown2 stopsC$ 494
Puerto Plata
Puerto Plata1 stopC$ 509
Willemstad
WillemstaddirectC$ 401
Port of Spain
Port of Spain1 stopC$ 610
Providenciales
Providenciales2 stopsC$ 390
Castries
Castries1 stopC$ 786
George Town
George TowndirectC$ 370
St. George's
St. George's2 stopsC$ 484
Santo Domingo
Santo Domingo1 stopC$ 494
Kingstown
Kingstown1 stopC$ 439
St. John's
St. John's1 stopC$ 496
Punta Cana
Punta CanadirectC$ 379
Montego Bay
Montego BaydirectC$ 454
Kingston
KingstondirectC$ 454
Oranjestad
Oranjestad1 stopC$ 401
Nassau
NassaudirectC$ 352
Pointe-à-Pitre
Pointe-à-Pitre1 stopC$ 676
Fort-de-France
Fort-de-France2 stopsC$ 784
Simpson Bay
Simpson BaydirectC$ 459
Bridgetown
Bridgetown2 stopsC$ 494
Puerto Plata
Puerto Plata1 stopC$ 509
Willemstad
WillemstaddirectC$ 401
Port of Spain
Port of Spain1 stopC$ 610
Providenciales
Providenciales2 stopsC$ 390
Castries
Castries1 stopC$ 786
George Town
George TowndirectC$ 370
St. George's
St. George's2 stopsC$ 484
Santo Domingo
Santo Domingo1 stopC$ 494
Kingstown
Kingstown1 stopC$ 439
St. John's
St. John's1 stopC$ 496

Cheap Flights from Pearson Intl to Caribbean Islands

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

Thu, 16 Apr - Mon, 20 Apr
WestJet Logo
4:00 p.m. - 7:25 p.m.
YYZ
-
NAS
3h 25mdirect
WestJet Logo
4:50 p.m. - 8:27 p.m.
NAS
-
YYZ
3h 37mdirect
C$ 352WestJet
Thu, 26 Mar - Mon, 30 Mar
WestJet Logo
4:00 p.m. - 7:25 p.m.
YYZ
-
NAS
3h 25mdirect
WestJet Logo
4:50 p.m. - 8:27 p.m.
NAS
-
YYZ
3h 37mdirect
C$ 354WestJet
Mon, 20 Apr - Mon, 27 Apr
Flair Airlines Logo
1:55 p.m. - 5:10 p.m.
YYZ
-
KIN
4h 15mdirect
Flair Airlines Logo
6:25 p.m. - 11:50 p.m.
KIN
-
YYZ
4h 25mdirect
C$ 454Flair Airlines
Wed, 22 Apr - Wed, 6 May
Flair Airlines Logo
1:55 p.m. - 5:10 p.m.
YYZ
-
KIN
4h 15mdirect
Flair Airlines Logo
6:25 p.m. - 11:50 p.m.
KIN
-
YYZ
4h 25mdirect
C$ 461Flair Airlines
Wed, 18 Mar - Mon, 6 Apr
Air Canada Logo
7:30 a.m. - 2:51 p.m.
YYZ
-
SXM
7h 21m
1 stop
Air Canada Logo
4:00 p.m. - 9:00 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 463Air Canada
Mon, 9 Mar - Mon, 6 Apr
Air Canada Logo
7:30 a.m. - 2:51 p.m.
YYZ
-
SXM
7h 21m
1 stop
Air Canada Logo
4:00 p.m. - 9:00 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 465Air Canada
Mon, 9 Mar - Sun, 15 Mar
Air Transat Logo
7:15 a.m. - 10:20 a.m.
YYZ
-
POP
27h 05m
1 stop
Air Transat Logo
7:20 p.m. - 11:45 p.m.
POP
-
YYZ
4h 25mdirect
C$ 509Air Transat
Fri, 24 Apr - Sat, 2 May
Air Transat Logo
7:10 a.m. - 11:20 a.m.
YYZ
-
POP
4h 10mdirect
Air Transat Logo
6:05 p.m. - 10:15 p.m.
POP
-
YYZ
4h 10mdirect
C$ 546Air Transat
Thu, 26 Feb - Wed, 4 Mar
Caribbean Airlines Logo
9:00 a.m. - 3:40 p.m.
YYZ
-
POS
5h 40mdirect
Caribbean Airlines Logo
1:55 a.m. - 7:00 a.m.
POS
-
YYZ
6h 05mdirect
C$ 626Caribbean Airlines
Sun, 8 Mar - Mon, 16 Mar
Caribbean Airlines Logo
9:45 a.m. - 3:25 p.m.
YYZ
-
POS
5h 40mdirect
Caribbean Airlines Logo
2:55 p.m. - 9:00 p.m.
POS
-
YYZ
6h 05mdirect
C$ 630Caribbean Airlines
Booking Insights

KAYAK's insights & trends for Pearson Intl to Caribbean Islands flights

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

What is the cheapest Toronto Pearson Intl Airport 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 Pearson Intl Airport found in the last 72 hours was to Punta Cana, at C$ 285 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 72 hours was C$ 285.

Can I save money by flying with a layover from Toronto Pearson Intl Airport 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$ 765, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Toronto Pearson Intl Airport 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 Pearson Intl Airport 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 Pearson Intl Airport to Caribbean Islands is September, when tickets cost C$ 478 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is C$ 645 and C$ 639 respectively.

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

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

For Toronto Pearson Airport to Caribbean Islands, Wednesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Caribbean Islands back to Toronto Pearson Airport, the best deals are generally found on Saturday, with Sunday being the most expensive.

How far in advance should I book a flight from Toronto Pearson Intl Airport 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 Pearson Intl Airport 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 Pearson Intl Airport to Caribbean Islands, you should book around 10 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flightC$ 158
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (2% more expensive on average)
Flight from Toronto to Nassau

Flights from Pearson Intl to Caribbean Islands: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from Pearson Intl to Caribbean Islands 
Verified travelerFlew with WestJet
YYZ
-
VRA
Nov 2025
After landing and passing through immigration, get your SIM card for Cuba before collecting your luggage!
Jadi-AnnFlew with Air Canada
YYZ
-
KIN
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
YYZ
-
SKB
Mar 2025
Air canada. Be prepared to walk of plane to arrival outside. Luggage & customs seamless
JamieFlew with WestJet
YYZ
-
PUJ
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
YYZ
-
ANU
Jan 2025
Always anticipate a line in Antigua. Submit to island time as soon as the plane lands.
Verified travelerFlew with Air Canada
YYZ
-
MBJ
Jun 2024
Bring your own entertainment and make sure you eat. There was no food only food to purchase
Verified travelerFlew with Caribbean Airlines
YYZ
-
POS
Mar 2024
Caribbean airline is best at boarding, make sure you have extra snacks to munch during flight.
TwyaFlew with WestJet
YYZ
-
VRA
Apr 2024
Bring bug spray! Bring a plug in adapter!
Verified travelerFlew with Caribbean Airlines
YYZ
-
KIN
Apr 2024
Do the C-5 Immigration form before departing.
Verified travelerFlew with Air Canada
YYZ
-
PUJ
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 Pearson Airport 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 Pearson Airport to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Toronto Pearson Airport 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 Pearson Airport 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 Pearson Airport 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 Pearson Airport 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 Pearson Airport 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 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$ 557 on average. Morning departures are around 10% 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$ 719.

Reviews of the top 5 airlines flying from Pearson Intl 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 Pearson Intl 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 213 reviews
7.8Comfort
6.6Entertainment
6.7Food
8.3Crew
7.9Boarding
Airline reviews

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

10.0 ExcellentAnonymous, Jan 2026
MIA - POS
Read more Caribbean Airlines reviews

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

There was no flight. They canceled the flight with no knowledge to me, and I still haven’t received a refund

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

Nothing, they could have made some accommodation for an awful experience. Me and my family were not informed properly we we separated. They took me off the original flight i booked. I booked our flight at one price and called me and told me they were not honoring my rate and they charged me double of what I paid. Me and my family don’t want to ever use your services again.

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

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.

Little space for luggage and the flight was delayed by an hour.

The flight was delayed over a hour and that was over 15 hours in advance not good

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

just a child who screamed and threw tantrums the entire flight

The Turkish was good . I had a problem with air Transat terrible experience for me

I did not like I have been charged for my carry on

Onward flight was okay. return from Lisbon was poor as we missed our flight due to a long line at the passport control. Air Transat made no effort to accommodate us even though we were at the passport control 40 minutes prior to the departure.

Very good. A lot better experience then I expected for an economy flight.

It was very good but no tv but the experience was great

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

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

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I when to Jamaica for my dad funeral and I did not get my luggage from westjet . I add to buy clothes putting me financial debt i did no want to be in Westjet did not call me to apologize are to inquire about my luggage I am still angry about it

Ground staff was not helpful, but staff at the business counter were excellent.

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

I travelled in Business class for the first time and wish I could do that again.

The crew from Toronto Santiago (and the other way) weren't nice people. They seemed angry. Other flights with Air Canada had much nicer crews. Bathrooms always had sticky floors. Yuck!

No entertainment system. Paid extra for wider seats but not worth the cost. Flight left a little late and arrived early.

We boarded and then deboarded the plane after being told it needed something done that couldn't be fixed. Sent notice about 3h flight delay, then they clawed it back and we were 1h delayed. Very poor communication.

Was notified on a timely manner of any changes, if any, of the flight schedules.

My seat was covered in vomit and I will be reaching out to Air Canada

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Flight was delayed 3 times. My luggage was sent to Saskatoon instead of Casablanca - airline got it sorted out in two days. Received $45 in meal vouchers to use in the airport.

Their "free personal" requirement is to have your bag fit in a containment frame that is way too narrow and slender than the space under the actual plane seat (the length of my vitamin water was longer than the width of the containment frame. They had personel at the gate literally designated to hounding people's bags in the zone line up, and forcing them to measure their bag again if he felt "the bag might be too big for personal item". If your bag was too big for their scamming measurement criteria you had to fork up $110 CAD for the carry on cost ($85 at the 24hr online pre-check in). Plane had no entertainment, seats did not recline, and no complimentary snacks or drinks. Unless I have a short flight with zero bags, I won't be flying Flair ever again.

Flight attendant said bye bud. Lol peak flair right there

On time flight. Reasonably comfortable seats. Disliked having to pay for refreshment and snacks.

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.

Not good Even after I made my booking, I was charged $90 for my boarding pass. I have collected boarding pass i pay $90 near . Flair airline not good. Without pay no boarding pass.

The flight was smooth, but the seats are not comfortable. I was not able to sleep. The sizes for the personal item and carry-on are way smaller than other airlines.

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

The worst airline experience that I ever had in my life. The fare was cheap but boy do you pay for it when it comes to baggages, carry-ons, food on board and lack of available staff at check-in. Almost every other passenger on my flight had the same complaints and experience. We all bonded discussing our displeasure. My husband and I will definitely not be traveling with Flair Airlines. We'll take anyone else.

The most uncomfortable plane I ever fly on. The seats won't even recline a little. For a 5 hrs flight at night and tired it felt like torture

Seats in 1 res are dispersed all over the plane, even child was across

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports