$106 Find Cheap Flights from Toronto 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 Toronto to Caribbean Islands departing on 12/31. 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.
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Cheap Flights from Toronto to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cananonstop$277
Santo Domingo
Santo Domingo1 stop$411
Montego Bay
Montego Bay2 stops$315
Oranjestad
Oranjestad1 stop$295
Nassau
Nassaunonstop$247
Kingston
Kingstonnonstop$313
Simpson Bay
Simpson Bay2 stops$294
Providenciales
Providencialesnonstop$269
Port of Spain
Port of Spainnonstop$430
Bridgetown
Bridgetown1 stop$333
George Town
George Townnonstop$287
Willemstad
Willemstad2 stops$316
St. John's
St. John's1 stop$378
Puerto Plata
Puerto Plata1 stop$361
Punta Cana
Punta Cananonstop$277
Santo Domingo
Santo Domingo1 stop$411
Montego Bay
Montego Bay2 stops$315
Oranjestad
Oranjestad1 stop$295
Nassau
Nassaunonstop$247
Kingston
Kingstonnonstop$313
Simpson Bay
Simpson Bay2 stops$294
Providenciales
Providencialesnonstop$269
Port of Spain
Port of Spainnonstop$430
Bridgetown
Bridgetown1 stop$333
George Town
George Townnonstop$287
Willemstad
Willemstad2 stops$316
St. John's
St. John's1 stop$378
Puerto Plata
Puerto Plata1 stop$361

Book Cheap Toronto to Caribbean Islands Plane Tickets

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

Mon, Jan 12 - Mon, Feb 23
WestJet Logo
12:15 pm - 3:50 pm
YYZ
-
NAS
3h 35mnonstop
WestJet Logo
4:50 pm - 8:27 pm
NAS
-
YYZ
3h 37mnonstop
$247WestJet
Sun, Jan 4 - Thu, Jan 8
WestJet Logo
12:15 pm - 3:50 pm
YYZ
-
NAS
3h 35mnonstop
WestJet Logo
8:30 pm - 11:59 pm
NAS
-
YYZ
3h 29mnonstop
$248WestJet
Sat, Apr 11 - Sat, Apr 18
Arajet Logo
11:50 am - 4:37 pm
YYZ
-
PUJ
4h 47mnonstop
Arajet Logo
6:20 am - 10:50 am
PUJ
-
YYZ
4h 30mnonstop
$277Arajet
Fri, Jan 16 - Fri, Jan 23
Flair Airlines Logo
7:45 am - 1:20 pm
YYZ
-
PUJ
4h 35mnonstop
Flair Airlines Logo
2:20 pm - 6:10 pm
PUJ
-
YYZ
4h 50mnonstop
$280Flair Airlines
Sat, Feb 21 - Sat, Feb 28
Arajet Logo
11:52 am - 5:47 pm
YYZ
-
PUJ
4h 55mnonstop
Arajet Logo
7:02 am - 10:52 am
PUJ
-
YYZ
4h 50mnonstop
$282Arajet
Mon, Dec 8 - Wed, Dec 10
American Airlines Logo
7:09 pm - 2:08 pm
YYZ
-
SJU
17h 59m1 stop
American Airlines Logo
8:20 am - 3:50 pm
SJU
-
YYZ
8h 30m1 stop
$295American Airlines
Mon, Dec 8 - Wed, Dec 10
American Airlines Logo
11:59 am - 10:09 pm
YYZ
-
SJU
9h 10m1 stop
American Airlines Logo
12:49 pm - 9:30 pm
SJU
-
YYZ
9h 41m2 stops
$299American Airlines
Sun, May 17 - Thu, May 21
Air Transat Logo
12:40 pm - 3:45 pm
YYZ
-
MBJ
4h 05mnonstop
Air Transat Logo
4:55 pm - 10:00 pm
MBJ
-
YYZ
4h 05mnonstop
$328Air Transat
Sat, Jan 24 - Tue, Feb 17
Flair Airlines Logo
10:05 am - 2:30 pm
YYZ
-
KIN
4h 25mnonstop
Flair Airlines Logo
3:30 pm - 7:55 pm
KIN
-
YYZ
4h 25mnonstop
$337Flair Airlines
Tue, May 12 - Thu, May 21
Air Transat Logo
12:40 pm - 3:45 pm
YYZ
-
MBJ
4h 05mnonstop
Air Transat Logo
4:55 pm - 10:00 pm
MBJ
-
YYZ
4h 05mnonstop
$342Air Transat
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 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 Nassau, at $120 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 $238.

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 $630, 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 October, when tickets cost $361 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $642 and $595 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 Pearson Intl Airport to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Caribbean Islands on a Sunday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Toronto to Caribbean Islands. For your return ticket, we recommend flying on a Sunday and avoiding Saturdays for the best deals.

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 the flight from Toronto Pearson Intl Airport to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$106
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Toronto to Nassau

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

Insights shared by verified travelers who flew the route from Toronto 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 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 travelers 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.

  • 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 $275 on average. Morning departures are around 129% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $631.

Reviews of the top 5 airlines serving 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.
8.0
Caribbean AirlinesOverall score based on 207 reviews
7.8Comfort
8.4Crew
6.8Food
8.0Boarding
6.6Entertainment
Airline reviews

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

8.0 ExcellentLorrian, Dec 2025
GND - BGI
Read more Caribbean Airlines reviews

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

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.

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.

Everything was horrible. On the day of my departure, I was denied check-in and boarding because my reservation only showed one of my last names, while my passport contains both. This minor discrepancy could have been easily corrected, but I was informed that no adjustment could be made. As a result, I lost not only my outbound flight but also my return flight and had to purchase a new ticket at a significantly higher cost.

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.

We landed 26 min early. It was awesome! Smooth ride too.

There is no snack and nit much that would be considered gluten free in yiur food selections. One of your snacks should be a gluten free cookie or small bar etc. maybe it was me but I didn’t see any free movies just internet connection and YouTube .

I like how spacious the plane was but I did not like the fact that there was no entertainment

No dogs! Can we have no dogs in the cabin? Why was there a yappy little dog behind me? Lucky I had ear plugs. Sorry for others without

In spite of purchasing premium, I felt it was perhaps the most uncomfortable seat I have flown in. The base was either broken or poorly made and had no support. Even placing pillows and blankets on the seat (1D aisle) didn’t help. It made for a long and mostly sleepless six hour flight. Crew also were very loudly talking to each other through the night making it very hard to sleep. It was purchased for the price, so I get the risk, but was not impressed.

Good value, minor delay due to waiting for inbound plane but they gave accurate information about wait time. Able to switch to a seat by my husband thanks to a kind flight attendant

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.

Seats were so small. I’m 6ft and a good 20% of me hung out into the aisle and the flight attendants come dashing with the cart. On multiple occasions they hit me before saying mind your elbows and knees. I’m like, yes, but where do i put them. There isn’t a space that exists that i can fold into. The carts are so close to the seats when they pass through that i regularly felt water dripping on me as they poured drinks. Overall 3/10 experience. Highly unlikely to recommend

Baggage delayed we had to catch our cruise without any clothes 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

On board WiFi is a bit flaky. Good for streaming music but getting Air Canada’s entertainment to play was hit and miss.

Would have preferred a better food menu. Other than that, no complaints.

Flight was excellent. The staff was a great comfort with the Captain meeting everyone on board The delay was unforeseen but an inconvenience.almost 3hours was too long to sit in the plane before the flight.

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

Personally, I will not use this fight again. The service is poor, you have to buy even water. They don't provide anything even sneak, you have to buy. They said Personally items for 7 kg. Then they use some measurements, if you have 7kg and if it's not getting inside of their measurements, you have to pay 80$ this is robbery. I will prefer other flight then this. I am désappointement taking this airplane.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports