$105 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 11/17. 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$292
Santo Domingo
Santo Domingo1 stop$312
Montego Bay
Montego Bay2 stops$320
Oranjestad
Oranjestad1 stop$290
Nassau
Nassaunonstop$240
Kingston
Kingstonnonstop$329
Simpson Bay
Simpson Baynonstop$332
Providenciales
Providenciales1 stop$273
Port of Spain
Port of Spainnonstop$451
Bridgetown
Bridgetown1 stop$285
George Town
George Town1 stop$306
Willemstad
Willemstad1 stop$308
St. John's
St. John's2 stops$482
Puerto Plata
Puerto Plata1 stop$366
Punta Cana
Punta Cananonstop$292
Santo Domingo
Santo Domingo1 stop$312
Montego Bay
Montego Bay2 stops$320
Oranjestad
Oranjestad1 stop$290
Nassau
Nassaunonstop$240
Kingston
Kingstonnonstop$329
Simpson Bay
Simpson Baynonstop$332
Providenciales
Providenciales1 stop$273
Port of Spain
Port of Spainnonstop$451
Bridgetown
Bridgetown1 stop$285
George Town
George Town1 stop$306
Willemstad
Willemstad1 stop$308
St. John's
St. John's2 stops$482
Puerto Plata
Puerto Plata1 stop$366

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

Sun, Nov 9 - Fri, Nov 21
WestJet Logo
4:15 pm - 7:52 pmYYZ-NAS
3h 37mnonstop
WestJet Logo
4:50 pm - 8:20 pmNAS-YYZ
3h 30mnonstop
$240WestJet
Find Deal
Sun, Nov 9 - Fri, Nov 21
WestJet Logo
4:15 pm - 7:52 pmYYZ-NAS
3h 37mnonstop
WestJet Logo
4:50 pm - 8:20 pmNAS-YYZ
3h 30mnonstop
$245WestJet
Find Deal
Mon, Feb 2 - Mon, Feb 9
Air Transat Logo
10:50 am - 2:15 pmYYZ-NAS
3h 25mnonstop
Air Transat Logo
3:15 pm - 6:45 pmNAS-YYZ
3h 30mnonstop
$276Air Transat
Find Deal
Tue, Mar 31 - Sat, Apr 4
Air Transat Logo
10:50 am - 2:15 pmYYZ-NAS
3h 25mnonstop
Air Transat Logo
3:15 pm - 6:45 pmNAS-YYZ
3h 30mnonstop
$307Air Transat
Find Deal
Fri, Jan 23 - Fri, Jan 30
Flair Airlines Logo
7:45 am - 1:20 pmYYZ-PUJ
4h 35mnonstop
Flair Airlines Logo
2:20 pm - 6:10 pmPUJ-YYZ
4h 50mnonstop
$309Flair Airlines
Find Deal
Mon, Dec 29 - Sun, Jan 11
Flair Airlines Logo
7:05 am - 11:30 amYYZ-MBJ
4h 25mnonstop
Flair Airlines Logo
12:30 pm - 4:45 pmMBJ-YYZ
4h 15mnonstop
$326Flair Airlines
Find Deal
Tue, Nov 11 - Tue, Nov 18
Air Canada Logo
11:10 pm - 2:00 pmYYZ-PUJ
13h 50m1 stop
Air Canada Logo
10:25 pm - 2:10 amPUJ-YYZ
4h 45mnonstop
$335Air Canada
Find Deal
Wed, Nov 19 - Wed, Nov 26
Air Canada Logo
4:00 pm - 9:35 pmYYZ-PUJ
4h 35mnonstop
Air Canada Logo
3:35 pm - 12:04 amPUJ-YYZ
9h 29m1 stop
$336Air Canada
Find Deal
Thu, Nov 6 - Tue, Nov 18
Caribbean Airlines Logo
9:00 am - 3:40 pmYYZ-POS
5h 40mnonstop
Caribbean Airlines Logo
3:55 pm - 9:00 pmPOS-YYZ
6h 05mnonstop
$483Caribbean Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
Caribbean Airlines Logo
11:00 pm - 5:40 amYYZ-POS
5h 40mnonstop
Caribbean Airlines Logo
3:55 pm - 9:00 pmPOS-YYZ
6h 05mnonstop
$500Caribbean Airlines
Find Deal
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 Oranjestad, at $184 round-trip. The most popular route is from Toronto Pearson Intl Airport (YYZ) to Montego Bay (MBJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $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 $620, 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 $379 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $699 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 Tuesday 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 1 week before departure.

Good to know

Low seasonSeptember
Cheapest flight$105
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 7% 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 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 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).

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 125% 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 $619.

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 190 reviews
8.4Crew
8.1Boarding
6.7Entertainment
7.8Comfort
6.8Food
Airline reviews

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

4.0 OkayAnonymous, Oct 2025BGI - POS
Read more Caribbean Airlines reviews

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.

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.

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.

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.

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

Absolutely terrible, from the customer service to boarding the plane. On the phone, there was some mishaps with getting in my correct date and they did not help me retrieve a refund or any assistance. I’m gonna be reporting to all my followers and family around the region of Los Angeles to New York.

Arrival at Comox from, London,ON 6 hours later... No bueano

Generally good. However. The flight left 30 mins behind schedule with no reason given.

Flight delayed, missed my pick-up had to Uber, plus missed dinner and medication, so sad!

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

More space on a sold out fight and food trays were dirty

The airplane is way too tight, you can hardly enter into your row to sit.. more like kids seats than adults.

My original flight was cancelled -- but I have to mention the excellent service I was given by the agent working at check-in who found me an earlier flight -- and helped me navigate security, ensured my baggage kept up with the quick check-in and boarding process -- and just generally made the re-booking process a breeze. Thank you! On flight was fine, but we unfortunately meant no in-flight service -- no water, or coffee (it was an early morning flight...), but the crew was pleasant and accommodating throughout.

No in flight entertainment on a 750 mile flight. Made you join their "program" to get it. It was free on my first leg of the flight from Cincinnati to Toronto. In addition, there was brief period of turbulence that prohibited the crew from serving refreshments. They used that short interruption as an excuse to never serve drinks at all. They had ample time to do so and chose not to. They went around serving half cups of water instead rather than have their carts in the aisle with drinks.

Wifi was great. Kind air crew and comfortable seating. Also liked the entertainment options.

Just a two hour flight... boarding was smooth and easy going... flight was smooth... crew very helpful... snack of pretzels was awful, that needs changed...

First message when all on board was that we didnt have a pilot, then they found one, then it was something about the bridge something not working, they will either fix or do manually. Flight of course was leaving late with all the cruise guests worrying about making it to their ship in time. Then only some luggage made it off the ship. Around 15 to 20 people waiting. 45 min later arrived except mine. I asked the rep at the luggage conveyor, he asked me my name. Then said it was not picked up with the first batch so they put it in a room. I was going to take public transport but now worried about time so took a taxi that cost me $65 USD

It was good. The tray on the seat was not cleaned from the previous flight. The seats are tight but I had no one beside me. The crew was great.

The flight was very smooth and good. Boarding was fast, but the staff was just decently friendly.

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.

It’s a shameful company. It ask as to go to counter to take the boarding pass, they simply send it by email, just to check the bags’ size in a smaller than normal template. DONT USE FLAIR! It will be more expensive than normal airlines at the end.

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