$122 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 3/30. 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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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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Best Caribbean Islands Flight Deals from Toronto

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cananonstop$263
Santo Domingo
Santo Domingo1 stop$322
Montego Bay
Montego Bay2 stops$306
Oranjestad
Oranjestadnonstop$284
Nassau
Nassau1 stop$280
Simpson Bay
Simpson Bay1 stop$286
Kingston
Kingstonnonstop$225
Providenciales
Providenciales2 stops$280
Bridgetown
Bridgetown1 stop$485
Port of Spain
Port of Spain1 stop$421
George Town
George Town2 stops$286
Willemstad
Willemstad1 stop$323
St. John's
St. John's1 stop$333
Puerto Plata
Puerto Plata2 stops$318

Good to know

Low season

September

High season

December

Cheapest flight

$122
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 37% increase in price.
Flight from Toronto to Punta Cana

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 
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
StefanFlew with Air CanadaYYZ-ANUMar 2024
Pack 2-3 days of clothing in carryon. Rent a car for a few days. Visit Falmouth and English Harbour, go to some small beaches, take a boat tour around the island.
Verified travelerFlew with Caribbean AirlinesYYZ-POSMar 2024
Caribbean airline is best at boarding, make sure you have extra snacks to munch during flight.
EmekaFlew with Air TransatYYZ-MBJMar 2024
Expect a no frills flight that will comfortably take you from point A to B
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).
EmekaFlew with ArajetYYZ-SDQFeb 2024
Just understand that you’re purchasing a ticket for low-cost airline. You have to purchase everything, including Calvin baggage, check in baggage, food on board.
EsmeraldaFlew with Air CanadaYYZ-KINDec 2023
Be prepared to wait at least one hour before boarding

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.

See more FAQs

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Toronto to the following destinations at these prices or less: Punta Cana $186 one-way - $377 round-trip
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly from Toronto is September.

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 152 reviews
8.1Boarding
6.6Entertainment
6.7Food
7.8Comfort
8.3Crew
Airline reviews

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.

6.0 GoodDonroy, Dec 2024JFK - SVD
Read more Caribbean Airlines reviews

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

The Flight itself was smooth and uneventful. The crew was polite and caring. I used the Lounge in Piarco and the service was STELLAR

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

The food wasn’t good. Need better food. There wasn’t any entertainment.

STEWARDESSES WERE AWESOME! The food could be a bit better. Rice was SOGGY with gravy and the chicken was RUBBERY.

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

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!

We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.

We had things stolen from our luggage, we also were refused an upgrade on a flight that was not full.

When we left, it wasn't Great . People were drinking heavily, very disrespectful Extremely loud, the entire trip. I think the crew members, should have get their attention. Coming back was great.

I sat in the club. The seeds were fantastic. The meal was great and Entertainment was good. The crew was fantastic. I recommend it to everybody.

The food was small portions and not fresh. I was seated at the back of the plane so by the time the cart approached me most of the food options were sold out. The cabin crew was fantastic however.

Great flight and crew. Food isn't free and neither are headphones...

We were in economy class but paid for option Plus which offer you an extra snack after take off, free earplugs & blanket. The crew were very attentive. The comfort however wasn’t great, hard to be comfortable in such restraint place. Wasn’t able to sleep through out the 7hrs flight and was exhausted upon arrival.

The flights were on time and the crew was friendly and helpful. The food was ok. The seats were quite cramped and if the seat in front was tipped back there was very very little room. The entertainment was only on your own device and there was no usb charging

Boarding and staff were excellent. The food was ok. Very cramped seating. No existent entertainment other than on iPhone over wifi with poor choices of movie or shows. Bring your own entertainment. Nowhere to charge your phone

They delayed flight because lack of staff then missed connection. Never flying with kayak or weather

Very good over all , would have been nice to have entertainment on the flight

Experience was good. Was surprised they didn’t offer a complimentary meal on a 5 hour flight.

Too squished in seats. I'm 110 lbs and 5'6....can't imagine being any bigger and flying

The flight attendants were great, but not much room while sitting and it would be nice to get free movies.

Absolutely the worst airline I have ever taken. They lost my baggage and told me my bag tags had been cancelled. When my bags arrived days later I had to pick them up at 3:15 am. My return flight was delayed another 6 hours and they broke my bag. Westjet does nothing to try and make it a better customer experience and all the customers services representatives I spoke with were useless and incompetent. Never flying westjet again.

Easy self checkin and baggage drop. No in seat entertainment, but wifi and app worked well

Single flights to Cancun purchased through third-party, initially had issues printing luggage labels with the lady at the airport Pearson… Was super friendly and assisted quickly despite being very busy

The flight was on time and shorter time arrival than planned. I was an ultra basic passenger and understood one personal item on the plane. The announcements of one personal item and zone 9 boarding certainly felt like we were separated from the rest. Actually zone 9 passengers should be boarded second; we are not blocking aisles and can be seated much faster and deboarded faster too.

Still sitting in a hotel when I'm due for work

Everything related to this flight except the flight time could have been better. This is not the first though that Rouge has disappointed with poor show! Bad crew adds to the agony! Cant help it because of lack of options from YXE!

Delay after delay.......they are awful Delayed because of cold wx really!!!!! We live in Canada

I had to change the gate so many times that I got confused.

So we didn't actually go. We were hoping to go for the Inauguration of the first female president. When That Guy got elected, we bailed. Unfortunately, we got basically none of our money back, despite having travel insurance. Would not fly with Air Canada again unless I had to.

Did not happen. After being late over and hour we had to embark and get rescheduled . I got my hotel voucher 1:36 am !!!! . The flight was cancelled past 10pm. I had to pay for my hotel and camp the next day till 23:30 for flight to london. Then change airport and pay myself for transportation to Gatwick airport. Never again I will use your services. Unfortunately I have to come back.

flight was delayed, there was open communication about the delay the delay pushed way past the posted delay time and

This was my first time flying on Air Canada and the experience was good and pleasant enough, great crew members and the price I paid was amazing,

This was my first time and the experience was good and pleasant enough, great crew members and the price I paid was amazing,

I was overcharged either by United or sister airline Air Canada. It's exhausting dealing with companies nowadays that irresponsibly abuse access to credit/debit cards.

Air Canada is not only the worst airline in the business but the worst business in history.

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.

flight was okay, no wifi, no free drinks but worst of all they lost my son's bike for four days. Customer service was nonexistent - call a number that leaves you on perpetual hold, there's no baggage folks in the baggage claims area (in vancouver). we went up to international and nobody was at ticketing, went to domestic and they had us fill out a form. they could not tell us where the bag was. Anyway, highly recommend you drop an airtag for anything that's worth more than $500. My son's bike costs a lot more than that to replace; I was on pins and needles for four days.

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.

Of all the countries I've flown to and airlines from around the world, I have never had such a dismissive an arrogant employee during boarding. After waiting in line for 20 minutes to board, I was sent to a second line for Passport verification. Natalie from Flair, repeatedly tried to scan my passport which didn't work for some reason but was too lazy to input my information manually. Bar code scanners aren't 100% reliable as we all know. She asked me my birthdate 3 times, made me wait to be the last person aboard and then smugly threatened me that my only bag could be charged for (same backpack I used as on my arrival as carry on). Natalie working in Ft. Lauderdale and the was the epitome of lobotomized tiktok brain with the charm of junk mail.

Book cheap flights from Toronto to Caribbean Islands

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Toronto to Caribbean Islands found on KAYAK in the last 72 hours.
3/2Sun
nonstop
4h 35mYYZ-SJU
3/5Wed
1 stop
28h 50mSJU-YYZ
$232
3/2Sun
nonstop
4h 35mYYZ-SJU
3/5Wed
1 stop
28h 50mSJU-YYZ
$239
6/12Thu
nonstopWestJet
5h 10mYYZ-AUA
6/19Thu
nonstopWestJet
5h 25mAUA-YYZ
$284
3/1Sat
1 stopAir Canada
15h 07mYYZ-SJU
3/4Tue
1 stopAir Canada
17h 06mSJU-YYZ
$288
3/25Tue
nonstopWestJet
3h 36mYYZ-NAS
4/2Wed
nonstopWestJet
3h 38mNAS-YYZ
$292
3/18Tue
nonstopAir Canada
3h 25mYYZ-NAS
3/25Tue
nonstopAir Canada
3h 30mNAS-YYZ
$317
3/16Sun
1 stopAir Transat
17h 20mYYZ-SXM
3/27Thu
1 stopAir Transat
9h 21mSXM-YYZ
$323
3/25Tue
1 stopAir Transat
11h 45mYYZ-SXM
3/27Thu
1 stopAir Transat
9h 21mSXM-YYZ
$340
7/20Sun
1 stopCaribbean Airlines
14h 05mYYZ-BGI
8/10Sun
2 stopsCaribbean Airlines
27h 25mBGI-YYZ
$607
6/27Fri
1 stopCaribbean Airlines
11h 30mYYZ-BGI
7/6Sun
2 stopsCaribbean Airlines
27h 25mBGI-YYZ
$623

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Toronto to Caribbean Islands found on KAYAK in the last 72 hours.
3/30Sun
nonstopFlair Airlines
4h 30mYYZ-PUJ
$122
3/26Wed
1 stopUnited Airlines
5h 35mYYZ-NAS
$122
3/2Sun
nonstopWestJet
4h 35mYYZ-SJU
$135
4/15Tue
nonstopWestJet
4h 23mYYZ-MBJ
$141
4/26Sat
nonstopAir Canada
4h 45mYYZ-SXM
$146
4/26Sat
nonstopAir Canada
4h 45mYYZ-SXM
$147
4/26Sat
nonstopAir Transat
4h 45mYYZ-SXM
$163
2/6Thu
1 stopAir Transat
27h 05mYYZ-PUJ
$197
7/10Thu
1 stopCaribbean Airlines
24h 55mYYZ-BGI
$335
4/10Thu
3 stopsCaribbean Airlines
19h 55mYYZ-NAS
$364

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Last minute flights from Toronto to Caribbean Islands

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Toronto to Caribbean Islands that are departing in the next 10 days.
2/4Tue
multi-stop
18h 24mYYZ-SJU
2/12Wed
multi-stop
27h 21mSJU-YYZ
$235
2/4Tue
multi-stopUnited Airlines
9h 26mYYZ-SJU
2/5Wed
multi-stopUnited Airlines
7h 45mSJU-YYZ
$246
1/31Fri
nonstopWestJet
4h 47mYYZ-SXM
2/3Mon
nonstopWestJet
5h 20mSXM-YYZ
$336
2/4Tue
multi-stopAir Canada
12h 15mYYZ-PUJ
2/12Wed
nonstopAir Canada
4h 45mPUJ-YYZ
$342
2/4Tue
multi-stopAir Canada
12h 15mYYZ-PUJ
2/12Wed
multi-stopAir Canada
14h 58mPUJ-YYZ
$351
2/4Tue
nonstopWestJet
4h 18mYYZ-MBJ
4/10Thu
nonstopWestJet
4h 19mMBJ-YYZ
$390
2/3Mon
multi-stopAir Transat
11h 20mYYZ-PUJ
2/19Wed
multi-stopAir Transat
11h 56mPUJ-YYZ
$393
2/3Mon
nonstopAir Transat
4h 20mYYZ-PUJ
2/18Tue
multi-stopAir Transat
8h 41mPUJ-YYZ
$471
2/4Tue
multi-stopCaribbean Airlines
13h 50mYYZ-NAS
2/7Fri
multi-stopCaribbean Airlines
41h 05mNAS-YYZ
$918
2/4Tue
multi-stopCaribbean Airlines
13h 45mYYZ-SJU
2/6Thu
multi-stopCaribbean Airlines
30h 45mSJU-YYZ
$4,841

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Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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