C$ 166 Find Cheap Flights 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 Canada to Caribbean Islands departing on 14/7. 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

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 for flights to Caribbean Islands
These are the airlines KAYAK users have selected most often from within our search results for flights to Caribbean Islands
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Flights Deals

Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta CanadirectC$ 264
Montego Bay
Montego Bay1 stopC$ 414
Kingston
KingstondirectC$ 330
Oranjestad
OranjestaddirectC$ 388
Nassau
NassaudirectC$ 353
Simpson Bay
Simpson Bay1 stopC$ 473
Puerto Plata
Puerto PlatadirectC$ 420
Willemstad
WillemstaddirectC$ 383
Providenciales
ProvidencialesdirectC$ 459
George Town
George TowndirectC$ 429
St. George's
St. George's1 stopC$ 512
St. John's
St. John'sdirectC$ 367
Kingstown
Kingstown2 stopsC$ 665
Punta Cana
Punta CanadirectC$ 264
Montego Bay
Montego Bay1 stopC$ 414
Kingston
KingstondirectC$ 330
Oranjestad
OranjestaddirectC$ 388
Nassau
NassaudirectC$ 353
Simpson Bay
Simpson Bay1 stopC$ 473
Puerto Plata
Puerto PlatadirectC$ 420
Willemstad
WillemstaddirectC$ 383
Providenciales
ProvidencialesdirectC$ 459
George Town
George TowndirectC$ 429
St. George's
St. George's1 stopC$ 512
St. John's
St. John'sdirectC$ 367
Kingstown
Kingstown2 stopsC$ 665

Book Cheap Caribbean Islands Plane Tickets

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

Sat, 6 Sep - Sat, 13 Sep
Flair Airlines Logo
10:00 a.m. - 2:25 p.m.YYZ-PUJ
4h 25mdirect
Flair Airlines Logo
3:55 p.m. - 8:35 p.m.PUJ-YYZ
4h 40mdirect
C$ 264Flair Airlines
Find Deal
Sat, 20 Sep - Sat, 27 Sep
Flair Airlines Logo
10:00 a.m. - 2:25 p.m.YYZ-PUJ
4h 25mdirect
Flair Airlines Logo
3:55 p.m. - 8:35 p.m.PUJ-YYZ
4h 40mdirect
C$ 267Flair Airlines
Find Deal
Sun, 13 Jul - Sun, 20 Jul
WestJet Logo
9:15 a.m. - 2:10 p.m.YYZ-ANU
4h 55mdirect
WestJet Logo
3:05 p.m. - 8:23 p.m.ANU-YYZ
5h 18mdirect
C$ 367WestJet
Find Deal
Sun, 31 Aug - Sun, 7 Sep
WestJet Logo
9:15 a.m. - 2:10 p.m.YYZ-ANU
4h 55mdirect
WestJet Logo
3:05 p.m. - 8:22 p.m.ANU-YYZ
5h 17mdirect
C$ 383WestJet
Find Deal
Fri, 29 Aug - Fri, 5 Sep
United Airlines Logo
3:59 p.m. - 3:35 p.m.YYZ-PUJ
23h 36m1 stop
United Airlines Logo
1:50 p.m. - 10:23 p.m.PUJ-YYZ
8h 33m1 stop
C$ 391United Airlines
Find Deal
Sat, 13 Sep - Sat, 20 Sep
United Airlines Logo
7:30 a.m. - 3:25 p.m.YYZ-PUJ
7h 55m1 stop
United Airlines Logo
3:30 p.m. - 11:58 p.m.PUJ-YYZ
8h 28m1 stop
C$ 393United Airlines
Find Deal
Sun, 14 Sep - Sun, 28 Sep
Air Canada Logo
9:25 a.m. - 2:15 p.m.YYZ-ANU
4h 50mdirect
Air Canada Logo
3:10 p.m. - 8:25 p.m.ANU-YYZ
5h 15mdirect
C$ 397Air Canada
Find Deal
Sat, 1 Nov - Thu, 6 Nov
Air Transat Logo
11:30 p.m. - 11:30 a.m.YYZ-PUJ
12h 00m1 stop
Air Transat Logo
9:30 a.m. - 1:05 p.m.PUJ-YYZ
4h 35mdirect
C$ 429Air Transat
Find Deal
Fri, 19 Sep - Mon, 29 Sep
Air Canada Logo
9:15 a.m. - 2:40 p.m.YYZ-BGI
5h 25mdirect
Air Canada Logo
3:40 p.m. - 9:20 p.m.BGI-YYZ
5h 40mdirect
C$ 432Air Canada
Find Deal
Wed, 29 Oct - Sun, 2 Nov
Air Transat Logo
11:15 p.m. - 11:30 a.m.YYZ-PUJ
12h 15m1 stop
Air Transat Logo
11:55 p.m. - 4:05 p.m.PUJ-YYZ
17h 10m1 stop
C$ 446Air Transat
Find Deal
Useful Info

What is the cheapest flight to Caribbean Islands?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to Caribbean Islands from Canada found in the last 72 hours was to Kingston, at C$ 245 round-trip. The most popular route is Edmonton (YEG) to Montego Bay (MBJ) and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 318.

How much is a flight to Caribbean Islands?

The average and cheapest price for all round-trip flights to Caribbean Islands from each origin found by users searching on KAYAK in the last month.

A flight to Caribbean Islands costs C$ 505 on average. The cheapest price found on KAYAK in the last 2 weeks was C$ 170 for the route Montreal Pierre Elliott Trudeau Intl Airport (YUL) to Fort-de-France (FDF). The most popular routes on KAYAK are Toronto to Oranjestad which costs C$ 646 on average, and Montreal to Fort-de-France, which costs C$ 820 on average.

See prices from:

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Canada 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 Canada to Caribbean Islands is January, when tickets cost C$ 585 (return) on average. On the other hand, the most expensive months are August and May, when the average cost of round-trip tickets is C$ 1,128 and C$ 999 respectively.

How far in advance should I book a flight from Canada 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 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 Canada to Caribbean Islands, you should book around 7 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Which is the cheapest airport to fly into in Caribbean Islands?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean Islands is Bridgetown Grantley Adams Intl Airport (BGI), with an average flight price of C$ 211.


Good to know

Low seasonSeptember
High seasonDecember
Cheapest flightC$ 166
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (32% more expensive on average)
Flight from Toronto Pearson Airport to Kingston

Flights to Caribbean Islands: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew 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 CanadaYUL-BGIFeb 2025
Don’t travel Air Canada with connections in the winter Choice a direct airline if possible
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).
Verified travelerFlew with WestJetYYC-PUJDec 2023
Be prepared for not seating together with your loved ones, you can not book seats in advance and when the time comes that you got your seats automatically assign and want to change them then it's to late because nothing will be available.

FAQs - booking Caribbean Islands flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Canada 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 Canada 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 Canada 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 Canada 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 Canada 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 day to fly to Caribbean Islands?

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Monday when round-trip tickets can be as cheap as C$ 671. On the other hand, the most expensive day to fly is Sunday, when round-trip prices are C$ 750 on average.

  • 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$ 356 on average. Morning departures are around 25% 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$ 460.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for cheap airfare to Caribbean Islands? 25% of our users found round-trip tickets to Caribbean Islands for the following prices or less: From Calgary C$ 518, from Montreal Pierre Elliott Trudeau Intl C$ 610, from Ottawa C$ 1,002
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Caribbean Islands flight deals.

Reviews of the top 5 airlines flying to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Caribbean Islands. 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 Canada 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.
8.2
Caribbean AirlinesOverall score based on 163 reviews
6.8Entertainment
8.5Crew
6.9Food
7.9Comfort
8.2Boarding
Airline reviews

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

10.0 ExcellentAnonymous, Jun 2025YYZ - KIN
Read more Caribbean Airlines reviews

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.

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.

Seats were very tight especially for first leg of trip.

Not necessarily a Transat issue but it took 2 hours to go through immigration. Tried to reach out to Transat for resolution but was unable to reach an agent.

The flight was excellent, once it started, however we were delayed two hours when the first plane’s engines wouldn’t start. They found another identical plane and transferred us and our luggage in under two hours and made up almost an hour in the air.

Really low cost trip for the huge amount I paid…o paid 550 dollars just for the trip, one way trip, plus 95 for 1 luggage’s and the second 135 dollars…no blanket, not headphones for entertainment, food was served after 3 hours and 2 hours after, breakfast was served Bad, low cost company for high prices

The flight and crew were good. Departure and arrival were timely. Check-in was professional and helpful in Malaga on return trip (same on outbound trip from Toronto). The ad before ach program was punishing - specifically for the internet/data service with the content creator that was showed twice in each ad pod. It was so annoying I made an effort to forget the name and would not use the service. Provide an opportunity to fast forward or skip the darn ads once they have been initially viewed.

Extra attention to kids, thank you, we appreciate! Perfect landing

Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space

Flight delayed any hour and couple of big gate changes

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.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

The seats very Uncomfortable, no meal and no entertainment for a 4Hours flight. Smooth Flight, Great Take off and landing. Superb crew!

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!

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Flights were cancelled setting me in panic mode since my much needed weekend escape with friends was only a short one. No apologies given at the airport nor on the plane. Flight was rescheduled

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

Lots of overhead storage and a good crew and service.

They screwed up so bad, I asked for a short check for my luggage since we had a 21 hour overnight layover in London at a hotel. They said I have to receive my luggage in London because it’s an overnight layover. Get to London, nope, my bags aren’t coming off they are staying in terminal 5 over night and going straight to Ibiza. So we had no luggage for a whole day and basically stuck with no clothes or washroom stuff. Finally get to Ibiza and my luggage is completely smashed and damaged and missing a wheel. Now I have to drag this 50 lbs luggage around Ibiza islands for 10 days. Wtf. So pissed off Air Canada is LITERALLY THE WORST AIRLINE IN THE WORLD

Took off on-time and staff was very nice. Got stuck on tarmac at ATL due to storms, but staff was still wonderful even though they were working and not getting paid.

At 6'2" the seat space was very cramped for economy. Otherwise good.

Staff was very courteous and kept things organized. We will definitely use Air Canada for further travel

Very good except paying twice for seat selection. Once when I booked and again when I checked in.

No issues other than paying twice for my seat selection.

Everything was great, clean plane and washrooms. Flight was on time, excellent boarding process

In a nutshell, my bag, the one I have to pay for, because now you can’t even bring a carry on, did not make it. I am still waiting for an update. The fact that not only were have to pay for it, but on top of that we are stuck without getting it, it’s ridiculous..

The plane was filthy!!!! There were empty food wrappers in the pockets and worst of all a wad of hair where someone had obviously brushed their hair, cleaned out the brush and left the wad of hair in the pocket. It was the most disgusting thing I’ve ever seen!! The seats are so crammed together with NO leg room. The AC vent controllers do not adjust. I will likely not book another AC flight from Florida to Montreal.

The app was great, service was wonderful, everything was quick and easy

Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Caribbean Islands

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

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