C$ 167 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 27/4. 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 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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Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta CanadirectC$ 414
Montego Bay
Montego Bay1 stopC$ 425
Kingston
KingstondirectC$ 458
Oranjestad
Oranjestad1 stopC$ 390
Nassau
Nassau1 stopC$ 385
Simpson Bay
Simpson Bay1 stopC$ 430
Puerto Plata
Puerto Plata2 stopsC$ 513
Willemstad
Willemstad2 stopsC$ 426
Providenciales
Providenciales1 stopC$ 479
George Town
George TowndirectC$ 383
Punta Cana
Punta CanadirectC$ 414
Montego Bay
Montego Bay1 stopC$ 425
Kingston
KingstondirectC$ 458
Oranjestad
Oranjestad1 stopC$ 390
Nassau
Nassau1 stopC$ 385
Simpson Bay
Simpson Bay1 stopC$ 430
Puerto Plata
Puerto Plata2 stopsC$ 513
Willemstad
Willemstad2 stopsC$ 426
Providenciales
Providenciales1 stopC$ 479
George Town
George TowndirectC$ 383

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, 2 May - Sat, 9 May
United Airlines Logo
3:53 p.m. - 1:47 p.m.
YYZ
-
NAS
21h 54m
1 stop
United Airlines Logo
3:59 p.m. - 3:46 p.m.
NAS
-
YYZ
23h 47m
1 stop
C$ 385United Airlines
Sun, 10 May - Wed, 13 May
United Airlines Logo
7:00 a.m. - 2:57 p.m.
YYZ
-
NAS
7h 57m
1 stop
United Airlines Logo
3:59 p.m. - 11:59 p.m.
NAS
-
YYZ
8h 00m
1 stop
C$ 386United Airlines
Mon, 13 Apr - Wed, 22 Apr
WestJet Logo
12:15 p.m. - 3:40 p.m.
YYZ
-
NAS
3h 25mdirect
WestJet Logo
6:15 p.m. - 9:50 p.m.
NAS
-
YYZ
3h 35mdirect
C$ 387WestJet
Fri, 17 Apr - Tue, 21 Apr
WestJet Logo
12:15 p.m. - 3:40 p.m.
YYZ
-
NAS
3h 25mdirect
WestJet Logo
4:50 p.m. - 8:27 p.m.
NAS
-
YYZ
3h 37mdirect
C$ 389WestJet
Mon, 18 May - Mon, 25 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$ 458Flair Airlines
Fri, 1 May - Fri, 8 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$ 459Flair Airlines
Fri, 10 Apr - Wed, 15 Apr
Air Canada Logo
9:10 a.m. - 2:15 p.m.
YUL
-
FDF
5h 05mdirect
Air Canada Logo
3:15 p.m. - 8:35 p.m.
FDF
-
YUL
5h 20mdirect
C$ 484Air Canada
Mon, 13 Apr - Sat, 18 Apr
Air Canada Logo
10:15 a.m. - 2:55 p.m.
YYZ
-
SXM
4h 40mdirect
Air Canada Logo
5:55 p.m. - 11:43 a.m.
SXM
-
YYZ
17h 48m
1 stop
C$ 484Air Canada
Sun, 24 May - Sun, 31 May
Air Transat Logo
12:40 p.m. - 3:45 p.m.
YYZ
-
MBJ
4h 05mdirect
Air Transat Logo
4:55 p.m. - 10:00 p.m.
MBJ
-
YYZ
4h 05mdirect
C$ 491Air Transat
Thu, 9 Apr - Thu, 16 Apr
Air Transat Logo
7:00 a.m. - 12:05 p.m.
YUL
-
FDF
5h 05mdirect
Air Transat Logo
1:15 p.m. - 6:40 p.m.
FDF
-
YUL
5h 25mdirect
C$ 504Air Transat
Booking Insights

KAYAK's insights & trends for flights to Caribbean Islands

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

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 Montego Bay, at C$ 223 round-trip. The most popular route is Edmonton (YEG) to Punta Cana (PUJ) and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 374.

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$ 628 on average. The cheapest price found on KAYAK in the last 2 weeks was C$ 164 for the route Toronto Pearson Intl Airport (YYZ) to Oranjestad (AUA). The most popular routes on KAYAK are Toronto to Oranjestad which costs C$ 686 on average, and Montreal to Fort-de-France, which costs C$ 741 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 October, when tickets cost C$ 383 (return) on average. On the other hand, the most expensive months are March and May, when the average cost of round-trip tickets is C$ 1,202 and C$ 1,108 respectively.

What is the cheapest time of day to fly to Caribbean Islands?

The average price for all round-trip flights from Canada to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean Islands is generally in the evening, when round-trip flights cost C$ 584 on average. Morning departures are around 8% 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$ 767.

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 a flight from Canada to Caribbean Islands, you should book around 4 weeks before departure, which saves you about 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 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 Nassau Intl Airport (NAS), with an average flight price of C$ 213.

Good to know

Low seasonSeptember
Cheapest flightC$ 167
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (3% more expensive on average)
Flight from Toronto to Oranjestad

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 WestJet
YYC
-
NAS
Feb 2026
Buy food to take on board the plane
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
YUL
-
BGI
Feb 2025
Don’t travel Air Canada with connections in the winter Choice a direct airline if possible
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).
Verified travelerFlew with WestJet
YYC
-
PUJ
Dec 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$ 640. On the other hand, the most expensive day to fly is Sunday, when round-trip prices are C$ 741 on average.

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 Montreal Pierre Elliott Trudeau Intl C$ 573, from Calgary C$ 617, from Ottawa C$ 643
  • 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.
7.9
Caribbean AirlinesOverall score based on 221 reviews
6.6Entertainment
7.9Boarding
8.3Crew
6.7Food
7.8Comfort
Airline reviews

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

4.0 OkayAnonymous, Mar 2026
POS - JFK
Read more Caribbean Airlines reviews

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

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

i was not able to take my flight because the information i needed to book my dog correctly was not provided

We are a senior couple (70+) and chose emergency exit seats so we would have 2 seats together and neither of us had to sit in a middle seat. My husband is type 1 diabetic on an insulin pump and I monitor his blood sugar levels. I am 5'9" and 250 lbs and found the seats extremely uncomfortable. Toward the end of the flight I developed diarrhea which lasted a full 24 hours.

They never sent me a confirmation to say my flight time had changed so I cut my holiday short by 6 hours Had to pay over 50 American for my luggage to be checked on the way home and that’s more that it cost on the way there. Arbitrarily charging more for the same thing when the passenger has no options is shady The cabin was an icebox going there and back, if all the passengers have their gloves on and their hoods up that should be an obvious sign to turn up the heat

I was very nice to arrive earlier than scheduled. Very much appreciated. No issues with flight. All was good.

We were treated well by the staff at the airport and on board aircraft. Delay was uncontrollable due to the weather. Had to wait for another gate as we were late landing in Fort Lauderdale.

I was supose to have a carrey on incluided for each passenger and they made me paid 75$ each at the gate.

Great crew and entertaining Captain. Seats were not what we had expected based on my booking but things worked out in the end. Of course, like all airlines these days not enough leg or elbow room.

The entertainment system was down; food by purchase only; several people did not receive their luggage. No one answers at the local office or online about the luggage.

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.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

I wasn’t checked in for the third leg of my flight, my bag was checked through to Dublin but when I went to the gate in Toronto they said I wasn’t on the flight and had given my seat away. I had to wait 24 hours for another flight and instead on the one I had booked it was now 2 flights.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

No kiosk to help pre boarding unlike other airlines, still lost the luggage despite its own crew/TSA or security tagging it, poor handling of lost luggage and possibly compensation is likely poor too.

Waited at airport from 10 am till 4 pm and no flight due to fog. Ugh.

As someone who never flies WestJet unless there is no other viable option I have to give this crew credit where credit is due. Extremely well done everyone.

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

Very disappointed with premier lounge. Food selection very poor, both coffee machines out of order. For the price you charge for an upgrade, the seats don’t fully recline, movie selection is old. Not very good value. Asian airlines are light years ahead at a more affordable price.

Boarded late then sat on the Tarmac for 90 minutes for no reason

The seat design in the premium economy section leaves virtually no room under the seat to store a bag or purse. Other than that, it was a great flight. Arrived early.

Delayed by 5+ hours and they give a voucher for only $20 CAD which isn’t even redeemable at any place with edible food. Then took almost an hour to clean craft after it landed. And nonsensical boarding delayed even further. We didn’t leave until 1:30am….

The flight was delayed, but not for weather. We landed over 3hrs later than planned.

The stag were helpful, kind and liked the passengers. The plane was pristinely clean! Great flight!

Crowded and tight fit on Rouge. Entertainment requires your own mobile device. Small bag of pretzels is only food for 3.5 hour flight.

Other than flights being cancelled and 3.5 hours late causing missed connections it was ok.

Flight late with no explanation why so late boarding. More than made up the time in flight. Woman in seat behind me would not allow me to recline my seat so could not sleep. Slow to clean up after meal so has to leave my tray down. Flight attendants average at best. Premium economy experience was poor. It was a special trip for us, a 70th birthday. We could only book seats that were apart and no efforts could be made to get us together. Just poor all around

Flight departed significantly late with no announcements being made. Woman behind me would not allow me to recline my seat so I was unable to comfortably sleep. Flight attendant not very responsive. Slow to pick up garbage after meal. Not a good experience at all. I felt like cattle rather than like a valued customer

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.