C$ 189 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 14/11. 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
Travellers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 25% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stopsC$ 400
Montego Bay
Montego BaydirectC$ 445
Kingston
KingstondirectC$ 462
Oranjestad
Oranjestad2 stopsC$ 390
Nassau
NassaudirectC$ 337
Simpson Bay
Simpson Bay2 stopsC$ 413
Puerto Plata
Puerto Plata1 stopC$ 467
Willemstad
Willemstad1 stopC$ 432
Providenciales
Providenciales2 stopsC$ 380
George Town
George Town2 stopsC$ 400
St. John's
St. John'sdirectC$ 572
Punta Cana
Punta Cana2 stopsC$ 400
Montego Bay
Montego BaydirectC$ 445
Kingston
KingstondirectC$ 462
Oranjestad
Oranjestad2 stopsC$ 390
Nassau
NassaudirectC$ 337
Simpson Bay
Simpson Bay2 stopsC$ 413
Puerto Plata
Puerto Plata1 stopC$ 467
Willemstad
Willemstad1 stopC$ 432
Providenciales
Providenciales2 stopsC$ 380
George Town
George Town2 stopsC$ 400
St. John's
St. John'sdirectC$ 572

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

Mon, 19 Jan - Tue, 27 Jan
United Airlines Logo
7:30 a.m. - 4:50 p.m.YYZ-AUA
8h 20m1 stop
United Airlines Logo
5:50 p.m. - 11:46 p.m.AUA-YYZ
6h 56m1 stop
C$ 408United Airlines
Find Deal
Sat, 8 Nov - Thu, 13 Nov
Arajet Logo
11:52 a.m. - 5:47 p.m.YYZ-PUJ
4h 55mdirect
Arajet Logo
8:05 p.m. - 11:55 p.m.PUJ-YYZ
4h 50mdirect
C$ 411Arajet
Find Deal
Mon, 1 Dec - Mon, 8 Dec
WestJet Logo
10:00 a.m. - 3:35 p.m.YYZ-PUJ
4h 35mdirect
WestJet Logo
7:20 a.m. - 11:10 a.m.PUJ-YYZ
4h 50mdirect
C$ 420WestJet
Find Deal
Wed, 3 Dec - Mon, 8 Dec
WestJet Logo
10:00 a.m. - 3:35 p.m.YYZ-PUJ
4h 35mdirect
WestJet Logo
7:20 a.m. - 11:10 a.m.PUJ-YYZ
4h 50mdirect
C$ 421WestJet
Find Deal
Wed, 10 Dec - Wed, 17 Dec
Air Transat Logo
11:45 a.m. - 7:55 p.m.YTZ-PUJ
7h 10m1 stop
Air Transat Logo
9:15 p.m. - 7:50 p.m.PUJ-YTZ
23h 35m1 stop
C$ 427Air Transat
Find Deal
Mon, 8 Dec - Fri, 12 Dec
Air Transat Logo
4:30 p.m. - 7:55 p.m.YTZ-PUJ
26h 25m1 stop
Air Transat Logo
9:15 p.m. - 10:20 a.m.PUJ-YTZ
14h 05m1 stop
C$ 428Air Transat
Find Deal
Wed, 31 Dec - Sun, 18 Jan
Flair Airlines Logo
7:05 a.m. - 11:30 a.m.YYZ-MBJ
4h 25mdirect
Flair Airlines Logo
12:30 p.m. - 4:45 p.m.MBJ-YYZ
4h 15mdirect
C$ 436Flair Airlines
Find Deal
Tue, 30 Dec - Mon, 12 Jan
Flair Airlines Logo
7:05 a.m. - 11:30 a.m.YYZ-MBJ
4h 25mdirect
Flair Airlines Logo
12:30 p.m. - 4:45 p.m.MBJ-YYZ
4h 15mdirect
C$ 445Flair Airlines
Find Deal
Mon, 24 Nov - Tue, 2 Dec
Air Canada Logo
12:30 a.m. - 2:00 p.m.YYZ-PUJ
12h 30m1 stop
Air Canada Logo
10:25 p.m. - 2:10 a.m.PUJ-YYZ
4h 45mdirect
C$ 446Air Canada
Find Deal
Tue, 11 Nov - Tue, 18 Nov
Air Canada Logo
10:30 a.m. - 12:45 a.m.YTZ-PUJ
13h 15m1 stop
Air Canada Logo
12:50 p.m. - 9:35 p.m.PUJ-YTZ
9h 45m1 stop
C$ 446Air Canada
Find Deal
Booking Insights

KAYAK's insights & trends for flights to Caribbean Islands

Get data-powered insights and trends for 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$ 216 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$ 361.

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$ 586 on average. The cheapest price found on KAYAK in the last 2 weeks was C$ 55 for the route Montreal Pierre Elliott Trudeau Intl Airport (YUL) to Fort-de-France (FDF). The most popular routes on KAYAK are Montreal to Fort-de-France which costs C$ 822 on average, and Toronto to Oranjestad, which costs C$ 690 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$ 593 (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$ 1,056 and C$ 1,028 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 a flight from Canada to Caribbean Islands, you should book around 7 weeks before departure, which saves you about 13% compared to booking last minute. 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 George Town Owen Roberts Intl Airport (GCM), with an average flight price of C$ 223.

Good to know

Low seasonSeptember
Cheapest flightC$ 189
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly (31% more expensive on average)
Flight from Toronto to Bridgetown

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 Wednesday when round-trip tickets can be as cheap as C$ 692. On the other hand, the most expensive day to fly is Sunday, when round-trip prices are C$ 776 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$ 523 on average. Morning departures are around 22% 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$ 726.

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$ 517, from Montreal Pierre Elliott Trudeau Intl C$ 611, from Ottawa C$ 771
  • 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.
8.0
Caribbean AirlinesOverall score based on 193 reviews
8.1Boarding
6.7Entertainment
6.8Food
7.8Comfort
8.4Crew
Airline reviews

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.

10.0 ExcellentAnonymous, Oct 2025POS - MCO
Read more Caribbean Airlines reviews

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.

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.

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.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

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

The only thing I can't give good or really good is the fact that we didn't have food ,just a packet of pretzels or cookies which is normal,and ofcourse there isn't any entertainment. I've always flowen WestJet ..I really like the airlines..this plane was smaller one ,pretty tight seating.

Again, flight was late. It’s expected of this airline now i guess.

The ceiling leaked water on me. The toilets smelled very bad in the rear cabin

Counter representative refused to check my luggage despite paying for it in advance

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

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Very good experience. Great cabin crew. Much better than expected

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 .

What do you expect from a Dash 8 plane? No seats really comfortable.

Delayed 8 hours, This is the 2nd time in a month that my flight was not on time.

Snacks were just placed and many people were hungry and unaware they were available. Ran out of water bottles. Attendants not available. Missed entire meal.

Very Bad experience with Swiss, they robbed me for additional baggage and misguided. The flight was delayed for 2hr 55 minutes, screens were not functional and food was also bad.

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

Too many delays. Seats too small. A budget airline. Will never fly Air Canada again.

On board wifi or other entertainment. Landlines option was good but ran late to Pearson

It was crazy, boarded over a hour late from scheduled departure. Then when arrived in BNA issued with getting off the plane…over 1/2 hour. Not looking forward to flying Air Canada, ever again.

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

Flight was late leaving. Charge for luggage which still has not arrived and will be delivered in a week.

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.

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.