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Find cheap flights to Caribbean Islands from C$ 139

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 28/7. 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
0 bags
Mon 10/6
Mon 17/6

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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$ 418
Montego Bay
Montego Bay2 stopsC$ 410
Oranjestad
Oranjestad2 stopsC$ 418
Nassau
NassaudirectC$ 343
Bridgetown
BridgetowndirectC$ 409
Kingston
KingstondirectC$ 366
Pointe-à-Pitre
Pointe-à-PitredirectC$ 580
Puerto Plata
Puerto PlatadirectC$ 464
Port of Spain
Port of Spain2 stopsC$ 577
Simpson Bay
Simpson BaydirectC$ 425
Fort-de-France
Fort-de-FrancedirectC$ 563
Willemstad
WillemstaddirectC$ 377
Santo Domingo
Santo DomingodirectC$ 366
Providenciales
ProvidencialesdirectC$ 349
George Town
George TowndirectC$ 327
St. John's
St. John'sdirectC$ 470

Good to know

Low season

September

High season

December

Cheapest flight

C$ 139
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly (17% more expensive on average)
Flight from Toronto Pearson Airport to Nassau

FAQs - booking Caribbean Islands flights

  • How long is the flight to Caribbean Islands?

    An average direct flight from Canada to Caribbean Islands takes 7h 41m, covering a distance of 6051 km. The most popular route is Montreal - Punta Cana with an average flight time of 4h 20m.

  • What is the cheapest flight to Caribbean Islands?

    The cheapest ticket to Caribbean Islands from Canada found in the last 72 hours was C$ 366. The most popular route is Montreal Pierre Elliott Trudeau Intl to Punta Cana and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 544.

  • Which airlines fly to Caribbean Islands?

    Air Canada, WestJet & Sunwing Airlines fly the most frequently from Canada to Caribbean Islands.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (23% of total searches to Caribbean Islands). The next most popular destinations are Montego Bay (13%) and Nassau (9%). Searches for flights to Oranjestad (5%), to Bridgetown (4%) and to Willemstad (4%) are also popular.

  • How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a given destination and date is likely to change within 7 days, so travellers know whether to wait or book now.

See more FAQs

Top tips for finding cheap flights to Caribbean Islands

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Caribbean Islands flight deals.

Top 5 airlines flying to Caribbean Islands

 
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 186 reviews
8.2Boarding
6.7Entertainment
8.3Crew
6.7Food
7.6Comfort
Airline reviews

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

10.0 Excellentsusan, Apr. 2024MIA - POS
Read more about Caribbean Airlines reviews

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

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

Super unproffesional flight . Flight attendants were unproffesional. I could hear them gossiping about theor boyfriends the whole trip

The connecting flight lay over was 4.00 hours, the gate agent booked me on the next flight which was about to depart at no extra cost.

The ticket price was reasonable, food was okay, not the best. I would use the service again.

Actually the flight was on time. New plane, food was okay but not great.

Old plane, hard seats, 1.30 hours delay, while seating on the plane waiting for departure.

Great boarding. Everything was on time. Plane was a bit old and the crew could have provided better drink service.

Boarding was a little chaotic but it was a very large flight. It just wasn’t fast. And there was no noticeable difference between zones boarding.

Crew was pleasant. Aircraft was very dated and uncomfortable for our nearly 4 hour flight. We were in row 17 and they ran out of purchasable food by the time they got to us.

We were lucky enough to arrive at the right time. The staff at YYZ did our complete check in and luggage tags for us. Even made sure we knew where we were to head next and how to get there. It truly was one of the best and easiest check inside. Thanks team.

Compagnie efficace et bons prix. Les sièges en classe club pourraient être plus confortables.

Too many oversized carryon baggage. If carrier reduced checked luggage fee this could be avoided. The staff were friendly and helpful, very professional.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

Nice smooth flight with pleasant stewards. Slept most of the flight, they could have slowly turned on the lights to make it more pleasant. Otherwise a good trip.

Great! No food was available during the flight due to the catering service strike but snacks were given throughout the flight which was nice.

Boarding, staff and flight great. A bit disappointed with no in flight online entertainment but I'll live. Landing was a bit of a jolt (more than usual) but hey everything else was smooth. LoL

I’ve been delayed for two days and I’m still stuck in Honolulu tired spending money

1.5 hours late departing YVR for a 14-minute flight. Packed waiting area. Full plane. Families with tired, screaming kids. 40-minute wait for baggage at YYJ. For a Dash-8. Obviously there was some kind of breakdown but there was no communication from anyone. Most of this was not WestJet's fault but it was an unpleasant night overall. I fell asleep in a chair waiting for the luggage carousel to start.

Nothing to like about flying in the Dash 8s. With very small seats, little legroom, and a very noisy plane, nothing about such trips is enjoyable.

I wish that seats closer to the front of the plan were available, but when I booked the flight the seats were VERY expensive so I did not book seats at that time. The day before flying only seats at the back of the plane were available. It takes so long to board the plane and empty the plane on arrival due to SO many roller bags.

Difficult to say. Over crowded but that is the fault of the airplane not WestJet

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

Two flights,both poor. No entertainment. Cramped and uncomfortable seats, little space, the rest was OK. Staff were acceptable good.

The crew was doing their best on an old plane needing updating. Chairs that creaked and wouldn’t stay in position. My tray table was unusable as was on-board entertainment due the audio needing usb earphones (that were not provided). Prior to boarding in Toronto and despite being scheduled for a wheelchair and assistance, we were dropped off by clubcar without a wheelchair which I found myself by a gate. Due to no boarding gate assigned at that time we waited and when it was, it subsequently was moved from 64 to 95. No help could be found so I pushed my husband’s chair to that furthest gate in the airport at the highest speed possible for a 73 year old. And by that I mean I ran. It was a very stressful experience.

Wifi wasn't working on one of the UA flights after boarding.

Leg room was lacking. Legs crammed into seat in front.

T hey did a great job. Flight was on time .

the plane was old. the wifi didn’t work. the entertainment was boring and dated. the charging ports were impossible to find. i was mostly ignored by flight attendants that had no problem speaking to the man beside me. i got two drinks the entire time i was on the plane.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

The flight I was connecting with waited for me even though my 1st flight was late. I really appreciated that.

The seat is too hard and my back and bottom are having servers pain

Overall, I would have to say my experience with Air Canada was mediocre their DC tens. Need to be updated not comfortable at all. Only one out of my four flights was decent. The staffing was very nice. Going through customs in Montreal was quick and easy. Air Canada has room for improvement with their facilities.

The first flight Seattle to Toronto was very poor. My seat was changed. The aircraft was changed. They were having issues with the meals. My second flight from Toronto to Quebec was fine. Short flight still no entertainment. My third flight Quebec to Montreal was very short seats are very uncomfortable, too old and way worn out almost like sitting on a bench. My last flight Montreal to Seattle was fine. Finally, they had some entertainment. Proper food was offered as advertised flight staff was accommodating and friendly, but once again, the aircraft seats are hard like benches.

Crew was terrific. In flight entertainment system is very slow and the touch screen can be not sensitive enough or too sensitive. It was such a pain to pause a movie in case when I unpaused it accidentally thought I presses stop. This happened 3 times. I gave up and went back to my phone for entertainment.

Everything was great. I really like how they had their safety film set up showing you the beauty of the country.

it was our first flight with Air Canada. The flight was very good. The arrived 10 minutes early. The crew was attentive and very professional. The seats were comfortable and the food was fine. There were a lot of movies and TV shows to choose from. The boading was OK, but it is more about the Montreal airport procedures, but not about Air Canada.

Crew was very respectful and ready to serve. Much better than before.

This time my experience was superior! Much better and improved from after the COVID-19. I hope they maintain the same. Earlier, service (specially crew attitude) was awful and sometime rude, but this time, crew was very welcoming, respectful and ready to serve. I will definitely repeat :-)

Inexperienced crew. Food was so so. They lost my luggage on a direct flight. Was flying business so my luggage was priority. Not impressed.

I liked the early check in. Flight was a bit bumpy due yo weather. Overall, everything went well.

I couldn't rate food or entertainment as neither were a factor in my short flight. I was impressed with with respect of time and schedule. Also, this was an incredibly smooth flight from terminal to terminal. My only minor complaint was being woken up for refreshment service. This was the end of a very long day, and I was happy to miss a juice box and pretzels for a little rest.

Book Cheap Caribbean Islands Plane Tickets

Recent round-trip flight deals

14/6Fri
directWestJet
3h 21mYYZ-NAS
17/6Mon
directWestJet
3h 25mNAS-YYZ
C$ 343
23/6Sun
directWestJet
3h 18mYYZ-NAS
27/6Thu
directWestJet
3h 25mNAS-YYZ
C$ 345
7/6Fri
directAir Canada
3h 15mYYZ-NAS
11/6Tue
directAir Canada
3h 25mNAS-YYZ
C$ 357
21/10Mon
2 stopsUnited Airlines
16h 31mYYZ-NAS
28/10Mon
2 stopsUnited Airlines
22h 29mNAS-YYZ
C$ 375
4/6Tue
2 stopsUnited Airlines
21h 03mYYZ-NAS
11/6Tue
1 stopUnited Airlines
7h 10mNAS-YYZ
C$ 376
24/5Fri
directAir Canada
5h 10mYYZ-CUR
31/5Fri
directAir Canada
5h 25mCUR-YYZ
C$ 377
14/6Fri
1 stopAir Transat
14h 30mYYZ-PUJ
17/6Mon
directAir Transat
4h 30mPUJ-YYZ
C$ 499
10/6Mon
directAir Transat
4h 25mYYZ-PUJ
17/6Mon
directAir Transat
4h 30mPUJ-YYZ
C$ 506
9/6Sun
directCaribbean Airlines
4h 15mYYZ-KIN
16/6Sun
directCaribbean Airlines
4h 15mKIN-YYZ
C$ 598
9/6Sun
directCaribbean Airlines
4h 15mYYZ-KIN
16/6Sun
directCaribbean Airlines
4h 15mKIN-YYZ
C$ 613

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Recent one-way flight deals

28/7Sun
directWestJet
3h 18mYYZ-NAS
C$ 139
20/6Thu
directWestJet
3h 18mYYZ-NAS
C$ 142
12/6Wed
directAir Canada
3h 15mYYZ-NAS
C$ 152
31/8Sat
1 stopUnited Airlines
7h 40mYYZ-NAS
C$ 163
12/6Wed
1 stopUnited Airlines
9h 43mYYZ-NAS
C$ 164
10/6Mon
directAir Canada
5h 20mYYZ-BGI
C$ 175
13/6Thu
directAir Transat
4h 05mYYZ-MBJ
C$ 269
12/6Wed
1 stopAir Transat
16h 10mYTZ-PUJ
C$ 272
30/6Sun
directCaribbean Airlines
4h 15mYYZ-KIN
C$ 386
19/5Sun
directCaribbean Airlines
4h 15mYYZ-KIN
C$ 388

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Last minute flights to Caribbean Islands

Last minute flight, train and bus deals

12/5Sun
directWestJet
5h 09mYYZ-CUR
19/5Sun
directWestJet
5h 42mCUR-YYZ
C$ 361
12/5Sun
directWestJet
5h 09mYYZ-CUR
19/5Sun
directWestJet
5h 42mCUR-YYZ
C$ 371
13/5Mon
directAir Canada
5h 20mYYZ-BGI
25/5Sat
directAir Canada
5h 45mBGI-YYZ
C$ 414
12/5Sun
multi-stopUnited Airlines
6h 25mYYZ-PUJ
13/5Mon
multi-stopUnited Airlines
25h 23mPUJ-YYZ
C$ 439
15/5Wed
multi-stopUnited Airlines
18h 53mYYZ-NAS
18/5Sat
multi-stopUnited Airlines
7h 53mNAS-YYZ
C$ 451
14/5Tue
multi-stopAir Canada
12h 25mYYZ-PUJ
29/5Wed
multi-stopAir Canada
20h 22mPUJ-YYZ
C$ 520
13/5Mon
directAir Transat
4h 25mYYZ-PUJ
23/5Thu
multi-stopAir Transat
29h 50mPUJ-YYZ
C$ 585
15/5Wed
directAir Transat
4h 25mYYZ-PUJ
29/5Wed
multi-stopAir Transat
29h 55mPUJ-YYZ
C$ 593
14/5Tue
directCaribbean Airlines
5h 40mYYZ-POS
11/6Tue
directCaribbean Airlines
6h 05mPOS-YYZ
C$ 990
13/5Mon
multi-stopCaribbean Airlines
15h 10mYYZ-KIN
20/5Mon
directCaribbean Airlines
4h 15mKIN-YYZ
C$ 1,041

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Flights to Caribbean Islands

Return flight deals:

Caribbean Islands - Canada

Cabin classes:

C$ 383
C$ 502
C$ 368
C$ 59

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