Flights To Caribbean - Cheap Flights Starting at CA $177

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Jet to one of Caribbean's top cities

Bayahibe Beach which includes general coastal views

Punta Cana

Flights
Punta Cana

How Much Does it Cost To Fly To Caribbean?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, May 5 - Wed, Jun 3
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $364 Roundtrip, found 6 days ago
CA $364
Roundtrip
found 6 days ago
Select WestJet flight, departing Tue, May 5 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Jun 3, priced at CA $364 found 6 days ago
Mon, May 18 - Fri, May 29
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $369 Roundtrip, found 1 day ago
CA $369
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Mon, May 18 from Pearson Intl. to Norman Manley Intl., returning Fri, May 29, priced at CA $369 found 1 day ago
Thu, Mar 26 - Sat, Apr 11
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $385 Roundtrip, found 5 days ago
CA $385
Roundtrip
found 5 days ago
Select WestJet flight, departing Thu, Mar 26 from Pearson Intl. to Punta Cana Intl., returning Sat, Apr 11, priced at CA $385 found 5 days ago
Sat, Jan 16 - Thu, Jan 28
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $407 Roundtrip, found 6 days ago
CA $407
Roundtrip
found 6 days ago
Select Arajet flight, departing Sat, Jan 16 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Thu, Jan 28, priced at CA $407 found 6 days ago
Sat, May 30 - Fri, Jun 19
YUL
Pierre Elliott Trudeau Intl.
AUA
Queen Beatrix Intl.
CA $408 Roundtrip, found 6 days ago
CA $408
Roundtrip
found 6 days ago
Select WestJet flight, departing Sat, May 30 from Pierre Elliott Trudeau Intl. to Queen Beatrix Intl., returning Fri, Jun 19, priced at CA $408 found 6 days ago
Fri, Jan 15 - Thu, Jan 28
YUL
Pierre Elliott Trudeau Intl.
PUJ
Punta Cana Intl.
CA $421 Roundtrip, found 6 days ago
CA $421
Roundtrip
found 6 days ago
Select Arajet flight, departing Fri, Jan 15 from Pierre Elliott Trudeau Intl. to Punta Cana Intl., returning Thu, Jan 28, priced at CA $421 found 6 days ago
Thu, Jun 18 - Sun, Jun 21
YUL
Pierre Elliott Trudeau Intl.
NAS
Lynden Pindling Intl.
CA $445 Roundtrip, found 1 day ago
CA $445
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Jun 18 from Pierre Elliott Trudeau Intl. to Lynden Pindling Intl., returning Sun, Jun 21, priced at CA $445 found 1 day ago
Tue, Sep 8 - Sat, Sep 12
YUL
Pierre Elliott Trudeau Intl.
MBJ
Sir Donald Sangster Intl.
CA $451 Roundtrip, found 6 days ago
CA $451
Roundtrip
found 6 days ago
Select WestJet flight, departing Tue, Sep 8 from Pierre Elliott Trudeau Intl. to Sir Donald Sangster Intl., returning Sat, Sep 12, priced at CA $451 found 6 days ago
Thu, Apr 9 - Fri, Apr 17
YUL
Pierre Elliott Trudeau Intl.
MBJ
Sir Donald Sangster Intl.
CA $460 Roundtrip, found 3 days ago
CA $460
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Apr 9 from Pierre Elliott Trudeau Intl. to Sir Donald Sangster Intl., returning Fri, Apr 17, priced at CA $460 found 3 days ago
Thu, Apr 9 - Sat, Apr 11
YUL
Pierre Elliott Trudeau Intl.
NAS
Lynden Pindling Intl.
CA $468 Roundtrip, found 20 hours ago
CA $468
Roundtrip
found 20 hours ago
Select Porter Airlines flight, departing Thu, Apr 9 from Pierre Elliott Trudeau Intl. to Lynden Pindling Intl., returning Sat, Apr 11, priced at CA $468 found 20 hours ago
Tue, May 26 - Tue, Jun 2
YUL
Pierre Elliott Trudeau Intl.
AUA
Queen Beatrix Intl.
CA $477 Roundtrip, found 15 hours ago
CA $477
Roundtrip
found 15 hours ago
Select United flight, departing Tue, May 26 from Pierre Elliott Trudeau Intl. to Queen Beatrix Intl., returning Tue, Jun 2, priced at CA $477 found 15 hours ago
OriginDestinationTravel datesFlights from*
EWRSanto DomingoMay 5 to May 19CA $429
EWRSanto DomingoMay 5 to May 19CA $429
JFKMontego BayApril 25 to May 1CA $434
JFKPiarcoApril 14 to April 21CA $468
JFKPiarcoApril 14 to April 21CA $468
LGANassauApril 18 to April 25CA $482
JFKPunta CanaApril 10 to April 22CA $485
JFKNassauApril 18 to April 25CA $490
EWRNassauApril 17 to April 23CA $522
EWRMontego BayJune 5 to June 12CA $543
JFKSanto DomingoMay 5 to May 19CA $590
JFKSantiago de los CaballerosApril 20 to April 24CA $592
JFKSantiago de los CaballerosApril 20 to April 24CA $592
LGAKingstonMay 8 to May 15CA $608
JFKKingstonMay 4 to May 13CA $656
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZNassauMarch 29 to April 3CA $405
YYZPunta CanaMarch 28 to April 2CA $508
YYZOranjestadMarch 29 to April 1CA $610
LGANassauMarch 28 to March 30CA $677
YYZSan JuanMarch 29 to April 4CA $695
JFKSanto DomingoMarch 29 to April 9CA $753
YYZKingstonMarch 28 to April 4CA $786
LGAPiarcoMarch 27 to March 30CA $792
JFKPiarcoMarch 27 to March 30CA $792
YYZPiarcoMarch 29 to April 12CA $794
JFKMontego BayMarch 29 to April 2CA $1,152
YYZMontego BayMarch 27 to March 31CA $1,214
JFKKingstonMarch 28 to April 4CA $1,221
JFKKingstonMarch 28 to April 4CA $1,221
YYZSanto DomingoMarch 29 to April 4CA $1,674
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort
3.5-star property

Silver Creek Resort

Apr 23 - Apr 30

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $4,715, price is now CA $1,156 per person
CA $1,156
per person
found 19 hours ago
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

May 31 - Jun 7

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $5,257, price is now CA $2,162 per person
CA $2,162
per person
found 1 day ago
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive
4.0-star property

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Apr 27 - May 4

7 night stay

Montreal (YUL) to Nassau (NAS)

Air Canada • Coach

Nassau (NAS) to Montreal (YUL)

United • Coach
Price was CA $7,376, price is now CA $3,559 per person
CA $3,559
per person
found 1 day ago
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Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
9/10 Wonderful! (1,002 reviews)
Great location and beautiful hotel. Service a little slow in the restaurant, but food quality was great. Room was clean and very comfortable.

Reviewed on Mar 19, 2026

Opens in a new windowHotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.
8.6/10 Excellent! (2,377 reviews)
Wonderful accommodations in a great location. Comfortable room with lovely common areas featuring interesting historical information. Well maintained, housekept and attended. Good food and drink - but several convenient off-site options as well.

Reviewed on Mar 22, 2026

Opens in a new windowBritish Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street San Juan Puerto Rico
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby.
9/10 Wonderful! (1,580 reviews)
Very well organized, professional staff, excellent customer service, beautiful suite and great food!

Reviewed on Mar 16, 2026

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
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The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
Paradise Beach Drive Paradise Island New Providence
Book a stay at this luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.
9/10 Wonderful! (1,433 reviews)
Overall Amazing place. The beaches are spectacular and pristine. We snorkled every day and every day we saw sea turtles and tons of beautiful fish. In the hotel grounds there are pools with sea turtles, rays, sawfish, sharks, etc. The waterslides are exciting even for older kids and adventurous adults, ...

Reviewed on Mar 22, 2026

Opens in a new windowThe Reef at Atlantis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Caribbean?
Your next vacation doesn't have to make a huge dent in your budget. During the last seven days, the cheapest roundtrip flight to Caribbean cost CA $364. Find a cheap ticket and spend the money you save on cool experiences. This price was available on Travelocity for flights to Caribbean departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Caribbean?
Pack your bags and jet off with any of the 20 airlines that fly to Caribbean. Make a booking with popular air carrier, Sunrise Airways. It has approximately 43 flights per month to Santo Domingo, Caribbean's premier city, so finding a fare that suits should be a snap.
What is the cheapest month to fly to Caribbean?
Spend more money on great adventures rather than airfares by zipping off to Caribbean in May. This is the best-priced month to jet out to this place according to Travelocity's direct return flight demand from January to December last year. Browse through our range of flights and enjoy a change of scenery without emptying your bank account.
How can I check my flight status to Caribbean?
Check for updates on your flight to Caribbean, make changes and much more from our "Trips" customer portal. Found at the top right of our homepage, it's your gateway to viewing your bookings. Just log in or open an account in seconds. Savvy wanderers can also take advantage of the Travelocity app. You'll get real-time trip updates, along with the ability to book hotels, rental cars and activities while you're on the go. If you have friends or family flying with you, it's also a quick way to share travel info with each other.
How do I find the best deals on flights to Caribbean?
It's always good to book ahead of schedule, and if possible, avoid traveling during the busy tourist season. Another great way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. This will show you ticket prices for nearby days. In the last seven days, the lowest price for a return flight to Caribbean was CA $364. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Caribbean with Travelocity?
Pack your case and get set to take off with Travelocity. It's our job to find you fantastic deals on cheap flights to Caribbean. Whether you want flexible airfares with plenty of wiggle room or cheap family flights on budget carriers, we've got what you need.
How much is a flight to Caribbean on average?
Plane tickets for roundtrip flights to Caribbean cost between CA $364 and CA $1,674 in the last seven days. The moment you find an incredible deal, lock it in and get ready to set off on the getaway of your dreams with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.