Flights To Caribbean - Cheap Flights Starting at CA $177

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Caribbean's top cities

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.

Sat, Apr 25 - Tue, Jun 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $302 Roundtrip, found 2 days ago
CA $302
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Sat, Apr 25 from Pearson Intl. to Punta Cana Intl., returning Tue, Jun 9, priced at CA $302 found 2 days ago
Wed, Apr 29 - Wed, May 13
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $385 Roundtrip, found 10 hours ago
CA $385
Roundtrip
found 10 hours ago
Select United flight, departing Wed, Apr 29 from Pearson Intl. to Lynden Pindling Intl., returning Wed, May 13, priced at CA $385 found 10 hours ago
Tue, May 19 - Fri, Jun 5
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $388 Roundtrip, found 11 hours ago
CA $388
Roundtrip
found 11 hours ago
Select WestJet flight, departing Tue, May 19 from Pearson Intl. to Queen Beatrix Intl., returning Fri, Jun 5, priced at CA $388 found 11 hours ago
Sun, May 17 - Sun, Jun 7
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $395 Roundtrip, found 3 days ago
CA $395
Roundtrip
found 3 days ago
Select WestJet flight, departing Sun, May 17 from Pearson Intl. to Sir Donald Sangster Intl., returning Sun, Jun 7, priced at CA $395 found 3 days ago
Mon, Apr 13 - Wed, Apr 15
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $404 Roundtrip, just found
CA $404
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Apr 13 from Pearson Intl. to Lynden Pindling Intl., returning Wed, Apr 15, priced at CA $404 just found
Thu, Sep 17 - Mon, Sep 21
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $404 Roundtrip, found 3 days ago
CA $404
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Sep 17 from Pearson Intl. to Luis Munoz Marin Intl., returning Mon, Sep 21, priced at CA $404 found 3 days ago
Sat, Jun 6 - Tue, Jun 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $419 Roundtrip, found 3 hours ago
CA $419
Roundtrip
found 3 hours ago
Select Arajet flight, departing Sat, Jun 6 from Pearson Intl. to Punta Cana Intl., returning Tue, Jun 9, priced at CA $419 found 3 hours ago
Thu, Jun 4 - Wed, Jun 10
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $426 Roundtrip, found 6 days ago
CA $426
Roundtrip
found 6 days ago
Select Air Canada flight, departing Thu, Jun 4 from Pearson Intl. to Lynden Pindling Intl., returning Wed, Jun 10, priced at CA $426 found 6 days ago
OriginDestinationTravel datesFlights from*
JFKSan JuanMay 8 to May 16CA $421
EWRSanto DomingoApril 14 to April 21CA $427
EWRSanto DomingoApril 14 to April 21CA $427
JFKMontego BayMay 3 to May 9CA $439
JFKMontego BayMay 3 to May 9CA $439
LGAOranjestadMay 2 to May 8CA $464
JFKNassauApril 18 to April 24CA $486
JFKNassauApril 18 to April 24CA $486
JFKOranjestadMay 3 to May 20CA $487
EWRNassauApril 17 to April 23CA $523
JFKSanto DomingoMay 16 to May 18CA $531
JFKPiarcoApril 18 to April 24CA $550
JFKPiarcoApril 18 to April 24CA $550
JFKSantiago de los CaballerosApril 23 to May 4CA $593
JFKKingstonMay 7 to May 10CA $675
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKMontego BayApril 3 to April 6CA $451
JFKMontego BayApril 3 to April 6CA $451
JFKSan JuanApril 3 to April 6CA $507
JFKSan JuanApril 3 to April 6CA $507
EWRSan JuanApril 3 to April 6CA $585
JFKOranjestadApril 5 to April 8CA $620
EWRPunta CanaApril 3 to April 8CA $654
EWRPunta CanaApril 3 to April 8CA $654
EWROranjestadApril 3 to April 6CA $671
JFKNassauApril 3 to April 5CA $673
JFKNassauApril 3 to April 5CA $673
EWRSanto DomingoApril 3 to April 6CA $745
EWRSanto DomingoApril 3 to April 6CA $745
JFKSanto DomingoApril 3 to April 6CA $745
JFKPunta CanaApril 3 to April 8CA $789
*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

Jun 27 - Jul 2

5 night stay

Toronto (YTO) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $3,495, price is now CA $943 per person
CA $943
per person
found 1 day ago
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

Jun 3 - Jun 9

6 night stay

Hamilton (YHM) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $4,605, price is now CA $1,921 per person
CA $1,921
per person
found 1 day ago
Ocean Coral Spring - All Inclusive
5.0-star property

Ocean Coral Spring - All Inclusive

Jun 3 - Jun 9

6 night stay

Hamilton (YHM) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $4,386, price is now CA $2,075 per person
CA $2,075
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Caribbean
View all trips

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! (1,006 reviews)
Staff was helpful, place beautiful

Reviewed on Mar 27, 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! (2,412 reviews)
Good food Nice staff Good drinks Nice back area

Reviewed on Mar 31, 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! (1,596 reviews)
Room was not ready for check in till 453pm, that is 53 minutes after check-in time. Bell staff was great, front desk staff just ok, not tge best hospitality, the bell staff mafe up for it. No pol towels either. Hot tub water was not as clear as it should be, water was hot though. Room was ...

Reviewed on Mar 30, 2026

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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! (1,458 reviews)
Yes it was a very great stay loved it. We rented a side x side and kept it outside. I loved thatjust to be able to do whatever. The resort is huge but it isnt a bad walk anywhere its is layed out very well. Overall the best spring break we have had.

Reviewed on Mar 29, 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 $302. 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 15 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 April. 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 $302. 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 $302 and CA $789 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.