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

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 5 days ago
CA $364
Roundtrip
found 5 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 5 days ago
Mon, May 18 - Fri, May 29
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $369 Roundtrip, found 18 hours ago
CA $369
Roundtrip
found 18 hours 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 18 hours ago
Fri, Mar 27 - Sat, Apr 11
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $377 Roundtrip, found 5 days ago
CA $377
Roundtrip
found 5 days ago
Select WestJet flight, departing Fri, Mar 27 from Pearson Intl. to Punta Cana Intl., returning Sat, Apr 11, priced at CA $377 found 5 days ago
Wed, Sep 16 - Sat, Sep 26
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $395 Roundtrip, found 3 days ago
CA $395
Roundtrip
found 3 days ago
Select Arajet flight, departing Wed, Sep 16 from Pearson Intl. to Punta Cana Intl., returning Sat, Sep 26, priced at CA $395 found 3 days ago
Mon, Apr 13 - Mon, Apr 20
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $402 Roundtrip, found 4 hours ago
CA $402
Roundtrip
found 4 hours ago
Select WestJet flight, departing Mon, Apr 13 from Pearson Intl. to Lynden Pindling Intl., returning Mon, Apr 20, priced at CA $402 found 4 hours ago
Wed, Apr 8 - Mon, Apr 13
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $402 Roundtrip, found 4 hours ago
CA $402
Roundtrip
found 4 hours ago
Select Porter Airlines flight, departing Wed, Apr 8 from Pearson Intl. to Lynden Pindling Intl., returning Mon, Apr 13, priced at CA $402 found 4 hours ago
Fri, Apr 10 - Sat, Apr 18
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $416 Roundtrip, found 10 hours ago
CA $416
Roundtrip
found 10 hours ago
Select United flight, departing Fri, Apr 10 from Pearson Intl. to Lynden Pindling Intl., returning Sat, Apr 18, priced at CA $416 found 10 hours ago
Fri, May 29 - Thu, Jun 4
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $424 Roundtrip, found 1 day ago
CA $424
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, May 29 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Jun 4, priced at CA $424 found 1 day ago
OriginDestinationTravel datesFlights from*
LGASan JuanMay 10 to May 19CA $298
EWRSanto DomingoMay 12 to May 19CA $420
EWRSanto DomingoMay 12 to May 19CA $420
JFKPiarcoApril 14 to April 21CA $468
JFKPiarcoApril 14 to April 21CA $468
JFKPunta CanaApril 10 to April 22CA $485
BOSPiarcoMay 4 to May 12CA $501
JFKOranjestadApril 25 to April 30CA $519
EWRNassauApril 17 to April 23CA $522
JFKNassauMay 25 to May 29CA $534
EWRMontego BayJune 5 to June 12CA $543
JFKSantiago de los CaballerosMay 5 to May 19CA $587
JFKSanto DomingoMay 5 to May 19CA $590
LGAKingstonMay 8 to May 15CA $608
JFKKingstonMay 4 to May 13CA $656
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIAPunta CanaMarch 29 to April 2CA $402
BOSNassauMarch 27 to March 29CA $671
LGANassauMarch 28 to March 30CA $677
EWRNassauMarch 28 to March 30CA $691
FLLKingstonMarch 28 to March 29CA $728
EWRSan JuanMarch 27 to April 2CA $730
JFKPiarcoMarch 27 to March 30CA $792
LGAPiarcoMarch 27 to March 30CA $792
JFKKingstonMarch 28 to April 4CA $808
JFKKingstonMarch 28 to April 4CA $808
MIAPiarcoMarch 27 to March 30CA $841
FLLPiarcoMarch 27 to March 30CA $856
EWRPiarcoMarch 27 to March 30CA $889
JFKNassauMarch 28 to March 30CA $896
JFKSan JuanMarch 29 to April 12CA $1,072
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Apr 28 - May 5

7 night stay

Toronto (YYZ) to Santo Domingo (SDQ)

United • Non-stop roundtrip • Coach
Price was CA $3,388, price is now CA $1,446 per person
CA $1,446
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 6 - Apr 13

7 night stay

Montreal (YUL) to Nassau (NAS)

Air Canada • Roundtrip • Coach
Price was CA $7,689, price is now CA $3,693 per person
CA $3,693
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

May 16 - May 23

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $5,201, price is now CA $2,528 per person
CA $2,528
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! (1,002 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! (2,372 reviews)
Great stay

Reviewed on Mar 21, 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
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! (1,430 reviews)
Very nice property and experience.

Reviewed on Mar 20, 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 $298. 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 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 $298. 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 $298 and CA $1,072 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.