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.

Wed, Aug 26 - Tue, Sep 1
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $346 Roundtrip, found 4 hours ago
CA $346
Roundtrip
found 4 hours ago
Select Arajet flight, departing Wed, Aug 26 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 1, priced at CA $346 found 4 hours ago
Wed, May 27 - Thu, Jun 11
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $349 Roundtrip, found 11 hours ago
CA $349
Roundtrip
found 11 hours ago
Select Arajet flight, departing Wed, May 27 from Pearson Intl. to Punta Cana Intl., returning Thu, Jun 11, priced at CA $349 found 11 hours ago
Fri, Jul 3 - Tue, Jul 7
YUL
Pierre Elliott Trudeau Intl.
PUJ
Punta Cana Intl.
CA $373 Roundtrip, just found
CA $373
Roundtrip
just found
Select Arajet flight, departing Fri, Jul 3 from Pierre Elliott Trudeau Intl. to Punta Cana Intl., returning Tue, Jul 7, priced at CA $373 just found
Fri, Apr 24 - Sun, May 24
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $384 Roundtrip, found 4 days ago
CA $384
Roundtrip
found 4 days ago
Select WestJet flight, departing Fri, Apr 24 from Pearson Intl. to Sir Donald Sangster Intl., returning Sun, May 24, priced at CA $384 found 4 days ago
Fri, Sep 4 - Tue, Sep 8
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $388 Roundtrip, found 4 hours ago
CA $388
Roundtrip
found 4 hours ago
Select Arajet flight, departing Fri, Sep 4 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Tue, Sep 8, priced at CA $388 found 4 hours ago
Wed, Apr 15 - Wed, Apr 22
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $388 Roundtrip, found 2 hours ago
CA $388
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Apr 15 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Apr 22, priced at CA $388 found 2 hours ago
Tue, Mar 24 - Tue, Mar 31
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $402 Roundtrip, just found
CA $402
Roundtrip
just found
Select WestJet flight, departing Tue, Mar 24 from Pearson Intl. to Lynden Pindling Intl., returning Tue, Mar 31, priced at CA $402 just found
Sun, Apr 26 - Sun, May 10
YUL
Pierre Elliott Trudeau Intl.
MBJ
Sir Donald Sangster Intl.
CA $427 Roundtrip, found 2 days ago
CA $427
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, Apr 26 from Pierre Elliott Trudeau Intl. to Sir Donald Sangster Intl., returning Sun, May 10, priced at CA $427 found 2 days ago
OriginDestinationTravel datesFlights from*
EWRSanto DomingoMay 7 to May 10CA $341
EWRPunta CanaMay 9 to May 16CA $358
LGAMontego BayApril 21 to April 28CA $398
JFKOranjestadJune 3 to June 8CA $405
JFKOranjestadJune 3 to June 8CA $405
EWRMontego BayApril 21 to April 28CA $409
JFKPiarcoJune 22 to July 6CA $448
JFKPiarcoJune 22 to July 6CA $448
JFKSanto DomingoMay 18 to May 20CA $474
JFKMontego BayJune 11 to June 19CA $490
EWRPiarcoMay 8 to May 15CA $493
EWRNassauApril 12 to April 21CA $494
JFKSantiago de los CaballerosMay 18 to June 1CA $551
JFKKingstonJune 1 to June 16CA $626
EWRKingstonMay 2 to May 9CA $680
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRMontego BayMarch 15 to March 19CA $415
EWRMontego BayMarch 15 to March 19CA $415
BOSSanto DomingoMarch 15 to March 19CA $431
EWRSan JuanMarch 15 to March 19CA $662
EWRSan JuanMarch 15 to March 19CA $662
JFKOranjestadMarch 13 to March 17CA $682
JFKSanto DomingoMarch 14 to March 20CA $760
JFKSanto DomingoMarch 14 to March 20CA $760
LGAKingstonMarch 13 to March 20CA $791
JFKPiarcoMarch 15 to March 21CA $847
EWRKingstonMarch 13 to March 20CA $857
JFKKingstonMarch 14 to March 18CA $911
EWRPiarcoMarch 15 to March 21CA $913
JFKMontego BayMarch 15 to March 21CA $1,237
EWROranjestadMarch 13 to March 17CA $1,828
*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

Toronto (YTO) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $4,562, price is now CA $1,000 per person
CA $1,000
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 21 - May 26

5 night stay

Toronto (YTO) to Montego Bay (MBJ)

Air Transat • Coach

Montego Bay (MBJ) to Toronto (YTO)

Air Canada • Coach
Price was CA $3,978, price is now CA $1,787 per person
CA $1,787
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Apr 20 - Apr 27

7 night stay

Hamilton (YHM) to Santo Domingo (SDQ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $4,054, price is now CA $1,929 per person
CA $1,929
per person
just found
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! (1,011 reviews)
Perfect location across from the Cathedral. A beautiful historic hotel.

Reviewed on Mar 7, 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! (2,326 reviews)
Clean room,staff are nice. I was supposed to have a room facing the garden, but I didn't see any of that. I only had a view of a parking lot.Nice room tho. Pool 24 hour and private beach wow!

Reviewed on Mar 9, 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! (1,564 reviews)
Clean room great air conditioning very friendly staff

Reviewed on Mar 10, 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! (1,442 reviews)
Had great time Family of 4 with 2 kids Amazing place to spend time

Reviewed on Mar 9, 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 $341. 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 August. 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 $341. 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 $341 and CA $1,828 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.

Destinations in Caribbean

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.