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.

Wed, Aug 26 - Tue, Sep 1
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $346 Roundtrip, found 1 day ago
CA $346
Roundtrip
found 1 day 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 1 day ago
Mon, Jul 6 - Tue, Jul 14
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $349 Roundtrip, found 9 hours ago
CA $349
Roundtrip
found 9 hours ago
Select Arajet flight, departing Mon, Jul 6 from Pearson Intl. to Punta Cana Intl., returning Tue, Jul 14, priced at CA $349 found 9 hours ago
Thu, Mar 26 - Thu, Apr 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $375 Roundtrip, found 8 hours ago
CA $375
Roundtrip
found 8 hours ago
Select WestJet flight, departing Thu, Mar 26 from Pearson Intl. to Punta Cana Intl., returning Thu, Apr 9, priced at CA $375 found 8 hours ago
Sun, Apr 26 - Wed, May 20
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $383 Roundtrip, found 7 hours ago
CA $383
Roundtrip
found 7 hours ago
Select WestJet flight, departing Sun, Apr 26 from Pearson Intl. to Sir Donald Sangster Intl., returning Wed, May 20, priced at CA $383 found 7 hours ago
Sat, May 30 - Sat, Jun 6
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $387 Roundtrip, just found
CA $387
Roundtrip
just found
Select Air Canada flight, departing Sat, May 30 from Pearson Intl. to Queen Beatrix Intl., returning Sat, Jun 6, priced at CA $387 just found
Sun, Apr 5 - Thu, Apr 9
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $401 Roundtrip, just found
CA $401
Roundtrip
just found
Select WestJet flight, departing Sun, Apr 5 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Apr 9, priced at CA $401 just found
Wed, Apr 15 - Fri, Apr 17
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $416 Roundtrip, found 3 hours ago
CA $416
Roundtrip
found 3 hours ago
Select Porter Airlines flight, departing Wed, Apr 15 from Pearson Intl. to Lynden Pindling Intl., returning Fri, Apr 17, priced at CA $416 found 3 hours ago
Sat, May 30 - Tue, Jun 2
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $423 Roundtrip, found 1 hour ago
CA $423
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Sat, May 30 from Pearson Intl. to Punta Cana Intl., returning Tue, Jun 2, priced at CA $423 found 1 hour ago
OriginDestinationTravel datesFlights from*
EWRPunta CanaMay 9 to May 16CA $358
JFKSan JuanApril 9 to April 18CA $393
JFKPunta CanaMay 12 to May 16CA $420
JFKPiarcoApril 13 to April 17CA $453
JFKPiarcoApril 13 to April 17CA $453
JFKMontego BayJune 11 to June 19CA $490
EWRPiarcoMay 8 to May 15CA $493
EWRNassauApril 12 to April 21CA $494
EWRNassauApril 12 to April 21CA $494
JFKNassauApril 9 to April 15CA $533
JFKSanto DomingoMay 7 to May 10CA $548
JFKSantiago de los CaballerosMay 18 to June 1CA $551
EWRSantiago de los CaballerosApril 14 to April 20CA $574
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
EWRSantiago de los CaballerosMarch 14 to March 19CA $565
EWRSantiago de los CaballerosMarch 14 to March 19CA $565
JFKNassauMarch 13 to March 17CA $697
JFKSanto DomingoMarch 14 to March 20CA $760
JFKSanto DomingoMarch 14 to March 20CA $760
EWRPunta CanaMarch 13 to March 16CA $776
LGAKingstonMarch 13 to March 20CA $791
JFKPiarcoMarch 15 to March 21CA $847
JFKPiarcoMarch 15 to March 21CA $847
EWRPiarcoMarch 15 to March 21CA $913
BOSKingstonMarch 15 to March 18CA $943
JFKKingstonMarch 13 to March 20CA $1,042
JFKMontego BayMarch 15 to March 21CA $1,237
*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

May 3 - May 10

7 night stay

Toronto (YTO) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $4,381, price is now CA $891 per person
CA $891
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 25 - Jun 1

7 night stay

Toronto (YTO) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $5,226, price is now CA $2,160 per person
CA $2,160
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
found 21 hours 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! (1,011 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! (2,329 reviews)
The hotel was very well kept, especially considering how historic it is. Everything was clean and smelled great, which made the stay very comfortable.

Reviewed on Mar 10, 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! (1,566 reviews)
Clean room great air conditioning very friendly staff

Reviewed on Mar 10, 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! (1,423 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 $346. 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 $346. 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 $346 and CA $1,237 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.