Flights To Caribbean - Cheap Flights Starting at CA $184

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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.

Fri, Jun 19 - Tue, Jun 23
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $330 Roundtrip, found 6 days ago
CA $330
Roundtrip
found 6 days ago
Select Arajet flight, departing Fri, Jun 19 from Pearson Intl. to Punta Cana Intl., returning Tue, Jun 23, priced at CA $330 found 6 days ago
Wed, Aug 26 - Tue, Sep 1
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $345 Roundtrip, found 5 hours ago
CA $345
Roundtrip
found 5 hours ago
Select Arajet flight, departing Wed, Aug 26 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 1, priced at CA $345 found 5 hours ago
Fri, Mar 27 - Thu, Apr 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $376 Roundtrip, found 7 hours ago
CA $376
Roundtrip
found 7 hours ago
Select WestJet flight, departing Fri, Mar 27 from Pearson Intl. to Punta Cana Intl., returning Thu, Apr 9, priced at CA $376 found 7 hours ago
Fri, Apr 24 - Sun, May 24
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $384 Roundtrip, found 3 days ago
CA $384
Roundtrip
found 3 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 3 days ago
Wed, Jun 10 - Wed, Jun 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $388 Roundtrip, found 2 hours ago
CA $388
Roundtrip
found 2 hours ago
Select WestJet flight, departing Wed, Jun 10 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Jun 17, priced at CA $388 found 2 hours ago
Mon, Apr 20 - Wed, Apr 29
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $397 Roundtrip, found 1 day ago
CA $397
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Apr 20 from Pearson Intl. to Luis Munoz Marin Intl., returning Wed, Apr 29, priced at CA $397 found 1 day ago
Wed, Sep 16 - Wed, Sep 23
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $409 Roundtrip, found 5 days ago
CA $409
Roundtrip
found 5 days ago
Select United flight, departing Wed, Sep 16 from Pearson Intl. to Luis Munoz Marin Intl., returning Wed, Sep 23, priced at CA $409 found 5 days ago
Thu, Apr 9 - Tue, Apr 14
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $417 Roundtrip, just found
CA $417
Roundtrip
just found
Select WestJet flight, departing Thu, Apr 9 from Pearson Intl. to Lynden Pindling Intl., returning Tue, Apr 14, priced at CA $417 just found
OriginDestinationTravel datesFlights from*
EWRSanto DomingoMay 9 to May 15CA $341
EWRSanto DomingoMay 9 to May 15CA $341
JFKSan JuanMay 24 to May 29CA $392
EWRMontego BayApril 21 to April 28CA $409
EWRPiarcoApril 13 to April 17CA $421
EWRPiarcoApril 13 to April 17CA $421
JFKPiarcoApril 13 to April 17CA $453
LGAKingstonApril 13 to April 22CA $454
EWRKingstonApril 13 to April 22CA $465
JFKSanto DomingoMay 18 to May 20CA $474
JFKMontego BayJune 11 to June 19CA $490
EWRNassauApril 12 to April 21CA $494
JFKNassauApril 9 to April 15CA $533
JFKSantiago de los CaballerosMarch 23 to May 8CA $540
JFKKingstonJune 1 to June 16CA $626
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIASan JuanMarch 13 to March 17CA $398
EWRSantiago de los CaballerosMarch 14 to March 19CA $565
EWRSan JuanMarch 15 to March 19CA $638
EWRSan JuanMarch 15 to March 19CA $638
JFKSanto DomingoMarch 14 to March 20CA $782
LGAKingstonMarch 13 to March 20CA $791
JFKSan JuanMarch 15 to March 19CA $819
JFKPiarcoMarch 15 to March 21CA $847
JFKPiarcoMarch 15 to March 21CA $847
EWRKingstonMarch 13 to March 20CA $857
EWRMontego BayMarch 15 to March 21CA $912
EWRMontego BayMarch 15 to March 21CA $912
EWRPiarcoMarch 15 to March 21CA $913
JFKKingstonMarch 14 to March 18CA $951
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 15 - May 22

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

American Airlines • Non-stop roundtrip • Coach
Price was CA $4,458, price is now CA $901 per person
CA $901
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 27

6 night stay

Montreal (YUL) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $4,678, price is now CA $2,049 per person
CA $2,049
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 19 - Apr 26

7 night stay

Montreal (YUL) to Santo Domingo (SDQ)

United • Non-stop roundtrip • Coach
Price was CA $3,747, price is now CA $1,729 per person
CA $1,729
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! (1,011 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! (2,324 reviews)
Overall it was good, but attention to detail could be better. We are a family of 4 in a double room city view and there were only 2 towels and not enough hangers. We had to ask for a hair dryer even though it was listed. There aren't enough towel bars,very little space to hang things and the shower ...

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! (1,563 reviews)
Clean room wasn’t helpful when trying to get change. Great location.

Reviewed on Mar 9, 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! (1,442 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 $330. 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 June. 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 $330. 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 $330 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.