Flights To Caribbean - Cheap Flights Starting at CA $184

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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, Dec 4 - Sat, Dec 12
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $378 Roundtrip, found 3 days ago
CA $378
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Dec 4 from Pearson Intl. to Luis Munoz Marin Intl., returning Sat, Dec 12, priced at CA $378 found 3 days ago
Wed, May 27 - Wed, Jun 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $382 Roundtrip, found 2 days ago
CA $382
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, May 27 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Jun 17, priced at CA $382 found 2 days ago
Fri, Sep 25 - Tue, Sep 29
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $390 Roundtrip, found 4 days ago
CA $390
Roundtrip
found 4 days ago
Select Arajet flight, departing Fri, Sep 25 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 29, priced at CA $390 found 4 days ago
Wed, May 27 - Thu, May 28
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $420 Roundtrip, found 17 hours ago
CA $420
Roundtrip
found 17 hours ago
Select United flight, departing Wed, May 27 from Pearson Intl. to Lynden Pindling Intl., returning Thu, May 28, priced at CA $420 found 17 hours ago
Fri, Jun 5 - Mon, Jun 15
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $422 Roundtrip, found 1 hour ago
CA $422
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Fri, Jun 5 from Pearson Intl. to Norman Manley Intl., returning Mon, Jun 15, priced at CA $422 found 1 hour ago
Tue, May 19 - Wed, Jun 3
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $429 Roundtrip, found 1 day ago
CA $429
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, May 19 from Pearson Intl. to Sir Donald Sangster Intl., returning Wed, Jun 3, priced at CA $429 found 1 day ago
Sat, Jan 30 - Sat, Feb 6
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $445 Roundtrip, found 2 days ago
CA $445
Roundtrip
found 2 days ago
Select Arajet flight, departing Sat, Jan 30 from Pearson Intl. to Punta Cana Intl., returning Sat, Feb 6, priced at CA $445 found 2 days ago
Sun, Jan 10 - Wed, Jan 20
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $451 Roundtrip, found 1 day ago
CA $451
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jan 10 from Pearson Intl. to Luis Munoz Marin Intl., returning Wed, Jan 20, priced at CA $451 found 1 day ago
OriginDestinationTravel datesFlights from*
JFKSan JuanJuly 6 to July 7CA $371
JFKMontego BayMay 18 to May 28CA $442
JFKMontego BayMay 18 to May 28CA $442
EWROranjestadJune 5 to June 12CA $454
MIAPiarcoMay 29 to June 3CA $468
LGASanto DomingoMay 10 to May 16CA $475
EWRMontego BayMay 10 to May 14CA $485
JFKNassauJune 2 to June 16CA $496
JFKNassauJune 2 to June 16CA $496
EWRSanto DomingoMay 10 to May 16CA $508
JFKPunta CanaJune 2 to June 9CA $515
EWRNassauMay 28 to June 2CA $542
JFKSantiago de los CaballerosMay 16 to May 26CA $570
EWRKingstonMay 16 to May 21CA $619
EWRPiarcoJuly 25 to August 3CA $874
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSSan JuanMay 2 to May 6CA $371
EWRSan JuanMay 1 to May 4CA $434
EWRSan JuanMay 1 to May 4CA $434
MIASanto DomingoMay 3 to May 17CA $438
BOSSanto DomingoMay 3 to May 8CA $474
JFKSantiago de los CaballerosMay 2 to May 11CA $592
JFKSantiago de los CaballerosMay 2 to May 11CA $592
JFKMontego BayMay 3 to May 12CA $619
JFKMontego BayMay 3 to May 12CA $619
EWRSanto DomingoMay 3 to June 1CA $649
EWRSanto DomingoMay 3 to June 1CA $649
JFKSanto DomingoMay 1 to May 4CA $683
JFKKingstonMay 1 to May 3CA $727
JFKKingstonMay 1 to May 3CA $727
EWRSantiago de los CaballerosMay 1 to May 10CA $851
*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

Jul 17 - Jul 24

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Air Canada • Coach

Montego Bay (MBJ) to Toronto (YYZ)

American Airlines • Coach
Price was CA $4,584, price is now CA $1,010 per person
CA $1,010
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Jun 21 - Jun 27

6 night stay

Montreal (YUL) to Santo Domingo (SDQ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,041, price is now CA $1,308 per person
CA $1,308
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

May 8 - May 15

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $3,893, price is now CA $1,747 per person
CA $1,747
per person
found 1 day ago
Don't see what you're looking for?
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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! (1,003 reviews)
Clean and and wonderful staff

Reviewed on Apr 24, 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 Cabbage Beach are located nearby.
8.6/10 Excellent! (2,508 reviews)
We had a great time here , our room was always clean , the amenities were clean and relaxed also the have a private beach which is perfect because is not packed and there’s always chairs to enjoy the beach .

Reviewed on Apr 25, 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! (1,653 reviews)
We had a nice stay for an overnight before our cruise. It is the perfect location for some great local good and sight seeing. We enjoyed a good breakfast before we left for the ship. They held our luggage for some more sight seeing.

Reviewed on Apr 25, 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 Atlantis Casino and Cabbage Beach are located nearby.
9/10 Wonderful! (1,464 reviews)
Bring your wallet! $1000 hold placed on credit card for incidentals and they are completely cashless. Don’t get much sleep because the first night the dishwasher beeped all night and had to call the front desk. The next night had to call again because the sprinkler was vibrating so loudly that it ...

Reviewed on Apr 24, 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 $371. 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 16 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 December. 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 $371. 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 $371 and CA $874 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.