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 5 days ago
CA $390
Roundtrip
found 5 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 5 days ago
Wed, May 27 - Thu, May 28
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $420 Roundtrip, found 1 day ago
CA $420
Roundtrip
found 1 day ago
Select United flight, departing Wed, May 27 from Pearson Intl. to Lynden Pindling Intl., returning Thu, May 28, priced at CA $420 found 1 day ago
Wed, Jul 8 - Wed, Aug 12
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $422 Roundtrip, found 3 hours ago
CA $422
Roundtrip
found 3 hours ago
Select Flair Airlines flight, departing Wed, Jul 8 from Pearson Intl. to Norman Manley Intl., returning Wed, Aug 12, priced at CA $422 found 3 hours ago
Mon, May 18 - Tue, Jun 2
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $429 Roundtrip, found 2 days ago
CA $429
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, May 18 from Pearson Intl. to Sir Donald Sangster Intl., returning Tue, Jun 2, priced at CA $429 found 2 days ago
Fri, Nov 13 - Thu, Dec 17
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $448 Roundtrip, found 5 days ago
CA $448
Roundtrip
found 5 days ago
Select Arajet flight, departing Fri, Nov 13 from Pearson Intl. to Punta Cana Intl., returning Thu, Dec 17, priced at CA $448 found 5 days ago
Wed, Feb 24 - Thu, Feb 25
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $449 Roundtrip, found 11 hours ago
CA $449
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, Feb 24 from Pearson Intl. to Luis Munoz Marin Intl., returning Thu, Feb 25, priced at CA $449 found 11 hours ago
OriginDestinationTravel datesFlights from*
EWRSan JuanMay 30 to June 6CA $230
EWRSan JuanMay 30 to June 6CA $230
JFKSan JuanJuly 6 to July 7CA $371
EWRPunta CanaJune 2 to June 9CA $399
JFKMontego BayMay 18 to May 28CA $442
JFKMontego BayMay 18 to May 28CA $442
JFKOranjestadMay 18 to May 23CA $481
EWRMontego BayMay 10 to May 14CA $485
JFKNassauJune 2 to June 16CA $496
JFKSantiago de los CaballerosMay 16 to June 6CA $571
JFKSantiago de los CaballerosMay 16 to June 6CA $571
EWRKingstonMay 16 to May 21CA $619
JFKPiarcoMay 15 to June 12CA $669
JFKPiarcoMay 15 to June 12CA $669
EWRPiarcoJuly 25 to August 3CA $874
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRSan JuanMay 1 to May 4CA $434
EWRSan JuanMay 1 to May 4CA $434
FLLMontego BayMay 3 to May 15CA $442
BOSSan JuanMay 3 to May 7CA $466
FLLKingstonMay 1 to May 4CA $529
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
JFKSanto DomingoMay 1 to May 4CA $683
BOSSantiago de los CaballerosMay 2 to May 6CA $716
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.
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Jul 5 - Jul 11

6 night stay

Montreal (YUL) to Santo Domingo (SDQ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $2,833, price is now CA $1,330 per person
CA $1,330
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

Jun 6 - Jun 13

7 night stay

Montreal (YUL) to Nassau (NAS)

Air Canada • Non-stop roundtrip • Coach
Price was CA $6,485, price is now CA $3,139 per person
CA $3,139
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

May 2 - May 9

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

American Airlines • Roundtrip • Coach
Price was CA $4,147, price is now CA $2,048 per person
CA $2,048
per person
just found
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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! (2,511 reviews)
Astronomical prices for an average hotel. The bathroom wasn't super clean and it was super uncomfortable. What is worst that hidden fees were held from my account without my authorization or any logic behind it. We are talking about almost $400 held in between 2 days besides with no prior communication ...

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! (1,654 reviews)
The room was clean and the air-conditioning was perfect. I slept very well. The staff was pleasant and very helpful. Breakfast buffet was good and filling with fresh fruit. We definitely plan to return.

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! (1,467 reviews)
Definitely enough things to do with the kiddos and family all together. Staff was super friendly and food was delicious although a little to much $$$$ for the food for sure :). But overall we will be coming back again. Only recommendation is to make any reservations you want before you get ...

Reviewed on Apr 25, 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 $230. 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 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 $230. 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 $230 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.