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.

Wed, Sep 16 - Tue, Sep 22
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $392 Roundtrip, found 3 days ago
CA $392
Roundtrip
found 3 days ago
Select Arajet flight, departing Wed, Sep 16 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 22, priced at CA $392 found 3 days ago
Wed, May 27 - Wed, Jun 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $396 Roundtrip, found 1 day ago
CA $396
Roundtrip
found 1 day ago
Select WestJet flight, departing Wed, May 27 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Jun 17, priced at CA $396 found 1 day ago
Sun, Dec 6 - Fri, Dec 11
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $413 Roundtrip, found 5 days ago
CA $413
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sun, Dec 6 from Pearson Intl. to Luis Munoz Marin Intl., returning Fri, Dec 11, priced at CA $413 found 5 days ago
Fri, Jun 12 - Mon, Jun 15
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $420 Roundtrip, just found
CA $420
Roundtrip
just found
Select Air Canada flight, departing Fri, Jun 12 from Pearson Intl. to Lynden Pindling Intl., returning Mon, Jun 15, priced at CA $420 just found
Wed, Jun 3 - Sat, Jun 6
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $422 Roundtrip, found 1 hour ago
CA $422
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Wed, Jun 3 from Pearson Intl. to Lynden Pindling Intl., returning Sat, Jun 6, priced at CA $422 found 1 hour ago
Mon, May 18 - Tue, Jun 2
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $429 Roundtrip, found 4 days ago
CA $429
Roundtrip
found 4 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 4 days ago
Fri, Jun 12 - Fri, Jun 19
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $430 Roundtrip, just found
CA $430
Roundtrip
just found
Select Flair Airlines flight, departing Fri, Jun 12 from Pearson Intl. to Norman Manley Intl., returning Fri, Jun 19, priced at CA $430 just found
Sat, Sep 19 - Sat, Sep 26
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $448 Roundtrip, found 4 hours ago
CA $448
Roundtrip
found 4 hours ago
Select Arajet flight, departing Sat, Sep 19 from Pearson Intl. to Punta Cana Intl., returning Sat, Sep 26, priced at CA $448 found 4 hours ago
OriginDestinationTravel datesFlights from*
EWRSan JuanMay 30 to June 6CA $230
JFKMontego BayMay 18 to May 28CA $442
JFKMontego BayMay 18 to May 28CA $442
JFKOranjestadMay 18 to May 23CA $481
JFKNassauJune 2 to June 16CA $496
EWRSanto DomingoJune 6 to June 10CA $529
JFKSanto DomingoJune 4 to June 10CA $551
JFKSantiago de los CaballerosMay 16 to June 6CA $571
JFKSantiago de los CaballerosMay 16 to June 6CA $571
EWRSantiago de los CaballerosJune 19 to June 22CA $580
EWRPunta CanaJune 14 to June 18CA $584
JFKPiarcoMay 12 to May 16CA $607
JFKPiarcoMay 12 to May 16CA $607
EWRKingstonMay 16 to May 21CA $619
JFKKingstonMay 19 to May 26CA $689
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSSan JuanMay 3 to May 7CA $466
EWRSan JuanMay 2 to May 6CA $485
EWRSan JuanMay 2 to May 6CA $485
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
JFKOranjestadMay 3 to May 5CA $654
JFKOranjestadMay 3 to May 5CA $654
JFKSanto DomingoMay 1 to May 4CA $683
JFKSanto DomingoMay 1 to May 4CA $683
JFKKingstonMay 1 to May 3CA $727
JFKKingstonMay 1 to May 3CA $727
EWRSanto DomingoMay 1 to May 4CA $731
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 11 - Jul 18

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $4,513, price is now CA $925 per person
CA $925
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Jul 3 - Jul 10

7 night stay

Montreal (YUL) to Santo Domingo (SDQ)

Air Canada • Coach

Santo Domingo (SDQ) to Montreal (YUL)

WestJet • Coach
Price was CA $3,201, price is now CA $1,421 per person
CA $1,421
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

Jun 21 - Jun 28

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $5,591, price is now CA $2,650 per person
CA $2,650
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! (1,005 reviews)
My wife and I stayed for several nights in April. The old church turned convent turned hotel is lovely and very well located in Old San Juan just off a small square with a fountain. Cobblestone street leads past a large cathedral and many shops, ending at a park and old arched wall. It is historic. ...

Reviewed on Apr 26, 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! (2,520 reviews)
Very friendly staff, well maintained property, and very close to downtown. Shower could be 1-2 feet wider. Room was missing wash cloths and Kleenex (quickly resolved).

Reviewed on Apr 27, 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! (1,658 reviews)
Gorgeous hotel right off the port from our cruise. Wonderful pool, and very modern and clean. Plenty of walkable places nearby for shopping, dining and entertainment. Loved it. Second time here. Will be back again!

Reviewed on Apr 27, 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! (1,470 reviews)
We stayed in a two bedroom harbor view at the Reef. Had lots of space for 4 adults and one 20 year old. Room was clean and well appointed. Resort is beautiful and there is a ton to do. Loved the water park especially the rapid river. Marine life everywhere you turn and the dig is spectacular! Dining ...

Reviewed on Apr 26, 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 September. 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 $851 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.