Flights To Caribbean - Cheap Flights Starting at CA $163

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A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.

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.

Mon, Dec 7 - Thu, Dec 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $352 Roundtrip, just found
CA $352
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Dec 7 from Pearson Intl. to Queen Beatrix Intl., returning Thu, Dec 17, priced at CA $352 just found
Sat, Nov 7 - Sat, Nov 14
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $353 Roundtrip, found 6 hours ago
CA $353
Roundtrip
found 6 hours ago
Select Flair Airlines flight, departing Sat, Nov 7 from Pearson Intl. to Sir Donald Sangster Intl., returning Sat, Nov 14, priced at CA $353 found 6 hours ago
Sat, Oct 31 - Thu, Nov 5
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $377 Roundtrip, just found
CA $377
Roundtrip
just found
Select Air Canada flight, departing Sat, Oct 31 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Nov 5, priced at CA $377 just found
Wed, Nov 11 - Wed, Nov 18
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $381 Roundtrip, found 5 hours ago
CA $381
Roundtrip
found 5 hours ago
Select Air Transat flight, departing Wed, Nov 11 from Pearson Intl. to Lynden Pindling Intl., returning Wed, Nov 18, priced at CA $381 found 5 hours ago
Fri, Jan 8 - Fri, Jan 15
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $388 Roundtrip, found 10 hours ago
CA $388
Roundtrip
found 10 hours ago
Select WestJet flight, departing Fri, Jan 8 from Pearson Intl. to Queen Beatrix Intl., returning Fri, Jan 15, priced at CA $388 found 10 hours ago
Mon, Jan 11 - Tue, Jan 12
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $398 Roundtrip, found 6 days ago
CA $398
Roundtrip
found 6 days ago
Select United flight, departing Mon, Jan 11 from Pearson Intl. to Queen Beatrix Intl., returning Tue, Jan 12, priced at CA $398 found 6 days ago
Mon, Oct 5 - Fri, Oct 23
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $412 Roundtrip, found 2 days ago
CA $412
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Mon, Oct 5 from Pearson Intl. to Norman Manley Intl., returning Fri, Oct 23, priced at CA $412 found 2 days ago
Mon, Feb 22 - Thu, Mar 4
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $442 Roundtrip, found 20 hours ago
CA $442
Roundtrip
found 20 hours ago
Select Flair Airlines flight, departing Mon, Feb 22 from Pearson Intl. to Punta Cana Intl., returning Thu, Mar 4, priced at CA $442 found 20 hours ago
OriginDestinationTravel datesFlights from*
EWRPunta CanaNovember 28 to December 4CA $434
JFKOranjestadNovember 16 to November 25CA $440
EWRSan JuanDecember 9 to December 14CA $443
EWRSan JuanDecember 9 to December 14CA $443
EWRSanto DomingoNovember 27 to December 5CA $500
EWRSanto DomingoNovember 27 to December 5CA $500
JFKMontego BayNovember 28 to December 4CA $503
JFKNassauDecember 2 to December 6CA $512
JFKPunta CanaOctober 20 to October 28CA $525
JFKSanto DomingoOctober 26 to October 30CA $552
BOSMontego BayNovember 21 to December 6CA $583
EWRSantiago de los CaballerosNovember 11 to November 16CA $598
EWRSantiago de los CaballerosNovember 11 to November 16CA $598
JFKSantiago de los CaballerosOctober 18 to October 23CA $600
JFKPiarcoOctober 9 to November 13CA $665
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKNassauSeptember 27 to October 1CA $507
JFKNassauSeptember 27 to October 1CA $507
EWRSan JuanSeptember 27 to October 9CA $590
JFKPunta CanaSeptember 27 to October 1CA $649
JFKSan JuanSeptember 26 to September 29CA $673
JFKMontego BaySeptember 27 to October 1CA $678
JFKMontego BaySeptember 27 to October 1CA $678
JFKSantiago de los CaballerosSeptember 27 to November 17CA $708
JFKSanto DomingoSeptember 26 to September 28CA $775
FLLMontego BaySeptember 26 to October 3CA $904
EWRSantiago de los CaballerosSeptember 27 to October 4CA $1,026
EWRPunta CanaSeptember 27 to October 4CA $1,094
JFKKingstonSeptember 27 to October 1CA $1,292
JFKKingstonSeptember 27 to October 1CA $1,292
EWROranjestadSeptember 27 to October 4CA $3,351
*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

Dec 1 - Dec 8

7 night stay

Ottawa (YOW) to Santo Domingo (SDQ)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $3,293, price is now CA $1,503 per person
CA $1,503
per person
found 1 day ago
Ocean Eden Bay - Adults Only - All inclusive
5.0-star property

Ocean Eden Bay - Adults Only - All inclusive

Dec 14 - Dec 21

7 night stay

Ottawa (YOW) to Montego Bay (MBJ)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $5,682, price is now CA $2,524 per person
CA $2,524
per person
found 1 day ago
Ocean Coral Spring - All Inclusive
5.0-star property

Ocean Coral Spring - All Inclusive

Dec 14 - Dec 21

7 night stay

Ottawa (YOW) to Montego Bay (MBJ)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $5,420, price is now CA $2,426 per person
CA $2,426
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.
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 Aquaventure and Atlantis Casino are located nearby.
8.6/10 Excellent! (3,064 reviews)
"I loved my stay here, staff is very friendly and everyone makes u feel safe and comfortable."

Reviewed on Sep 24, 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! (1,942 reviews)
"No restaurant, dirty and minimal pool furniture. No beach."

Reviewed on Sep 24, 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 Aquaventure and Atlantis Casino are located nearby.
9/10 Wonderful! (1,701 reviews)
"We were so impressed with our suite, we had so much space with a kitchen, dining room, living room, and everything was steps away, pools, beach, waterpark. We will definitely be back."

Reviewed on Sep 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 $352. 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 $352. 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 $352 and CA $3,351 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.