Flights To Caribbean - Cheap Flights Starting at CA $156

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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.

Fri, Dec 4 - Fri, Dec 11
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $302 Roundtrip, just found
CA $302
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Dec 4 from Pearson Intl. to Queen Beatrix Intl., returning Fri, Dec 11, priced at CA $302 just found
Sat, Mar 6 - Tue, Mar 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $354 Roundtrip, just found
CA $354
Roundtrip
just found
Select Arajet flight, departing Sat, Mar 6 from Pearson Intl. to Punta Cana Intl., returning Tue, Mar 9, priced at CA $354 just found
Sun, Nov 1 - Thu, Nov 5
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $361 Roundtrip, just found
CA $361
Roundtrip
just found
Select Porter Airlines flight, departing Sun, Nov 1 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Nov 5, priced at CA $361 just found
Wed, Dec 2 - Sun, Dec 6
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $361 Roundtrip, just found
CA $361
Roundtrip
just found
Select WestJet flight, departing Wed, Dec 2 from Pearson Intl. to Lynden Pindling Intl., returning Sun, Dec 6, priced at CA $361 just found
Wed, Dec 16 - Thu, Dec 24
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $367 Roundtrip, found 7 hours ago
CA $367
Roundtrip
found 7 hours ago
Select Porter Airlines flight, departing Wed, Dec 16 from Pearson Intl. to Sir Donald Sangster Intl., returning Thu, Dec 24, priced at CA $367 found 7 hours ago
Sat, Dec 5 - Sat, Dec 12
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $379 Roundtrip, just found
CA $379
Roundtrip
just found
Select Flair Airlines flight, departing Sat, Dec 5 from Pearson Intl. to Sir Donald Sangster Intl., returning Sat, Dec 12, priced at CA $379 just found
Sun, Nov 1 - Thu, Nov 5
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $379 Roundtrip, just found
CA $379
Roundtrip
just found
Select Air Transat flight, departing Sun, Nov 1 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Nov 5, priced at CA $379 just found
Sat, Mar 6 - Thu, Mar 11
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $380 Roundtrip, found 14 hours ago
CA $380
Roundtrip
found 14 hours ago
Select Arajet flight, departing Sat, Mar 6 from Pearson Intl. to Luis Munoz Marin Intl., returning Thu, Mar 11, priced at CA $380 found 14 hours ago
OriginDestinationTravel datesFlights from*
EWRSan JuanOctober 3 to October 11CA $357
JFKSan JuanOctober 24 to October 31CA $383
EWRSanto DomingoNovember 20 to November 27CA $443
JFKMontego BayOctober 19 to October 31CA $468
JFKMontego BayOctober 19 to October 31CA $468
JFKSanto DomingoOctober 28 to November 4CA $514
JFKKingstonOctober 30 to November 10CA $538
JFKKingstonOctober 30 to November 10CA $538
JFKSantiago de los CaballerosNovember 5 to November 13CA $540
EWRSantiago de los CaballerosNovember 15 to December 6CA $597
EWRKingstonSeptember 29 to October 6CA $612
BOSPiarcoSeptember 23 to September 27CA $643
JFKPiarcoOctober 6 to October 15CA $649
JFKPiarcoOctober 6 to October 15CA $649
EWRPiarcoNovember 24 to December 2CA $799
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRSan JuanSeptember 12 to September 18CA $478
EWRNassauSeptember 13 to September 17CA $521
EWRNassauSeptember 13 to September 17CA $521
JFKNassauSeptember 13 to September 18CA $531
JFKSan JuanSeptember 12 to September 15CA $534
JFKOranjestadSeptember 12 to September 19CA $628
JFKOranjestadSeptember 12 to September 19CA $628
EWRKingstonSeptember 12 to September 26CA $712
JFKSantiago de los CaballerosSeptember 12 to September 20CA $724
JFKSanto DomingoSeptember 13 to September 23CA $732
JFKSanto DomingoSeptember 13 to September 23CA $732
EWRSanto DomingoSeptember 12 to September 19CA $741
JFKKingstonSeptember 11 to September 24CA $957
EWROranjestadSeptember 13 to September 20CA $1,037
JFKPunta CanaSeptember 11 to September 27CA $1,395
*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

Oct 10 - Oct 17

7 night stay

Toronto (YYZ) to Santo Domingo (SDQ)

Sterling Blue • Roundtrip • Coach
Price was CA $3,144, price is now CA $1,467 per person
CA $1,467
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

Nov 9 - Nov 16

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

American Airlines • Non-stop • Coach

Montego Bay (MBJ) to Montreal (YUL)

Air Canada • Non-stop • Coach
Price was CA $5,769, price is now CA $2,394 per person
CA $2,394
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Sep 19 - Sep 26

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

WestJet • Roundtrip • Coach
Price was CA $3,816, price is now CA $1,786 per person
CA $1,786
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! (3,013 reviews)
"Staff was very friendly and very helpful. Room was clean. Grounds are well managed. The ocean view room to see the cruise ships was very nice."

Reviewed on Sep 7, 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.
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! (1,694 reviews)
"We completed our stay at Atlantis, and unfortunately, the overall experience was extremely disappointing. From the first night, we had no water and were unable to shower properly. Despite reporting this multiple times, we received no compensation or meaningful resolution. Customer service was also ..."

Reviewed on Sep 7, 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 $302. 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 $302. 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 $302 and CA $1,395 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.