Flights To Caribbean - Cheap Flights Starting at CA $167

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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, Sep 25 - Tue, Oct 13
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $336 Roundtrip, found 6 days ago
CA $336
Roundtrip
found 6 days ago
Select Arajet flight, departing Fri, Sep 25 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Oct 13, priced at CA $336 found 6 days ago
Sat, Oct 31 - Sat, Nov 7
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $361 Roundtrip, just found
CA $361
Roundtrip
just found
Select Flair Airlines flight, departing Sat, Oct 31 from Pearson Intl. to Sir Donald Sangster Intl., returning Sat, Nov 7, priced at CA $361 just found
Wed, Aug 5 - Wed, Aug 26
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $382 Roundtrip, found 3 days ago
CA $382
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Wed, Aug 5 from Pearson Intl. to Lynden Pindling Intl., returning Wed, Aug 26, priced at CA $382 found 3 days ago
Wed, Sep 2 - Wed, Sep 9
YTZ
Billy Bishop Toronto City
NAS
Lynden Pindling Intl.
CA $423 Roundtrip, found 3 hours ago
CA $423
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Wed, Sep 2 from Billy Bishop Toronto City to Lynden Pindling Intl., returning Wed, Sep 9, priced at CA $423 found 3 hours ago
Fri, Mar 5 - Tue, Mar 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $441 Roundtrip, found 1 day ago
CA $441
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Fri, Mar 5 from Pearson Intl. to Punta Cana Intl., returning Tue, Mar 9, priced at CA $441 found 1 day ago
Sun, Nov 22 - Sun, Dec 6
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $499 Roundtrip, found 5 days ago
CA $499
Roundtrip
found 5 days ago
Select Flair Airlines flight, departing Sun, Nov 22 from Pearson Intl. to Norman Manley Intl., returning Sun, Dec 6, priced at CA $499 found 5 days ago
Mon, Sep 21 - Sat, Sep 26
YYZ
Pearson Intl.
POS
Piarco Intl.
CA $506 Roundtrip, found 1 hour ago
CA $506
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Mon, Sep 21 from Pearson Intl. to Piarco Intl., returning Sat, Sep 26, priced at CA $506 found 1 hour ago
Tue, Sep 8 - Fri, Sep 11
YTZ
Billy Bishop Toronto City
PUJ
Punta Cana Intl.
CA $518 Roundtrip, found 1 hour ago
CA $518
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Tue, Sep 8 from Billy Bishop Toronto City to Punta Cana Intl., returning Fri, Sep 11, priced at CA $518 found 1 hour ago
OriginDestinationTravel datesFlights from*
EWRSanto DomingoOctober 21 to November 4CA $476
EWRPunta CanaSeptember 12 to September 20CA $505
LGANassauOctober 20 to October 25CA $510
JFKNassauAugust 26 to September 1CA $511
EWRNassauOctober 20 to October 25CA $513
JFKMontego BaySeptember 15 to September 24CA $516
JFKOranjestadAugust 28 to September 3CA $529
JFKOranjestadAugust 28 to September 3CA $529
JFKPunta CanaOctober 19 to October 22CA $544
LGAPiarcoAugust 7 to August 15CA $577
JFKSantiago de los CaballerosOctober 1 to October 6CA $614
JFKSantiago de los CaballerosOctober 1 to October 6CA $614
JFKSanto DomingoSeptember 21 to October 7CA $621
EWRMontego BayAugust 29 to September 5CA $673
JFKKingstonAugust 20 to August 29CA $706
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKSan JuanJuly 25 to August 15CA $587
JFKSan JuanJuly 25 to August 15CA $587
EWRNassauJuly 25 to July 30CA $631
JFKPiarcoJuly 25 to August 1CA $682
JFKSantiago de los CaballerosJuly 26 to August 4CA $812
JFKSantiago de los CaballerosJuly 26 to August 4CA $812
JFKOranjestadJuly 26 to July 29CA $831
JFKOranjestadJuly 26 to July 29CA $831
JFKNassauJuly 25 to July 30CA $866
JFKSanto DomingoJuly 24 to July 27CA $924
JFKSanto DomingoJuly 24 to July 27CA $924
JFKKingstonJuly 26 to July 30CA $967
JFKKingstonJuly 26 to July 30CA $967
EWRSanto DomingoJuly 24 to August 1CA $977
JFKMontego BayJuly 24 to July 30CA $1,132
*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

Sep 3 - Sep 8

5 night stay

Hamilton (YHM) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,489, price is now CA $1,047 per person
CA $1,047
per person
found 21 hours ago
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

Oct 2 - Oct 9

7 night stay

Hamilton (YHM) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $5,680, price is now CA $2,044 per person
CA $2,044
per person
found 5 hours ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Oct 15 - Oct 22

7 night stay

Toronto (YTO) to Santo Domingo (SDQ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $2,750, price is now CA $1,233 per person
CA $1,233
per person
found 5 hours 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 Distrito T-Mobile are located nearby.
9.2/10 Wonderful! (1,006 reviews)
"My husband and I were married here so this hotel is special to us. We always have a wonderful stay when we go. It’s our favorite place in Old San Juan. The bed is comfortable and the location is great."

Reviewed on Jul 18, 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 Atlantis Casino are located nearby.
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 Distrito T-Mobile are located nearby.
9/10 Wonderful! (1,798 reviews)
"Comfortable and clean room. Staff is very friendly with excellent customer service."

Reviewed on Jul 20, 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! (1,577 reviews)
"I would visit here again, beautiful place!"

Reviewed on Jul 20, 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 $336. 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 $336. 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 $336 and CA $1,132 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.