Flights To Caribbean - Cheap Flights Starting at CA $177

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Jet to one of Caribbean's top cities

Bayahibe Beach which includes general coastal views

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, May 18 - Fri, May 29
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $369 Roundtrip, found 2 days ago
CA $369
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Mon, May 18 from Pearson Intl. to Norman Manley Intl., returning Fri, May 29, priced at CA $369 found 2 days ago
Thu, Mar 26 - Sat, Apr 11
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $385 Roundtrip, found 6 days ago
CA $385
Roundtrip
found 6 days ago
Select WestJet flight, departing Thu, Mar 26 from Pearson Intl. to Punta Cana Intl., returning Sat, Apr 11, priced at CA $385 found 6 days ago
Fri, Apr 24 - Wed, Jun 3
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $395 Roundtrip, found 1 hour ago
CA $395
Roundtrip
found 1 hour ago
Select WestJet flight, departing Fri, Apr 24 from Pearson Intl. to Sir Donald Sangster Intl., returning Wed, Jun 3, priced at CA $395 found 1 hour ago
Tue, May 19 - Wed, Jun 3
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $400 Roundtrip, found 2 days ago
CA $400
Roundtrip
found 2 days ago
Select WestJet flight, departing Tue, May 19 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Jun 3, priced at CA $400 found 2 days ago
Wed, Apr 8 - Sun, Apr 12
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $402 Roundtrip, just found
CA $402
Roundtrip
just found
Select WestJet flight, departing Wed, Apr 8 from Pearson Intl. to Lynden Pindling Intl., returning Sun, Apr 12, priced at CA $402 just found
Fri, Sep 18 - Sun, Sep 27
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $419 Roundtrip, found 6 days ago
CA $419
Roundtrip
found 6 days ago
Select Arajet flight, departing Fri, Sep 18 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Sun, Sep 27, priced at CA $419 found 6 days ago
Wed, Jan 20 - Thu, Jan 28
YUL
Pierre Elliott Trudeau Intl.
PUJ
Punta Cana Intl.
CA $421 Roundtrip, found 5 days ago
CA $421
Roundtrip
found 5 days ago
Select Arajet flight, departing Wed, Jan 20 from Pierre Elliott Trudeau Intl. to Punta Cana Intl., returning Thu, Jan 28, priced at CA $421 found 5 days ago
Fri, Aug 28 - Tue, Sep 1
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $433 Roundtrip, found 1 day ago
CA $433
Roundtrip
found 1 day ago
Select Arajet flight, departing Fri, Aug 28 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 1, priced at CA $433 found 1 day ago
OriginDestinationTravel datesFlights from*
LGASan JuanMay 10 to May 19CA $298
JFKMontego BayApril 25 to May 1CA $434
EWRSanto DomingoApril 16 to April 22CA $439
JFKPiarcoApril 14 to April 21CA $468
JFKPiarcoApril 14 to April 21CA $468
LGANassauApril 18 to April 25CA $482
BOSPiarcoMay 4 to May 12CA $501
EWRNassauApril 17 to April 23CA $522
EWRPiarcoApril 8 to April 15CA $532
EWRKingstonJune 20 to July 4CA $588
EWRKingstonJune 20 to July 4CA $588
JFKSantiago de los CaballerosApril 20 to April 24CA $592
JFKSanto DomingoApril 12 to April 24CA $595
BOSSantiago de los CaballerosApril 20 to May 4CA $619
JFKKingstonMay 4 to May 13CA $656
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIASan JuanMarch 27 to April 3CA $169
MIANassauMarch 29 to May 7CA $496
BOSNassauMarch 28 to April 2CA $539
LGANassauMarch 28 to April 3CA $614
EWRSan JuanMarch 27 to April 2CA $743
LGAPiarcoMarch 27 to March 30CA $792
JFKPiarcoMarch 27 to March 30CA $792
EWRPiarcoMarch 27 to March 30CA $889
JFKNassauMarch 28 to April 3CA $911
EWRNassauMarch 28 to April 3CA $911
LGAOranjestadMarch 29 to April 5CA $944
JFKOranjestadMarch 29 to April 5CA $950
EWROranjestadMarch 29 to April 5CA $1,017
JFKKingstonMarch 28 to April 4CA $1,221
JFKKingstonMarch 28 to April 4CA $1,221
*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

May 31 - Jun 7

7 night stay

Ottawa (YOW) to Santo Domingo (SDQ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,200, price is now CA $1,485 per person
CA $1,485
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

May 30 - Jun 6

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $5,264, price is now CA $2,128 per person
CA $2,128
per person
found 1 day ago
Ocean Coral Spring - All Inclusive
5.0-star property

Ocean Coral Spring - All Inclusive

Jun 10 - Jun 17

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

WestJet • Roundtrip • Coach
Price was CA $4,492, price is now CA $2,146 per person
CA $2,146
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! (1,002 reviews)
Great location and beautiful hotel. Service a little slow in the restaurant, but food quality was great. Room was clean and very comfortable.

Reviewed on Mar 19, 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 Cable Beach are located nearby.
8.6/10 Excellent! (2,378 reviews)
We stayed at this hotel two nights on either side of our week long trip to Eleuthera. It was a lovely hotel with resort vibes and the staff was extremely polite and helpful. Food and drink were delicious!

Reviewed on Mar 23, 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! (1,583 reviews)
Right in Old San Juan, excellent choice if you want to explore Old SJ

Reviewed on Mar 22, 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 Junkanoo Beach and Cable Beach are located nearby.
9/10 Wonderful! (1,437 reviews)
Completely fails to deliver for the price and set expectations. - Staff all look miserable, like you are actively making their day worse just by your presence at the resort. - Long lines for water park rides, competing with six cruise ships a day and no perks like priority lines for being a guest ...

Reviewed on Mar 23, 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 $169. 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 May. 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 $169. 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 $169 and CA $1,221 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.