Flights To Caribbean - Cheap Flights Starting at CA $164

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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.

Sat, May 30 - Tue, Jun 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $350 Roundtrip, found 3 days ago
CA $350
Roundtrip
found 3 days ago
Select Flair Airlines flight, departing Sat, May 30 from Pearson Intl. to Punta Cana Intl., returning Tue, Jun 9, priced at CA $350 found 3 days ago
Sat, Sep 26 - Tue, Sep 29
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $383 Roundtrip, found 4 days ago
CA $383
Roundtrip
found 4 days ago
Select Arajet flight, departing Sat, Sep 26 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 29, priced at CA $383 found 4 days ago
Tue, May 19 - Fri, Jun 5
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $388 Roundtrip, found 6 days ago
CA $388
Roundtrip
found 6 days ago
Select WestJet flight, departing Tue, May 19 from Pearson Intl. to Queen Beatrix Intl., returning Fri, Jun 5, priced at CA $388 found 6 days ago
Mon, Apr 13 - Fri, Apr 17
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $403 Roundtrip, found 1 hour ago
CA $403
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Mon, Apr 13 from Pearson Intl. to Lynden Pindling Intl., returning Fri, Apr 17, priced at CA $403 found 1 hour ago
Wed, Jun 3 - Fri, Jun 12
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $429 Roundtrip, found 5 days ago
CA $429
Roundtrip
found 5 days ago
Select Flair Airlines flight, departing Wed, Jun 3 from Pearson Intl. to Norman Manley Intl., returning Fri, Jun 12, priced at CA $429 found 5 days ago
Sun, May 31 - Sun, Jun 7
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $437 Roundtrip, found 3 hours ago
CA $437
Roundtrip
found 3 hours ago
Select Air Transat flight, departing Sun, May 31 from Pearson Intl. to Sir Donald Sangster Intl., returning Sun, Jun 7, priced at CA $437 found 3 hours ago
Wed, Apr 15 - Tue, Apr 21
YTZ
Billy Bishop Toronto City
NAS
Lynden Pindling Intl.
CA $439 Roundtrip, just found
CA $439
Roundtrip
just found
Select Air Canada flight, departing Wed, Apr 15 from Billy Bishop Toronto City to Lynden Pindling Intl., returning Tue, Apr 21, priced at CA $439 just found
Sun, Jun 7 - Fri, Jun 12
YTZ
Billy Bishop Toronto City
AUA
Queen Beatrix Intl.
CA $474 Roundtrip, found 3 days ago
CA $474
Roundtrip
found 3 days ago
Select Air Canada flight, departing Sun, Jun 7 from Billy Bishop Toronto City to Queen Beatrix Intl., returning Fri, Jun 12, priced at CA $474 found 3 days ago
OriginDestinationTravel datesFlights from*
EWRSan JuanApril 20 to April 24CA $269
EWRSan JuanApril 20 to April 24CA $269
EWRSanto DomingoApril 20 to April 24CA $420
JFKSan JuanApril 24 to May 1CA $425
FLLSantiago de los CaballerosMay 7 to May 14CA $461
JFKNassauApril 29 to May 7CA $482
JFKPunta CanaJune 14 to June 17CA $491
JFKSanto DomingoMay 15 to May 18CA $531
EWRMontego BayMay 29 to June 2CA $567
EWRSantiago de los CaballerosApril 23 to May 8CA $584
JFKSantiago de los CaballerosApril 21 to April 25CA $603
JFKKingstonApril 20 to April 21CA $640
JFKKingstonApril 20 to April 21CA $640
EWRKingstonJune 20 to July 4CA $645
BOSKingstonJuly 7 to July 9CA $662
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSSan JuanApril 12 to April 20CA $341
JFKSan JuanApril 10 to April 15CA $437
JFKSan JuanApril 10 to April 15CA $437
MIASanto DomingoApril 10 to April 12CA $445
FLLMontego BayApril 12 to April 22CA $500
LGANassauApril 10 to April 13CA $525
EWRPunta CanaApril 10 to April 14CA $582
JFKMontego BayApril 11 to April 15CA $606
JFKMontego BayApril 11 to April 15CA $606
EWRSan JuanApril 10 to April 12CA $678
JFKPiarcoApril 11 to April 14CA $743
EWRMontego BayApril 12 to April 26CA $750
YYZSantiago de los CaballerosApril 10 to April 21CA $770
JFKKingstonApril 11 to April 15CA $873
JFKKingstonApril 11 to April 15CA $873
*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

Apr 8 - Apr 15

7 night stay

Toronto (YYZ) to Santo Domingo (SDQ)

United • Non-stop roundtrip • Coach
Price was CA $3,611, price is now CA $1,576 per person
CA $1,576
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 2 - May 8

6 night stay

Toronto (YYZ) to Montego Bay (MBJ)

WestJet • Roundtrip • Coach
Price was CA $4,781, price is now CA $2,058 per person
CA $2,058
per person
found 1 day ago
Ocean Coral Spring - All Inclusive
5.0-star property

Ocean Coral Spring - All Inclusive

Apr 18 - Apr 25

7 night stay

Edmonton (YEG) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $6,666, price is now CA $3,287 per person
CA $3,287
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! (1,003 reviews)
We were informed at breakfast that our Expedia booking didn't include breakfast, which everyone else got for free.

Reviewed on Apr 3, 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! (2,431 reviews)
It was a great stay..The beach is super nice.. The staff was so nice and accomodating. Special shout out to Charles,Demetree, Shanique, Theo, Randy and all the other staff that made the stay nice and welcoming. LOVE THE BAHAMAS.

Reviewed on Apr 5, 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! (1,615 reviews)
Nice hotel close to the cruise port.

Reviewed on Apr 5, 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! (1,466 reviews)
The staff in restaurants and pool area are the worse

Reviewed on Apr 5, 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 $269. 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 $269. 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 $269 and CA $873 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.