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.

Sat, May 30 - Tue, Jun 2
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $293 Roundtrip, found 4 hours ago
CA $293
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Sat, May 30 from Pearson Intl. to Punta Cana Intl., returning Tue, Jun 2, priced at CA $293 found 4 hours ago
Mon, May 18 - Fri, May 29
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $369 Roundtrip, found 4 days ago
CA $369
Roundtrip
found 4 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 4 days ago
Mon, Mar 30 - Sun, Apr 12
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $386 Roundtrip, found 2 days ago
CA $386
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Mar 30 from Pearson Intl. to Punta Cana Intl., returning Sun, Apr 12, priced at CA $386 found 2 days ago
Thu, Apr 16 - Thu, Jul 30
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $395 Roundtrip, found 7 hours ago
CA $395
Roundtrip
found 7 hours ago
Select WestJet flight, departing Thu, Apr 16 from Pearson Intl. to Sir Donald Sangster Intl., returning Thu, Jul 30, priced at CA $395 found 7 hours ago
Tue, May 19 - Wed, Jun 3
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $400 Roundtrip, found 4 days ago
CA $400
Roundtrip
found 4 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 4 days ago
Thu, Apr 9 - Mon, Apr 13
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $402 Roundtrip, just found
CA $402
Roundtrip
just found
Select WestJet flight, departing Thu, Apr 9 from Pearson Intl. to Lynden Pindling Intl., returning Mon, Apr 13, priced at CA $402 just found
Mon, Mar 30 - Fri, Apr 3
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $405 Roundtrip, found 3 hours ago
CA $405
Roundtrip
found 3 hours ago
Select Porter Airlines flight, departing Mon, Mar 30 from Pearson Intl. to Lynden Pindling Intl., returning Fri, Apr 3, priced at CA $405 found 3 hours ago
Tue, Jun 16 - Sat, Jun 20
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $419 Roundtrip, found 2 days ago
CA $419
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, Jun 16 from Pearson Intl. to Lynden Pindling Intl., returning Sat, Jun 20, priced at CA $419 found 2 days ago
OriginDestinationTravel datesFlights from*
JFKSan JuanApril 12 to April 16CA $421
EWRSanto DomingoMay 4 to May 13CA $427
EWRSanto DomingoMay 4 to May 13CA $427
JFKMontego BayApril 25 to May 1CA $434
JFKPiarcoMay 1 to May 5CA $468
JFKPunta CanaApril 10 to April 22CA $485
JFKOranjestadMay 2 to May 8CA $487
JFKNassauApril 18 to April 25CA $490
EWRKingstonJune 20 to July 4CA $588
EWRKingstonJune 20 to July 4CA $588
JFKSantiago de los CaballerosApril 20 to April 24CA $592
JFKSantiago de los CaballerosApril 20 to April 24CA $592
JFKSanto DomingoApril 15 to April 22CA $596
JFKKingstonMay 4 to May 13CA $656
LHRPiarcoApril 28 to May 5CA $1,163
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSNassauMarch 28 to April 2CA $539
LGANassauMarch 28 to April 3CA $614
EWRSan JuanMarch 29 to April 2CA $617
EWRSan JuanMarch 29 to April 2CA $617
JFKSan JuanMarch 29 to April 2CA $685
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
LGAMontego BayMarch 27 to March 31CA $1,075
EWRMontego BayMarch 27 to March 31CA $1,087
JFKKingstonMarch 28 to April 4CA $1,253
JFKKingstonMarch 28 to April 4CA $1,253
JFKMontego BayMarch 27 to March 31CA $1,311
*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

Apr 29 - May 6

7 night stay

Toronto (YTO) to Montego Bay (MBJ)

American Airlines • Non-stop roundtrip • Coach
Price was CA $4,447, price is now CA $852 per person
CA $852
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

Jun 22 - Jun 27

5 night stay

Toronto (YTO) to Montego Bay (MBJ)

WestJet • Roundtrip • Coach
Price was CA $4,014, price is now CA $1,805 per person
CA $1,805
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Jun 19 - Jun 26

7 night stay

Montreal (YUL) to Santo Domingo (SDQ)

American Airlines • Non-stop roundtrip • Coach
Price was CA $3,681, price is now CA $1,710 per person
CA $1,710
per person
found 18 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 Condado Beach are located nearby.
9/10 Wonderful! (1,000 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! (2,385 reviews)
The pool side is quiet and well kept. The internet is great. The food choices are good too. There is a bit of noise from outside sometimes loud music etc, for some rooms. Staff are friendly and helpful. The prices are the same as any 4 star hotel in the US.

Reviewed on Mar 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! (1,586 reviews)
Not clean!! Not worth the 4 stars!!!

Reviewed on Mar 25, 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.
8.8/10 Excellent! (1,443 reviews)
This resort is clean, well-kept and keeps to the underwater lost city theme with underground caverns filled with fish, waterslides that go into shark tanks etc. There is so much to see and do that no one will be bored. My only negative is how expensive the food and drinks are. If you are planning ...

Reviewed on Mar 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 $293. 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 $293. 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 $293 and CA $1,311 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.