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, Apr 25 - Tue, Jun 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $302 Roundtrip, found 5 days ago
CA $302
Roundtrip
found 5 days ago
Select Flair Airlines flight, departing Sat, Apr 25 from Pearson Intl. to Punta Cana Intl., returning Tue, Jun 9, priced at CA $302 found 5 days ago
Sat, Sep 26 - Tue, Sep 29
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $383 Roundtrip, found 21 hours ago
CA $383
Roundtrip
found 21 hours 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 21 hours ago
Wed, Apr 29 - Wed, May 13
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $385 Roundtrip, found 3 days ago
CA $385
Roundtrip
found 3 days ago
Select United flight, departing Wed, Apr 29 from Pearson Intl. to Lynden Pindling Intl., returning Wed, May 13, priced at CA $385 found 3 days ago
Tue, May 19 - Fri, Jun 5
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $388 Roundtrip, found 3 days ago
CA $388
Roundtrip
found 3 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 3 days ago
Wed, Apr 8 - Thu, Apr 9
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $403 Roundtrip, just found
CA $403
Roundtrip
just found
Select Porter Airlines flight, departing Wed, Apr 8 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Apr 9, priced at CA $403 just found
Thu, Sep 17 - Mon, Sep 21
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $404 Roundtrip, found 5 days ago
CA $404
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Sep 17 from Pearson Intl. to Luis Munoz Marin Intl., returning Mon, Sep 21, priced at CA $404 found 5 days ago
Tue, Apr 14 - Sat, Apr 18
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $422 Roundtrip, found 2 hours ago
CA $422
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Tue, Apr 14 from Pearson Intl. to Lynden Pindling Intl., returning Sat, Apr 18, priced at CA $422 found 2 hours ago
Wed, Jun 3 - Fri, Jun 12
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $429 Roundtrip, found 2 days ago
CA $429
Roundtrip
found 2 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 2 days ago
OriginDestinationTravel datesFlights from*
EWRSan JuanApril 25 to May 2CA $310
EWRSanto DomingoMay 11 to May 19CA $431
EWRSanto DomingoMay 11 to May 19CA $431
JFKMontego BayMay 3 to May 9CA $439
JFKPunta CanaJune 14 to June 17CA $491
JFKOranjestadMay 2 to May 6CA $492
JFKPiarcoApril 17 to April 20CA $567
JFKPiarcoApril 17 to April 20CA $567
EWRSantiago de los CaballerosApril 23 to May 8CA $584
EWRSantiago de los CaballerosApril 23 to May 8CA $584
JFKSantiago de los CaballerosMay 26 to June 20CA $596
JFKKingstonMay 7 to May 10CA $675
JFKKingstonMay 7 to May 10CA $675
EWRKingstonApril 18 to April 22CA $702
EWRPiarcoApril 30 to May 4CA $731
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLPunta CanaApril 4 to April 7CA $292
EWRSan JuanApril 4 to April 8CA $547
EWRSan JuanApril 4 to April 8CA $547
YYZPunta CanaApril 5 to April 7CA $573
JFKSan JuanApril 5 to April 9CA $587
MIAMontego BayApril 5 to April 10CA $595
JFKOranjestadApril 5 to April 8CA $620
JFKOranjestadApril 5 to April 8CA $620
BOSMontego BayApril 5 to April 19CA $664
EWROranjestadApril 5 to April 8CA $674
JFKPiarcoApril 4 to April 6CA $871
JFKPiarcoApril 4 to April 6CA $871
JFKMontego BayApril 5 to April 9CA $938
JFKMontego BayApril 5 to April 9CA $938
EWRPiarcoApril 4 to April 6CA $1,084
*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

Jun 4 - Jun 11

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $4,462, price is now CA $809 per person
CA $809
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

May 26 - May 31

5 night stay

Toronto (YYZ) to Santo Domingo (SDQ)

Flair Airlines • Coach

Santo Domingo (SDQ) to Toronto (YYZ)

WestJet • Coach
Price was CA $2,462, price is now CA $1,146 per person
CA $1,146
per person
found 1 day ago
Ocho Rios Villa at Coolshade X
3.5-star property

Ocho Rios Villa at Coolshade X

Jun 4 - Jun 11

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $3,225, price is now CA $1,582 per person
CA $1,582
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! (1,000 reviews)
Staff was helpful, place beautiful

Reviewed on Mar 27, 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! (2,426 reviews)
The staff was the most humbling people ever. Our rooms had towels supplies at our disposal for the most part. That’s important. Convenient location for everything. Thanks British Colonial for an amazing stay. Bravo.

Reviewed on Apr 2, 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! (1,607 reviews)
Room mix up after checking in caused quite a delay. Nowhere near enough staff available to handle the check in lines.

Reviewed on Apr 2, 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! (1,459 reviews)
Great resort

Reviewed on Apr 2, 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 $292. 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 16 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 April. 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 $292. 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 $292 and CA $1,084 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.