
Flights To Caribbean - Cheap Flights Starting at CA $163
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Punta Cana
Flights
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.
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $352 Roundtrip, just found
CA $352
Roundtrip
just found
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $353 Roundtrip, found 2 hours ago
CA $353
Roundtrip
found 2 hours ago
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $377 Roundtrip, just found
CA $377
Roundtrip
just found
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $379 Roundtrip, just found
CA $379
Roundtrip
just found
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $380 Roundtrip, just found
CA $380
Roundtrip
just found
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $413 Roundtrip, just found
CA $413
Roundtrip
just found
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $454 Roundtrip, found 5 days ago
CA $454
Roundtrip
found 5 days ago
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $458 Roundtrip, found 22 hours ago
CA $458
Roundtrip
found 22 hours ago
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| EWR | Punta Cana | November 28 to December 4 | CA $434 |
| JFK | Oranjestad | October 29 to November 3 | CA $440 |
| EWR | San Juan | December 9 to December 14 | CA $443 |
| LGA | Nassau | November 25 to November 29 | CA $465 |
| EWR | Kingston | November 28 to December 5 | CA $476 |
| EWR | Kingston | November 28 to December 5 | CA $476 |
| JFK | Montego Bay | October 27 to October 31 | CA $506 |
| JFK | Nassau | December 2 to December 6 | CA $512 |
| JFK | Punta Cana | October 20 to October 28 | CA $525 |
| JFK | Santo Domingo | October 26 to October 30 | CA $552 |
| JFK | Santo Domingo | October 26 to October 30 | CA $552 |
| JFK | Kingston | October 30 to November 10 | CA $598 |
| EWR | Santiago de los Caballeros | November 11 to November 16 | CA $598 |
| JFK | Santiago de los Caballeros | October 18 to October 23 | CA $600 |
| JFK | Piarco | October 9 to November 13 | CA $665 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| JFK | Nassau | September 27 to October 1 | CA $507 |
| JFK | Nassau | September 27 to October 1 | CA $507 |
| EWR | San Juan | September 27 to October 9 | CA $590 |
| JFK | Montego Bay | September 27 to October 1 | CA $598 |
| JFK | Montego Bay | September 27 to October 1 | CA $598 |
| JFK | Punta Cana | September 27 to October 1 | CA $649 |
| JFK | San Juan | September 26 to September 29 | CA $673 |
| JFK | Santiago de los Caballeros | September 27 to November 17 | CA $708 |
| EWR | Santo Domingo | September 26 to October 14 | CA $729 |
| EWR | Santo Domingo | September 26 to October 14 | CA $729 |
| JFK | Santo Domingo | September 26 to September 28 | CA $775 |
| EWR | Santiago de los Caballeros | September 27 to October 4 | CA $1,026 |
| EWR | Punta Cana | September 27 to October 4 | CA $1,094 |
| JFK | Kingston | September 27 to October 1 | CA $1,292 |
| JFK | Kingston | September 27 to October 1 | CA $1,292 |
Price found within the past 48 hours. Click for updated prices.



Travelers ❤️ These Caribbean 🏨

Hotel El Convento
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.

British Colonial - Nassau
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 Aquaventure and Atlantis Casino are located nearby.

Hotel Rumbao, a Tribute Portfolio Hotel
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! (1,943 reviews)
"Perfect location if heading on a cruise. Walk to lots of areas in old San Juan"
Reviewed on Sep 24, 2026
Save an average of 15% on thousands of hotels when you're signed in

The Reef at Atlantis
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 Aquaventure and Atlantis Casino are located nearby.
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.











