
Flights To Caribbean - Cheap Flights Starting at CA $164
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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.
PUJ
Punta Cana Intl.
CA $350 Roundtrip, found 3 days ago
CA $350
Roundtrip
found 3 days ago
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $383 Roundtrip, found 4 days ago
CA $383
Roundtrip
found 4 days ago
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $388 Roundtrip, found 6 days ago
CA $388
Roundtrip
found 6 days ago
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $403 Roundtrip, found 1 hour ago
CA $403
Roundtrip
found 1 hour ago
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $429 Roundtrip, found 5 days ago
CA $429
Roundtrip
found 5 days ago
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $437 Roundtrip, found 3 hours ago
CA $437
Roundtrip
found 3 hours ago
YTZ
Billy Bishop Toronto City
NAS
Lynden Pindling Intl.
CA $439 Roundtrip, just found
CA $439
Roundtrip
just found
YTZ
Billy Bishop Toronto City
AUA
Queen Beatrix Intl.
CA $474 Roundtrip, found 3 days ago
CA $474
Roundtrip
found 3 days ago
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| EWR | San Juan | April 20 to April 24 | CA $269 |
| EWR | San Juan | April 20 to April 24 | CA $269 |
| EWR | Santo Domingo | April 20 to April 24 | CA $420 |
| JFK | San Juan | April 24 to May 1 | CA $425 |
| FLL | Santiago de los Caballeros | May 7 to May 14 | CA $461 |
| JFK | Nassau | April 29 to May 7 | CA $482 |
| JFK | Punta Cana | June 14 to June 17 | CA $491 |
| JFK | Santo Domingo | May 15 to May 18 | CA $531 |
| EWR | Montego Bay | May 29 to June 2 | CA $567 |
| EWR | Santiago de los Caballeros | April 23 to May 8 | CA $584 |
| JFK | Santiago de los Caballeros | April 21 to April 25 | CA $603 |
| JFK | Kingston | April 20 to April 21 | CA $640 |
| JFK | Kingston | April 20 to April 21 | CA $640 |
| EWR | Kingston | June 20 to July 4 | CA $645 |
| BOS | Kingston | July 7 to July 9 | CA $662 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| BOS | San Juan | April 12 to April 20 | CA $341 |
| JFK | San Juan | April 10 to April 15 | CA $437 |
| JFK | San Juan | April 10 to April 15 | CA $437 |
| MIA | Santo Domingo | April 10 to April 12 | CA $445 |
| FLL | Montego Bay | April 12 to April 22 | CA $500 |
| LGA | Nassau | April 10 to April 13 | CA $525 |
| EWR | Punta Cana | April 10 to April 14 | CA $582 |
| JFK | Montego Bay | April 11 to April 15 | CA $606 |
| JFK | Montego Bay | April 11 to April 15 | CA $606 |
| EWR | San Juan | April 10 to April 12 | CA $678 |
| JFK | Piarco | April 11 to April 14 | CA $743 |
| EWR | Montego Bay | April 12 to April 26 | CA $750 |
| YYZ | Santiago de los Caballeros | April 10 to April 21 | CA $770 |
| JFK | Kingston | April 11 to April 15 | CA $873 |
| JFK | Kingston | April 11 to April 15 | CA $873 |
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.
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

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 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

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! (1,615 reviews)
Nice hotel close to the cruise port.
Reviewed on Apr 5, 2026
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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 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
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.










