
Flights To Caribbean - Cheap Flights Starting at CA $184
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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.
SJU
Luis Munoz Marin Intl.
CA $378 Roundtrip, found 3 days ago
CA $378
Roundtrip
found 3 days ago
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $382 Roundtrip, found 2 days ago
CA $382
Roundtrip
found 2 days ago
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $390 Roundtrip, found 4 days ago
CA $390
Roundtrip
found 4 days ago
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $420 Roundtrip, found 17 hours ago
CA $420
Roundtrip
found 17 hours ago
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $422 Roundtrip, found 1 hour ago
CA $422
Roundtrip
found 1 hour ago
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $429 Roundtrip, found 1 day ago
CA $429
Roundtrip
found 1 day ago
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $445 Roundtrip, found 2 days ago
CA $445
Roundtrip
found 2 days ago
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $451 Roundtrip, found 1 day ago
CA $451
Roundtrip
found 1 day ago
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| JFK | San Juan | July 6 to July 7 | CA $371 |
| JFK | Montego Bay | May 18 to May 28 | CA $442 |
| JFK | Montego Bay | May 18 to May 28 | CA $442 |
| EWR | Oranjestad | June 5 to June 12 | CA $454 |
| MIA | Piarco | May 29 to June 3 | CA $468 |
| LGA | Santo Domingo | May 10 to May 16 | CA $475 |
| EWR | Montego Bay | May 10 to May 14 | CA $485 |
| JFK | Nassau | June 2 to June 16 | CA $496 |
| JFK | Nassau | June 2 to June 16 | CA $496 |
| EWR | Santo Domingo | May 10 to May 16 | CA $508 |
| JFK | Punta Cana | June 2 to June 9 | CA $515 |
| EWR | Nassau | May 28 to June 2 | CA $542 |
| JFK | Santiago de los Caballeros | May 16 to May 26 | CA $570 |
| EWR | Kingston | May 16 to May 21 | CA $619 |
| EWR | Piarco | July 25 to August 3 | CA $874 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| BOS | San Juan | May 2 to May 6 | CA $371 |
| EWR | San Juan | May 1 to May 4 | CA $434 |
| EWR | San Juan | May 1 to May 4 | CA $434 |
| MIA | Santo Domingo | May 3 to May 17 | CA $438 |
| BOS | Santo Domingo | May 3 to May 8 | CA $474 |
| JFK | Santiago de los Caballeros | May 2 to May 11 | CA $592 |
| JFK | Santiago de los Caballeros | May 2 to May 11 | CA $592 |
| JFK | Montego Bay | May 3 to May 12 | CA $619 |
| JFK | Montego Bay | May 3 to May 12 | CA $619 |
| EWR | Santo Domingo | May 3 to June 1 | CA $649 |
| EWR | Santo Domingo | May 3 to June 1 | CA $649 |
| JFK | Santo Domingo | May 1 to May 4 | CA $683 |
| JFK | Kingston | May 1 to May 3 | CA $727 |
| JFK | Kingston | May 1 to May 3 | CA $727 |
| EWR | Santiago de los Caballeros | May 1 to May 10 | CA $851 |
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)
Clean and and wonderful staff
Reviewed on Apr 24, 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 Cabbage Beach are located nearby.
8.6/10 Excellent! (2,508 reviews)
We had a great time here , our room was always clean , the amenities were clean and relaxed also the have a private beach which is perfect because is not packed and there’s always chairs to enjoy the beach .
Reviewed on Apr 25, 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! (1,653 reviews)
We had a nice stay for an overnight before our cruise. It is the perfect location for some great local good and sight seeing. We enjoyed a good breakfast before we left for the ship. They held our luggage for some more sight seeing.
Reviewed on Apr 25, 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 Atlantis Casino and Cabbage Beach are located nearby.
9/10 Wonderful! (1,464 reviews)
Bring your wallet! $1000 hold placed on credit card for incidentals and they are completely cashless. Don’t get much sleep because the first night the dishwasher beeped all night and had to call the front desk. The next night had to call again because the sprinkler was vibrating so loudly that it ...
Reviewed on Apr 24, 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.










