
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 5 days ago
CA $390
Roundtrip
found 5 days ago
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $420 Roundtrip, found 1 day ago
CA $420
Roundtrip
found 1 day ago
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $422 Roundtrip, found 3 hours ago
CA $422
Roundtrip
found 3 hours ago
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $429 Roundtrip, found 2 days ago
CA $429
Roundtrip
found 2 days ago
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $448 Roundtrip, found 5 days ago
CA $448
Roundtrip
found 5 days ago
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $449 Roundtrip, found 11 hours ago
CA $449
Roundtrip
found 11 hours ago
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| EWR | San Juan | May 30 to June 6 | CA $230 |
| EWR | San Juan | May 30 to June 6 | CA $230 |
| JFK | San Juan | July 6 to July 7 | CA $371 |
| EWR | Punta Cana | June 2 to June 9 | CA $399 |
| JFK | Montego Bay | May 18 to May 28 | CA $442 |
| JFK | Montego Bay | May 18 to May 28 | CA $442 |
| JFK | Oranjestad | May 18 to May 23 | CA $481 |
| EWR | Montego Bay | May 10 to May 14 | CA $485 |
| JFK | Nassau | June 2 to June 16 | CA $496 |
| JFK | Santiago de los Caballeros | May 16 to June 6 | CA $571 |
| JFK | Santiago de los Caballeros | May 16 to June 6 | CA $571 |
| EWR | Kingston | May 16 to May 21 | CA $619 |
| JFK | Piarco | May 15 to June 12 | CA $669 |
| JFK | Piarco | May 15 to June 12 | CA $669 |
| EWR | Piarco | July 25 to August 3 | CA $874 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| EWR | San Juan | May 1 to May 4 | CA $434 |
| EWR | San Juan | May 1 to May 4 | CA $434 |
| FLL | Montego Bay | May 3 to May 15 | CA $442 |
| BOS | San Juan | May 3 to May 7 | CA $466 |
| FLL | Kingston | May 1 to May 4 | CA $529 |
| 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 |
| JFK | Santo Domingo | May 1 to May 4 | CA $683 |
| BOS | Santiago de los Caballeros | May 2 to May 6 | CA $716 |
| 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! (2,511 reviews)
Astronomical prices for an average hotel. The bathroom wasn't super clean and it was super uncomfortable. What is worst that hidden fees were held from my account without my authorization or any logic behind it. We are talking about almost $400 held in between 2 days besides with no prior communication ...
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! (1,654 reviews)
The room was clean and the air-conditioning was perfect. I slept very well. The staff was pleasant and very helpful. Breakfast buffet was good and filling with fresh fruit. We definitely plan to return.
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! (1,467 reviews)
Definitely enough things to do with the kiddos and family all together. Staff was super friendly and food was delicious although a little to much $$$$ for the food for sure :). But overall we will be coming back again. Only recommendation is to make any reservations you want before you get ...
Reviewed on Apr 25, 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.










