
Cheap Flights to Caribbean from $115 (2026/2027)
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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.
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$262 Roundtrip, just found
$262
Roundtrip
just found
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$267 Roundtrip, found 11 hours ago
$267
Roundtrip
found 11 hours ago
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
NAS
Lynden Pindling Intl.
$311 Roundtrip, just found
$311
Roundtrip
just found
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$328 Roundtrip, found 6 hours ago
$328
Roundtrip
found 6 hours ago
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$347 Roundtrip, just found
$347
Roundtrip
just found
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$351 Roundtrip, found 9 hours ago
$351
Roundtrip
found 9 hours ago
JFK
John F. Kennedy Intl.
POS
Piarco Intl.
$360 Roundtrip, found 15 hours ago
$360
Roundtrip
found 15 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | August 4 to August 5 | $262 |
| EWR | San Juan | July 11 to July 15 | $267 |
| JFK | Nassau | July 8 to July 15 | $311 |
| JFK | Montego Bay | August 30 to September 11 | $328 |
| EWR | Piarco | July 8 to July 16 | $345 |
| JFK | Punta Cana | August 30 to September 3 | $347 |
| JFK | Oranjestad | August 30 to September 8 | $351 |
| JFK | Piarco | September 16 to September 23 | $360 |
| JFK | Santo Domingo | August 6 to August 7 | $400 |
| JFK | Santiago de los Caballeros | August 24 to August 24 | $410 |
| JFK | Kingston | September 22 to October 3 | $410 |
| LGA | Kingston | September 17 to September 28 | $410 |
| EWR | Santiago de los Caballeros | July 10 to July 31 | $413 |
| JFK | West End | August 12 to August 16 | $3,026 |
| JFK | West End | August 12 to August 16 | $3,026 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | June 21 to June 24 | $307 |
| JFK | San Juan | June 21 to June 24 | $307 |
| JFK | Oranjestad | June 21 to June 28 | $392 |
| LGA | Oranjestad | June 21 to June 28 | $392 |
| JFK | Nassau | June 21 to June 24 | $403 |
| JFK | Santo Domingo | June 21 to June 27 | $413 |
| JFK | Santo Domingo | June 21 to June 27 | $413 |
| EWR | Piarco | June 21 to June 23 | $417 |
| EWR | Santo Domingo | June 21 to June 27 | $420 |
| JFK | Kingston | June 19 to June 23 | $460 |
| JFK | Kingston | June 19 to June 23 | $460 |
| JFK | Santiago de los Caballeros | June 20 to June 22 | $461 |
| JFK | Santiago de los Caballeros | June 20 to June 22 | $461 |
| JFK | Piarco | June 21 to July 4 | $520 |
| EWR | Oranjestad | June 21 to June 27 | $580 |
Best Caribbean Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.



3.0-star property
Ocho Rios Villa at The Palms
Aug 19 - Aug 25
6 night stay
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
United • Coach
Montego Bay (MBJ) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Save 100% on your flight
Price was $2,702, price is now $1,285 per person
$1,285
per person
found 1 day ago
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.
9.2/10 Wonderful! (1,015 reviews)
"When we booked, I was a bit concerned because reviews were either excellent or quite disappointing--with very little in between. It all depends on the room assigned! When we first arrived, we were ushered to a rather dark and very musty room on the first floor. It's an old historic hotel and I tried ..."
Reviewed on Jun 12, 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 Atlantis Casino are located nearby.
8.6/10 Excellent! (2,651 reviews)
"The property was very clean and staff helpful. The room was not ready until about 4:10pm. I arrived at 3 pm and had to wait for just over an hour."
Reviewed on Jun 14, 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! (1,711 reviews)
"Good"
Reviewed on Jun 13, 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 Atlantis Casino and Cabbage Beach are located nearby.
9/10 Wonderful! (1,535 reviews)
"It was sad that they didn’t serve free breakfast. As well to check door system prior arrival. I was out my room at least 2 hours because the system in the door, batteries were low and we were unable to open the door and they had to wait for somebody to see to open the door."
Reviewed on Jun 14, 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.






