
Cheap Flights to Caribbean from $62 (2026/2027)
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Santo Domingo
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.
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$126 Roundtrip, found 1 hour ago
$126
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$192 Roundtrip, found 14 hours ago
$192
Roundtrip
found 14 hours ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
AUA
Queen Beatrix Intl.
$218 Roundtrip, found 2 hours ago
$218
Roundtrip
found 2 hours ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$226 Roundtrip, found 1 hour ago
$226
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$232 Roundtrip, found 7 hours ago
$232
Roundtrip
found 7 hours ago
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$246 Roundtrip, found 1 day ago
$246
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | February 3 to February 7 | $143 |
| EWR | San Juan | February 3 to February 5 | $152 |
| EWR | Punta Cana | February 2 to February 11 | $232 |
| EWR | Santo Domingo | April 29 to May 5 | $260 |
| EWR | Nassau | February 21 to February 28 | $272 |
| EWR | Nassau | February 21 to February 28 | $272 |
| JFK | Santiago de los Caballeros | March 16 to March 17 | $294 |
| LGA | Piarco | February 2 to February 9 | $320 |
| JFK | Piarco | February 4 to February 8 | $323 |
| JFK | Montego Bay | February 21 to February 28 | $325 |
| LGA | Kingston | February 2 to February 5 | $354 |
| EWR | Kingston | February 2 to February 5 | $358 |
| JFK | West End | February 9 to February 25 | $399 |
| JFK | West End | February 9 to February 25 | $399 |
| JFK | Kingston | March 6 to March 23 | $402 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | January 18 to January 23 | $201 |
| EWR | San Juan | January 18 to January 23 | $201 |
| JFK | San Juan | January 17 to January 27 | $261 |
| LGA | Oranjestad | January 18 to January 22 | $365 |
| EWR | Nassau | January 18 to January 23 | $367 |
| JFK | Nassau | January 18 to January 19 | $371 |
| EWR | Oranjestad | January 17 to January 20 | $376 |
| LGA | Montego Bay | January 17 to January 25 | $389 |
| LGA | Punta Cana | January 17 to January 22 | $390 |
| EWR | Punta Cana | January 18 to January 21 | $400 |
| JFK | Punta Cana | January 18 to January 20 | $406 |
| LGA | Piarco | January 18 to January 25 | $419 |
| JFK | Piarco | January 17 to January 26 | $435 |
| JFK | Kingston | January 17 to January 27 | $501 |
| JFK | Kingston | January 17 to January 27 | $501 |
Best Caribbean Flight and Hotel Packages
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 Pan American Pier are located nearby.
9/10 Wonderful! (1,005 reviews)
Excellent service, gorgeous property, wonderful amenities, great location. Breakfast was delicious and our room was well appointed and spotless! Highly recommend the Hotel El Convento. We’ll be back!
Reviewed on Jan 9, 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 8 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cable Beach and Pirates of Nassau Museum are located nearby.
8.6/10 Excellent! (2,157 reviews)
Clean room and balcony view was amazing
Reviewed on Jan 8, 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 Pan American Pier are located nearby.
9/10 Wonderful! (1,461 reviews)
Beautiful hotel
Reviewed on Jan 11, 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 Cable Beach and Aquaventure are located nearby.
8.8/10 Excellent! (1,427 reviews)
Absolutely love staying at the reef . Staff was very friendly, very helpful. It wasn’t overwhelming with people. I love the privacy that it has as well as the beach area on this side . 10/10.
Reviewed on Jan 6, 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.








