
Cheap Flights to Caribbean from $77 (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.
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$192 Roundtrip, just found
$192
Roundtrip
just found
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$216 Roundtrip, found 1 hour ago
$216
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$246 Roundtrip, just found
$246
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$246 Roundtrip, just found
$246
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$246 Roundtrip, just found
$246
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
AUA
Queen Beatrix Intl.
$266 Roundtrip, found 2 days ago
$266
Roundtrip
found 2 days ago
EWR
Newark Liberty Intl. Airport
MBJ
Sir Donald Sangster Intl.
$278 Roundtrip, found 4 days ago
$278
Roundtrip
found 4 days ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$287 Roundtrip, just found
$287
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | San Juan | April 18 to April 21 | $180 |
| EWR | Santo Domingo | May 6 to May 9 | $246 |
| JFK | San Juan | April 11 to April 16 | $255 |
| JFK | Oranjestad | April 27 to May 5 | $297 |
| JFK | Montego Bay | April 18 to April 23 | $298 |
| JFK | Punta Cana | April 18 to April 25 | $306 |
| EWR | Santiago de los Caballeros | March 22 to March 24 | $326 |
| JFK | Piarco | April 9 to April 13 | $328 |
| EWR | Nassau | June 5 to June 9 | $349 |
| EWR | Nassau | June 5 to June 9 | $349 |
| JFK | Nassau | March 23 to March 26 | $356 |
| JFK | Santiago de los Caballeros | May 17 to May 17 | $365 |
| JFK | Kingston | May 15 to May 16 | $403 |
| JFK | West End | March 20 to March 24 | $419 |
| JFK | West End | March 20 to March 24 | $419 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Montego Bay | March 15 to March 26 | $317 |
| JFK | Piarco | March 14 to March 18 | $358 |
| EWR | Oranjestad | March 15 to March 19 | $368 |
| EWR | Oranjestad | March 15 to March 19 | $368 |
| EWR | Santiago de los Caballeros | March 15 to March 19 | $383 |
| JFK | Santiago de los Caballeros | March 14 to April 3 | $422 |
| EWR | Nassau | March 14 to March 17 | $425 |
| EWR | Nassau | March 14 to March 17 | $425 |
| JFK | Nassau | March 14 to March 18 | $430 |
| JFK | Santo Domingo | March 15 to March 20 | $437 |
| JFK | Santo Domingo | March 15 to March 20 | $437 |
| EWR | Santo Domingo | March 14 to March 19 | $510 |
| LGA | Kingston | March 15 to March 18 | $530 |
| JFK | Montego Bay | March 13 to March 21 | $549 |
| BOS | Montego Bay | March 13 to March 17 | $737 |
Best Caribbean Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.



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See all available trips from Newark Liberty Intl. Airport to Caribbean
View all tripsTravelers ❤️ 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! (1,008 reviews)
Staff was amazing and the property was incredible. Amazing historical building with great views and a perfect location. Perks like the wine and cheese hour were so nice and I wish I had a longer stay!
Reviewed on Mar 4, 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! (2,316 reviews)
My fourth time here i feel like home a few inconvenience upon checking in was very upset but the manager like always turned it in to a great experience once again i love British colonial
Reviewed on Mar 4, 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! (1,555 reviews)
Great location and price!
Reviewed on Mar 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! (1,437 reviews)
Friendly and helpful
Reviewed on Mar 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.








