
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.
$123 Roundtrip, just found
$123
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$124 Roundtrip, just found
$124
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$202 Roundtrip, found 7 hours ago
$202
Roundtrip
found 7 hours 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
SDQ
Las Americas Intl.
$240 Roundtrip, found 1 hour ago
$240
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
MBJ
Sir Donald Sangster Intl.
$248 Roundtrip, found 9 hours ago
$248
Roundtrip
found 9 hours ago
EWR
Newark Liberty Intl. Airport
STI
Cibao Intl.
$248 Roundtrip, just found
$248
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$254 Roundtrip, found 9 hours ago
$254
Roundtrip
found 9 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | February 24 to March 4 | $144 |
| EWR | San Juan | February 24 to March 4 | $144 |
| JFK | San Juan | April 13 to April 22 | $148 |
| LGA | Punta Cana | February 24 to February 26 | $238 |
| EWR | Santo Domingo | March 4 to March 11 | $260 |
| LGA | Santo Domingo | March 3 to March 10 | $260 |
| EWR | Montego Bay | March 1 to March 4 | $276 |
| JFK | Santiago de los Caballeros | March 10 to March 11 | $291 |
| LGA | Piarco | March 10 to March 17 | $298 |
| JFK | Santo Domingo | March 16 to March 17 | $302 |
| EWR | Nassau | February 28 to March 3 | $323 |
| JFK | Piarco | March 3 to March 9 | $324 |
| LGA | Kingston | May 12 to May 19 | $361 |
| JFK | West End | March 25 to March 31 | $399 |
| JFK | West End | March 25 to March 31 | $399 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FLL | Santo Domingo | February 14 to February 20 | $210 |
| EWR | San Juan | February 15 to February 25 | $375 |
| LGA | Punta Cana | February 15 to February 20 | $462 |
| EWR | Oranjestad | February 15 to February 17 | $508 |
| EWR | Oranjestad | February 15 to February 17 | $508 |
| JFK | Santo Domingo | February 15 to February 19 | $523 |
| JFK | Santo Domingo | February 15 to February 19 | $523 |
| EWR | Santo Domingo | February 14 to February 17 | $546 |
| JFK | Nassau | February 14 to February 17 | $589 |
| BOS | Montego Bay | February 13 to February 16 | $596 |
| JFK | Oranjestad | February 15 to February 17 | $622 |
| EWR | Montego Bay | February 15 to February 18 | $668 |
| BOS | Piarco | February 15 to February 22 | $694 |
| JFK | Piarco | February 15 to February 15 | $714 |
| JFK | Montego Bay | February 14 to February 16 | $745 |
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! (1,003 reviews)
Beautiful place in the middle of Old San Juan . Excellent location. The building and rooms are beautiful . Well maintained keeping the beautiful architecture and original old structures .
Reviewed on Feb 5, 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.
8.4/10 Very Good! (2,248 reviews)
Great Staff
Reviewed on Feb 7, 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! (1,508 reviews)
Clean room, great mattress, help full staff, close to cruise ship. All in all a GREAT experience.
Reviewed on Feb 3, 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! (1,426 reviews)
Great as always!
Reviewed on Feb 7, 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.





