
Cheap Flights to Caribbean from $60 (2025/2026)
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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.
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$91 Roundtrip, found 20 hours ago
$91
Roundtrip
found 20 hours ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$183 Roundtrip, just found
$183
Roundtrip
just found
FLL
Fort Lauderdale - Hollywood Intl.
AUA
Queen Beatrix Intl.
$189 Roundtrip, just found
$189
Roundtrip
just found
FLL
Fort Lauderdale - Hollywood Intl.
PUJ
Punta Cana Intl.
$196 Roundtrip, just found
$196
Roundtrip
just found
FLL
Fort Lauderdale - Hollywood Intl.
MBJ
Sir Donald Sangster Intl.
$208 Roundtrip, just found
$208
Roundtrip
just found
FLL
Fort Lauderdale - Hollywood Intl.
KIN
Norman Manley Intl.
$235 Roundtrip, found 2 hours ago
$235
Roundtrip
found 2 hours ago
FLL
Fort Lauderdale - Hollywood Intl.
SDQ
Las Americas Intl.
$236 Roundtrip, found 1 day ago
$236
Roundtrip
found 1 day ago
FLL
Fort Lauderdale - Hollywood Intl.
STI
Cibao Intl.
$246 Roundtrip, found 1 hour ago
$246
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$250 Roundtrip, found 3 hours ago
$250
Roundtrip
found 3 hours ago
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$268 Roundtrip, found 2 hours ago
$268
Roundtrip
found 2 hours ago
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
EWR | San Juan | May 21 to May 29 | $178 |
JFK | San Juan | May 17 to May 19 | $188 |
FLL | Montego Bay | May 26 to May 29 | $208 |
JFK | Santo Domingo | June 4 to June 5 | $287 |
JFK | Santo Domingo | June 4 to June 5 | $287 |
LGA | Montego Bay | May 17 to May 24 | $295 |
BOS | Montego Bay | May 25 to May 29 | $297 |
JFK | Oranjestad | May 18 to May 20 | $321 |
EWR | Santo Domingo | June 4 to June 24 | $331 |
JFK | Nassau | August 3 to August 12 | $340 |
MIA | West End | June 14 to June 21 | $354 |
EWR | Montego Bay | June 12 to June 18 | $358 |
JFK | Piarco | May 24 to May 31 | $394 |
JFK | West End | May 26 to May 28 | $758 |
JFK | West End | May 26 to May 28 | $758 |
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
EWR | San Juan | May 9 to May 11 | $208 |
EWR | Punta Cana | May 11 to May 17 | $304 |
JFK | Santo Domingo | May 10 to June 10 | $341 |
JFK | Santo Domingo | May 10 to June 10 | $341 |
EWR | Santo Domingo | May 10 to May 13 | $349 |
JFK | Oranjestad | May 10 to May 24 | $357 |
JFK | Santiago de los Caballeros | May 11 to May 12 | $362 |
JFK | Santiago de los Caballeros | May 11 to May 12 | $362 |
LGA | Montego Bay | May 10 to May 15 | $406 |
EWR | Santiago de los Caballeros | May 11 to May 12 | $413 |
BOS | Oranjestad | May 10 to May 17 | $419 |
EWR | Piarco | May 9 to May 12 | $427 |
EWR | Piarco | May 9 to May 12 | $427 |
JFK | Nassau | May 10 to May 16 | $510 |
JFK | Nassau | May 10 to May 16 | $510 |
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
Stay at this 4.5-star 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.
8.6/10 Excellent! (1,001 reviews)
"El Convento is always a great choice for Old San Juan. Our room this time did have a disagreeable view of the squalid property’s roof which was next door. Management could not move us but were very apologetic and sincere in taking our concerns seriously. We always stay at El Convento."
Reviewed on Apr 27, 2025

British Colonial - Nassau
Number One Bay St, Nassau
Stay at this 4-star 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 Junkanoo Beach and Aquaventure are located nearby.
8.4/10 Very Good! (1,539 reviews)
"Very enjoyable stay. Kid friendly and the private beach was awesome"
Reviewed on May 2, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
Stay at this 4-star 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.
8.8/10 Excellent! (913 reviews)
"Very clean, friendly staff, great restaurant on-site, walkable to points of interest"
Reviewed on Apr 30, 2025
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The Reef at Atlantis
Paradise Beach Drive, Paradise Island, New Providence
Stay at this 4.5-star 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 Aquaventure and Cabbage Beach are located nearby.
8.8/10 Excellent! (1,327 reviews)
"Great time at The Reef in Atlantis. Highly recommend if you’re looking for something a bit quieter than the Royal Tower."
Reviewed on May 1, 2025
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.
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