
Cheap Flights to Caribbean from $78 (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.
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$158 Roundtrip, just found
$158
Roundtrip
just found
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$234 Roundtrip, found 1 hour ago
$234
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$242 Roundtrip, found 2 hours ago
$242
Roundtrip
found 2 hours ago
EWR
Newark Liberty Intl. Airport
MBJ
Sir Donald Sangster Intl.
$249 Roundtrip, found 2 hours ago
$249
Roundtrip
found 2 hours ago
EWR
Newark Liberty Intl. Airport
STI
Cibao Intl.
$253 Roundtrip, found 5 hours ago
$253
Roundtrip
found 5 hours ago
EWR
Newark Liberty Intl. Airport
AUA
Queen Beatrix Intl.
$280 Roundtrip, found 6 hours ago
$280
Roundtrip
found 6 hours ago
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$281 Roundtrip, found 1 hour ago
$281
Roundtrip
found 1 hour ago
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
JFK | San Juan | September 30 to October 4 | $123 |
EWR | San Juan | September 30 to October 4 | $123 |
EWR | Punta Cana | September 9 to September 20 | $240 |
EWR | Santo Domingo | September 9 to September 10 | $246 |
FLL | Kingston | September 1 to September 13 | $253 |
EWR | Oranjestad | September 24 to September 26 | $280 |
BOS | Santiago de los Caballeros | September 8 to September 16 | $285 |
JFK | Santo Domingo | September 4 to September 11 | $336 |
BOS | Oranjestad | September 20 to September 27 | $342 |
JFK | Piarco | September 11 to September 17 | $356 |
BOS | Kingston | September 23 to September 27 | $383 |
LGA | Kingston | September 1 to September 6 | $395 |
JFK | Kingston | September 26 to September 29 | $398 |
EWR | Piarco | September 8 to September 13 | $408 |
JFK | West End | September 8 to September 12 | $453 |
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
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.
8.8/10 Excellent! (1,005 reviews)
"So kind. Thanks!"
Reviewed on Aug 15, 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 Cable Beach are located nearby.
8.6/10 Excellent! (1,888 reviews)
"Antonya at the front desk was excellent"
Reviewed on Aug 14, 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.
9/10 Wonderful! (1,095 reviews)
"Everything from staff to rooms and shopping was great."
Reviewed on Aug 15, 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 Junkanoo Beach and Cable Beach are located nearby.
8.8/10 Excellent! (1,405 reviews)
"Everything was great . But would love to to have some fish or shrimp without paying a fortune ."
Reviewed on Aug 16, 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.
Frequently asked questions
Destinations in Caribbean
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Top Airlines
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