
Cheap Flights to Caribbean from $110 (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.
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
AUA
Queen Beatrix Intl.
SDQ
Las Americas Intl.
$261 Roundtrip, found 4 days ago
$261
Roundtrip
found 4 days ago
AUA
Queen Beatrix Intl.
SDQ
Las Americas Intl.
$264 Roundtrip, found 5 hours ago
$264
Roundtrip
found 5 hours ago
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$281 Roundtrip, found 6 hours ago
$281
Roundtrip
found 6 hours ago
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$285 Roundtrip, found 2 hours ago
$285
Roundtrip
found 2 hours ago
AUA
Queen Beatrix Intl.
SDQ
Las Americas Intl.
$300 Roundtrip, found 2 days ago
$300
Roundtrip
found 2 days ago
AUA
Queen Beatrix Intl.
SDQ
Las Americas Intl.
$332 Roundtrip, found 11 hours ago
$332
Roundtrip
found 11 hours ago
AUA
Queen Beatrix Intl.
SDQ
Las Americas Intl.
$361 Roundtrip, found 11 hours ago
$361
Roundtrip
found 11 hours ago
AUA
Queen Beatrix Intl.
JBQ
La Isabela Intl.
$388 Roundtrip, found 5 hours ago
$388
Roundtrip
found 5 hours ago
AUA
Queen Beatrix Intl.
JBQ
La Isabela Intl.
$438 Roundtrip, found 13 hours ago
$438
Roundtrip
found 13 hours ago
AUA
Queen Beatrix Intl.
PUJ
Punta Cana Intl.
$443 Roundtrip, found 3 days ago
$443
Roundtrip
found 3 days ago
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
EWR | San Juan | September 6 to September 13 | $176 |
LGA | Montego Bay | September 2 to September 5 | $247 |
MIA | Santiago de los Caballeros | September 26 to September 30 | $260 |
MIA | Kingston | September 25 to September 27 | $307 |
YYZ | San Juan | November 9 to November 15 | $309 |
YYZ | Kingston | October 6 to October 20 | $325 |
JFK | Santo Domingo | September 7 to September 13 | $340 |
MIA | West End | September 13 to September 20 | $348 |
JFK | West End | September 8 to September 12 | $453 |
LHR | Santo Domingo | September 14 to October 5 | $798 |
LHR | Kingston | September 29 to October 6 | $810 |
BKK | San Juan | October 13 to October 17 | $1,399 |
BKK | Santo Domingo | September 18 to September 25 | $1,495 |
BKK | Punta Cana | September 22 to September 29 | $1,596 |
BKK | Piarco | October 5 to November 5 | $1,633 |
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
FLL | Santo Domingo | August 23 to August 27 | $206 |
MIA | Santiago de los Caballeros | August 24 to September 11 | $321 |
MIA | Oranjestad | August 24 to August 29 | $332 |
FLL | Santiago de los Caballeros | August 24 to August 31 | $337 |
MIA | Piarco | August 22 to August 25 | $347 |
JFK | San Juan | August 24 to August 26 | $392 |
BOS | Montego Bay | August 24 to August 28 | $428 |
BOS | Punta Cana | August 22 to August 26 | $444 |
EWR | Oranjestad | August 23 to September 6 | $459 |
EWR | Piarco | August 22 to August 27 | $463 |
BOS | Santo Domingo | August 22 to September 5 | $490 |
JFK | Oranjestad | August 23 to August 25 | $525 |
JFK | Nassau | August 24 to August 27 | $545 |
JFK | Nassau | August 24 to August 27 | $545 |
EWR | Kingston | August 24 to August 27 | $565 |
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
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