
Cheap Flights to Caribbean from $75 (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.
$155 Roundtrip, found 2 hours ago
$155
Roundtrip
found 2 hours ago
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$158 Roundtrip, just found
$158
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$252 Roundtrip, found 2 days ago
$252
Roundtrip
found 2 days ago
EWR
Newark Liberty Intl. Airport
MBJ
Sir Donald Sangster Intl.
$260 Roundtrip, just found
$260
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$266 Roundtrip, just found
$266
Roundtrip
just found
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$270 Roundtrip, found 2 days ago
$270
Roundtrip
found 2 days ago
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$280 Roundtrip, found 2 days ago
$280
Roundtrip
found 2 days ago
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$281 Roundtrip, just found
$281
Roundtrip
just found
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
PHL | San Juan | August 30 to September 6 | $183 |
EWR | Santo Domingo | September 3 to September 30 | $260 |
YYZ | Nassau | August 17 to August 24 | $281 |
JFK | Oranjestad | September 1 to September 8 | $281 |
MIA | Nassau | July 30 to August 5 | $292 |
PHL | Santo Domingo | July 18 to July 22 | $322 |
EWR | Santiago de los Caballeros | August 4 to August 21 | $370 |
JFK | Piarco | September 17 to September 23 | $394 |
YYZ | Piarco | September 6 to September 16 | $592 |
JFK | West End | August 31 to September 7 | $593 |
LGW | Kingston | October 15 to October 22 | $799 |
LHR | Oranjestad | September 4 to September 19 | $987 |
BKK | San Juan | July 28 to October 20 | $1,767 |
BKK | Santo Domingo | July 27 to August 5 | $2,095 |
BKK | Oranjestad | August 1 to August 8 | $2,467 |
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
EWR | San Juan | July 5 to July 9 | $220 |
FLL | Nassau | July 5 to July 16 | $346 |
EWR | Punta Cana | July 5 to July 9 | $406 |
EWR | Oranjestad | July 6 to July 10 | $428 |
BOS | Punta Cana | July 6 to July 10 | $429 |
JFK | Punta Cana | July 5 to July 9 | $445 |
BOS | Piarco | July 5 to July 21 | $447 |
EWR | Montego Bay | July 6 to July 9 | $448 |
JFK | Montego Bay | July 5 to July 9 | $451 |
JFK | Piarco | July 5 to July 9 | $462 |
YYZ | Kingston | July 6 to July 17 | $495 |
EWR | Kingston | July 6 to July 11 | $561 |
EWR | Nassau | July 5 to July 9 | $588 |
JFK | Nassau | July 5 to July 9 | $590 |
PHL | Santiago de los Caballeros | July 5 to July 10 | $643 |
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! (1,001 reviews)
"Excellent location."
Reviewed on Jun 28, 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 Aquaventure and Ocean Club Golf Course are located nearby.
8.6/10 Excellent! (1,718 reviews)
"Wonderful staff and beautiful resort style hotel. Amenities are excellent, including pools and restaurants. The only issue was the house keeping always ran later in the day. We would be out and about only to return late in the afternoon and the room still had not been cleaned. That being said, once ..."
Reviewed on Jul 1, 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! (1,003 reviews)
"Everything was amazing word can’t describe"
Reviewed on Jun 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 Ocean Club Golf Course are located nearby.
8.8/10 Excellent! (1,384 reviews)
"Perfect hotel for a family holiday."
Reviewed on Jun 30, 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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