
Cheap Flights to Caribbean from $70 (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.
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$133 Roundtrip, found 3 hours ago
$133
Roundtrip
found 3 hours ago
MIA
Miami Intl.
PUJ
Punta Cana Intl.
$216 Roundtrip, just found
$216
Roundtrip
just found
MIA
Miami Intl.
SDQ
Las Americas Intl.
$222 Roundtrip, just found
$222
Roundtrip
just found
EKW
Miami Central Brightline Train Station
SJU
Luis Munoz Marin Intl.
$252 Roundtrip, found 5 days ago
$252
Roundtrip
found 5 days ago
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$266 Roundtrip, found 2 hours ago
$266
Roundtrip
found 2 hours ago
AVT
Aventura Brightline Train Station
SJU
Luis Munoz Marin Intl.
$272 Roundtrip, found 6 days ago
$272
Roundtrip
found 6 days ago
MIA
Miami Intl.
MBJ
Sir Donald Sangster Intl.
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
MIA
Miami Intl.
NAS
Lynden Pindling Intl.
$292 Roundtrip, just found
$292
Roundtrip
just found
MIA
Miami Intl.
POS
Piarco Intl.
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
EWR | San Juan | July 20 to July 25 | $163 |
JFK | San Juan | July 21 to July 25 | $169 |
BOS | San Juan | August 10 to August 15 | $197 |
FLL | Santiago de los Caballeros | July 22 to August 12 | $236 |
EWR | Santo Domingo | September 2 to September 30 | $260 |
EWR | Punta Cana | July 29 to August 14 | $270 |
BOS | Santo Domingo | September 16 to September 30 | $306 |
JFK | Nassau | September 1 to September 7 | $310 |
EWR | Kingston | August 27 to September 3 | $329 |
JFK | Santo Domingo | July 28 to August 6 | $346 |
BOS | Oranjestad | July 26 to August 2 | $359 |
JFK | Santiago de los Caballeros | July 21 to July 25 | $373 |
JFK | Piarco | September 17 to September 23 | $394 |
JFK | West End | August 31 to September 7 | $593 |
JFK | West End | August 31 to September 7 | $593 |
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
FLL | San Juan | July 5 to July 10 | $170 |
MIA | San Juan | July 5 to July 12 | $187 |
JFK | San Juan | July 6 to July 9 | $220 |
BOS | San Juan | July 6 to July 10 | $280 |
FLL | Santiago de los Caballeros | July 6 to July 13 | $393 |
MIA | Montego Bay | July 4 to July 11 | $396 |
BOS | Piarco | July 5 to July 21 | $447 |
EWR | Piarco | July 4 to July 21 | $447 |
JFK | Piarco | July 5 to August 2 | $462 |
EWR | Santiago de los Caballeros | July 6 to July 13 | $480 |
EWR | Santiago de los Caballeros | July 6 to July 13 | $480 |
EWR | Montego Bay | July 6 to July 13 | $498 |
JFK | Nassau | July 5 to July 9 | $548 |
MIA | Oranjestad | July 4 to July 6 | $560 |
BOS | Nassau | July 4 to July 11 | $566 |
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! (1,004 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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