
Cheap Flights to Caribbean from $61 (2025/2026)
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
Jet to one of Caribbean's top cities

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.
$122 Roundtrip, found 1 hour ago
$122
Roundtrip
found 1 hour ago
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$128 Roundtrip, just found
$128
Roundtrip
just found
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$153 Roundtrip, found 9 hours ago
$153
Roundtrip
found 9 hours ago
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$168 Roundtrip, found 4 hours ago
$168
Roundtrip
found 4 hours ago
FLL
Fort Lauderdale - Hollywood Intl.
SJU
Luis Munoz Marin Intl.
$185 Roundtrip, found 11 hours ago
$185
Roundtrip
found 11 hours ago
FLL
Fort Lauderdale - Hollywood Intl.
PUJ
Punta Cana Intl.
$206 Roundtrip, just found
$206
Roundtrip
just found
FLL
Fort Lauderdale - Hollywood Intl.
MBJ
Sir Donald Sangster Intl.
$214 Roundtrip, just found
$214
Roundtrip
just found
FLL
Fort Lauderdale - Hollywood Intl.
SDQ
Las Americas Intl.
$232 Roundtrip, just found
$232
Roundtrip
just found
FLL
Fort Lauderdale - Hollywood Intl.
STI
Cibao Intl.
$236 Roundtrip, just found
$236
Roundtrip
just found
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$265 Roundtrip, found 6 hours ago
$265
Roundtrip
found 6 hours ago
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$281 Roundtrip, just found
$281
Roundtrip
just found
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
MIA | Nassau | July 9 to July 12 | $260 |
BOS | Santiago de los Caballeros | July 8 to July 15 | $309 |
BOS | Kingston | July 8 to July 12 | $321 |
JFK | Santiago de los Caballeros | September 15 to September 16 | $348 |
YYZ | San Juan | September 11 to September 20 | $414 |
PHL | Piarco | June 30 to July 8 | $427 |
YYZ | Santo Domingo | July 1 to July 5 | $542 |
YYZ | Santiago de los Caballeros | August 12 to August 19 | $620 |
LHR | San Juan | September 18 to September 24 | $693 |
JFK | West End | July 17 to July 20 | $713 |
LHR | Punta Cana | September 4 to September 8 | $817 |
LGW | Piarco | August 10 to September 7 | $848 |
LHR | Kingston | August 20 to August 28 | $948 |
LHR | Santiago de los Caballeros | June 29 to July 3 | $1,447 |
BKK | Santo Domingo | August 5 to August 25 | $2,141 |
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
MIA | San Juan | June 22 to June 28 | $178 |
FLL | Montego Bay | June 22 to June 27 | $222 |
BOS | San Juan | June 22 to July 17 | $238 |
JFK | Oranjestad | June 21 to June 28 | $345 |
EWR | Oranjestad | June 21 to June 28 | $345 |
EWR | Oranjestad | June 21 to June 28 | $345 |
LGA | Montego Bay | June 21 to June 26 | $392 |
EWR | Santiago de los Caballeros | June 22 to July 7 | $399 |
EWR | Santiago de los Caballeros | June 22 to July 7 | $399 |
LGA | Kingston | June 22 to June 27 | $410 |
JFK | Santiago de los Caballeros | June 22 to June 26 | $417 |
BOS | Santiago de los Caballeros | June 21 to June 23 | $483 |
BOS | Nassau | June 22 to June 28 | $540 |
JFK | West End | June 22 to June 28 | $988 |
JFK | West End | June 22 to June 28 | $988 |
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! (1,003 reviews)
"A historical site, conveniently located in the heart of San Juan. Accessible, beautiful grounds, comfortable rooms. Parking is impossible, unless you pay in the parking lot. Staff are now always easy to communicate with; made mistakes with reservations. Breakfast options could be better. Nice views ..."
Reviewed on Jun 13, 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! (1,656 reviews)
"Nice property & friendly staff!"
Reviewed on Jun 12, 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! (972 reviews)
"Wonderful is an understatement! The genuine staff, delicious food, spotless accommodations, Bay views & location were nothing short of ideal!"
Reviewed on Jun 12, 2025
Save an average of 15% on thousands of hotels when you're signed in

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! (1,370 reviews)
"We are having an incredible stay at the Reef , Atlantis. The sea glass lounge service was above and beyond! The drinks were the best we had at the resort by far. Thank you, Tray Amele, Marcus, & Lincoln! You guys made us want to stay longer. Dario, checked in with us every day of our stay at the ..."
Reviewed on Jun 12, 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
Top Flight Routes
Top Airlines
Top Airports
Top Trending
Hotels
Flights
Packages
Trips to Turks and CaicosU.S. Virgin Islands All Inclusive Vacation PackagesTrips to BahamasJamaica All Inclusive Vacation PackagesTrips to St. ThomasBahamas All Inclusive Vacation PackagesTrips to ArubaSt. Thomas All Inclusive Vacation PackagesTrips to St. Croix IslandTrips to St. LuciaTrips to U.S. Virgin IslandsAruba All Inclusive Vacation PackagesTrips to Dominican RepublicTrips to Puerto RicoTrips to CuraçaoTrips to Jamaica