$128 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $128 One Way, $283 Round Trip
$283 return flights and $128 one-way flights to Caribbean were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
EWR
New York
AUA
Oranjestad
$283 Roundtrip, just found
$283
Roundtrip
just found
EWR
New York
PUJ
Punta Cana
$283 Roundtrip, just found
$283
Roundtrip
just found
EWR
New York
SDQ
Santo Domingo
$283 Roundtrip, found 1 hour ago
$283
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$288 Roundtrip, found 22 hours ago
$288
Roundtrip
found 22 hours ago
EWR
New York
SJU
San Juan
$317 Roundtrip, found 1 hour ago
$317
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$317 Roundtrip, just found
$317
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Nassau | September 11 to September 20 | $374 |
| JFK | Nassau | September 12 to September 15 | $394 |
| JFK | San Juan | September 12 to October 3 | $416 |
| EWR | San Juan | September 12 to September 16 | $445 |
| EWR | Montego Bay | September 11 to September 14 | $467 |
| LGA | Punta Cana | September 13 to September 20 | $468 |
| JFK | Oranjestad | September 11 to September 13 | $477 |
| JFK | Oranjestad | September 11 to September 13 | $477 |
| EWR | Punta Cana | September 13 to September 17 | $487 |
| EWR | Santo Domingo | September 12 to September 21 | $517 |
| EWR | Santiago de los Caballeros | September 13 to November 3 | $531 |
| EWR | Santiago de los Caballeros | September 13 to November 3 | $531 |
| JFK | Santo Domingo | September 13 to October 3 | $553 |
| JFK | Piarco | September 12 to September 26 | $580 |
| JFK | Santiago de los Caballeros | September 12 to September 27 | $590 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
The price is $383 total per night from Sep 12 to Sep 13
$383 total
per night
Sep 12 - Sep 13
Book a stay at this business-friendly hotel in Paradise Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
The price is $138 total per night from Sep 9 to Sep 10
$138 total
per night
Sep 9 - Sep 10
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
Book a stay at this beach hotel in Nassau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
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Meridian Inn
Dover St. Lawrence Gap Christ Church
Stay at this hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (861 reviews)
"Stayed 2 nights while waiting for flights after a cruise. Wonderful place on the Ocean. Great pool and friendly staff. Comfortable bed. Would certainly stay here again as it’s a great price when you do not want an all inclusive resort. I gave cleanliness a 5* even though the bathroom had tiny ants ..."
Reviewed on Apr 25, 2026
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.
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $190 total per night from Sep 13 to Sep 14
$190 total
per night
Sep 13 - Sep 14
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (2,004 reviews)
"Well maintained property, near airport, restaurants and nightlife. Room was nice and clean, staff very helpful & friendly"
Reviewed on Sep 8, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
The price is $340 total per night from Sep 23 to Sep 24
$340 total
per night
Sep 23 - Sep 24
Book a stay at this beach hotel in Noord. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.6/10 Exceptional! (1,008 reviews)
"Love it !!! Julio at the front desk , he was very helpful, very kind gentleman, make our life easier and our short vacation was fantastic.!! Beautiful rooms and everything was impeccable clean. Definitely a place to go bac.k"
Reviewed on Sep 7, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $604 total per night from Sep 9 to Sep 10
$604 total
per night
Sep 9 - Sep 10
Book a stay at this spa resort in Noord. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (1,003 reviews)
"clean room great staff"
Reviewed on Sep 8, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
The price is $360 total per night from Oct 8 to Oct 9
$360 total
per night
Oct 8 - Oct 9
Book a stay at this beach hotel in Oranjestad. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,866 reviews)
"Good place to stay with family room very clean no complaints to this places all areas are very clean beach close to the beach for sure I will come back"
Reviewed on Sep 7, 2026
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.
Score Epic Caribbean Accommodation Deals
Hotel El Convento
100 Cristo St San Juan
The price is $270 total per night from Sep 9 to Sep 10
$270 total
per night
Sep 9 - Sep 10
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,005 reviews)
"Excellent"
Reviewed on Sep 8, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $300 total per night from Sep 10 to Sep 11
$300 total
per night
Sep 10 - Sep 11
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (3,019 reviews)
"Very clean, great food/drinks and great staff. Bed was hard and view was terrible."
Reviewed on Sep 8, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $201 total per night from Sep 17 to Sep 18
$201 total
per night
Sep 17 - Sep 18
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,913 reviews)
"Clean and quite , so close to the stores and overall good customer service"
Reviewed on Sep 8, 2026
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The Reef at Atlantis
Paradise Beach Drive Paradise Island New Providence
Book a stay at this 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 ...
9/10 Wonderful! (1,699 reviews)
"Muy bien todo!!!"
Reviewed on Sep 8, 2026
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.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
The price is $279 total per night from Oct 1 to Oct 2
$279 total
per night
Oct 1 - Oct 2
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
Book a stay at this beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Dreams Rose Hall Resort & Spa - All Inclusive
Rose Hall Montego Bay Saint James
Book a stay at this luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (1,506 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"All was good"
Reviewed on Jan 15, 2026
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The Royal at Atlantis
Paradise Beach Drive Paradise Island New Providence
Book a stay at this beach resort in Paradise Island. Enjoy free WiFi, 14 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (3,018 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"Everything was great except the noise from construction workers above our room during our time at the hotel"
Reviewed on Sep 8, 2026
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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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.