$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $260 Round Trip
$260 return flights and $109 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
SDQ
Santo Domingo
$260 Roundtrip, found 1 day ago
$260
Roundtrip
found 1 day ago
EWR
New York
SJU
San Juan
$261 Roundtrip, found 10 hours ago
$261
Roundtrip
found 10 hours ago
EWR
New York
PUJ
Punta Cana
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
JFK
New York
SJU
San Juan
$292 Roundtrip, found 3 hours ago
$292
Roundtrip
found 3 hours ago
EWR
New York
AUA
Oranjestad
$293 Roundtrip, found 7 hours ago
$293
Roundtrip
found 7 hours ago
EWR
New York
AUA
Oranjestad
$323 Roundtrip, found 1 day ago
$323
Roundtrip
found 1 day ago
JFK
New York
AUA
Oranjestad
$323 Roundtrip, found 1 hour ago
$323
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$336 Roundtrip, found 3 days ago
$336
Roundtrip
found 3 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | September 20 to September 29 | $402 |
| JFK | San Juan | September 20 to September 26 | $472 |
| JFK | Santiago de los Caballeros | September 19 to October 20 | $484 |
| JFK | Santiago de los Caballeros | September 19 to October 20 | $484 |
| LGA | Punta Cana | September 19 to September 24 | $486 |
| JFK | Punta Cana | September 19 to September 24 | $494 |
| JFK | Montego Bay | September 18 to October 3 | $506 |
| EWR | Santiago de los Caballeros | September 19 to October 3 | $507 |
| EWR | Punta Cana | September 18 to September 22 | $511 |
| LGA | Santo Domingo | September 18 to September 25 | $519 |
| JFK | Oranjestad | September 20 to September 30 | $530 |
| JFK | Oranjestad | September 20 to September 30 | $530 |
| EWR | Santo Domingo | September 19 to September 23 | $552 |
| JFK | Santo Domingo | September 20 to September 24 | $559 |
| EWR | Oranjestad | September 19 to September 26 | $644 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
Fully refundable
$348 nightly
The price is $383 total per night from Sep 15 to Sep 16
$383 total
Sep 15 - Sep 16
Total with taxes and fees
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
$127 nightly
The price is $138 total per night from Sep 14 to Sep 15
$138 total
Sep 14 - Sep 15
Total with taxes and fees
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. ...
6.4/10 (2,442 reviews)
"Bb"
Reviewed on Sep 12, 2026
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 ...
7.6/10 Good! (2,448 reviews)
"Peaceful and amazing workers!"
Reviewed on Sep 12, 2026
Save an average of 15% on thousands of hotels when you're signed in
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
$175 nightly
The price is $183 total per night from Sep 15 to Sep 16
$183 total
Sep 15 - Sep 16
Total with taxes and fees
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 ...
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$312 nightly
The price is $350 total per night from Sep 18 to Sep 19
$350 total
Sep 18 - Sep 19
Total with taxes and fees
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! (1,000 reviews)
"Highly recommend!"
Reviewed on Sep 10, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$534 nightly
The price is $604 total per night from Sep 14 to Sep 15
$604 total
Sep 14 - Sep 15
Total with taxes and fees
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$293 nightly
The price is $341 total per night from Oct 14 to Oct 15
$341 total
Oct 14 - Oct 15
Total with taxes and fees
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. ...
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
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $234 total per night from Sep 20 to Sep 21
$234 total
Sep 20 - Sep 21
Total with taxes and fees
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 ...
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$231 nightly
The price is $253 total per night from Sep 14 to Sep 15
$253 total
Sep 14 - Sep 15
Total with taxes and fees
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! (3,030 reviews)
"Centrally located. Extra hidden charge for a regular room"
Reviewed on Sep 13, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $201 total per night from Sep 20 to Sep 21
$201 total
Sep 20 - Sep 21
Total with taxes and fees
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! (1,927 reviews)
"Wonderful experience at Hotel Rumbao! It was nice to have a good hotel for the night before we got on our cruise ship!!"
Reviewed on Sep 12, 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 ...
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
$218 nightly
The price is $279 total per night from Oct 1 to Oct 2
$279 total
Oct 1 - Oct 2
Total with taxes and fees
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 ...
8.2/10 Very Good! (6,135 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"The service was great the staff was outstanding and the food was great the Japanese restaurant was great service and great show"
Reviewed on Sep 13, 2026
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! (1,484 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"All was good"
Reviewed on Jan 15, 2026
Save an average of 15% on thousands of hotels when you're signed in
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 ...
Families like: Outdoor pools, free waterpark access, kids club, playground
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.