$114 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $114 One Way, $222 Round Trip
$222 return flights and $114 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.
JFK
New York
SJU
San Juan
$222 Roundtrip, found 11 hours ago
$222
Roundtrip
found 11 hours ago
JFK
New York
SJU
San Juan
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
EWR
New York
SJU
San Juan
$236 Roundtrip, found 2 hours ago
$236
Roundtrip
found 2 hours ago
JFK
New York
SJU
San Juan
$242 Roundtrip, just found
$242
Roundtrip
just found
EWR
New York
SJU
San Juan
$247 Roundtrip, just found
$247
Roundtrip
just found
EWR
New York
SJU
San Juan
$287 Roundtrip, found 3 days ago
$287
Roundtrip
found 3 days ago
EWR
New York
SDQ
Santo Domingo
$299 Roundtrip, just found
$299
Roundtrip
just found
EWR
New York
SJU
San Juan
$306 Roundtrip, found 6 hours ago
$306
Roundtrip
found 6 hours ago
EWR
New York
PUJ
Punta Cana
$315 Roundtrip, found 2 hours ago
$315
Roundtrip
found 2 hours ago
JFK
New York
SDQ
Santo Domingo
$325 Roundtrip, found 1 hour ago
$325
Roundtrip
found 1 hour ago
JFK
New York
MBJ
Montego Bay
$328 Roundtrip, found 6 hours ago
$328
Roundtrip
found 6 hours ago
JFK
New York
AUA
Oranjestad
$365 Roundtrip, found 2 hours ago
$365
Roundtrip
found 2 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | August 9 to September 9 | $507 |
| JFK | San Juan | August 8 to August 9 | $510 |
| EWR | Punta Cana | August 9 to August 13 | $620 |
| EWR | Punta Cana | August 9 to August 13 | $620 |
| EWR | Montego Bay | August 9 to August 30 | $642 |
| EWR | Montego Bay | August 9 to August 30 | $642 |
| JFK | Santiago de los Caballeros | August 9 to August 16 | $683 |
| JFK | Santiago de los Caballeros | August 9 to August 16 | $683 |
| JFK | Piarco | August 9 to August 15 | $710 |
| LGA | Nassau | August 9 to August 13 | $765 |
| JFK | Kingston | August 9 to August 23 | $796 |
| JFK | Kingston | August 9 to August 23 | $796 |
| JFK | Punta Cana | August 9 to August 14 | $832 |
| LGA | Oranjestad | August 7 to August 17 | $833 |
| JFK | Oranjestad | August 8 to August 14 | $1,132 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$355 nightly
The price is $383 total per night from Aug 5 to Aug 6
$383 total
Aug 5 - Aug 6
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 ...
8.4/10 Very Good! (2,367 reviews)
"The breakfast was terrible. The water pressure was non existent and sometimes there was no water. Overall I would not stay there again."
Reviewed on Aug 4, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $140 total per night from Aug 30 to Aug 31
$140 total
Aug 30 - Aug 31
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. ...
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$311 nightly
The price is $345 total per night from Aug 10 to Aug 11
$345 total
Aug 10 - Aug 11
Total with taxes and fees
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! (2,379 reviews)
"Great food and friendly and helpful staff."
Reviewed on Aug 3, 2026
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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
$194 nightly
The price is $203 total per night from Sep 1 to Sep 2
$203 total
Sep 1 - Sep 2
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 ...
9/10 Wonderful! (1,923 reviews)
"We had a wonderful stay at Simpson Bay Resort in St. Martin. The entire property was beautifully maintained, clean, and welcoming, and our room was equally comfortable and spotless. The staff members were consistently respectful, friendly, and helpful, which made our experience even more enjoyable. ..."
Reviewed on Aug 4, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$333 nightly
The price is $374 total per night from Aug 18 to Aug 19
$374 total
Aug 18 - Aug 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! (1,002 reviews)
"we were on first floow but it was nice"
Reviewed on Aug 4, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $612 total per night from Aug 8 to Aug 9
$612 total
Aug 8 - Aug 9
Total with taxes and fees
Book a stay at this beach 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! (1,008 reviews)
"Our room was extremely musty and we had to ask for dehumidifiers. There was mold on the ceiling and a big hole in the wall. The pools were filthy. The staff was nice. And the area was great"
Reviewed on Aug 3, 2026
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
$283 nightly
The price is $328 total per night from Sep 2 to Sep 3
$328 total
Sep 2 - Sep 3
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. ...
9/10 Wonderful! (1,881 reviews)
"⭐⭐⭐⭐☆ (4/5) We had a great stay at Eagle Aruba Resort and would definitely come back. The resort is clean, comfortable, and in an excellent location, close to the beach, restaurants, and supermarkets. The only reason for 4 instead of 5 stars is the customer service. The staff was professional but ..."
Reviewed on Aug 3, 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
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $220 total per night from Aug 16 to Aug 17
$220 total
Aug 16 - Aug 17
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 ...
9.2/10 Wonderful! (1,008 reviews)
"They were great. Lovely stay all around."
Reviewed on Aug 4, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $278 total per night from Aug 30 to Aug 31
$278 total
Aug 30 - Aug 31
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! (2,865 reviews)
"Rooms were clean bathrooms are good for the most part could be updated but beach and pool access is amazing. Staff was friendly and was able to recommend activities"
Reviewed on Aug 4, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $217 total per night from Aug 9 to Aug 10
$217 total
Aug 9 - Aug 10
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 ...
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
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! (1,630 reviews)
"Great stay"
Reviewed on Aug 4, 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
$225 nightly
The price is $287 total per night from Aug 9 to Aug 10
$287 total
Aug 9 - Aug 10
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! (5,959 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Came across a lot of roaches throughout the resort. Had 2 crawling around our bedroom and found one of them on the bed. Food was ok but all the non alcoholic beverages was not so good. Flat sodas, watered down juices,"
Reviewed on Aug 4, 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! (1,578 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
Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
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 restaurant in our reviews. ...
9/10 Wonderful! (4,935 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Need better cleaning in rooms the little bugs were everywhere"
Reviewed on Aug 4, 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.
Need a Car For After Your Flight?
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Caribbean
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Orbitz becomes your Mobile friend
You can now book flights to Caribbean on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Caribbean flights.
Discounted tickets available for flights to Caribbean
Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Caribbean flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.
Orbitz offers discounted Caribbean flights
Discounted flights to Caribbean ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.
Traveler profile updates
When flying with Orbitz, take advantage of frequent updates on your flights to Caribbean. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Caribbean flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.
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.