$106 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $106 One Way, $222 Round Trip
$222 return flights and $106 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 21 hours ago
$222
Roundtrip
found 21 hours ago
JFK
New York
SJU
San Juan
$231 Roundtrip, just found
$231
Roundtrip
just found
EWR
New York
SJU
San Juan
$236 Roundtrip, just found
$236
Roundtrip
just found
JFK
New York
SJU
San Juan
$242 Roundtrip, found 3 hours ago
$242
Roundtrip
found 3 hours ago
EWR
New York
SJU
San Juan
$265 Roundtrip, just found
$265
Roundtrip
just found
EWR
New York
SJU
San Juan
$303 Roundtrip, found 7 hours ago
$303
Roundtrip
found 7 hours ago
EWR
New York
SJU
San Juan
$303 Roundtrip, found 13 hours ago
$303
Roundtrip
found 13 hours ago
EWR
New York
PUJ
Punta Cana
$315 Roundtrip, just found
$315
Roundtrip
just found
EWR
New York
SDQ
Santo Domingo
$315 Roundtrip, just found
$315
Roundtrip
just found
JFK
New York
NAS
Nassau
$318 Roundtrip, just found
$318
Roundtrip
just found
JFK
New York
SDQ
Santo Domingo
$322 Roundtrip, found 14 hours ago
$322
Roundtrip
found 14 hours ago
JFK
New York
MBJ
Montego Bay
$325 Roundtrip, found 9 hours ago
$325
Roundtrip
found 9 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | San Juan | August 15 to August 21 | $366 |
| JFK | San Juan | August 14 to August 19 | $402 |
| LGA | Nassau | August 14 to August 21 | $516 |
| JFK | Santiago de los Caballeros | August 14 to August 28 | $536 |
| JFK | Santiago de los Caballeros | August 14 to August 28 | $536 |
| LGA | Kingston | August 14 to August 20 | $540 |
| JFK | Santo Domingo | August 16 to September 17 | $544 |
| JFK | Piarco | August 15 to September 1 | $560 |
| JFK | Kingston | August 16 to August 30 | $576 |
| LGA | Montego Bay | August 15 to August 30 | $602 |
| JFK | Punta Cana | August 16 to August 19 | $635 |
| EWR | Santiago de los Caballeros | August 16 to August 21 | $758 |
| JFK | Oranjestad | August 14 to August 21 | $888 |
| JFK | Oranjestad | August 14 to August 21 | $888 |
| EWR | Kingston | August 16 to August 30 | $976 |
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 9 to Aug 10
$383 total
Aug 9 - Aug 10
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! (2,382 reviews)
"."
Reviewed on Aug 7, 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. ...
6.4/10 (2,428 reviews)
"If you want just a cheap bed for the night I guess this Hotel is ok. However, be mindful it is old, outdated, the shower curtains has mold and looks ugly, the room is very basic with old sheets, and to be honest you get what you paid for. If you want something more nice you might as well spend an ..."
Reviewed on Aug 7, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$313 nightly
The price is $347 total per night from Aug 17 to Aug 18
$347 total
Aug 17 - Aug 18
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 ...
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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
$177 nightly
The price is $185 total per night from Sep 6 to Sep 7
$185 total
Sep 6 - Sep 7
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
$351 nightly
The price is $394 total per night from Sep 3 to Sep 4
$394 total
Sep 3 - Sep 4
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! (1,004 reviews)
"Excellent resort!!! Clean, friendly, professional staff, great location, amazing beach, outstanding room!!! Could not be happier with our stay and we will definitely be returning. Huge thank you to everyone at Amsterdam Manor for an exceptional vacation. See you soon!"
Reviewed on Aug 6, 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 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! (1,012 reviews)
"Perfect place and location. Has a washer too"
Reviewed on Aug 5, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
$287 nightly
The price is $333 total per night from Sep 7 to Sep 8
$333 total
Sep 7 - Sep 8
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! (1,882 reviews)
"Room was clean and had all I needed for a comfortable stay. There were 3 pools, lots of scheduled activities, and Eagle Beach was a short walk away."
Reviewed on Aug 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
Fully refundableReserve now, pay when you stay
The price is $218 total per night from Sep 7 to Sep 8
$218 total
per night
Sep 7 - Sep 8
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
The price is $269 total per night from Sep 7 to Sep 8
$269 total
per night
Sep 7 - Sep 8
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! (2,877 reviews)
"Our stay was awful, we checked out early, the small beach is nice but staff are rude, service is horrible! We got our room, clogged toilet and no sheets to make bed for sleeping in sofa bed, we dialed front desk nobody answers the phone, we called the phone they give you at check in if you need anything, ..."
Reviewed on Aug 7, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $223 total per night from Aug 30 to Aug 31
$223 total
per night
Aug 30 - Aug 31
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! (1,841 reviews)
"The property was very clean and the staff is the best!!! Everyone was so nice and very accommodating. They gave excellent recommendations for local eateries and things to do."
Reviewed on Aug 7, 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
The price is $287 total per night from Aug 17 to Aug 18
$287 total
per night
Aug 17 - Aug 18
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! (6,007 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"The food was average not the greatest.The staff at most of the restaurants were not nice and helpful.Pool beach are was nice, building rooms oursated. Don't think I'll be going back."
Reviewed on Aug 7, 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
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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. ...
Families like: Outdoor pools, waterslide, 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.
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.