$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $252 Round Trip
$252 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.
JFK
New York
SJU
San Juan
$252 Roundtrip, found 9 hours ago
$252
Roundtrip
found 9 hours ago
EWR
New York
SJU
San Juan
$266 Roundtrip, found 2 hours ago
$266
Roundtrip
found 2 hours ago
JFK
New York
MBJ
Montego Bay
$318 Roundtrip, found 9 hours ago
$318
Roundtrip
found 9 hours ago
EWR
New York
MBJ
Montego Bay
$318 Roundtrip, found 6 hours ago
$318
Roundtrip
found 6 hours ago
EWR
New York
AUA
Oranjestad
$322 Roundtrip, just found
$322
Roundtrip
just found
JFK
New York
PUJ
Punta Cana
$323 Roundtrip, just found
$323
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | August 30 to September 3 | $326 |
| JFK | San Juan | August 30 to September 3 | $326 |
| EWR | San Juan | August 30 to September 3 | $447 |
| EWR | Piarco | August 28 to September 5 | $453 |
| EWR | Nassau | August 30 to September 2 | $477 |
| EWR | Nassau | August 30 to September 2 | $477 |
| JFK | Santiago de los Caballeros | August 29 to September 18 | $489 |
| JFK | Punta Cana | August 30 to September 4 | $518 |
| EWR | Santo Domingo | August 28 to September 19 | $552 |
| JFK | Piarco | August 29 to September 21 | $600 |
| EWR | Kingston | August 29 to September 8 | $618 |
| EWR | Kingston | August 29 to September 8 | $618 |
| JFK | Nassau | August 29 to September 5 | $630 |
| JFK | Santo Domingo | August 28 to September 2 | $641 |
| JFK | Oranjestad | August 28 to September 4 | $800 |
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 Aug 25 to Aug 26
$383 total
per night
Aug 25 - Aug 26
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 $140 total per night from Aug 30 to Aug 31
$140 total
per night
Aug 30 - Aug 31
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 (2,436 reviews)
"The place needs a little renovation. My phone charger barely worked because it was disintegrating. It served my purposes five minutes from the airport, but it certainly was not luxurious."
Reviewed on Aug 23, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
The price is $345 total per night from Aug 26 to Aug 27
$345 total
per night
Aug 26 - Aug 27
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 ...
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
The price is $192 total per night from Sep 13 to Sep 14
$192 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 ...
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
The price is $347 total per night from Aug 25 to Aug 26
$347 total
per night
Aug 25 - Aug 26
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! (1,009 reviews)
"Great staff"
Reviewed on Aug 23, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $612 total per night from Aug 25 to Aug 26
$612 total
per night
Aug 25 - Aug 26
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
The price is $363 total per night from Sep 22 to Sep 23
$363 total
per night
Sep 22 - Sep 23
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)
"Family friendly, rooms were clean, staff were polite and helpful. Restaurant by the pools. The pools were great. Slide in one of the pools kept the kids entertained. The beach is right down the block. Close to most restaurants. We loved the orange cat that was there!"
Reviewed on Aug 23, 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
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! (1,019 reviews)
"Hotel El Convento combined history and luxury. Building was gorgeous! Room was nice, comfortable, and clean. Staff was excellent and so friendly. The only downside is that there is no parking in Old San Juan, so if you are going there hold off on renting a car and just use uber. We would stay at ..."
Reviewed on Aug 23, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $236 total per night from Sep 7 to Sep 8
$236 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 ...
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $207 total per night from Sep 20 to Sep 21
$207 total
per night
Sep 20 - Sep 21
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 ...
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 31 to Sep 1
$287 total
per night
Aug 31 - Sep 1
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! (1,549 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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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.