$133 Cheap flights to Caribbean
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Top places to visit in Caribbean
Cheap flights to Caribbean from $133 One Way, $266 Round Trip
$266 return flights and $133 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
SJU
San Juan
$266 Roundtrip, found 1 hour ago
$266
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$282 Roundtrip, found 9 hours ago
$282
Roundtrip
found 9 hours ago
EWR
New York
SJU
San Juan
$285 Roundtrip, found 3 days ago
$285
Roundtrip
found 3 days ago
EWR
New York
SJU
San Juan
$297 Roundtrip, just found
$297
Roundtrip
just found
EWR
New York
MBJ
Montego Bay
$318 Roundtrip, found 8 hours ago
$318
Roundtrip
found 8 hours ago
EWR
New York
PUJ
Punta Cana
$323 Roundtrip, found 5 hours ago
$323
Roundtrip
found 5 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | San Juan | August 29 to September 2 | $411 |
| LGA | Nassau | August 29 to September 2 | $422 |
| JFK | San Juan | August 29 to September 3 | $431 |
| EWR | San Juan | August 29 to September 5 | $447 |
| EWR | Piarco | August 28 to September 5 | $453 |
| EWR | Piarco | August 28 to September 5 | $453 |
| JFK | Santiago de los Caballeros | August 29 to September 18 | $489 |
| JFK | Nassau | August 29 to September 4 | $504 |
| JFK | Punta Cana | August 29 to September 3 | $540 |
| JFK | Punta Cana | August 29 to September 3 | $540 |
| JFK | Santo Domingo | August 28 to September 19 | $589 |
| JFK | Santo Domingo | August 28 to September 19 | $589 |
| JFK | Oranjestad | August 28 to September 11 | $648 |
| EWR | Punta Cana | August 30 to September 3 | $650 |
| EWR | Santo Domingo | August 30 to September 9 | $672 |
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 26 to Aug 27
$383 total
per night
Aug 26 - Aug 27
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 (2,438 reviews)
"I felt very uncomfortable staying here. Although the lobby was decent, my room was a complete horror scene. Gross miscellaneous leaks coming from the walls, holes and rips in the sheets, mold on the headboard and walls in the bathroom. I arrived late at night from a flight layover and I would have ..."
Reviewed on Aug 24, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
The price is $342 total per night from Sep 1 to Sep 2
$342 total
per night
Sep 1 - Sep 2
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! (2,420 reviews)
"First I must say the beach was really and some of the staff were friendly but the hotel needs some serious upgrades. Not enough entertainment. Also, it was listed as adults only, that was not the case at all. There were kids running around. No I don’t think I will stay there again. It was a down ..."
Reviewed on Aug 24, 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
The price is $165 total per night from Sep 23 to Sep 24
$165 total
per night
Sep 23 - Sep 24
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! (1,980 reviews)
"i enjoyed the fact that my room was cleaned up nice every day"
Reviewed on Aug 24, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
The price is $374 total per night from Aug 30 to Aug 31
$374 total
per night
Aug 30 - Aug 31
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 26 to Aug 27
$612 total
per night
Aug 26 - Aug 27
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 $341 total per night from Sep 25 to Sep 26
$341 total
per night
Sep 25 - Sep 26
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
The price is $270 total per night from Sep 7 to Sep 8
$270 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 ...
9.2/10 Wonderful! (1,021 reviews)
"Great staff and great hotel, the location is the best!"
Reviewed on Aug 24, 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 ...
9/10 Wonderful! (1,688 reviews)
"Very spacious for our family of 5. Full kitchen help us save a lot of money on breakfast."
Reviewed on Aug 24, 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 $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 ...
8.2/10 Very Good! (6,092 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Me hubiera gustado que fueran mas amistosos a la hora de servir la bebidas ya que uno no tenía acceso a hacerlo uno de resto el buffet las comidas exelente mucha variedad frutas y todo tipo de comida las piscinas divi as todo muy limpio"
Reviewed on Aug 25, 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! (1,549 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! (4,981 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Ac at rooms needs to be upgraded elevators have to be fix only one was working"
Reviewed on Aug 24, 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?
Economy
Chevrolet Spark
Compact
Ford Focus
Midsize
Toyota Corolla
SUV
Jeep Compass
Caribbean
Orbitz is your one stop for guaranteed low prices on Caribbean flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.
Save Big On Car Rentals Too
Orbitz will find you discount air fare for flights to Caribbean and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.
Get Free Travel Advice By Calling the Orbitz Hotline
Our experts will make things even easier by helping you to find the best budget flights to Caribbean Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.
Book Travel on the Fly with Orbitz on the Go
Our state of the art mobile apps will allow you to book cheap flights to Caribbean from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?
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.