$74 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $74 One Way, $139 Round Trip
$139 return flights and $74 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
$139 Roundtrip, found 3 days ago
$139
Roundtrip
found 3 days ago
EWR
New York
SJU
San Juan
$187 Roundtrip, found 6 hours ago
$187
Roundtrip
found 6 hours ago
EWR
New York
SJU
San Juan
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
EWR
New York
SJU
San Juan
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
EWR
New York
PUJ
Punta Cana
$236 Roundtrip, just found
$236
Roundtrip
just found
EWR
New York
SDQ
Santo Domingo
$236 Roundtrip, just found
$236
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | September 28 to October 2 | $148 |
| EWR | San Juan | September 26 to October 2 | $148 |
| LGA | Montego Bay | September 27 to October 8 | $261 |
| EWR | Santo Domingo | September 28 to October 8 | $284 |
| JFK | Punta Cana | September 28 to October 11 | $291 |
| JFK | Punta Cana | September 28 to October 11 | $291 |
| JFK | Santo Domingo | September 27 to September 29 | $292 |
| JFK | Santiago de los Caballeros | September 26 to September 27 | $304 |
| JFK | Santiago de los Caballeros | September 26 to September 27 | $304 |
| EWR | Punta Cana | September 28 to October 2 | $319 |
| LGA | Oranjestad | September 27 to October 4 | $327 |
| EWR | Piarco | September 26 to September 29 | $356 |
| JFK | Montego Bay | September 27 to October 8 | $401 |
| LGA | Kingston | September 27 to September 30 | $432 |
| JFK | Kingston | September 28 to October 3 | $439 |
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 Sep 21 to Sep 22
$383 total
per night
Sep 21 - Sep 22
Stay at this 4-star business-friendly hotel in Paradise Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
8.2/10 Very Good! (1,972 reviews)
"Comfort suite is a very nice place to stay . The workers are ver nice , friendly and accommodating. The hotel needs to be renovated."
Reviewed on Sep 18, 2025
Coral by the Sea Hotel
Calle Rosa 2, Carolina
Fully refundableReserve now, pay when you stay
The price is $191 total per night from Sep 21 to Sep 22
$191 total
per night
Sep 21 - Sep 22
Stay at this 3-star hotel in Carolina. Enjoy free WiFi, 2 restaurants, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
6/10 (1,923 reviews)
"A nice paint job around the whole place would definitely make it look very classy"
Reviewed on Sep 15, 2025
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach, Nassau, New Providence
The price is $380 total per night from Sep 20 to Sep 21
$380 total
per night
Sep 20 - Sep 21
Stay at this 3-star beach hotel in Nassau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.4/10 Good! (1,945 reviews)
"The staff was amazing! Going back next yr!!"
Reviewed on Sep 16, 2025
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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 ...
8.4/10 Very Good! (798 reviews)
"Excellent value for the money. Clean, well appointed, friendly staff... Did not appreciate the 2 single beds being put together as a "king bed" though..."
Reviewed on Sep 14, 2025
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 $121 total per night from Oct 6 to Oct 7
$121 total
per night
Oct 6 - Oct 7
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,348 reviews)
"This hotel out of the two was 100% the best! It was beautiful, comfortable, staff was excellent and the beach was great! Can’t wait to come back!"
Reviewed on Sep 18, 2025
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252, Noord
Fully refundableReserve now, pay when you stay
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. ...
9.4/10 Exceptional! (1,012 reviews)
"The beach was right across the street from the hotel and the room where very nice and clean"
Reviewed on Sep 15, 2025
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75, Noord
The price is $473 total per night from Sep 27 to Sep 28
$473 total
per night
Sep 27 - Sep 28
Stay at this 4-star beach resort in Noord. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
8.8/10 Excellent! (1,003 reviews)
"The pool bar staff was great. Dino and Simone really took care of the people. Dino was also great with recommendations."
Reviewed on Sep 11, 2025
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248, Oranjestad
Fully refundableReserve now, pay when you stay
The price is $327 total per night from Oct 7 to Oct 8
$327 total
per night
Oct 7 - Oct 8
Stay at this 3.5-star beach hotel in Oranjestad. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (2,364 reviews)
"Super"
Reviewed on Sep 16, 2025
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 $272 total per night from Sep 21 to Sep 22
$272 total
per night
Sep 21 - Sep 22
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,003 reviews)
"I booked Hotel El Convento for an after cruise stay for my husband, myself, my two adult kids and their spouses and we couldn’t be happier with the experience. The staff couldn’t wait to help us with all of our travel needs and our stay here was the highlight of a two week 50th anniversary celebration! ..."
Reviewed on Sep 12, 2025
British Colonial - Nassau
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
The price is $267 total per night from Oct 5 to Oct 6
$267 total
per night
Oct 5 - Oct 6
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (1,954 reviews)
Beautiful Hotel
"I have not had any issues with my stay here at all. It was a beautiful hotel. I also think the price was reasonable. The customer service was good. They gave us more towels when we asked. The hotel is right on the beach and the water is gorgeous! (See pics) The only thing I wish was that the restaurant ..."
Reviewed on Sep 19, 2025
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $190 total per night from Sep 21 to Sep 22
$190 total
per night
Sep 21 - Sep 22
Stay at this 4-star 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! (1,158 reviews)
"Fantastic staff. Hotel is beautifully maintained. Close to old San Juan shopping and tourism! We loved our stay."
Reviewed on Sep 15, 2025
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The Reef at Atlantis
Paradise Beach Drive, Paradise Island, New Providence
Stay at this 4.5-star luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,418 reviews)
Love The Cove
"We stayed at The Cove and loved the high ceilings, beautiful balcony with two chairs and a table, huge marble bathroom, gorgeous beaches and swimming pools!"
Reviewed on Sep 15, 2025
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, Playa Bávaro, Punta Cana, La Altagracia
The price is $248 total per night from Sep 23 to Sep 24
$248 total
per night
Sep 23 - Sep 24
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (5,272 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Everyone was great, property clean and nice."
Reviewed on Sep 19, 2025
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao, Punta Cana, La Altagracia
Stay at this 4-star beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (6,468 reviews)
"Staff"
Reviewed on Sep 11, 2025
Dreams Rose Hall Resort & Spa - All Inclusive
Rose Hall, Montego Bay, Saint James
The price is $292 total per night from Sep 21 to Sep 22
$292 total
per night
Sep 21 - Sep 22
Stay at this 4.5-star 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! (1,971 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"had a great time at Dreams Rose Hall....booked 4 nights and had so much fun, i extended 7 more nights! wonderful food variety, awesome spa, very clean, GREAT activities and entertainment ALL DAY, great location....close to mbj airport, shopping, and excursions! fun & friendly staff...good value...already ..."
Reviewed on Sep 17, 2025
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Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana, Punta Cana, La Altagracia
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (4,281 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"We came here to celebrate our wedding anniversary and it was great! The resort is beautiful and the staff is so welcoming!"
Reviewed on Sep 16, 2025
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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Caribbean
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Mix and Match
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- Puerto Rico All Inclusive Vacation Packages
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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.