$97 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $97 One Way, $227 Round Trip
$227 return flights and $97 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
SDQ
Santo Domingo
$227 Roundtrip, found 3 hours ago
$227
Roundtrip
found 3 hours ago
EWR
New York
PUJ
Punta Cana
$266 Roundtrip, found 15 hours ago
$266
Roundtrip
found 15 hours ago
JFK
New York
SJU
San Juan
$272 Roundtrip, found 1 hour ago
$272
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$272 Roundtrip, found 5 hours ago
$272
Roundtrip
found 5 hours ago
JFK
New York
SJU
San Juan
$286 Roundtrip, found 2 days ago
$286
Roundtrip
found 2 days ago
JFK
New York
SJU
San Juan
$297 Roundtrip, found 3 hours ago
$297
Roundtrip
found 3 hours ago
JFK
New York
NAS
Nassau
$321 Roundtrip, found 2 hours ago
$321
Roundtrip
found 2 hours ago
EWR
New York
NAS
Nassau
$336 Roundtrip, found 4 hours ago
$336
Roundtrip
found 4 hours ago
JFK
New York
MBJ
Montego Bay
$338 Roundtrip, found 2 hours ago
$338
Roundtrip
found 2 hours ago
JFK
New York
AUA
Oranjestad
$357 Roundtrip, found 4 hours ago
$357
Roundtrip
found 4 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | June 26 to June 30 | $352 |
| EWR | Montego Bay | June 28 to July 1 | $357 |
| LGA | Oranjestad | June 26 to July 1 | $397 |
| EWR | Piarco | June 26 to July 12 | $404 |
| JFK | Oranjestad | June 27 to July 3 | $415 |
| JFK | Nassau | June 27 to June 29 | $430 |
| JFK | Nassau | June 27 to June 29 | $430 |
| JFK | Piarco | June 28 to July 21 | $468 |
| EWR | San Juan | June 27 to July 6 | $475 |
| EWR | Santo Domingo | June 28 to July 18 | $502 |
| JFK | Santo Domingo | June 27 to September 4 | $509 |
| EWR | Kingston | June 27 to July 4 | $549 |
| JFK | Santiago de los Caballeros | June 27 to June 30 | $573 |
| JFK | West End | June 26 to June 27 | $3,021 |
| JFK | West End | June 26 to June 27 | $3,021 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$327 nightly
The price is $352 total per night from Jun 23 to Jun 24
$352 total
Jun 23 - Jun 24
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! (2,290 reviews)
"Our room smelled like mold as soon as you walked in, they were doing construction in the Room room above us till about 7 o'clock every night. Our TV did not work properly with the remote and it had a very snowy picture. The staff was excellent whatever you needed they came and brought you. Going ..."
Reviewed on Jun 21, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $133 total per night from Jun 23 to Jun 24
$133 total
Jun 23 - Jun 24
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 (2,418 reviews)
"Muy céntrico,bien ubicado!"
Reviewed on Jun 22, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$315 nightly
The price is $352 total per night from Jun 26 to Jun 27
$352 total
Jun 26 - Jun 27
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! (2,325 reviews)
"The resort was decent, food was good and the beaches were stunning. Bahamas is awful, from the rip off taxis, to being harassed by vendors in Nassau, at the Fort, on the beach and Arawak Cay. We stayed there 20 years ago and the island has transformed into one gouging tourist trap. With so many other ..."
Reviewed on Jun 19, 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
$254 nightly
The price is $267 total per night from Jun 24 to Jun 25
$267 total
Jun 24 - Jun 25
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! (1,810 reviews)
"resort what’s clean and staff were nice. We were a little confused on how to get around the property and when we finally figured out, there was a shuttle and you would’ve called the shuttle would not come so that was a really big inconvenience as I stated before the resort is big and on hills but ..."
Reviewed on Jun 21, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$306 nightly
The price is $344 total per night from Jun 23 to Jun 24
$344 total
Jun 23 - Jun 24
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)
"This was my second visit and it was just as I expected wonderful. Staff is beyond helpful and accommodating. It is a great location for a quiet relaxing vacation. I will definitely visit again."
Reviewed on Jun 21, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$473 nightly
The price is $536 total per night from Jun 27 to Jun 28
$536 total
Jun 27 - Jun 28
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! (1,005 reviews)
"I recently stayed at Divi Phoenix Aruba from June 13–20 and had a wonderful experience. The property is beautifully located right on Palm Beach, with stunning ocean views and easy access to the beach. The rooms were comfortable and well-maintained, and the staff was friendly and helpful throughout ..."
Reviewed on Jun 20, 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
$384 nightly
The price is $435 total per night from Jul 4 to Jul 5
$435 total
Jul 4 - Jul 5
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! (1,946 reviews)
"It was the worst experience of my life in Aruba. They were so rude and it took me over two hours to check in to my rooms. We had to wait outside and it was the most terrible experience ever. The Bill man said that we couldn’t take our luggage in so we had to wait outside and it was the worst experience ..."
Reviewed on Jun 22, 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
$273 nightly
The price is $297 total per night from Jun 29 to Jun 30
$297 total
Jun 29 - Jun 30
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! (1,002 reviews)
"Our room was clean and gorgeous, and the huge balcony/terrace was easily a favorite part of our honeymoon stay."
Reviewed on Jun 21, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $280 total per night from Jul 21 to Jul 22
$280 total
Jul 21 - Jul 22
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! (2,680 reviews)
"The British Colonial is a hidden gem so I dont want to say much"
Reviewed on Jun 22, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $190 total per night from Jun 28 to Jun 29
$190 total
Jun 28 - Jun 29
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 ...
9/10 Wonderful! (1,731 reviews)
"Hotel smelled great, staff was excellent and food was amazing."
Reviewed on Jun 22, 2026
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! (1,533 reviews)
"Beautiful hotel and very family friendly. The lobby was so cold but other than that, it was perfect"
Reviewed on Jun 21, 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
$322 nightly
The price is $413 total per night from Jul 5 to Jul 6
$413 total
Jul 5 - Jul 6
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 ...
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. ...
9/10 Wonderful! (6,488 reviews)
"Terrible food and place needed to be upgraded"
Reviewed on Jun 9, 2026
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! (1,668 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. ...
9/10 Wonderful! (4,855 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Rooms were clean. Property was clean but needs an overhaul pull has 20% or more of little square tiles busted and missing mostly on the bottom. I actually scraped my foot on a sharp piece and had to bandage cut. The pool staff were excellent especially the entertainment of Peppa and Michelle."
Reviewed on Jun 21, 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.
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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.