$97 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $97 One Way, $248 Round Trip
$248 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
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
JFK
New York
SJU
San Juan
$272 Roundtrip, just found
$272
Roundtrip
just found
EWR
New York
SJU
San Juan
$272 Roundtrip, found 22 hours ago
$272
Roundtrip
found 22 hours ago
EWR
New York
SJU
San Juan
$282 Roundtrip, just found
$282
Roundtrip
just found
JFK
New York
SJU
San Juan
$286 Roundtrip, found 4 hours ago
$286
Roundtrip
found 4 hours ago
EWR
New York
PUJ
Punta Cana
$297 Roundtrip, found 1 hour ago
$297
Roundtrip
found 1 hour ago
JFK
New York
SJU
San Juan
$297 Roundtrip, just found
$297
Roundtrip
just found
JFK
New York
NAS
Nassau
$321 Roundtrip, found 1 hour ago
$321
Roundtrip
found 1 hour ago
EWR
New York
NAS
Nassau
$321 Roundtrip, found 4 hours ago
$321
Roundtrip
found 4 hours ago
EWR
New York
AUA
Oranjestad
$334 Roundtrip, found 9 hours ago
$334
Roundtrip
found 9 hours ago
JFK
New York
MBJ
Montego Bay
$338 Roundtrip, found 8 hours ago
$338
Roundtrip
found 8 hours ago
JFK
New York
AUA
Oranjestad
$357 Roundtrip, found 2 hours ago
$357
Roundtrip
found 2 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | June 27 to July 2 | $352 |
| EWR | Oranjestad | June 27 to June 30 | $405 |
| JFK | Oranjestad | June 26 to June 29 | $409 |
| JFK | Punta Cana | June 27 to July 15 | $477 |
| JFK | Punta Cana | June 27 to July 15 | $477 |
| JFK | Montego Bay | June 26 to June 28 | $493 |
| JFK | Montego Bay | June 26 to June 28 | $493 |
| JFK | Nassau | June 27 to July 4 | $535 |
| JFK | Santiago de los Caballeros | June 27 to June 30 | $543 |
| JFK | Santo Domingo | June 26 to June 30 | $548 |
| EWR | Santo Domingo | June 28 to July 11 | $567 |
| JFK | Kingston | June 27 to July 3 | $576 |
| EWR | Montego Bay | June 28 to July 1 | $663 |
| EWR | Kingston | June 26 to June 29 | $715 |
| 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
The price is $365 total per night from Jun 28 to Jun 29
$365 total
per night
Jun 28 - Jun 29
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! (2,288 reviews)
"The hotel staff was extremely helpful! The location was perfect. Access to the Atlantis and Aquaventure was the highlight."
Reviewed on Jun 23, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
The price is $133 total per night from Jun 24 to Jun 25
$133 total
per night
Jun 24 - Jun 25
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 (2,402 reviews)
"Need exterminator bathroom"
Reviewed on Jun 23, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
The price is $369 total per night from Jun 28 to Jun 29
$369 total
per night
Jun 28 - Jun 29
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! (2,327 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
The price is $267 total per night from Jun 24 to Jun 25
$267 total
per night
Jun 24 - Jun 25
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! (1,813 reviews)
"Was great last minute booking. We forgot chargers and toothbrushes so if they had some available that would have made it better but overall it was a great check in experience"
Reviewed on Jun 23, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
The price is $340 total per night from Jun 24 to Jun 25
$340 total
per night
Jun 24 - Jun 25
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! (1,005 reviews)
"Amsterdam Manor Beach Resort is absolutely our perfect in Aruba. It's literally just a few steps to the beach, to their beach bar or Horizons Bar on property. The convenience of everything close makes it easy to walk. Years ago, we did the sunset dinner on their beach, Passions, which was fabulous. ..."
Reviewed on Jun 23, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $536 total per night from Jun 27 to Jun 28
$536 total
per night
Jun 27 - Jun 28
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! (1,006 reviews)
"The lobby is dated. The food at the restaurants is OK. It is not a close walk to all the restaurants. I wish they had better adult activities during the day, not a lot of entertainment other than the pool and the beach. A lot of people say not to do all inclusive in Aruba, but I think an all-inclusive ..."
Reviewed on Jun 23, 2026
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
The price is $435 total per night from Jul 3 to Jul 4
$435 total
per night
Jul 3 - Jul 4
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! (1,934 reviews)
"Check in was great with Charlyn! Unfortunately we had asked for rooms to be closer to each other months ahead of time due to traveling with family and they didn’t do that. We had plenty of rooms unoccupied next to us. They told us they couldn’t do that because we didn’t have the same kind of room, ..."
Reviewed on Jun 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
Fully refundableReserve now, pay when you stay
The price is $261 total per night from Jul 7 to Jul 8
$261 total
per night
Jul 7 - Jul 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! (1,004 reviews)
"Fantastic all around."
Reviewed on Jun 23, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $314 total per night from Jul 20 to Jul 21
$314 total
per night
Jul 20 - Jul 21
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! (2,688 reviews)
"👍"
Reviewed on Jun 23, 2026
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 Jun 30 to Jul 1
$190 total
per night
Jun 30 - Jul 1
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! (1,735 reviews)
"I like the hotel very convenient location but the only downside you have to go across the street to park and if the elevator is not working you have go down a lot of stairs, another downside is the breakfast, they tell you have a credit they will apply it at check out and then at the end of you trip ..."
Reviewed on Jun 23, 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! (1,537 reviews)
"We loved it!"
Reviewed on Jun 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.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
The price is $413 total per night from Jul 5 to Jul 6
$413 total
per night
Jul 5 - Jul 6
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! (5,696 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Bueno. Ahora el aire acondicionado debe estar más frío."
Reviewed on Jun 23, 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. ...
9/10 Wonderful! (6,443 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! (4,863 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Todo estuvo muy bien,en la instalación…muy buen servicio del personal,muy atento…."
Reviewed on Jun 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.
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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.