
$50 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $50 One Way, $116 Round Trip
$116 return flights and $50 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.
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | April 24 to April 29 | $321 |
| EWR | Punta Cana | April 26 to April 30 | $357 |
| JFK | Nassau | April 25 to April 28 | $381 |
| JFK | Oranjestad | April 25 to April 28 | $403 |
| EWR | Piarco | April 25 to May 2 | $415 |
| EWR | Piarco | April 25 to May 2 | $415 |
| JFK | Piarco | April 24 to May 1 | $416 |
| JFK | Montego Bay | April 25 to April 30 | $418 |
| EWR | Santo Domingo | April 26 to May 6 | $440 |
| JFK | Punta Cana | April 25 to May 1 | $450 |
| JFK | Santiago de los Caballeros | April 24 to May 10 | $465 |
| JFK | Santiago de los Caballeros | April 24 to May 10 | $465 |
| JFK | Santo Domingo | April 25 to May 9 | $480 |
| EWR | Kingston | April 25 to April 29 | $509 |
| EWR | Santiago de los Caballeros | April 26 to April 30 | $563 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals

Comfort Suites Paradise Island
Great place to be on vacation
Reviewed on Apr 21, 2026

Coral by the Sea Hotel
VERY OUT DATED NOT CLEAN AT ALL WE HAD MOLD EVERYWHERE DISGUSTING
Reviewed on Apr 21, 2026

Breezes Resort Bahamas All Inclusive
The resort needs some much needed updating. The food is hit and miss depending on your choice. Tends to be over salted. The pool is very clean but get there early if you want a good spot. The beach was beautiful but the cabanas and chair are in need of some repair. Entertainment at resort was lacking. ...
Reviewed on Apr 21, 2026

Meridian Inn
Good price
Reviewed on Apr 1, 2026
Our Top Caribbean Apartment Hotels

Simpson Bay Resort, Marina & Spa
The view and everything around this resort is walking distance.
Reviewed on Apr 21, 2026

Amsterdam Manor Beach Resort
The location was perfect. Quieter and more relaxing than Palm beach but a short convenient bus ride to all restaurants and bars. We stayed in a two bedroom suite with a kitchen. Perfect for our family of four. Staff were friendly. My only complaint would be the beach staff. They are not friendly. ...
Reviewed on Apr 19, 2026

Divi Aruba Phoenix Beach Resort
Great time, great place and a great service.
Reviewed on Apr 15, 2026

Eagle Aruba Resort
I feel right at home. Everyone is friendly. The room is super clean
Reviewed on Apr 21, 2026
Score Epic Caribbean Accommodation Deals

Hotel El Convento
Just meh. There were way more things wrong than right with this hotel. Almost all the staff were rude with customer service absolutely not a priority, inuding the male server at breakfast who was visibly angry because people arrived. I saw several people give up and leave rather than continue to ...
Reviewed on Apr 19, 2026

British Colonial - Nassau
The hotel itself is fine and the rooms are reasonably comfortable, but it’s really noisy and not relaxing to stay there. My room was near the elevator which pinged loudly all night. The breakfast buffet was ok (good fruit but the bread and pastries were not very nice) and certainly not worth $40 ...
Reviewed on Apr 20, 2026

Hotel Rumbao, a Tribute Portfolio Hotel
Room was nice and clean
Reviewed on Apr 20, 2026

The Reef at Atlantis
Dining options were limited and the requirement to pay $11.00 for a bottle of water was disheartening.
Reviewed on Apr 20, 2026
Family Friendly Hotels in Caribbean

Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
Beautiful, welcoming and relaxing! Food was exceptional!
Reviewed on Apr 21, 2026

Majestic Colonial Punta Cana - All Inclusive
People working the reservation restaurants were rude
Reviewed on Apr 20, 2026

Dreams Rose Hall Resort & Spa - All Inclusive
Families like: Outdoor pools, free waterpark access, kids club, playground
All was good
Reviewed on Jan 15, 2026

Majestic Elegance Punta Cana - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
This is our 3rd time here. A wonderful resort. The service is excellent. I highly recommend upgrading to the Club level. Lots of perks. This time, our butler Jose was great. Very attentive and responded immediately to any questions. I also want to give a shout out to our housekeeper Maribel. She ...
Reviewed on Apr 21, 2026
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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.








