Cheap flights to Caribbean
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Top places to visit in Caribbean
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | June 7 to June 11 | $297 |
| JFK | Montego Bay | June 7 to June 10 | $343 |
| JFK | Montego Bay | June 7 to June 10 | $343 |
| JFK | Nassau | June 7 to June 11 | $363 |
| JFK | Punta Cana | June 7 to June 12 | $373 |
| EWR | San Juan | June 5 to June 10 | $377 |
| EWR | Oranjestad | June 5 to June 9 | $383 |
| JFK | Santiago de los Caballeros | June 7 to June 15 | $383 |
| JFK | Santiago de los Caballeros | June 7 to June 15 | $383 |
| EWR | Punta Cana | June 6 to June 9 | $391 |
| JFK | Santo Domingo | June 7 to June 12 | $403 |
| EWR | Piarco | June 7 to June 15 | $411 |
| EWR | Santo Domingo | June 5 to June 15 | $416 |
| JFK | Oranjestad | June 5 to June 10 | $478 |
| JFK | Piarco | June 6 to June 13 | $488 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"There is not enough ventilation in the hallways resulting in a musty odor which is probably mold. The carpets in the corridor make it very difficult to roll a suitcase especially if you have to walk from the lobby to the elevator. The breakfast options was very disappointing"
Reviewed on May 31, 2026
Coral by the Sea Hotel
"El personal del frondesk fue muy grosero y no nos quisieron buscar opciones para un segundo carro."
Reviewed on Jun 1, 2026
Breezes Resort Bahamas All Inclusive
"There are many things that I didn’t like One starting with front desk staff Chris very unprofessional and walked away upon checking in. Two no refrigerator or microwaves in the room, which is an inconvenience to someone who may have to take medication you have to go all the way downstairs to a machine. ..."
Reviewed on May 31, 2026
Meridian Inn
"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
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
"Amazing"
Reviewed on Jun 1, 2026
Amsterdam Manor Beach Resort
"all was good"
Reviewed on May 29, 2026
Divi Aruba Phoenix Beach Resort
"Very nice property, the beach isn't the best but it's fine, it has a very good location, very close to everything, the staff are very friendly."
Reviewed on Jun 1, 2026
Eagle Aruba Resort
"I thought could ne cleaner and updated. When you get there it seemed like we bothered front desk"
Reviewed on May 31, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"Excellent location, walkable to all the things in old San Juan that you would want to see! Staff was helpful and kind. They had cold bottled water available at all times. Nice wine and cheese reception in the evening. Cool building with a lot of history."
Reviewed on May 28, 2026
British Colonial - Nassau
"The room was clean Hotel was beautiful I would recommend to stay"
Reviewed on May 31, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"Había solicitado las dos habitaciones una al lado de la otra y me las dieron en diferentes pisos. Dificultó nuestra estadía ya que queríamos estar juntos."
Reviewed on Jun 1, 2026
The Reef at Atlantis
"If I could give this place less than zero stars for service, I would. The hotel and the facilities are beautiful, and the food is good. However, the service in every area is beyond terrible. The staff won’t even look you in the eye, and they seem annoyed by the simplest questions. It feels like they ..."
Reviewed on May 31, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"I stayed at Barceló Bávaro Palace for 5 nights, and unfortunately my experience was extremely disappointing. One of the biggest issues was the water in the room. Every time we turned on the water in bath there was a terrible odor coming from it. The smell was extremely unpleasant, almost like something ..."
Reviewed on Jun 1, 2026
Majestic Colonial Punta Cana - All Inclusive
"Would go back"
Reviewed on May 27, 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
"Room as awful.. smelled of mildew/mold, mini fridge was warm, air conditioner didn't work properly and shower didn't drain and overflowed into the room.. we asked for another room and they gave us some really cheaper than the one that we paid for that still had a shower issue. Everyone in our party ..."
Reviewed on Jun 1, 2026
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Caribbean
End your search for discount fares on flights to Caribbean. Orbitz has all the best prices on Caribbean flights. With Orbitz, you can expect:
Cheap Deals on Flights to Caribbean
We offer big discounts and last-minute savings on Caribbean flights. We make it easy for you to research, plan, and book your flight to Caribbean — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.
Travel Convenience on the Go
Get alerts, updates, or book your Caribbean flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Caribbean flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Caribbean flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.
Great Customer Care
We want to make your travel booking experience smooth and easy, from planning and researching Caribbean flights to the actual booking. If you want to cancel your flight to Caribbean, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.
Miles or Points Toward Frequent Flyer Programs
Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Caribbean with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.
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.