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 | May 30 to June 4 | $332 |
| JFK | San Juan | May 30 to June 4 | $332 |
| EWR | Piarco | May 30 to June 2 | $391 |
| EWR | Piarco | May 30 to June 2 | $391 |
| JFK | Oranjestad | May 30 to June 6 | $403 |
| EWR | San Juan | May 31 to June 7 | $422 |
| LGA | Nassau | May 31 to June 3 | $463 |
| JFK | Kingston | May 30 to May 31 | $467 |
| EWR | Kingston | May 30 to June 1 | $481 |
| JFK | Santo Domingo | May 31 to June 9 | $483 |
| JFK | Santo Domingo | May 31 to June 9 | $483 |
| EWR | Nassau | May 31 to June 3 | $513 |
| JFK | Santiago de los Caballeros | May 31 to June 1 | $519 |
| EWR | Santo Domingo | May 31 to June 12 | $536 |
| EWR | Santiago de los Caballeros | May 30 to June 2 | $551 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"The manager Mrs. Neilly and staff were awesome."
Reviewed on May 28, 2026
Coral by the Sea Hotel
"The Ac was on point. But the overall look of the room was dated and old looking."
Reviewed on May 28, 2026
Breezes Resort Bahamas All Inclusive
"Excellent value for money, rooms are a bit out dated, but staff was extremely helpful food was pretty good and amenities on the property are nice. And of course the view overlooking the pool and ocean is Bahama Beautiful."
Reviewed on May 27, 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
"Room were really clean everyday"
Reviewed on May 28, 2026
Amsterdam Manor Beach Resort
"We have stayed here 4 times. We throughly enjoyed our stay. The new remodeled rooms were so nice. Staff are very friendly. All of the new amenities were great. Our only issue was with Passions on the Beach. The service was slow and the staff never write anything down which causes issues. Lunch is ..."
Reviewed on May 28, 2026
Divi Aruba Phoenix Beach Resort
"Everything was great. The staff was friendly and helpful"
Reviewed on May 26, 2026
Eagle Aruba Resort
"Nice hotel"
Reviewed on May 26, 2026
Score Epic Caribbean Accommodation Deals
Hotel El Convento
"Friendly staff… Very clean…"
Reviewed on May 26, 2026
British Colonial - Nassau
"Everyone except Danaja at the front desk, along with the valet, pool attendants, and outside bar staff, came across as dismissive and unhelpful. Danaja was the only person who showed genuine professionalism and hospitality. Check-in was supposed to be at 4 PM. I arrived a few minutes early after ..."
Reviewed on May 28, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"Excelent location and kindness customer service!"
Reviewed on May 27, 2026
The Reef at Atlantis
"We obtained a very nice room upgrade but be aware of the hidden 20% fees and taxes. Front desk was attentive and house keeping was very good. Be sure to insist the porter put your bags in a locker when checking out else will be left outside (lazy). Grounds, beach and staff are amazing but note there ..."
Reviewed on May 28, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"I stayed in a Junior Premium Suite at Barceló Bávaro Palace, and unfortunately my experience did not meet expectations. There were several issues during my stay. Overall, I was very disappointed with my stay. Between the lack of internet in my room poor customer when reporting it. Bad service at ..."
Reviewed on May 28, 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
"Great resort ! Not a lot of food choices otherwise food was ok !"
Reviewed on May 28, 2026
Need a Car For After Your Flight?
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Caribbean
Snag some “suite” deals when you add cheap hotel rooms to Caribbean flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.
Budget Prices, Luxury Life
Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Caribbean.
Fun for All
While shopping Orbitz sales on Caribbean flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.
Non-Stop or Stop and Visit
Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Caribbean flights, you will always find the best air travel prices at Orbitz.
All in One
Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Caribbean. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.
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.