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 |
| EWR | San Juan | June 5 to June 13 | $332 |
| JFK | Montego Bay | June 7 to June 10 | $343 |
| JFK | Nassau | June 7 to June 11 | $363 |
| JFK | Nassau | June 7 to June 11 | $363 |
| JFK | Punta Cana | June 7 to June 10 | $373 |
| JFK | Punta Cana | June 7 to June 10 | $373 |
| JFK | Santiago de los Caballeros | June 7 to June 16 | $383 |
| EWR | Santo Domingo | June 5 to June 9 | $401 |
| JFK | Santo Domingo | June 7 to June 14 | $403 |
| JFK | Kingston | June 5 to June 14 | $415 |
| JFK | Kingston | June 5 to June 14 | $415 |
| EWR | Santiago de los Caballeros | June 7 to June 16 | $433 |
| JFK | Piarco | June 6 to June 13 | $488 |
| EWR | Montego Bay | June 5 to June 9 | $506 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"Room was ok… however for more than $400 I would have expected a lot more. Room smelled like mildew/humidity, and sink was completely clogged. The breakfast was also pretty basic. It is an ok hotel… I was there for work so I was looking for a clean, hotel to sleep (and not to use it as a stay to go ..."
Reviewed on May 31, 2026
Coral by the Sea Hotel
"Clean rooms better!"
Reviewed on May 31, 2026
Breezes Resort Bahamas All Inclusive
"Some employees were great. A few at the check in were not. The piano bar area smelled very bad. There were fruit flies in the beverage area. The Room TV had very few enjoyable channels. The music around the pool was ridiculously loud part of the time. They should add chili and onions for their hot ..."
Reviewed on May 30, 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
Amsterdam Manor Beach Resort
"all was good"
Reviewed on May 29, 2026
Divi Aruba Phoenix Beach Resort
"Love this property! Perfect room for families. Only draw back would be quality of food at their restaurants but outside of that hotel is perfect."
Reviewed on May 31, 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
"On-site beach and proximity to many Nassau attractions"
Reviewed on May 30, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"The hotel was great. The location is key."
Reviewed on May 31, 2026
The Reef at Atlantis
"Loved this whole experience! Honeymoon trip of a lifetime. Microwave in room didn’t work but we survived. Unforgettable views and experiences that you can only have here, that’s a fact."
Reviewed on May 31, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"This is my second time staying at this resort and still amazing. Staff is helpful, food is good, and an amazing experience"
Reviewed on May 31, 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
"Todo estuvo excelente"
Reviewed on May 31, 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.