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 5 to June 16 | $297 |
| JFK | San Juan | June 5 to June 16 | $297 |
| JFK | Montego Bay | June 5 to June 12 | $340 |
| EWR | Punta Cana | June 6 to June 13 | $355 |
| JFK | Nassau | June 7 to June 11 | $363 |
| EWR | Nassau | June 5 to June 8 | $363 |
| JFK | Punta Cana | June 7 to June 10 | $380 |
| JFK | Santiago de los Caballeros | June 5 to June 11 | $383 |
| JFK | Santiago de los Caballeros | June 5 to June 11 | $383 |
| EWR | Santo Domingo | June 5 to June 18 | $391 |
| JFK | Santo Domingo | June 7 to June 15 | $410 |
| LGA | Piarco | June 5 to June 8 | $441 |
| LGA | Kingston | June 7 to June 28 | $447 |
| JFK | Kingston | June 6 to June 8 | $462 |
| JFK | Piarco | June 6 to June 13 | $490 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
"You can't find friendlier, more helpful people than staff at the Comfort Inn. Charmaine helped us order pizza. We needed maintenance in our room, the engineer was in our room fixing the problem within minutes. The location is perfect. Having access to Atlantis was the best part, it also i less than ..."
Reviewed on May 29, 2026
Coral by the Sea Hotel
"The hotel was ok the staff the only employee is a young man who treats me good but the rest of the staff they need to treat people better there is a woman in front with very poor values don’t even have a smile her face not even a good morning or nothing I feel very uncomfortable with the staff"
Reviewed on May 29, 2026
Breezes Resort Bahamas All Inclusive
"Very good trip"
Reviewed on May 29, 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
"Had an ocean view room and a beautiful view. Room was very nice. Some restaurants on site and several within walking distance. Housekeeping was excellent. Pools were nice. Would stay again."
Reviewed on May 30, 2026
Amsterdam Manor Beach Resort
"all was good"
Reviewed on May 29, 2026
Divi Aruba Phoenix Beach Resort
"Everything was great. The staff was friendly and helpful"
Reviewed on May 26, 2026
Eagle Aruba Resort
"Staff was wonderful. The room was clean. The pool was beautiful and clean."
Reviewed on May 29, 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
"Beautiful historical hotel, Great location and very friendly and professional staff Highy recommend"
Reviewed on May 29, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
"-"
Reviewed on May 28, 2026
The Reef at Atlantis
"The hotel showed its wear and tear. Also, every single item for sale is overpriced and not worth the cost. They definitely take advantage of the guests."
Reviewed on May 30, 2026
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Families like: Outdoor pools, waterslide, kids club, playground
"If you’re looking for a hotel with a good balance of good vibes music, kid friendly and helpful staff, this is the resort for you. The first day we did experience an issue with our room having drain flies, but we did get switched to a new room which was appreciated. Food options are just okay, but ..."
Reviewed on May 30, 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
"It was a good experience."
Reviewed on May 30, 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.