$44 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $44 One Way, $88 Round Trip
$88 return flights and $44 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.
MIA
Miami
SJU
San Juan
$88 Roundtrip, just found
$88
Roundtrip
just found
JFK
New York
SJU
San Juan
$222 Roundtrip, found 1 hour ago
$222
Roundtrip
found 1 hour ago
MIA
Miami
PUJ
Punta Cana
$275 Roundtrip, found 4 hours ago
$275
Roundtrip
found 4 hours ago
MIA
Miami
SDQ
Santo Domingo
$275 Roundtrip, just found
$275
Roundtrip
just found
AVT
Aventura
SJU
San Juan
$286 Roundtrip, found 1 hour ago
$286
Roundtrip
found 1 hour ago
EKW
Miami
SJU
San Juan
$286 Roundtrip, found 19 hours ago
$286
Roundtrip
found 19 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Piarco | August 8 to August 24 | $453 |
| JFK | San Juan | August 8 to August 13 | $487 |
| JFK | San Juan | August 8 to August 13 | $487 |
| EWR | San Juan | August 8 to August 13 | $567 |
| LGA | Punta Cana | August 8 to September 4 | $617 |
| JFK | Piarco | August 8 to August 22 | $650 |
| JFK | Kingston | August 9 to August 15 | $700 |
| JFK | Kingston | August 9 to August 15 | $700 |
| JFK | Santiago de los Caballeros | August 8 to August 9 | $728 |
| JFK | Montego Bay | August 8 to August 15 | $746 |
| JFK | Nassau | August 9 to August 15 | $752 |
| JFK | Nassau | August 9 to August 15 | $752 |
| JFK | Punta Cana | August 9 to August 12 | $782 |
| JFK | Santo Domingo | August 8 to August 15 | $822 |
| JFK | Oranjestad | August 8 to August 14 | $1,132 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$355 nightly
The price is $383 total per night from Aug 9 to Aug 10
$383 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Paradise Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
8.4/10 Very Good! (2,375 reviews)
"Location is great. Walk across street to Atlantis. The daily amenity to Atlantis is wonderful! You have access to everything just not sleeping there. The breakfast is good at comfort suites. They have about same options everyday but still ok. To be able to save money it is still a good breakfast! ..."
Reviewed on Aug 6, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $140 total per night from Aug 30 to Aug 31
$140 total
Aug 30 - Aug 31
Total with taxes and fees
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.4/10 (2,423 reviews)
"Subject: Request for Refund – Coral by the Sea, Puerto Rico Dear Expedia Customer Service, I am requesting a refund for the hotel portion of my Expedia vacation package due to the unacceptable condition of the room at Coral by the Sea in Isla Verde, Puerto Rico. The room was not clean, was poorly ..."
Reviewed on Aug 5, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$319 nightly
The price is $354 total per night from Aug 7 to Aug 8
$354 total
Aug 7 - Aug 8
Total with taxes and fees
Book a stay at this beach hotel in Nassau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.6/10 Good! (2,383 reviews)
"Breezes resort is dated and needs much tlc. Hotel needs a lot of work. No drains in the bathroom, no glasses in bathroom, vent didnt work. ceiling had mold and open holes. Sliders didnt close all the way, vents were moldy and dirty. Furniture is old Food is just ok except for specialty restaurants ..."
Reviewed on Aug 5, 2026
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Meridian Inn
Dover St. Lawrence Gap Christ Church
Stay at this hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (861 reviews)
"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
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Our Top Caribbean Apartment Hotels
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $190 total per night from Sep 6 to Sep 7
$190 total
Sep 6 - Sep 7
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$351 nightly
The price is $394 total per night from Sep 3 to Sep 4
$394 total
Sep 3 - Sep 4
Total with taxes and fees
Book a stay at this beach hotel in Noord. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.6/10 Exceptional! (1,003 reviews)
"Very pretty place with calm and relaxing atmosphere. The only thing I didn’t like was the smell after 4-5 pm due to pool being cleaned I guess. The bed was comfortable, the room is spacious (we had partial ocean view room), the bathroom and the wardrobe were spacious as well. Great lighting inside ..."
Reviewed on Aug 5, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $612 total per night from Aug 8 to Aug 9
$612 total
Aug 8 - Aug 9
Total with taxes and fees
Book a stay at this spa resort in Noord. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (1,012 reviews)
"Perfect place and location. Has a washer too"
Reviewed on Aug 5, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$319 nightly
The price is $363 total per night from Sep 1 to Sep 2
$363 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this beach hotel in Oranjestad. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,881 reviews)
"⭐⭐⭐⭐☆ (4/5) We had a great stay at Eagle Aruba Resort and would definitely come back. The resort is clean, comfortable, and in an excellent location, close to the beach, restaurants, and supermarkets. The only reason for 4 instead of 5 stars is the customer service. The staff was professional but ..."
Reviewed on Aug 3, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Score Epic Caribbean Accommodation Deals
Hotel El Convento
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $226 total per night from Aug 11 to Aug 12
$226 total
Aug 11 - Aug 12
Total with taxes and fees
Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,011 reviews)
"This was a very charming hotel with good A/C in the room and at a fabulous location. The only issue was that the WiFi was almost unusable from the day one. We know (and appreciated) that the hotel staff tried to help us with this inconvenience, but no luck. They refunded a small portion of our cost ..."
Reviewed on Aug 6, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $278 total per night from Aug 30 to Aug 31
$278 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $223 total per night from Aug 30 to Aug 31
$223 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,840 reviews)
"The stay was amazing from the day we arrived to the day we left! Staff were so friendly and helpful. Hotel was clean. Bottled water available any time. Hotel location is walkable to El Moro, restaurants and shopping."
Reviewed on Aug 6, 2026
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The Reef at Atlantis
Paradise Beach Drive Paradise Island New Providence
Book a stay at this luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful staff ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
$225 nightly
The price is $287 total per night from Aug 11 to Aug 12
$287 total
Aug 11 - Aug 12
Total with taxes and fees
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8.2/10 Very Good! (5,983 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"This is the third time I’ve stayed at this hotel, but this visit wasn't pleasant. There were flies in the buffet area, and the waitresses got annoyed by the simplest requests, like asking for cutlery. The best part was the children's playground and the bar located there; the staff in that area were ..."
Reviewed on Aug 6, 2026
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
Book a stay at this beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Dreams Rose Hall Resort & Spa - All Inclusive
Rose Hall Montego Bay Saint James
Book a stay at this luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (1,578 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"All was good"
Reviewed on Jan 15, 2026
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Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (4,944 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"It was the best all inclusive resort we have stayed at. Only our second time to Punta Cana but many different all inclusive resorts in Mexico over last 20 years. We stayed in the Excellence Club section which was adult only. They have multiple pools and bars available only for adults but you could ..."
Reviewed on Aug 5, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Need a Car For After Your Flight?
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Caribbean
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Orbitz becomes your Mobile friend
You can now book flights to Caribbean on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Caribbean flights.
Discounted tickets available for flights to Caribbean
Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Caribbean flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.
Orbitz offers discounted Caribbean flights
Discounted flights to Caribbean ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.
Traveler profile updates
When flying with Orbitz, take advantage of frequent updates on your flights to Caribbean. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Caribbean flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.
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.