$49 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $49 One Way, $98 Round Trip
$98 return flights and $49 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
$98 Roundtrip, found 10 hours ago
$98
Roundtrip
found 10 hours ago
JFK
New York
SJU
San Juan
$232 Roundtrip, found 2 hours ago
$232
Roundtrip
found 2 hours ago
JFK
New York
SJU
San Juan
$239 Roundtrip, found 3 days ago
$239
Roundtrip
found 3 days ago
JFK
New York
SJU
San Juan
$241 Roundtrip, found 2 hours ago
$241
Roundtrip
found 2 hours ago
EWR
New York
SJU
San Juan
$242 Roundtrip, found 2 hours ago
$242
Roundtrip
found 2 hours ago
MIA
Miami
POS
Trinidad
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
MIA
Miami
PUJ
Punta Cana
$275 Roundtrip, just found
$275
Roundtrip
just found
MIA
Miami
SDQ
Santo Domingo
$275 Roundtrip, found 5 hours ago
$275
Roundtrip
found 5 hours ago
AVT
Aventura
SJU
San Juan
$290 Roundtrip, found 5 days ago
$290
Roundtrip
found 5 days ago
JFK
New York
NAS
Nassau
$361 Roundtrip, found 2 hours ago
$361
Roundtrip
found 2 hours ago
JFK
New York
KIN
Kingston
$367 Roundtrip, found 14 hours ago
$367
Roundtrip
found 14 hours ago
JFK
New York
MBJ
Montego Bay
$371 Roundtrip, found 2 days ago
$371
Roundtrip
found 2 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Piarco | July 26 to August 27 | $427 |
| JFK | San Juan | July 26 to August 1 | $487 |
| JFK | San Juan | July 26 to August 1 | $487 |
| JFK | Montego Bay | July 25 to July 29 | $499 |
| JFK | Oranjestad | July 25 to July 29 | $587 |
| JFK | Oranjestad | July 25 to July 29 | $587 |
| JFK | Piarco | July 25 to September 2 | $650 |
| LGA | Punta Cana | July 25 to July 29 | $664 |
| JFK | Santiago de los Caballeros | July 25 to September 2 | $687 |
| LGA | Nassau | July 25 to July 29 | $691 |
| JFK | Punta Cana | July 25 to July 29 | $732 |
| JFK | Santo Domingo | July 26 to September 6 | $786 |
| JFK | Santo Domingo | July 26 to September 6 | $786 |
| JFK | Nassau | July 25 to July 28 | $795 |
| EWR | Santo Domingo | July 25 to August 5 | $912 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
The price is $383 total per night from Aug 3 to Aug 4
$383 total
per night
Aug 3 - Aug 4
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! (2,337 reviews)
"Older property- don’t expect luxury. Staff was nice- good customer service. Nice amenities- walking distance to Atlantis."
Reviewed on Jul 24, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
The price is $148 total per night from Jul 25 to Jul 26
$148 total
per night
Jul 25 - Jul 26
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. ...
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
The price is $359 total per night from Aug 17 to Aug 18
$359 total
per night
Aug 17 - Aug 18
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 ...
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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
$218 nightly
The price is $229 total per night from Aug 23 to Aug 24
$229 total
Aug 23 - Aug 24
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
$330 nightly
The price is $374 total per night from Jul 28 to Jul 29
$374 total
Jul 28 - Jul 29
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! (1,005 reviews)
"The entire property looks like something out of a fairy land. Clean and immaculate. The staffs are very friendly and kind, speaks many different languages. Our balcony overlook the ocean with perfect sunset views. Breakfast was our best part. There's something for everyone. The overall experience ..."
Reviewed on Jul 20, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $615 total per night from Aug 8 to Aug 9
$615 total
Aug 8 - Aug 9
Total with taxes and fees
Book a stay at this beach 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! (1,003 reviews)
"This was my second of what I hope to be many stays at the Divi Phoenix. The Divi Phoenix is located at the end of the Aruba high rise hotel area on Palm Beach. It’s a little less than a mile from all the restaurants which is a flat walk down the boardwalk along Palm Beach. The location is far away ..."
Reviewed on Jul 23, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$338 nightly
The price is $387 total per night from Jul 30 to Jul 31
$387 total
Jul 30 - Jul 31
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)
"My stay at Eagles Aruba was truly exceptional. Ashton from the bell desk, Enrique and Diana from Tony's Bar, Brooklyn from Double Down Bar, and Luz from the gift shop provided outstanding customer service, significantly enhancing my experience. Their dedication made my stay particularly memorable. ..."
Reviewed on Jul 23, 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
The price is $218 total per night from Aug 9 to Aug 10
$218 total
per night
Aug 9 - Aug 10
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! (1,006 reviews)
"Beautiful hotel in old san juan"
Reviewed on Jul 24, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $258 total per night from Aug 16 to Aug 17
$258 total
per night
Aug 16 - Aug 17
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 ...
8.6/10 Excellent! (2,807 reviews)
"Love the stay"
Reviewed on Jul 23, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $245 total per night from Aug 2 to Aug 3
$245 total
per night
Aug 2 - Aug 3
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
9/10 Wonderful! (1,580 reviews)
"Great place but the food pricing is expensive. No luck on making food reservations. All booked 90 days ahead."
Reviewed on Jul 22, 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.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
The price is $296 total per night from Aug 9 to Aug 10
$296 total
per night
Aug 9 - Aug 10
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! (5,852 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"This is the second time we stay here. We are very satisfied with everything."
Reviewed on Jul 23, 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. ...
9/10 Wonderful! (6,261 reviews)
"Terrible food and place needed to be upgraded"
Reviewed on Jun 9, 2026
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! (1,590 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"All was good"
Reviewed on Jan 15, 2026
Save an average of 15% on thousands of hotels when you're signed in
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. ...
Families like: Outdoor pools, waterslide, kids club, playground
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
Save more on flights to Caribbean while making top-quality travel arrangements. At Orbitz we provide access to low cost flights, hotel lodgings and other discounts, along with superior customer service and an unbeatable satisfaction guarantee.
Compare And Book Discount Flights to Caribbean
Now it is easier than ever to find a discount Caribbean flight. Orbitz users can compare airfares for both international and domestic flights and can quickly determine the best hotels and car rental companies to use. You may also check out hotel and other reviews along with a number of travel tips, making your visit to an unfamiliar destination enjoyable and hassle-free.
Use Your Mobile Phone To Secure A Low Cost Flight To Caribbean
We now offer free apps for the most commonly used mobile devices. You can use your mobile phone to share relevant information pertaining to your trips, view images of local lodgings and take advantage of hotel and car rental discounts that may be available only to mobile device users.
Boost Your Frequent Flyer Rewards
You even retain your ability to earn frequent flier points and rewards when purchasing your tickets with Orbitz for Caribbean flights. Enter your frequent flyer information into your Orbitz profile to start earning rewards.
You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to Caribbean a breeze.
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.