$39 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $39 One Way, $83 Round Trip
$83 return flights and $39 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
$83 Roundtrip, found 7 hours ago
$83
Roundtrip
found 7 hours ago
JFK
New York
SJU
San Juan
$232 Roundtrip, found 6 hours ago
$232
Roundtrip
found 6 hours ago
JFK
New York
SJU
San Juan
$246 Roundtrip, found 6 hours ago
$246
Roundtrip
found 6 hours ago
MIA
Miami
PUJ
Punta Cana
$265 Roundtrip, found 1 hour ago
$265
Roundtrip
found 1 hour ago
MIA
Miami
SDQ
Santo Domingo
$265 Roundtrip, found 4 hours ago
$265
Roundtrip
found 4 hours ago
AVT
Aventura
SJU
San Juan
$270 Roundtrip, found 9 hours ago
$270
Roundtrip
found 9 hours ago
EKW
Miami
SJU
San Juan
$270 Roundtrip, found 9 hours ago
$270
Roundtrip
found 9 hours ago
JFK
New York
SJU
San Juan
$272 Roundtrip, found 12 hours ago
$272
Roundtrip
found 12 hours ago
MIA
Miami
POS
Trinidad
$274 Roundtrip, found 9 hours ago
$274
Roundtrip
found 9 hours ago
JFK
New York
NAS
Nassau
$321 Roundtrip, found 4 hours ago
$321
Roundtrip
found 4 hours ago
JFK
New York
MBJ
Montego Bay
$348 Roundtrip, found 5 hours ago
$348
Roundtrip
found 5 hours ago
JFK
New York
AUA
Oranjestad
$357 Roundtrip, just found
$357
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | July 4 to July 8 | $347 |
| JFK | San Juan | July 4 to July 8 | $347 |
| LGA | Piarco | July 4 to July 7 | $397 |
| EWR | Santo Domingo | July 4 to July 6 | $519 |
| JFK | Santiago de los Caballeros | July 5 to July 13 | $528 |
| EWR | Montego Bay | July 3 to July 10 | $529 |
| EWR | Punta Cana | July 5 to July 9 | $532 |
| EWR | Punta Cana | July 5 to July 9 | $532 |
| JFK | Nassau | July 4 to July 8 | $540 |
| JFK | Punta Cana | July 4 to July 8 | $549 |
| JFK | Piarco | July 5 to July 26 | $555 |
| JFK | Oranjestad | July 3 to July 7 | $571 |
| JFK | Montego Bay | July 3 to July 6 | $573 |
| EWR | Santiago de los Caballeros | July 5 to July 23 | $625 |
| JFK | Kingston | July 4 to July 7 | $631 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$378 nightly
The price is $410 total per night from Jul 6 to Jul 7
$410 total
Jul 6 - Jul 7
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! (2,297 reviews)
"Everyone was very nice & pleasant. The room was very clean & comfortable. The breakfast was very good. The bar drinks were delicious. Our only complaint was the third floor smelt TERRIBLE -like garbage."
Reviewed on Jun 30, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $133 total per night from Jul 2 to Jul 3
$133 total
Jul 2 - Jul 3
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 (2,401 reviews)
"La propiedad y los cuartos no son como los promotional en el website. Baño muy pequeño como para niños. Camas no limpias al 100%. Pisos no limpios. Solo tres ganchos de ropa para 4 personas. Reemplazo de toallas sucias. Cuando fueron a dar servicio de limpienza no lo hicieron completo. Elevador solo ..."
Reviewed on Jun 30, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$341 nightly
The price is $378 total per night from Jul 7 to Jul 8
$378 total
Jul 7 - Jul 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! (2,307 reviews)
"My stay at Breezes Resort Bahamas All Inclusive was a wonderful couples getaway. The highlight was definitely the beautiful white sand beach and the crystal-clear turquoise water on Cable Beach, it was the perfect setting to relax together. The resort has a laid-back, adults-focused atmosphere that ..."
Reviewed on Jun 28, 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
The price is $285 total per night from Jul 14 to Jul 15
$285 total
per night
Jul 14 - Jul 15
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 ...
9/10 Wonderful! (1,840 reviews)
"Room was clean and enough room for my wife and I and our two girls (6 and 10). Pullout bed was plenty comfortable. Room was a little warm, as the mini split wall unit didn’t seem strong enough to cool the room adequately, but there were two strong ceiling fans. Kids enjoyed the shallower pools. Bartenders ..."
Reviewed on Jul 1, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
The price is $374 total per night from Jul 4 to Jul 5
$374 total
per night
Jul 4 - Jul 5
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! (1,002 reviews)
"Hotel with a great location, excellent customer service, super friendly housekeeping staff, and everything was very clean."
Reviewed on Jun 30, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $627 total per night from Jul 5 to Jul 6
$627 total
per night
Jul 5 - Jul 6
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! (1,000 reviews)
"Gorgeous beach, location. Stunning room with great views (stayed in the tower). Housekeeping was a major let down - we’re not picky, very reasonable, but house keeping didn’t have our room ready till around 4:20 (that’s fine) but they did not clean our room the following two days (the first day not ..."
Reviewed on Jun 29, 2026
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
The price is $409 total per night from Aug 1 to Aug 2
$409 total
per night
Aug 1 - Aug 2
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. ...
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
$211 nightly
The price is $230 total per night from Jul 13 to Jul 14
$230 total
Jul 13 - Jul 14
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! (1,000 reviews)
"I had a wonderful stay at this hotel. From the moment we arrived, the staff made us feel welcome. George was especially helpful, and the front desk team was always polite, accommodating, and professional. We were celebrating my best friend’s birthday, and the hotel surprised her with a bottle of ..."
Reviewed on Jun 28, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$252 nightly
The price is $277 total per night from Jul 21 to Jul 22
$277 total
Jul 21 - Jul 22
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 ...
8.6/10 Excellent! (2,722 reviews)
"I wish they would bring back the amazing breakfast buffet they used to have, and it was very affordable."
Reviewed on Jun 30, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $197 total per night from Jul 5 to Jul 6
$197 total
Jul 5 - Jul 6
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! (1,754 reviews)
"The hotel is beautiful and I have stayed in it when it was the shereton. This stay was just disappointing in the fact that, the AC did not work the entire night meaning we had to sleep in a hot room. The water went out the elevator went out and my mom with bad knees had to walk up 6 floors. They ..."
Reviewed on Jul 1, 2026
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! (1,537 reviews)
"All beach chairs were broken. Everytime we went for beach towels they didn’t have any. Including first thing in the morning. The staff could care less and sent us to the next hotel to retrieve some towels. Property not cleaned up. Left over cups and towels left in ground day after day. The one and ..."
Reviewed on Jun 30, 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
$298 nightly
The price is $382 total per night from Aug 1 to Aug 2
$382 total
Aug 1 - Aug 2
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! (5,688 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Weather was beautiful. Room was ok. Dirty in spots. Spotted a rat waiting for the train."
Reviewed on Jul 1, 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! (6,394 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! (1,635 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! (4,839 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Staff and property were exceptional! Food was mid"
Reviewed on Jun 30, 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
Orbitz uses cutting edge mobile technology to help get you the best deals on Caribbean flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.
Find Cheap Caribbean Flights And Hotel Rooms Using Our Mobile App
Orbitz not only guarantees low prices for flights to Caribbean, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.
Use the Orbitz Flight Matrix To Save Big On Car Rental
Discount flights to Caribbean can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.
Use Multiple Airlines To Ensure You Get The Best Deal
Orbitz allows you to use multiple airlines for flights to Caribbean. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.
Store Your Frequent Flyer Information on Orbitz For Easy Access
Booking with Orbitz will still allow you to apply miles for flights to Caribbean to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.
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.