$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 9 hours ago
$83
Roundtrip
found 9 hours ago
EWR
New York
SJU
San Juan
$232 Roundtrip, found 6 hours ago
$232
Roundtrip
found 6 hours ago
JFK
New York
SJU
San Juan
$232 Roundtrip, found 8 hours ago
$232
Roundtrip
found 8 hours ago
EWR
New York
SDQ
Santo Domingo
$258 Roundtrip, found 2 days ago
$258
Roundtrip
found 2 days ago
MIA
Miami
SDQ
Santo Domingo
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
AVT
Aventura
SJU
San Juan
$270 Roundtrip, found 2 days ago
$270
Roundtrip
found 2 days ago
EKW
Miami
SJU
San Juan
$270 Roundtrip, found 2 days ago
$270
Roundtrip
found 2 days ago
JFK
New York
NAS
Nassau
$321 Roundtrip, found 6 hours ago
$321
Roundtrip
found 6 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | July 10 to July 15 | $322 |
| JFK | Nassau | July 10 to July 14 | $390 |
| JFK | Nassau | July 10 to July 14 | $390 |
| EWR | Oranjestad | July 12 to July 18 | $435 |
| EWR | Oranjestad | July 12 to July 18 | $435 |
| EWR | San Juan | July 12 to July 22 | $441 |
| EWR | Piarco | July 11 to July 20 | $447 |
| JFK | Piarco | July 10 to July 26 | $465 |
| LGA | Montego Bay | July 11 to July 14 | $528 |
| JFK | Kingston | July 10 to July 31 | $561 |
| JFK | Santiago de los Caballeros | July 10 to July 13 | $586 |
| JFK | Santo Domingo | July 11 to July 12 | $587 |
| JFK | Santo Domingo | July 11 to July 12 | $587 |
| EWR | Santo Domingo | July 12 to July 22 | $590 |
| JFK | Punta Cana | July 11 to July 15 | $629 |
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 2 to Aug 3
$383 total
Aug 2 - Aug 3
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! (2,302 reviews)
"The hotel is older and has a slight stench unfortunately. Access to Atlantis was easy. Kind staff 👍"
Reviewed on Jul 3, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $192 total per night from Jul 5 to Jul 6
$192 total
Jul 5 - Jul 6
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 (2,402 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
$330 nightly
The price is $365 total per night from Aug 3 to Aug 4
$365 total
Aug 3 - Aug 4
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! (2,310 reviews)
"Breezes is older all-inclusive property that needs some updating. Air wasn't working on one side. That being said, everything was always kept very clean. The beach area is wonderful and wasn't crowded. The pool area is nice. The only negatives about pool area was trying to obtain 2 beach towels which ..."
Reviewed on Jul 3, 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
$248 nightly
The price is $260 total per night from Aug 3 to Aug 4
$260 total
Aug 3 - Aug 4
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 ...
9/10 Wonderful! (1,845 reviews)
"The beach was amazing.My room location on the marina was lovely and the workers and manger for the check were n was great"
Reviewed on Jul 1, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$324 nightly
The price is $364 total per night from Jul 4 to Jul 5
$364 total
Jul 4 - Jul 5
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! (1,000 reviews)
"When reading reviews before booking I found only 2 negatives: 1. no direct beach access, 2. smell of waste water treatment facility located near by. Yes, both are true, but totally insignificant. 1. Yes, you have to cross the road to get to the beach, but the road is narrow and traffic is very light ..."
Reviewed on Jul 2, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$544 nightly
The price is $615 total per night from Aug 2 to Aug 3
$615 total
Aug 2 - Aug 3
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! (1,004 reviews)
"Just came back from a week at Divi Phoenix. It was a perfect week! The staff is so friendly and the resort was so clean. The resort is right on the beach and it had plenty of space with umbrellas and chairs. I would definitely recommend this resort!"
Reviewed on Jul 2, 2026
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$361 nightly
The price is $409 total per night from Aug 1 to Aug 2
$409 total
Aug 1 - Aug 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! (1,926 reviews)
"S"
Reviewed on Jul 2, 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
$245 nightly
The price is $267 total per night from Jul 13 to Jul 14
$267 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! (1,001 reviews)
"Excellent staff and location."
Reviewed on Jul 2, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $268 total per night from Aug 3 to Aug 4
$268 total
Aug 3 - Aug 4
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! (2,726 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 6 to Jul 7
$197 total
Jul 6 - Jul 7
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! (1,760 reviews)
"Great! We will definitely come back. Location location location!"
Reviewed on Jul 3, 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 ...
9/10 Wonderful! (1,542 reviews)
"First time at the reef. Usually stay at coral, cove, or royal towers. Absolutely loved the reef the most out of all."
Reviewed on Jul 1, 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 2 to Aug 3
$382 total
Aug 2 - Aug 3
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! (5,707 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Inconsistent staff, language barriers with most staff, not “all inclusive “ many things had additional charges, poor communication with what to expect as new guests to resort, lots of walking, tons of seaweed on beaches at all times making some water activities unavailable, staff unfamiliar with ..."
Reviewed on Jul 3, 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! (4,845 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"This place was amazing. It was our first time and everyone was so welcoming. Richard our butler was always there when we needed him. He was absolutely amazing. Dario first showed us around when we got there and always checked on us. The lobby bar had the best bartenders. I will absolutely be back ..."
Reviewed on Jul 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.
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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.