$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $256 Round Trip
$256 return flights and $109 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.
EWR
New York
SJU
San Juan
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
EWR
New York
SDQ
Santo Domingo
$276 Roundtrip, found 3 days ago
$276
Roundtrip
found 3 days ago
JFK
New York
SJU
San Juan
$292 Roundtrip, found 2 hours ago
$292
Roundtrip
found 2 hours ago
EWR
New York
PUJ
Punta Cana
$299 Roundtrip, found 5 hours ago
$299
Roundtrip
found 5 hours ago
EWR
New York
AUA
Oranjestad
$304 Roundtrip, found 5 hours ago
$304
Roundtrip
found 5 hours ago
JFK
New York
AUA
Oranjestad
$323 Roundtrip, found 4 hours ago
$323
Roundtrip
found 4 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Nassau | September 18 to September 20 | $368 |
| JFK | San Juan | September 19 to September 23 | $491 |
| LGA | Punta Cana | September 18 to September 20 | $498 |
| EWR | San Juan | September 18 to September 21 | $522 |
| EWR | Piarco | September 20 to September 26 | $538 |
| EWR | Piarco | September 20 to September 26 | $538 |
| EWR | Santiago de los Caballeros | September 20 to October 11 | $542 |
| EWR | Santiago de los Caballeros | September 20 to October 11 | $542 |
| EWR | Santo Domingo | September 20 to September 30 | $547 |
| EWR | Santo Domingo | September 20 to September 30 | $547 |
| EWR | Oranjestad | September 20 to September 26 | $562 |
| JFK | Punta Cana | September 18 to September 25 | $563 |
| JFK | Santiago de los Caballeros | September 19 to September 26 | $585 |
| JFK | Oranjestad | September 19 to September 26 | $598 |
| JFK | Kingston | September 20 to October 4 | $998 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
Fully refundable
The price is $396 total per night from Sep 20 to Sep 21
$396 total
per night
Sep 20 - Sep 21
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 ...
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
The price is $138 total per night from Sep 16 to Sep 17
$138 total
per night
Sep 16 - Sep 17
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 (2,447 reviews)
"Bed bugs!!!"
Reviewed on Sep 15, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
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! (2,450 reviews)
"Ok, so I gave it 5 stars, However there are a few things that can be improved upon. First, there is a "great need" for a serious remodel or updates! Wife and her first husband was here 26 years ago. When we got here, she told me that it still looks the same!!!!! Also there needs to be a snack or ..."
Reviewed on Sep 14, 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
The price is $186 total per night from Sep 16 to Sep 17
$186 total
per night
Sep 16 - Sep 17
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! (2,033 reviews)
"Old resort being maintained."
Reviewed on Sep 15, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
The price is $360 total per night from Sep 17 to Sep 18
$360 total
per night
Sep 17 - Sep 18
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! (1,001 reviews)
"The Room and hotel is great but the restaurant"
Reviewed on Sep 13, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $604 total per night from Sep 16 to Sep 17
$604 total
per night
Sep 16 - Sep 17
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 ...
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
The price is $341 total per night from Oct 14 to Oct 15
$341 total
per night
Oct 14 - Oct 15
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
The price is $281 total per night from Sep 30 to Oct 1
$281 total
per night
Sep 30 - Oct 1
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! (1,005 reviews)
"The beautiful building and historic structure"
Reviewed on Sep 13, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $253 total per night from Sep 16 to Sep 17
$253 total
per night
Sep 16 - Sep 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! (3,035 reviews)
"It was a great stay, But be prepare to nickled and dimed to death. to stay at resort, there is a $39.99 i belive to stay there, on top of what you pay to expedia. its a resort tax.then theres a parking fee on top of that. the fee is $35. each night, you park your rental car there. so that was a unexpectaned ..."
Reviewed on Sep 14, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $201 total per night from Sep 27 to Sep 28
$201 total
per night
Sep 27 - Sep 28
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! (1,930 reviews)
"Excellent stay for me and my teenage daughter. Every interaction was very pleasant, friendly, and helpful. Property has vast options for relaxing in calm quiet peace, or having fun throughout the day and night. Food options were all amazing. We had dinner at a different restaurant each night and ..."
Reviewed on Sep 14, 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
$218 nightly
The price is $279 total per night from Oct 1 to Oct 2
$279 total
Oct 1 - Oct 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 ...
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! (1,484 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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The Royal at Atlantis
Paradise Beach Drive Paradise Island New Providence
Book a stay at this beach resort in Paradise Island. Enjoy free WiFi, 14 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (3,012 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"Exploring the fishtanks dolfinn tanks ,tortious , manta rays reg fish amazing property . water park is a major plus"
Reviewed on Sep 15, 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
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Mix and Match
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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.