$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $273 Round Trip
$273 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
$273 Roundtrip, found 1 hour ago
$273
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$295 Roundtrip, found 1 day ago
$295
Roundtrip
found 1 day ago
EWR
New York
SDQ
Santo Domingo
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
EWR
New York
AUA
Oranjestad
$308 Roundtrip, found 1 day ago
$308
Roundtrip
found 1 day ago
EWR
New York
AUA
Oranjestad
$309 Roundtrip, found 2 days ago
$309
Roundtrip
found 2 days ago
JFK
New York
NAS
Nassau
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
EWR
New York
SJU
San Juan
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
JFK
New York
AUA
Oranjestad
$319 Roundtrip, found 1 day ago
$319
Roundtrip
found 1 day ago
JFK
New York
STI
Santiago de los Caballeros
$319 Roundtrip, found 1 day ago
$319
Roundtrip
found 1 day ago
JFK
New York
AUA
Oranjestad
$331 Roundtrip, found 2 hours ago
$331
Roundtrip
found 2 hours ago
JFK
New York
AUA
Oranjestad
$335 Roundtrip, found 1 hour ago
$335
Roundtrip
found 1 hour ago
JFK
New York
SDQ
Santo Domingo
$337 Roundtrip, found 2 days ago
$337
Roundtrip
found 2 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | October 11 to October 14 | $357 |
| JFK | Oranjestad | October 11 to October 22 | $441 |
| JFK | San Juan | October 11 to October 15 | $481 |
| JFK | Punta Cana | October 11 to October 13 | $506 |
| JFK | Santo Domingo | October 10 to October 14 | $514 |
| EWR | Santiago de los Caballeros | October 10 to October 29 | $522 |
| JFK | Santiago de los Caballeros | October 10 to October 23 | $528 |
| JFK | Piarco | October 10 to October 12 | $539 |
| JFK | Piarco | October 10 to October 12 | $539 |
| EWR | Nassau | October 11 to October 15 | $546 |
| EWR | Santo Domingo | October 11 to November 11 | $547 |
| LGA | Montego Bay | October 10 to October 13 | $547 |
| JFK | Montego Bay | October 11 to October 25 | $571 |
| JFK | Kingston | October 10 to October 13 | $596 |
| JFK | Nassau | October 11 to October 13 | $661 |
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
$333 nightly
The price is $366 total per night from Oct 21 to Oct 22
$366 total
Oct 21 - Oct 22
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! (2,458 reviews)
"We had a great stay!! comfort Suites is that a location accessible to all the Paradise Island and over to downtown Nassau. The staff was exceptionally pleasant and welcomed us right away. The daily breakfast was delicious, was about the same every morning, but you knew what you were getting and it ..."
Reviewed on Oct 4, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $105 total per night from Oct 11 to Oct 12
$105 total
Oct 11 - Oct 12
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 (2,463 reviews)
"Great stay for a night or 2 Staff was amazing great location"
Reviewed on Oct 7, 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! (2,463 reviews)
"No frills accommodation with lovely and helpful staff and amazing beach. Rooms are very outdated. Food at the buffet was simple but tasty, beach grill was consistently delicious and speedy. We went in low season and it was very quiet (which is our preference)"
Reviewed on Oct 7, 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
$161 nightly
The price is $169 total per night from Oct 14 to Oct 15
$169 total
Oct 14 - Oct 15
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
$312 nightly
The price is $350 total per night from Oct 18 to Oct 19
$350 total
Oct 18 - Oct 19
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)
"One of the most beautiful beaches in the world right across the street with a convenient beach bar/restaurant…."
Reviewed on Oct 7, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$534 nightly
The price is $604 total per night from Oct 9 to Oct 10
$604 total
Oct 9 - Oct 10
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 ...
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
$359 nightly
The price is $407 total per night from Oct 29 to Oct 30
$407 total
Oct 29 - Oct 30
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! (1,813 reviews)
"Excellent resort, amazing staff"
Reviewed on Oct 7, 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
$419 nightly
The price is $457 total per night from Oct 13 to Oct 14
$457 total
Oct 13 - Oct 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 ...
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$245 nightly
The price is $269 total per night from Oct 15 to Oct 16
$269 total
Oct 15 - Oct 16
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
$162 nightly
The price is $180 total per night from Oct 18 to Oct 19
$180 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this business-friendly hotel in San Juan. Enjoy free WiFi, a casino, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,958 reviews)
"Todo muy limpio. El"
Reviewed on Oct 5, 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! (1,714 reviews)
"Loved the family atmosphere and the beach and ocean was spectacular. Room was also well appointed, quiet and comfortable."
Reviewed on Oct 7, 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
$218 nightly
The price is $279 total per night from Oct 12 to Oct 13
$279 total
Oct 12 - Oct 13
Total with taxes and fees
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bavaro Beach and Downtown ...
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
$340 nightly
The price is $340 total per night from Nov 5 to Nov 6
$340 total
Nov 5 - Nov 6
Total with taxes and fees
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Macao Beach and Arena Gorda ...
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! (1,450 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
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Macao Beach and Arena Gorda ...
9/10 Wonderful! (5,232 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Execelente servicio todo muy limpio empleados muy atentos y amables"
Reviewed on Oct 7, 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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Bargain Flights to Caribbean
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Frequent Flyer Program Enrolment
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Outstanding Customer Service
Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Caribbean but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.
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.