$53 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $53 One Way, $151 Round Trip
$151 return flights and $53 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
$151 Roundtrip, found 1 hour ago
$151
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$195 Roundtrip, found 1 hour ago
$195
Roundtrip
found 1 hour ago
JFK
New York
SJU
San Juan
$195 Roundtrip, found 1 hour ago
$195
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$199 Roundtrip, found 2 hours ago
$199
Roundtrip
found 2 hours ago
EWR
New York
SJU
San Juan
$227 Roundtrip, just found
$227
Roundtrip
just found
JFK
New York
AUA
Oranjestad
$267 Roundtrip, just found
$267
Roundtrip
just found
JFK
New York
NAS
Nassau
$290 Roundtrip, found 6 hours ago
$290
Roundtrip
found 6 hours ago
JFK
New York
STI
Santiago de los Caballeros
$290 Roundtrip, found 1 hour ago
$290
Roundtrip
found 1 hour ago
EWR
New York
AUA
Oranjestad
$291 Roundtrip, found 8 hours ago
$291
Roundtrip
found 8 hours ago
EWR
New York
STI
Santiago de los Caballeros
$312 Roundtrip, found 2 days ago
$312
Roundtrip
found 2 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Oranjestad | November 7 to November 18 | $304 |
| JFK | Punta Cana | November 6 to November 13 | $316 |
| JFK | Montego Bay | November 7 to November 11 | $326 |
| JFK | Montego Bay | November 7 to November 11 | $326 |
| JFK | Santiago de los Caballeros | November 8 to November 19 | $454 |
| EWR | Nassau | November 7 to November 11 | $462 |
| EWR | Nassau | November 7 to November 11 | $462 |
| JFK | San Juan | November 7 to November 13 | $484 |
| LGA | Piarco | November 6 to November 13 | $488 |
| EWR | Kingston | November 6 to November 10 | $504 |
| JFK | Piarco | November 7 to November 12 | $553 |
| JFK | Nassau | November 8 to November 11 | $567 |
| EWR | Santiago de los Caballeros | November 7 to November 14 | $582 |
| EWR | Punta Cana | November 7 to November 13 | $598 |
| JFK | Kingston | November 8 to November 15 | $612 |
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 Nov 18 to Nov 19
$366 total
Nov 18 - Nov 19
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! (2,441 reviews)
"The property was clean and safe, the breakfast ( that was included) was good, the staff was great. overall good stay."
Reviewed on Nov 4, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $109 total per night from Nov 8 to Nov 9
$109 total
Nov 8 - Nov 9
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. ...
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$321 nightly
The price is $356 total per night from Nov 8 to Nov 9
$356 total
Nov 8 - Nov 9
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! (2,457 reviews)
"The room was impeccable"
Reviewed on Nov 4, 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
$263 nightly
The price is $275 total per night from Nov 5 to Nov 6
$275 total
Nov 5 - Nov 6
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 $351 total per night from Nov 5 to Nov 6
$351 total
Nov 5 - Nov 6
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. ...
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $612 total per night from Nov 6 to Nov 7
$612 total
Nov 6 - Nov 7
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 ...
8.8/10 Excellent! (1,000 reviews)
"This trip could’ve been a lot better! But communication was not there at all. I missed my flight and call the hotel to check me in cause I was coming in the next day instead. Not only when I arrived around 12, the room wasn’t ready! The front desk took my number and told me she will call me once ..."
Reviewed on Oct 31, 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
$318 nightly
The price is $368 total per night from Dec 5 to Dec 6
$368 total
Dec 5 - Dec 6
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! (1,791 reviews)
"Rooms are dirty, No ac in the room called front desk they said they were going to send someone, they never did on the day we were checking out to go to another place we left a few things in the room before we checked out when my husband went back to the room to retrieve the rest of our belongings ..."
Reviewed on Nov 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
The price is $413 total per night from Nov 9 to Nov 10
$413 total
per night
Nov 9 - Nov 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 ...
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $348 total per night from Nov 5 to Nov 6
$348 total
per night
Nov 5 - Nov 6
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! (3,153 reviews)
"everything was great. def will come back"
Reviewed on Nov 4, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $233 total per night from Nov 25 to Nov 26
$233 total
per night
Nov 25 - Nov 26
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! (2,004 reviews)
"Stayed to await my cruise line location was key hotel is right at the Pier. I enjoyed being walking distance to Old San Juan. However the mattress I had was a lumpy mess I regret not finding out until wee hours of the night. I pulled back the sheets looked in corners but didn’t lay down in street ..."
Reviewed on Nov 4, 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! (1,719 reviews)
"Great room for families!"
Reviewed on Nov 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.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
$233 nightly
The price is $299 total per night from Nov 10 to Nov 11
$299 total
Nov 10 - Nov 11
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
$306 nightly
The price is $306 total per night from Nov 5 to Nov 6
$306 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! (1,392 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 ...
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.
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Caribbean
Reach your destination without breaking your budget by booking your flights to Caribbean using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.
Get Discount Rates On Your Caribbean Flight
Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Caribbean flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.
Make Orbitz Your Official Travel Planner
Orbitz can be used for much more than comparing and booking a discount flight to Caribbean. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.
Build A Comprehensive Travel Itinerary
In addition to booking a low cost flight to Caribbean, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.
Using Orbitz to secure your Caribbean flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.
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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.