$53 Cheap flights to Caribbean
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Top places to visit in Caribbean
Cheap flights to Caribbean from $53 One Way, $101 Round Trip
$101 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.
JFK
New York
SJU
San Juan
$101 Roundtrip, found 4 days ago
$101
Roundtrip
found 4 days ago
EWR
New York
SJU
San Juan
$106 Roundtrip, found 22 hours ago
$106
Roundtrip
found 22 hours ago
EWR
New York
AUA
Oranjestad
$227 Roundtrip, found 8 hours ago
$227
Roundtrip
found 8 hours ago
EWR
New York
PUJ
Punta Cana
$248 Roundtrip, found 2 days ago
$248
Roundtrip
found 2 days ago
EWR
New York
STI
Santiago de los Caballeros
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
JFK
New York
PUJ
Punta Cana
$261 Roundtrip, found 5 hours ago
$261
Roundtrip
found 5 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | December 21 to December 24 | $309 |
| JFK | San Juan | December 21 to December 24 | $309 |
| JFK | Santo Domingo | December 19 to January 9 | $375 |
| EWR | Punta Cana | December 20 to December 27 | $509 |
| LGA | Oranjestad | December 19 to December 21 | $519 |
| EWR | Montego Bay | December 19 to December 22 | $526 |
| JFK | Punta Cana | December 20 to January 11 | $536 |
| EWR | Nassau | December 19 to December 25 | $553 |
| JFK | Montego Bay | December 20 to December 27 | $586 |
| EWR | Piarco | December 19 to December 28 | $589 |
| JFK | Piarco | December 19 to December 30 | $619 |
| JFK | Kingston | December 21 to January 20 | $754 |
| JFK | Kingston | December 21 to January 20 | $754 |
| EWR | West End | December 20 to December 28 | $1,437 |
| JFK | Oranjestad | December 19 to December 24 | $1,467 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$346 nightly
The price is $373 total per night from Dec 16 to Dec 17
$373 total
Dec 16 - Dec 17
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 ...
8.2/10 Very Good! (2,004 reviews)
Great staff, clean hotel, good value
Reviewed on Dec 8, 2025
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $160 total per night from Jan 4 to Jan 5
$160 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
6/10 (1,991 reviews)
The room was good! The night personal very nice the front desk to check out was not
Reviewed on Dec 11, 2025
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$335 nightly
The price is $370 total per night from Dec 15 to Dec 16
$370 total
Dec 15 - Dec 16
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 ...
7.4/10 Good! (2,004 reviews)
Heat the food better and add more staff and get the birds out of the eating area.
Reviewed on Dec 8, 2025
Save an average of 15% on thousands of hotels when you're signed in
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 ...
8.4/10 Very Good! (830 reviews)
As mentioned by others, the staff was excellent, easy to speak with, unpretentious. Looking for a quiet getaway with a beach sans crowd steps away to public beach access, eateries and small grocery store within walking distance, then Meridian is the place.
Reviewed on Nov 30, 2025
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
$266 nightly
The price is $278 total per night from Dec 16 to Dec 17
$278 total
Dec 16 - Dec 17
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 ...
8.8/10 Excellent! (1,516 reviews)
Clean and the staff is so pleasant.
Reviewed on Dec 11, 2025
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
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. ...
9.4/10 Exceptional! (1,002 reviews)
This was our 9th stay at this hotel, so I think that tells the tale. Beautiful hotel with excellent staff.
Reviewed on Dec 8, 2025
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$463 nightly
The price is $524 total per night from Dec 16 to Dec 17
$524 total
Dec 16 - Dec 17
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! (1,001 reviews)
Excellent location, great staff, still undergoing construction in a few areas
Reviewed on Dec 10, 2025
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
$263 nightly
The price is $297 total per night from Dec 19 to Dec 20
$297 total
Dec 19 - Dec 20
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. ...
8.8/10 Excellent! (2,276 reviews)
Ok property. But not convenient to beach
Reviewed on Dec 8, 2025
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
$321 nightly
The price is $350 total per night from Dec 25 to Dec 26
$350 total
Dec 25 - Dec 26
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 ...
9/10 Wonderful! (1,002 reviews)
Excellent
Reviewed on Dec 3, 2025
British Colonial - Nassau
Number One Bay St Nassau
$300 nightly
The price is $329 total per night from Jan 11 to Jan 12
$329 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (2,073 reviews)
Very kind staff, lovely beach, nice location.
Reviewed on Dec 8, 2025
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $232 total per night from Dec 15 to Dec 16
$232 total
Dec 15 - Dec 16
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! (1,366 reviews)
All staff were friendly
Reviewed on Dec 13, 2025
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 ...
8.8/10 Excellent! (1,428 reviews)
It’s beautiful and so much to do. Very expensive food and drinks and snacks. Great service
Reviewed on Dec 6, 2025
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
$444 nightly
The price is $568 total per night from Jan 5 to Jan 6
$568 total
Jan 5 - Jan 6, 2026
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 ...
8/10 Very Good! (5,448 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
I honestly do not have ANY complaints about this resort. The Staff were super nice and always greeting you asking if you need anything. I can’t think of anything negative. Buffet food and drinks were good. The coffee was amazing. I will definitely return.
Reviewed on Dec 9, 2025
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
$416 nightly
The price is $416 total per night from Dec 15 to Dec 16
$416 total
Dec 15 - Dec 16
Total with taxes and fees
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. ...
8.8/10 Excellent! (6,375 reviews)
The room was gorgeous. The bartenders in the lobby bar were incredible. We loved them!!
Reviewed on Dec 11, 2025
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! (1,963 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
Pool was enjoyable and not crowded. Food excellent. Would spend a whole week there and i dont really like all inclusive hotels.
Reviewed on Nov 25, 2025
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
$424 nightly
The price is $424 total per night from Dec 15 to Dec 16
$424 total
Dec 15 - Dec 16
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 restaurant in our reviews. ...
8.8/10 Excellent! (4,574 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
This was our 3rd time here. Love the staff, the drivers from the airport to resort are always helpful and professional. Very clean all around.
Reviewed on Dec 12, 2025
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?
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
Caribbean
Save money on your flights to Caribbean as well as on hotel and car packages.
Free Fees
Snap up cheap Caribbean flights at Orbitz, and pay no booking fees. We also don’t charge fees when your plans change or are cancelled. While you’re there, check out our low fare deals on flights to other locations besides flights to Caribbean.
Everyday Is a Great Day to Save Even More
Get bonus points from Orbitz, the best discount travel planner in the business. Use your Orbitz Visa to take advantage of sales on Caribbean flights, or pile on points by using it for gas, groceries, and other everyday goods and services. Pack your wallet with even more savings using our cutting-edge suite of mobile tools.
Mix and Match
At Orbitz, we turned a great idea from the world of fashion into another way for you to save money. When you shop our low cost tickets on flights to any destination, don’t be afraid to mix and match different airlines for maximum savings on your Caribbean flights air ticket. Save more on air travel every day in every way at 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.