$69 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $69 One Way, $150 Round Trip
$150 return flights and $69 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
$150 Roundtrip, found 4 hours ago
$150
Roundtrip
found 4 hours ago
EWR
New York
SJU
San Juan
$191 Roundtrip, found 1 hour ago
$191
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$192 Roundtrip, found 1 hour ago
$192
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$192 Roundtrip, just found
$192
Roundtrip
just found
EWR
New York
SJU
San Juan
$232 Roundtrip, found 3 hours ago
$232
Roundtrip
found 3 hours ago
EWR
New York
STI
Santiago de los Caballeros
$235 Roundtrip, found 1 day ago
$235
Roundtrip
found 1 day ago
JFK
New York
SJU
San Juan
$247 Roundtrip, just found
$247
Roundtrip
just found
JFK
New York
SJU
San Juan
$247 Roundtrip, found 1 hour ago
$247
Roundtrip
found 1 hour ago
EWR
New York
AUA
Oranjestad
$255 Roundtrip, found 3 days ago
$255
Roundtrip
found 3 days ago
JFK
New York
MBJ
Montego Bay
$278 Roundtrip, just found
$278
Roundtrip
just found
JFK
New York
PUJ
Punta Cana
$286 Roundtrip, found 2 days ago
$286
Roundtrip
found 2 days ago
JFK
New York
POS
Trinidad
$308 Roundtrip, just found
$308
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | February 28 to March 4 | $213 |
| EWR | San Juan | March 1 to March 4 | $276 |
| JFK | Montego Bay | February 28 to March 3 | $292 |
| EWR | Piarco | February 27 to March 14 | $343 |
| EWR | Santiago de los Caballeros | February 28 to March 11 | $356 |
| EWR | Montego Bay | March 1 to March 5 | $371 |
| JFK | Piarco | February 28 to March 7 | $400 |
| JFK | Santo Domingo | February 28 to March 7 | $427 |
| EWR | Punta Cana | March 1 to March 5 | $427 |
| EWR | Punta Cana | March 1 to March 5 | $427 |
| LGA | Nassau | February 28 to March 2 | $431 |
| JFK | Oranjestad | March 1 to March 5 | $435 |
| JFK | Nassau | February 28 to March 2 | $436 |
| JFK | Punta Cana | March 1 to March 5 | $478 |
| JFK | Kingston | February 28 to March 3 | $682 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
The price is $424 total per night from Mar 2 to Mar 3
$424 total
per night
Mar 2 - Mar 3
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! (2,111 reviews)
The check-in process was good. Calvin & Leverne were excellent. They both assisted our group with 5 rooms and explained all details. There was an issue with Expedia credits, however, the next day, Leverne ensured all was taken care of promptly and noted correctly. The rooms were as pictured. Decent ...
Reviewed on Feb 24, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
The price is $195 total per night from Mar 1 to Mar 2
$195 total
per night
Mar 1 - Mar 2
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. ...
6.2/10 (2,179 reviews)
The room had multiple damaged walls and we noticed roaches within minutes of being in the room. We had to leave and find another place to stay.
Reviewed on Feb 25, 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! (2,194 reviews)
This Resort is truly a hidden gym. A wonderful and amazing place. Yes, it’s older or I would say vintage. However the entire resort was super clean and extremely friendly staff. The buffet was also incredible offering a very wide range of foods especially on the healthy side much my wife and I loved. ...
Reviewed on Feb 25, 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! (853 reviews)
Extremely convenient with buses going to Bridge town kitchenette in which I could do my own cooking but in general Barbados television is a mystery to me. I can never get to view what I want.
Reviewed on Feb 17, 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
The price is $346 total per night from Mar 18 to Mar 19
$346 total
per night
Mar 18 - Mar 19
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! (1,611 reviews)
Very courteous
Reviewed on Feb 25, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
The price is $505 total per night from Mar 3 to Mar 4
$505 total
per night
Mar 3 - Mar 4
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! (1,014 reviews)
Amsterdam Manor hotel was amazing. Hotel was very clean, King Suite was spacious and beautiful. Hotel staff was over the top accommodating. Can't wait to go back!
Reviewed on Feb 25, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $1,115 total per night from Mar 12 to Mar 13
$1,115 total
per night
Mar 12 - Mar 13
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)
We booked a room for 5 nights through Expedia neaely a yeae in advancw. When we arrived the hotel informed us that they would be changing our room in the middle of the trip due to availability. This was annoying because of unpacking and repacking everything, but what really put a damper on our vacation ...
Reviewed on Feb 17, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
The price is $518 total per night from Mar 17 to Mar 18
$518 total
per night
Mar 17 - Mar 18
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! (2,170 reviews)
We had a great cleaning staff, the check in service was great, and I love that they help interns from Colegio EPI gain experience. Our 9th visit to Eagle Aruba but not our last!
Reviewed on Feb 24, 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
The price is $485 total per night from Mar 11 to Mar 12
$485 total
per night
Mar 11 - Mar 12
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! (1,000 reviews)
Beautiful property in a perfect location if you plan to visit Old San Juan. Restaurant is wonderful.
Reviewed on Feb 14, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $338 total per night from Mar 3 to Mar 4
$338 total
per night
Mar 3 - Mar 4
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! (2,290 reviews)
Nice place to visit.
Reviewed on Feb 24, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
The price is $300 total per night from Mar 16 to Mar 17
$300 total
per night
Mar 16 - Mar 17
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! (1,537 reviews)
Very late check-in, friendly staff. Great location for getting on cruise ship.
Reviewed on Feb 24, 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! (1,425 reviews)
The resort was gorgeous, clean and well-kept. The room was comfortable and clean and spacious. The ocean view from the 20th floor was amazing. The small kitchen amenities were excellent and served the purpose of most breakfasts for the family with a small fridge, microwave, cook top with frying pan ...
Reviewed on Feb 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.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
The price is $462 total per night from Mar 26 to Mar 27
$462 total
per night
Mar 26 - Mar 27
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! (5,495 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
The beach is perfect for families with kids. Food is average but you can always find something to eat. Tennis courts are good. Rooms are average too.
Reviewed on Feb 25, 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! (6,543 reviews)
Spotless rooms, friendly staff, prompt service, excellent food and drinks.
Reviewed on Feb 25, 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 ...
8.6/10 Excellent! (1,862 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! (4,722 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
the staff was wonderful, room was great, the grounds were super clean and bright. The food was awesome and the night entertainment was fun. looking forward to next time
Reviewed on Feb 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.
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
If you are looking for discount prices on flights to Caribbean then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Caribbean flights easy and affordable.
Booking Made Easy
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The Complete Package
Orbitz makes it stress-free to book Caribbean flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Caribbean, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.
Low Price Guarantee
Booking your Caribbean flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.
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.