$131 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $131 One Way, $277 Round Trip
$277 return flights and $131 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
$277 Roundtrip, found 11 hours ago
$277
Roundtrip
found 11 hours ago
EWR
New York
SJU
San Juan
$280 Roundtrip, found 5 hours ago
$280
Roundtrip
found 5 hours ago
EWR
New York
SJU
San Juan
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
EWR
New York
SDQ
Santo Domingo
$305 Roundtrip, found 3 days ago
$305
Roundtrip
found 3 days ago
EWR
New York
PUJ
Punta Cana
$315 Roundtrip, found 3 days ago
$315
Roundtrip
found 3 days ago
EWR
New York
SJU
San Juan
$326 Roundtrip, found 4 days ago
$326
Roundtrip
found 4 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | May 29 to June 3 | $303 |
| JFK | Montego Bay | May 30 to June 2 | $377 |
| JFK | Montego Bay | May 30 to June 2 | $377 |
| EWR | Nassau | May 31 to June 1 | $381 |
| JFK | Nassau | May 31 to June 1 | $384 |
| JFK | Punta Cana | May 31 to June 4 | $400 |
| JFK | Punta Cana | May 31 to June 4 | $400 |
| JFK | Santo Domingo | May 31 to June 12 | $403 |
| JFK | Santiago de los Caballeros | May 31 to June 4 | $410 |
| JFK | Santiago de los Caballeros | May 31 to June 4 | $410 |
| LGA | Oranjestad | May 29 to June 3 | $424 |
| JFK | Piarco | May 31 to June 14 | $426 |
| EWR | Santo Domingo | May 29 to June 1 | $430 |
| EWR | Kingston | May 30 to June 13 | $437 |
| JFK | Oranjestad | May 29 to June 1 | $478 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$337 nightly
The price is $365 total per night from May 25 to May 26
$365 total
May 25 - May 26
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! (2,243 reviews)
"The staff was very professional. Breakfast had a nice selection. Easy walk to Atlantis. The only issue was the third floor , which we were on , smelled like trash."
Reviewed on May 21, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $233 total per night from May 24 to May 25
$233 total
May 24 - May 25
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 (2,388 reviews)
"It's a good option for one night, close to the airport and restaurants. The elevator worked sometimes, but in San Juan, you get what you pay for."
Reviewed on May 21, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$339 nightly
The price is $376 total per night from May 31 to Jun 1
$376 total
May 31 - Jun 1
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! (2,303 reviews)
"We stayed here for our 30th anniversary and I was blown away by the staff and accommodations. The young man at the front desk greeted us by name every time he saw us. The food was delicious. The pool and beach were so relaxing. Can't wait to come back!"
Reviewed on May 21, 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
$246 nightly
The price is $258 total per night from Jun 22 to Jun 23
$258 total
Jun 22 - Jun 23
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 ...
9/10 Wonderful! (1,742 reviews)
"The resort is beautiful and quiet. The beach is very small but it’s clean. The restaurants are good. The rooms could be clean better. Some of the staff makes you feel unwanted mainly the housekeeping staff. If the beach was bigger and some entertainment I would definitely return back to the ..."
Reviewed on May 21, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$285 nightly
The price is $321 total per night from May 25 to May 26
$321 total
May 25 - May 26
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! (1,000 reviews)
"This property is perfect! Right on Eagle Beach, Super Foods just up the road, quiet, never an issue getting palapa or umbrella at the beach. Best beach on the island. So chill. The staff was so kind and accommodating. The pool is great and the views incredible!"
Reviewed on May 21, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$494 nightly
The price is $558 total per night from May 27 to May 28
$558 total
May 27 - May 28
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)
"The only positive thing about our room was the square footage we had. Other than that the cleanliness was not there. Mold everywhere, even on the mirrors. The patio had bird sh*t everywhere. Our room wasn’t serviced one time during our stay. Staff at the pool bar were friendly but menus needed to ..."
Reviewed on May 20, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$384 nightly
The price is $435 total per night from Jun 1 to Jun 2
$435 total
Jun 1 - Jun 2
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! (1,982 reviews)
"Great hotel and staff"
Reviewed on May 12, 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
$272 nightly
The price is $297 total per night from Jun 9 to Jun 10
$297 total
Jun 9 - Jun 10
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! (1,001 reviews)
"El Convento is a wonderful boutique hotel filled with old world charm. The staff is friendly and accommodating. It’s a great spot to stay if you want to explore historic San Juan."
Reviewed on May 21, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $278 total per night from Jun 2 to Jun 3
$278 total
Jun 2 - Jun 3
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 ...
8.6/10 Excellent! (2,586 reviews)
"yes"
Reviewed on May 19, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $252 total per night from May 26 to May 27
$252 total
May 26 - May 27
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! (1,682 reviews)
"The location is good but the restaurant is poor"
Reviewed on May 17, 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! (1,488 reviews)
"We came here for our honeymoon and it was wonderful. The staff was very friendly and helpful. Transportation to the the other resorts was easily accessible. Most places like the ocean, pools, aqua park and dolphin cay are within walking distance."
Reviewed on May 21, 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
$285 nightly
The price is $364 total per night from Jun 1 to Jun 2
$364 total
Jun 1 - Jun 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 ...
8.2/10 Very Good! (5,605 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Había un olor desagradable en los ascensores del edificio que alberga el área de teatro y Restaurante. Personal de recepción y maleteros excelentes"
Reviewed on May 21, 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! (6,595 reviews)
"Overall it was a good stay..."
Reviewed on May 20, 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 ...
8.4/10 Very Good! (1,723 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! (4,847 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Our stay at Majestic Elegance Punta Cana was absolutely incredible! From the moment we arrived, everything was beautiful, clean, relaxing, and welcoming. The rooms were huge, spotless, and absolutely gorgeous. Every restaurant we visited was amazing with delicious food, great service, and so many ..."
Reviewed on May 22, 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
Why search for low cost fares on your flights to Caribbean when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:
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.