$129 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $129 One Way, $252 Round Trip
$252 return flights and $129 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
$252 Roundtrip, found 5 hours ago
$252
Roundtrip
found 5 hours ago
JFK
New York
SJU
San Juan
$257 Roundtrip, found 6 hours ago
$257
Roundtrip
found 6 hours ago
JFK
New York
SJU
San Juan
$282 Roundtrip, found 10 hours ago
$282
Roundtrip
found 10 hours ago
EWR
New York
SJU
San Juan
$285 Roundtrip, found 2 hours ago
$285
Roundtrip
found 2 hours ago
EWR
New York
SJU
San Juan
$305 Roundtrip, found 10 hours ago
$305
Roundtrip
found 10 hours ago
EWR
New York
SDQ
Santo Domingo
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
EWR
New York
SJU
San Juan
$312 Roundtrip, found 9 hours ago
$312
Roundtrip
found 9 hours ago
EWR
New York
PUJ
Punta Cana
$315 Roundtrip, found 2 days ago
$315
Roundtrip
found 2 days ago
JFK
New York
MBJ
Montego Bay
$318 Roundtrip, just found
$318
Roundtrip
just found
EWR
New York
SJU
San Juan
$326 Roundtrip, found 3 days ago
$326
Roundtrip
found 3 days ago
JFK
New York
PUJ
Punta Cana
$347 Roundtrip, just found
$347
Roundtrip
just found
JFK
New York
POS
Trinidad
$350 Roundtrip, found 2 days ago
$350
Roundtrip
found 2 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | May 24 to June 13 | $332 |
| JFK | San Juan | May 24 to June 13 | $332 |
| EWR | Oranjestad | May 24 to May 29 | $407 |
| EWR | Punta Cana | May 24 to May 28 | $441 |
| JFK | Santiago de los Caballeros | May 24 to May 28 | $461 |
| JFK | Santiago de los Caballeros | May 24 to May 28 | $461 |
| EWR | Nassau | May 24 to May 26 | $462 |
| EWR | Nassau | May 24 to May 26 | $462 |
| JFK | Kingston | May 23 to May 26 | $480 |
| JFK | Kingston | May 23 to May 26 | $480 |
| JFK | Santo Domingo | May 24 to May 30 | $483 |
| EWR | Santo Domingo | May 24 to May 27 | $483 |
| JFK | Nassau | May 23 to May 27 | $590 |
| JFK | Montego Bay | May 24 to June 2 | $615 |
| EWR | Kingston | May 23 to May 26 | $641 |
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! (2,240 reviews)
"Amazing staff super helpful"
Reviewed on May 20, 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 22 to May 23
$233 total
May 22 - May 23
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 (2,382 reviews)
"Easily accessible parking cant complain, definitely better options out there but for the price point and how close it is to everything in san juan i def would recommend."
Reviewed on May 20, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$348 nightly
The price is $385 total per night from May 27 to May 28
$385 total
May 27 - May 28
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! (2,297 reviews)
"This place is absolutely terrible. Very outdated and dirty. Hair all over the floor when we walked into the room for the first time. Only 2 power plugs in the entire room and only 1 worked. No tv stations on the tv. No one came to look at it when I called the front desk. Buffet is absolutely disgusting. ..."
Reviewed on May 20, 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
The price is $260 total per night from Jun 15 to Jun 16
$260 total
per night
Jun 15 - Jun 16
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! (1,740 reviews)
"clean rooms, pool access, and casino. Everything is close by"
Reviewed on May 20, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
The price is $321 total per night from May 25 to May 26
$321 total
per night
May 25 - May 26
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! (1,015 reviews)
"Awesome location. Close to the beach. Close to the Super Store."
Reviewed on May 16, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $558 total per night from May 21 to May 22
$558 total
per night
May 21 - May 22
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
The price is $435 total per night from Jun 1 to Jun 2
$435 total
per night
Jun 1 - Jun 2
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
$287 nightly
The price is $313 total per night from Jun 7 to Jun 8
$313 total
Jun 7 - Jun 8
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! (1,000 reviews)
"Great place"
Reviewed on May 19, 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! (2,583 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
$242 nightly
The price is $263 total per night from May 26 to May 27
$263 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! (1,483 reviews)
"Had an amazing time"
Reviewed on May 20, 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! (5,600 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"😒"
Reviewed on May 20, 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! (6,594 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! (4,842 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Resort has everything you need for an exceptional stay. The staff exceeds every expectation from our butler Bladimir to the dining staff, pool bartenders and entertainment staff. They genuinely love their jobs and care about you enjoying your vacation. Top notch! We will be back!"
Reviewed on May 20, 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?
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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
Orbitz offers massive discounts and substantial last-minute savings on your Caribbean flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.
Cutting-Edge Mobile Tools to Keep You In The Know
Orbitz sends you free alerts and updates on your Caribbean flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.
Frequent Flyer Program Enrolment
Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Caribbean. When making your booking, reference your frequent flyer number to receive discounts in the future.
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.