$129 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $129 One Way, $232 Round Trip
$232 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
$232 Roundtrip, found 9 hours ago
$232
Roundtrip
found 9 hours ago
JFK
New York
SJU
San Juan
$237 Roundtrip, just found
$237
Roundtrip
just found
JFK
New York
SJU
San Juan
$241 Roundtrip, found 9 hours ago
$241
Roundtrip
found 9 hours ago
EWR
New York
SJU
San Juan
$277 Roundtrip, found 3 days ago
$277
Roundtrip
found 3 days ago
EWR
New York
SJU
San Juan
$280 Roundtrip, found 5 days ago
$280
Roundtrip
found 5 days ago
EWR
New York
SDQ
Santo Domingo
$280 Roundtrip, found 2 days ago
$280
Roundtrip
found 2 days ago
EWR
New York
SJU
San Juan
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
EWR
New York
PUJ
Punta Cana
$305 Roundtrip, just found
$305
Roundtrip
just found
EWR
New York
MBJ
Montego Bay
$318 Roundtrip, found 8 hours ago
$318
Roundtrip
found 8 hours ago
JFK
New York
MBJ
Montego Bay
$318 Roundtrip, just found
$318
Roundtrip
just found
JFK
New York
POS
Trinidad
$350 Roundtrip, found 1 day ago
$350
Roundtrip
found 1 day ago
JFK
New York
PUJ
Punta Cana
$357 Roundtrip, found 1 hour ago
$357
Roundtrip
found 1 hour ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | May 31 to June 5 | $332 |
| JFK | San Juan | May 31 to June 5 | $332 |
| JFK | Montego Bay | May 29 to June 23 | $337 |
| EWR | Piarco | May 29 to June 2 | $391 |
| JFK | Nassau | May 30 to June 3 | $402 |
| EWR | Oranjestad | May 29 to June 2 | $403 |
| EWR | Oranjestad | May 29 to June 2 | $403 |
| EWR | Punta Cana | May 30 to June 2 | $425 |
| JFK | Kingston | May 30 to June 5 | $435 |
| JFK | Kingston | May 30 to June 5 | $435 |
| JFK | Punta Cana | May 30 to June 5 | $439 |
| JFK | Santiago de los Caballeros | May 31 to June 19 | $461 |
| EWR | Kingston | May 29 to June 3 | $470 |
| EWR | Santo Domingo | May 29 to June 11 | $536 |
| JFK | Piarco | May 30 to June 2 | $537 |
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 Jun 1 to Jun 2
$365 total
Jun 1 - Jun 2
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! (2,257 reviews)
"Access to Atlantis was a huge perk for us and close proximity to the marina village. We had lots of issues with the water in our room. From very little water pressure to no water at all. Often was ice cold as well. The toilet was finicky to flush towards the end of our stay. Very noisy hallways"
Reviewed on May 27, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $114 total per night from May 29 to May 30
$114 total
May 29 - May 30
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 (2,393 reviews)
"The best thing about the hotel is the swimming pool. We had to change rooms after the first night because the toilet would not work properly. Also, the a/c in the room was very weak, the bathroom is minuscule, no hair dryer in the whole hotel, very poor lighting in the room and the bathroom. In the ..."
Reviewed on May 27, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$343 nightly
The price is $380 total per night from Jun 12 to Jun 13
$380 total
Jun 12 - Jun 13
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! (2,305 reviews)
"Excellent value for money, rooms are a bit out dated, but staff was extremely helpful food was pretty good and amenities on the property are nice. And of course the view overlooking the pool and ocean is Bahama Beautiful."
Reviewed on May 27, 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 $241 total per night from Jun 15 to Jun 16
$241 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! (1,752 reviews)
"Room was clean. Was disappointed that our room with a "balcony" was still ground level. Security staff was great. Reception staff could have been a little nicer. Beach view was good. Very nice resort. Would stay again."
Reviewed on May 27, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
The price is $334 total per night from May 29 to May 30
$334 total
per night
May 29 - May 30
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! (1,004 reviews)
"Great staff. Jennifer was great."
Reviewed on May 24, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $612 total per night from May 28 to May 29
$612 total
per night
May 28 - May 29
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! (1,000 reviews)
"Everything was great. The staff was friendly and helpful"
Reviewed on May 26, 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 2 to Jun 3
$435 total
per night
Jun 2 - Jun 3
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! (1,971 reviews)
"Nice hotel"
Reviewed on May 26, 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 $297 total per night from Jun 8 to Jun 9
$297 total
per night
Jun 8 - Jun 9
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)
"Friendly staff… Very clean…"
Reviewed on May 26, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $278 total per night from Jun 21 to Jun 22
$278 total
per night
Jun 21 - Jun 22
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! (2,596 reviews)
"On an island with giant all-inclusive mega-resorts, British Colonial was a wonderful throwback hotel. It was clean and quiet with an understated elegance, and easily walkable to downtown and a number of restaurants. Staff was helpful and friendly, without being intrusive. Hotel has a nice private ..."
Reviewed on May 27, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $239 total per night from Jun 21 to Jun 22
$239 total
per night
Jun 21 - Jun 22
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! (1,690 reviews)
"Excelent location and kindness customer service!"
Reviewed on May 27, 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! (1,487 reviews)
"Stayed at the Reef and loved it. Clean room, kitchenette was useful for saving on food costs by cooking breakfast. Easy access to the beach and pool. Quiet side of the resort."
Reviewed on May 27, 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 $389 total per night from May 31 to Jun 1
$389 total
per night
May 31 - Jun 1
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! (5,609 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Excelente"
Reviewed on May 27, 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! (6,554 reviews)
"The pools and spa were excellent. Staff very welcoming and friendly . Ocean front restaurant food and house wines exceeded expectation . Had a hiccup with room not ready as reserved months in advance but resort compensated and worked it out . Would recommend . Great place and easy travel from states ..."
Reviewed on May 27, 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! (1,709 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! (4,828 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Beautiful and large resort with a lovely beach and lots of swimming pools and restaurant options"
Reviewed on May 26, 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
Snag some “suite” deals when you add cheap hotel rooms to Caribbean flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.
Budget Prices, Luxury Life
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Fun for All
While shopping Orbitz sales on Caribbean flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.
Non-Stop or Stop and Visit
Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Caribbean flights, you will always find the best air travel prices at Orbitz.
All in One
Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Caribbean. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.
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.