$88 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $88 One Way, $156 Round Trip
$156 return flights and $88 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
$156 Roundtrip, found 6 days ago
$156
Roundtrip
found 6 days ago
JFK
New York
SJU
San Juan
$211 Roundtrip, found 18 hours ago
$211
Roundtrip
found 18 hours ago
EWR
New York
AUA
Oranjestad
$253 Roundtrip, just found
$253
Roundtrip
just found
EWR
New York
MBJ
Montego Bay
$264 Roundtrip, found 2 days ago
$264
Roundtrip
found 2 days ago
EWR
New York
PUJ
Punta Cana
$284 Roundtrip, found 4 hours ago
$284
Roundtrip
found 4 hours ago
EWR
New York
SDQ
Santo Domingo
$285 Roundtrip, found 6 days ago
$285
Roundtrip
found 6 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | April 12 to April 21 | $174 |
| JFK | San Juan | April 10 to April 14 | $266 |
| LGA | Montego Bay | April 12 to May 12 | $328 |
| EWR | Santo Domingo | April 12 to April 13 | $330 |
| EWR | Punta Cana | April 11 to May 9 | $358 |
| EWR | Nassau | April 10 to April 13 | $387 |
| EWR | Piarco | April 10 to April 13 | $407 |
| JFK | Piarco | April 10 to April 15 | $427 |
| JFK | Punta Cana | April 12 to April 16 | $434 |
| JFK | Oranjestad | April 10 to April 17 | $434 |
| JFK | Montego Bay | April 12 to April 18 | $447 |
| JFK | Santiago de los Caballeros | April 10 to April 23 | $463 |
| JFK | Santiago de los Caballeros | April 10 to April 23 | $463 |
| JFK | Santo Domingo | April 10 to April 13 | $475 |
| JFK | Kingston | April 11 to April 16 | $636 |
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 $383 total per night from May 3 to May 4
$383 total
per night
May 3 - May 4
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! (2,176 reviews)
We were welcomed with warm Bahamian hospitality right from arrival to our departure. We came early before check in and left after checkout time and we were able to store our luggage both times. We were also able to use the hospitality room before leaving to change out of our swim suits before heading ...
Reviewed on Apr 7, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
The price is $199 total per night from Apr 8 to Apr 9
$199 total
per night
Apr 8 - Apr 9
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. ...
6.2/10 (2,285 reviews)
Dont do it.
Reviewed on Apr 7, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
The price is $376 total per night from Apr 13 to Apr 14
$376 total
per night
Apr 13 - Apr 14
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! (2,238 reviews)
Staff were extremely kind, warm, and friendly. The decor was bit outdated in the rooms. Everything was very clean from the room to the facility. Food was very good with many options. I would recommend staying at this Location very budget friendly.
Reviewed on Apr 2, 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! (858 reviews)
Good price
Reviewed on Apr 1, 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
$217 nightly
The price is $228 total per night from May 5 to May 6
$228 total
May 5 - May 6
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! (1,643 reviews)
Good place to stay
Reviewed on Apr 7, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
$324 nightly
The price is $364 total per night from Apr 8 to Apr 9
$364 total
Apr 8 - Apr 9
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! (1,011 reviews)
This is a fantastic property! Very clean, has multiple water bottle stations outside, location is perfect, right on the beach, Staff was amazing and very helpful when our flight got canceled and we had to stay and extra night. We will be staying here again next year!! Highly recommend!! ...
Reviewed on Apr 6, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$574 nightly
The price is $648 total per night from Apr 8 to Apr 9
$648 total
Apr 8 - Apr 9
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)
My family and I had another wonderful stay here. (Our 3rd time) The view from our room was breathtaking. Staff is very friendly and helpful. Food was good and happy hour was fun!! Kitchen in the room was a huge bonus. Plan to stay here again in the future.
Reviewed on Apr 4, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$300 nightly
The price is $337 total per night from May 6 to May 7
$337 total
May 6 - May 7
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! (2,080 reviews)
Staff were very friendly and helpful. Rooms and pools were clean and well maintained. Beach was beautiful and just a short walk away. Sunsets on the beach were amazing!
Reviewed on Apr 7, 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 $378 total per night from Apr 8 to Apr 9
$378 total
per night
Apr 8 - Apr 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! (1,003 reviews)
We were informed at breakfast that our Expedia booking didn't include breakfast, which everyone else got for free.
Reviewed on Apr 3, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $344 total per night from May 3 to May 4
$344 total
per night
May 3 - May 4
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! (2,439 reviews)
Nice property and pools. Small but nice beach. WiFi was a bit slow and periodically not working.
Reviewed on Apr 7, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $258 total per night from May 3 to May 4
$258 total
per night
May 3 - May 4
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! (1,616 reviews)
Nice hotel close to the cruise port.
Reviewed on Apr 5, 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! (1,469 reviews)
The staff in restaurants and pool area are the worse
Reviewed on Apr 5, 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
$348 nightly
The price is $445 total per night from May 4 to May 5
$445 total
May 4 - May 5
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! (5,527 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
I had been going to this hotel for the past 10 years and every year it seemed it was deteriorating and frankly they seem like they don’t care. So we will never be going there again.
Reviewed on Apr 6, 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! (6,680 reviews)
Staff were kind and friendly
Reviewed on Apr 7, 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! (1,804 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! (4,787 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
Service was excelent everywhere in this resort! 100% recommended
Reviewed on Apr 7, 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
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Orbitz will find you discount air fare for flights to Caribbean and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.
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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.