$85 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $85 One Way, $180 Round Trip
$180 return flights and $85 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
$180 Roundtrip, just found
$180
Roundtrip
just found
EWR
New York
SJU
San Juan
$204 Roundtrip, found 23 hours ago
$204
Roundtrip
found 23 hours ago
EWR
New York
MBJ
Montego Bay
$241 Roundtrip, found 2 days ago
$241
Roundtrip
found 2 days ago
JFK
New York
SJU
San Juan
$252 Roundtrip, found 3 days ago
$252
Roundtrip
found 3 days ago
EWR
New York
SJU
San Juan
$257 Roundtrip, found 9 hours ago
$257
Roundtrip
found 9 hours ago
EWR
New York
SJU
San Juan
$257 Roundtrip, just found
$257
Roundtrip
just found
JFK
New York
SJU
San Juan
$257 Roundtrip, found 22 hours ago
$257
Roundtrip
found 22 hours ago
JFK
New York
SJU
San Juan
$266 Roundtrip, found 12 hours ago
$266
Roundtrip
found 12 hours ago
EWR
New York
PUJ
Punta Cana
$272 Roundtrip, found 5 days ago
$272
Roundtrip
found 5 days ago
JFK
New York
POS
Trinidad
$310 Roundtrip, found 2 days ago
$310
Roundtrip
found 2 days ago
JFK
New York
MBJ
Montego Bay
$320 Roundtrip, found 3 days ago
$320
Roundtrip
found 3 days ago
JFK
New York
PUJ
Punta Cana
$337 Roundtrip, found 1 hour ago
$337
Roundtrip
found 1 hour ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | May 3 to May 6 | $315 |
| EWR | San Juan | May 3 to May 6 | $315 |
| JFK | San Juan | May 2 to May 6 | $341 |
| LGA | Punta Cana | May 2 to May 5 | $380 |
| JFK | Piarco | May 1 to May 4 | $404 |
| EWR | Oranjestad | May 3 to May 8 | $415 |
| JFK | Punta Cana | May 2 to May 6 | $429 |
| JFK | Santiago de los Caballeros | May 2 to May 8 | $466 |
| JFK | Santo Domingo | May 2 to May 27 | $473 |
| JFK | Kingston | May 3 to May 5 | $491 |
| JFK | Oranjestad | May 3 to May 10 | $492 |
| JFK | Nassau | May 3 to May 6 | $525 |
| JFK | West End | May 1 to May 7 | $527 |
| JFK | West End | May 1 to May 7 | $527 |
| EWR | Santiago de los Caballeros | May 1 to May 4 | $660 |
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 $365 total per night from May 18 to May 19
$365 total
per night
May 18 - May 19
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! (2,231 reviews)
Good food selection for breakfast
Reviewed on Apr 29, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
The price is $233 total per night from May 1 to May 2
$233 total
per night
May 1 - May 2
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 (2,348 reviews)
Average room that’s decent for the price. Bed wasn’t too comfortable and house keeping never came by to freshen things up during our 6 day stay, but the staff was very nice and accommodating when we asked for fresh towels and toiletries. Hotel is in a great location. Close to a lot of local bars, ...
Reviewed on Apr 28, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
The price is $372 total per night from May 5 to May 6
$372 total
per night
May 5 - May 6
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! (2,263 reviews)
The staff was extremely nice and made sure all your needs were met. Good choice of food and drinks. Lots of daily activities.
Reviewed on Apr 29, 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
$239 nightly
The price is $250 total per night from May 14 to May 15
$250 total
May 14 - May 15
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! (1,678 reviews)
Clean, well staffed and organized. Regular cleaning and maintenance and no issues the whole stay
Reviewed on Apr 29, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$312 nightly
The price is $350 total per night from May 21 to May 22
$350 total
May 21 - May 22
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! (1,009 reviews)
The property was clean and well maintained. The kitchen in our unit had modern appliances and was well appointed. We enjoyed dining at Passions and had a dinner on the beach. Also enjoyed a meal in the upstairs bar and grill enjoying the beautiful sunsets! The beach set-up was spacious with plenty ...
Reviewed on Apr 29, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$473 nightly
The price is $536 total per night from May 9 to May 10
$536 total
May 9 - May 10
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! (1,000 reviews)
Beach tower room was great. Only down issue was soap dispensers were way to high up on wall in bathrooms. A5ft 6 person has tough time reaching pump that is about 5& 1/2 ft high on wall with 22” counter top to reach over. Do not like liquid soap dispenser in shower . Need bar soap. Still loved divi ...
Reviewed on Apr 28, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$332 nightly
The price is $377 total per night from May 28 to May 29
$377 total
May 28 - May 29
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! (2,023 reviews)
Close by eagle rock beach
Reviewed on Apr 29, 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
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$291 nightly
The price is $323 total per night from May 1 to May 2
$323 total
May 1 - May 2
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! (2,527 reviews)
The Staff was so nice and kind. The hotel is beautiful. However, the rooms was not as clean. The floors were dirty. Surfaces were sticky.
Reviewed on Apr 29, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $258 total per night from May 25 to May 26
$258 total
May 25 - May 26
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! (1,662 reviews)
Every day key cards for the room and elevator had to be replaced
Reviewed on Apr 28, 2026
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! (1,456 reviews)
Very unhappy
Reviewed on Apr 29, 2026
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Boutique Hotel Palacio
Calle Duarte 106 Santo Domingo Distrito Nacional
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $109 total per night from May 1 to May 2
$109 total
May 1 - May 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Santo Domingo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
There were roaches every day . Very poor lightening. Staff not compromised .
Reviewed on Apr 28, 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! (5,560 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
Had a nice time with my family. Rooms were comfortable and clean. Staff was quickly responsive to any questions or needs we had. Reservations at restaurants were difficult to obtain even with staff assistance. Was told some restaurants were booked weeks in advance. Wish I would’ve known this so I ...
Reviewed on Apr 29, 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! (6,675 reviews)
Everything was great! It was our second time back to Majestic. We stayed at the Colonial the first time and Elegance this time we upgraded for the Elegance club and Katherine R., our butler, was very attentive to anything we needed. Just message her on the Whatsapp and she would reply within minutes. ...
Reviewed on Apr 24, 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! (1,764 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! (4,831 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
Yes - pools were great
Reviewed on Apr 29, 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
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Mix and Match
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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.