$85 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $85 One Way, $169 Round Trip
$169 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
$169 Roundtrip, found 1 hour ago
$169
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
EWR
New York
SJU
San Juan
$252 Roundtrip, found 23 hours ago
$252
Roundtrip
found 23 hours ago
JFK
New York
SJU
San Juan
$252 Roundtrip, found 23 hours ago
$252
Roundtrip
found 23 hours ago
EWR
New York
SJU
San Juan
$257 Roundtrip, found 2 hours ago
$257
Roundtrip
found 2 hours ago
EWR
New York
PUJ
Punta Cana
$272 Roundtrip, found 3 hours ago
$272
Roundtrip
found 3 hours ago
EWR
New York
SDQ
Santo Domingo
$272 Roundtrip, just found
$272
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | San Juan | April 25 to April 30 | $240 |
| JFK | San Juan | April 26 to April 29 | $321 |
| JFK | Nassau | April 25 to April 29 | $381 |
| JFK | Montego Bay | April 25 to May 1 | $388 |
| JFK | Oranjestad | April 25 to May 2 | $403 |
| EWR | Oranjestad | April 25 to May 2 | $403 |
| LGA | Piarco | April 26 to May 19 | $409 |
| LGA | Punta Cana | April 25 to April 27 | $432 |
| JFK | Santo Domingo | April 25 to May 11 | $480 |
| JFK | Santo Domingo | April 25 to May 11 | $480 |
| JFK | Santiago de los Caballeros | April 26 to May 3 | $493 |
| JFK | Santiago de los Caballeros | April 26 to May 3 | $493 |
| EWR | Santo Domingo | April 26 to May 5 | $517 |
| JFK | Piarco | April 25 to May 5 | $531 |
| JFK | Kingston | April 25 to May 5 | $672 |
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 $368 total per night from May 10 to May 11
$368 total
per night
May 10 - May 11
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! (2,217 reviews)
The breakfast was the same all days, whole week.
Reviewed on Apr 23, 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 26 to Apr 27
$199 total
per night
Apr 26 - Apr 27
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 (2,338 reviews)
It’s ok for convenience and proximity
Reviewed on Apr 21, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
The price is $313 total per night from Apr 25 to Apr 26
$313 total
per night
Apr 25 - Apr 26
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! (2,255 reviews)
Food great! Pool ambiance sucked…loud loud same annoying music not aligned with the older crowd…. Read your audience. Place was over run with teenagers…. I thought no kids allowed (define that). Yes, expected… A bit rundown,Poor entertainment attempts.
Reviewed on Apr 23, 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 ...
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
The price is $235 total per night from May 14 to May 15
$235 total
per night
May 14 - May 15
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! (1,668 reviews)
Great experience. Very close to multiple pools and the beach. Rooms were clean and staff was super friendly. Would definitely stay again
Reviewed on Apr 23, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
The price is $354 total per night from May 1 to May 2
$354 total
per night
May 1 - May 2
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)
The location was perfect. Quieter and more relaxing than Palm beach but a short convenient bus ride to all restaurants and bars. We stayed in a two bedroom suite with a kitchen. Perfect for our family of four. Staff were friendly. My only complaint would be the beach staff. They are not friendly. ...
Reviewed on Apr 19, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $536 total per night from May 9 to May 10
$536 total
per night
May 9 - May 10
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)
Great time, great place and a great service.
Reviewed on Apr 15, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
The price is $403 total per night from May 5 to May 6
$403 total
per night
May 5 - May 6
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! (2,051 reviews)
Excellent service and spacious rooms with full kitchens.
Reviewed on Apr 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.
Score Epic Caribbean Accommodation Deals
Hotel El Convento
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
The price is $321 total per night from May 12 to May 13
$321 total
per night
May 12 - May 13
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)
Everything was great
Reviewed on Apr 22, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $223 total per night from May 12 to May 13
$223 total
per night
May 12 - May 13
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! (2,502 reviews)
Overall we had a nice stay. Spacious room with large bathroom. Had signed up for an ocean view king with a balcony … which we had. But you had to be standing to see the water from both due to high windows in the bedroom and a wall around the deck. Oftentimes long waits at the front desk and mixed ...
Reviewed on Apr 22, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $267 total per night from May 10 to May 11
$267 total
per night
May 10 - May 11
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! (1,647 reviews)
Good location!!!
Reviewed on Apr 22, 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! (1,462 reviews)
We stayed at the Reef with a 10 and 13 year old boy. We loved having the full kitchen! The Reef was a bit of a walk to all the water slides and fun activities but it was a beautiful walk and it felt less crowded and more relaxing! The Reef beach was clam and the water was less choppy for my kids. ...
Reviewed on Apr 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.
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! (5,550 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
This was our first time experiencing an all inclusive resort so I don’t have anything to compare to. Check in was awful, rude employees would tell us to step up then walk away and wouldn’t help us. Took over 30 min for someone to finally help. They weren’t very clear on policies and instructions, ...
Reviewed on Apr 22, 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! (6,689 reviews)
People working the reservation restaurants were rude
Reviewed on Apr 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! (1,777 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! (4,812 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
Replace the cushions
Reviewed on Apr 23, 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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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.