$114 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $114 One Way, $252 Round Trip
$252 return flights and $114 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 2 days ago
$252
Roundtrip
found 2 days ago
JFK
New York
SJU
San Juan
$262 Roundtrip, found 1 day ago
$262
Roundtrip
found 1 day ago
EWR
New York
SJU
San Juan
$262 Roundtrip, found 1 hour ago
$262
Roundtrip
found 1 hour ago
JFK
New York
SJU
San Juan
$271 Roundtrip, found 2 days ago
$271
Roundtrip
found 2 days ago
EWR
New York
PUJ
Punta Cana
$305 Roundtrip, just found
$305
Roundtrip
just found
EWR
New York
SDQ
Santo Domingo
$305 Roundtrip, just found
$305
Roundtrip
just found
JFK
New York
NAS
Nassau
$311 Roundtrip, just found
$311
Roundtrip
just found
EWR
New York
NAS
Nassau
$311 Roundtrip, just found
$311
Roundtrip
just found
JFK
New York
MBJ
Montego Bay
$322 Roundtrip, found 6 days ago
$322
Roundtrip
found 6 days ago
JFK
New York
PUJ
Punta Cana
$342 Roundtrip, found 5 days ago
$342
Roundtrip
found 5 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | June 12 to June 16 | $342 |
| EWR | San Juan | June 12 to June 16 | $342 |
| JFK | San Juan | June 12 to June 16 | $342 |
| JFK | Oranjestad | June 12 to June 17 | $373 |
| JFK | Oranjestad | June 12 to June 17 | $373 |
| JFK | Montego Bay | June 13 to June 20 | $398 |
| JFK | Punta Cana | June 14 to June 17 | $415 |
| EWR | Santo Domingo | June 13 to June 18 | $416 |
| JFK | Santiago de los Caballeros | June 14 to June 29 | $443 |
| JFK | Santo Domingo | June 12 to June 16 | $448 |
| JFK | Kingston | June 14 to July 1 | $454 |
| JFK | Piarco | June 12 to June 23 | $463 |
| EWR | Nassau | June 14 to June 21 | $524 |
| EWR | Nassau | June 14 to June 21 | $524 |
| JFK | Nassau | June 12 to June 15 | $535 |
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 $336 total per night from Jun 15 to Jun 16
$336 total
per night
Jun 15 - Jun 16
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! (2,286 reviews)
"Back door to the pool area was jammed, they didn’t have the wet clothes hangline in the bathroom like the sign said it had. The refrigerator didn’t work. The water pressure was low. There was no microwave either so we just didn’t worry about the broken fridge to save food in . It was useless since ..."
Reviewed on Jun 8, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
The price is $133 total per night from Jun 10 to Jun 11
$133 total
per night
Jun 10 - Jun 11
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 (2,398 reviews)
"Very central to everything. Nice boutique hotel"
Reviewed on Jun 9, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
The price is $372 total per night from Jun 26 to Jun 27
$372 total
per night
Jun 26 - Jun 27
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! (2,318 reviews)
"Buffet Food was ok, restaurant à la cart was amazing , rooms were clean and AC is good inside the rooms, but AC was very low at the lobby and restaurants, most of the staff are not friendly, only security staff are helpful. Beach is beautiful."
Reviewed on Jun 8, 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 $247 total per night from Jun 15 to Jun 16
$247 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! (1,779 reviews)
"Great pools. Great beach. Great restaurants."
Reviewed on Jun 8, 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 Jun 11 to Jun 12
$321 total
per night
Jun 11 - Jun 12
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! (1,013 reviews)
"If you are looking for a relaxing, non-hectic vacation on a calmer side of Aruba, this is the perfect spot. It wasn’t crowded at all during our stay, which made the whole experience feel incredibly peaceful The Location & Beach Access: The ease of access to Eagle Beach is absolutely unbeatable. You ..."
Reviewed on Jun 7, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
The price is $536 total per night from Jun 12 to Jun 13
$536 total
per night
Jun 12 - Jun 13
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! (1,006 reviews)
"It was great experience and had so much fun with my family from start to last day of our stay!"
Reviewed on Jun 8, 2026
Save an average of 15% on thousands of hotels when you're signed in
Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
The price is $390 total per night from Jun 11 to Jun 12
$390 total
per night
Jun 11 - Jun 12
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! (1,964 reviews)
"Overall okay experience. Room cleanliness was okay; while not sparkling it also wasn’t *dirty* and the rest of the grounds were clean especially the pool area which we appreciated. Food was subpar but everyone at both restaurants was friendly and that counts for something."
Reviewed on Jun 9, 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 $274 total per night from Jul 6 to Jul 7
$274 total
per night
Jul 6 - Jul 7
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 ...
9.2/10 Wonderful! (1,009 reviews)
"Perfect location right in Old San Juan! Although small, we enjoyed the rooftop pool. Would stay here again!"
Reviewed on Jun 7, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
The price is $287 total per night from Jul 7 to Jul 8
$287 total
per night
Jul 7 - Jul 8
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! (2,635 reviews)
"When checking in , offer the concierge services to make our visit more hospitable and the restaurants need more effective time to get orders out to guests ."
Reviewed on Jun 9, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $216 total per night from Jun 28 to Jun 29
$216 total
per night
Jun 28 - Jun 29
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! (1,707 reviews)
"We had an amazing stay thanks to the lobby staff who helped make the best out of our stay! Will definitely consider coming back!"
Reviewed on Jun 9, 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! (1,524 reviews)
"Great trip with a 3 and 4 year old. We had groceries delivered to the room from food2go so we were able to cook dinner for our picky kids before heading to the restaurants. Room was much larger than expected in the reef with full kitchen."
Reviewed on Jun 8, 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 $332 total per night from Jun 15 to Jun 16
$332 total
per night
Jun 15 - Jun 16
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! (5,701 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Good hotel"
Reviewed on Jun 9, 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! (6,510 reviews)
"Nice staff - Rooms can be maintained better"
Reviewed on Jun 8, 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! (1,692 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! (4,889 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Staff was very helpful."
Reviewed on Jun 9, 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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Low Prices for Caribbean Flights
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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.