$86 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $86 One Way, $152 Round Trip
$152 return flights and $86 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
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
EWR
New York
SJU
San Juan
$183 Roundtrip, found 4 hours ago
$183
Roundtrip
found 4 hours ago
JFK
New York
SJU
San Juan
$183 Roundtrip, found 3 hours ago
$183
Roundtrip
found 3 hours ago
JFK
New York
SJU
San Juan
$191 Roundtrip, found 2 days ago
$191
Roundtrip
found 2 days ago
EWR
New York
SJU
San Juan
$206 Roundtrip, found 15 hours ago
$206
Roundtrip
found 15 hours ago
JFK
New York
SJU
San Juan
$216 Roundtrip, found 3 hours ago
$216
Roundtrip
found 3 hours ago
EWR
New York
SDQ
Santo Domingo
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day ago
EWR
New York
PUJ
Punta Cana
$269 Roundtrip, found 7 hours ago
$269
Roundtrip
found 7 hours ago
JFK
New York
PUJ
Punta Cana
$269 Roundtrip, found 1 hour ago
$269
Roundtrip
found 1 hour ago
JFK
New York
SDQ
Santo Domingo
$269 Roundtrip, found 3 days ago
$269
Roundtrip
found 3 days ago
JFK
New York
STI
Santiago de los Caballeros
$287 Roundtrip, found 3 days ago
$287
Roundtrip
found 3 days ago
EWR
New York
STI
Santiago de los Caballeros
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | San Juan | May 3 to May 24 | $198 |
| BOS | San Juan | May 3 to May 8 | $220 |
| FLL | Santo Domingo | May 2 to May 10 | $308 |
| MIA | Kingston | May 3 to May 4 | $310 |
| MIA | Oranjestad | May 2 to May 20 | $335 |
| MIA | Piarco | May 4 to May 15 | $343 |
| EWR | Punta Cana | May 4 to May 5 | $355 |
| MIA | Santiago de los Caballeros | May 4 to May 12 | $369 |
| YYZ | Piarco | May 4 to May 12 | $419 |
| EWR | Piarco | May 3 to May 10 | $427 |
| YYZ | Oranjestad | May 2 to May 8 | $434 |
| PHL | Kingston | May 3 to May 8 | $465 |
| JFK | Nassau | May 3 to May 7 | $519 |
| YYZ | Santo Domingo | May 3 to May 16 | $529 |
| FLL | Piarco | May 4 to May 15 | $589 |
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 $397 per night from May 4 to May 5
$397
includes taxes & fees
$369 per night
May 4 - May 5
Stay at this 4-star business-friendly hotel in Paradise Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
8.2/10 Very Good! (1,818 reviews)
"Very fast and nice"
Reviewed on Apr 27, 2025
Coral by the Sea Hotel
Calle Rosa 2, Carolina
Fully refundableReserve now, pay when you stay
The price is $202 per night from May 17 to May 18
$202
includes taxes & fees
$185 per night
May 17 - May 18
Stay at this 3-star hotel in Carolina. Enjoy free WiFi, 2 restaurants, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
5.8/10 (1,825 reviews)
"Perfecto"
Reviewed on Apr 21, 2025
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach, Nassau, New Providence
The price is $450 per night from May 2 to May 3
$450
includes taxes & fees
$450 per night
May 2 - May 3
Stay at this 3-star beach hotel in Nassau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.2/10 Good! (1,802 reviews)
"Property was dated like other people have said but it was still nice. Very clean even walking the halls it smelled very clean. Been in a lot of resorts and the common smell in the halls is musty. Not here. Food was good. We had the Asian one night (Don’t recommend the desserts though) Buffett was ..."
Reviewed on Apr 29, 2025
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Meridian Inn
Dover, St. Lawrence Gap, Christ Church
The price is $94 per night from May 8 to May 9
$94
includes taxes & fees
$82 per night
May 8 - May 9
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 ...
8.4/10 Very Good! (745 reviews)
"It is normal"
Reviewed on Apr 25, 2025
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 $144 per night from May 15 to May 16
$144
includes taxes & fees
$138 per night
May 15 - May 16
Stay at this 4-star 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! (1,082 reviews)
"Property was very nice and well maintained. My room was very clean and spacious. There were many dining options nearby."
Reviewed on Apr 30, 2025
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252, Noord
Fully refundableReserve now, pay when you stay
The price is $338 per night from May 2 to May 3
$338
includes taxes & fees
$300 per night
May 2 - May 3
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. ...
9.4/10 Exceptional! (1,005 reviews)
The best.
"Like coming home. Wonderful stay, relaxing, superbly beautiful beach and great access. The welcoming and professional staff is why I keep coming back! Thank you!"
Reviewed on Apr 27, 2025
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75, Noord
The price is $496 per night from May 1 to May 2
$496
includes taxes & fees
$446 per night
May 1 - May 2
Stay at this 4-star beach resort in Noord. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
8.8/10 Excellent! (1,001 reviews)
"Divi Phoenix is my Aruba home away from home. It's family friendly, the staff is friendly and accommodating, it's a short walk to shopping and restaurants and other hotels. Pure Beach's quality of food has improved greatly and is reasonably priced. Can't wait to go back."
Reviewed on Apr 17, 2025
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248, Oranjestad
Fully refundableReserve now, pay when you stay
The price is $335 per night from May 7 to May 8
$335
includes taxes & fees
$299 per night
May 7 - May 8
Book a stay at this beach hotel in Oranjestad. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (2,544 reviews)
"The room was spacious and clean. Pools were lovely and really cleaned daily. But here comes the but….. this hotel is near a sewage plant. You can smell sewage when you are outside of the hotel. You smell sewage on the beach. I came here for beach but this “beach” is clearly not clean. The food servers ..."
Reviewed on Apr 29, 2025
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 $358 per night from May 6 to May 7
$358
includes taxes & fees
$329 per night
May 6 - May 7
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,000 reviews)
"El Convento is always a great choice for Old San Juan. Our room this time did have a disagreeable view of the squalid property’s roof which was next door. Management could not move us but were very apologetic and sincere in taking our concerns seriously. We always stay at El Convento."
Reviewed on Apr 27, 2025
British Colonial - Nassau
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
The price is $303 per night from May 1 to May 2
$303
includes taxes & fees
$277 per night
May 1 - May 2
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (1,525 reviews)
"Clean, secure, downtown private beach"
Reviewed on Apr 27, 2025
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
Fully refundableReserve now, pay when you stay
The price is $242 per night from May 26 to May 27
$242
includes taxes & fees
$222 per night
May 26 - May 27
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (911 reviews)
"Excelente personal muy amable, y todo estaba muy bueno"
Reviewed on Apr 27, 2025
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The Reef at Atlantis
Paradise Beach Drive, Paradise Island, New Providence
Stay at this 4.5-star luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,324 reviews)
"Beautiful resort for all ages"
Reviewed on Apr 30, 2025
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, Playa Bávaro, Punta Cana, La Altagracia
The price is $367 per night from May 5 to May 6
$367
includes taxes & fees
$316 per night
May 5 - May 6
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
7.8/10 Good! (4,380 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Everything was perfect. Food was delicious"
Reviewed on Apr 29, 2025
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao, Punta Cana, La Altagracia
Stay at this 4-star beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (5,898 reviews)
"We loved the pool and the beautiful beach. The restaurants were all great!"
Reviewed on Apr 30, 2025
Hilton Rose Hall an All-Inclusive Resort
Rose Hall, Montego Bay, Saint James
The price is $359 per night from May 19 to May 20
$359
includes taxes & fees
$359 per night
May 19 - May 20
Stay at this 4.5-star 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! (1,974 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"Very clean property, food, entertainment and beach were very well done!"
Reviewed on Apr 29, 2025
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Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana, Punta Cana, La Altagracia
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (4,160 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"We enjoyed every moment there. Everyone that we came in contact with was truly there to assist us. The resort was impeccably clean. Our butler, Rafael was second to none. He was there for our every need and want. Ismael, our pool bartender, truly made our vacation over the top! His personality, positive ..."
Reviewed on Apr 29, 2025
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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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.