$50 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $50 One Way, $116 Round Trip
$116 return flights and $50 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.
MIA
Miami
SJU
San Juan
$116 Roundtrip, found 3 hours ago
$116
Roundtrip
found 3 hours ago
FLL
Fort Lauderdale
SJU
San Juan
$119 Roundtrip, found 3 hours ago
$119
Roundtrip
found 3 hours ago
MIA
Miami
PUJ
Punta Cana
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
EWR
New York
SJU
San Juan
$185 Roundtrip, found 1 hour ago
$185
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$186 Roundtrip, found 1 hour ago
$186
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$193 Roundtrip, found 1 hour ago
$193
Roundtrip
found 1 hour ago
FLL
Fort Lauderdale
AUA
Oranjestad
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
FLL
Fort Lauderdale
SDQ
Santo Domingo
$214 Roundtrip, found 2 days ago
$214
Roundtrip
found 2 days ago
FLL
Fort Lauderdale
PUJ
Punta Cana
$224 Roundtrip, found 17 hours ago
$224
Roundtrip
found 17 hours ago
EWR
New York
SJU
San Juan
$252 Roundtrip, found 7 hours ago
$252
Roundtrip
found 7 hours ago
EWR
New York
PUJ
Punta Cana
$267 Roundtrip, found 5 days ago
$267
Roundtrip
found 5 days 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* |
|---|---|---|---|
| JFK | San Juan | April 24 to April 29 | $321 |
| EWR | Punta Cana | April 26 to April 30 | $357 |
| JFK | Nassau | April 25 to April 28 | $381 |
| JFK | Oranjestad | April 25 to April 28 | $403 |
| EWR | Piarco | April 25 to May 2 | $415 |
| EWR | Piarco | April 25 to May 2 | $415 |
| JFK | Piarco | April 24 to May 1 | $416 |
| JFK | Montego Bay | April 25 to April 30 | $418 |
| EWR | Santo Domingo | April 26 to May 6 | $440 |
| JFK | Punta Cana | April 25 to May 1 | $450 |
| JFK | Santiago de los Caballeros | April 24 to May 10 | $465 |
| JFK | Santiago de los Caballeros | April 24 to May 10 | $465 |
| JFK | Santo Domingo | April 25 to May 9 | $480 |
| EWR | Kingston | April 25 to April 29 | $509 |
| EWR | Santiago de los Caballeros | April 26 to April 30 | $563 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$343 nightly
The price is $370 total per night from May 10 to May 11
$370 total
May 10 - May 11
Total with taxes and fees
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! (2,229 reviews)
Great place to be on vacation
Reviewed on Apr 21, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $199 total per night from Apr 22 to Apr 23
$199 total
Apr 22 - Apr 23
Total with taxes and fees
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 (2,333 reviews)
VERY OUT DATED NOT CLEAN AT ALL WE HAD MOLD EVERYWHERE DISGUSTING
Reviewed on Apr 21, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$283 nightly
The price is $313 total per night from Apr 23 to Apr 24
$313 total
Apr 23 - Apr 24
Total with taxes and fees
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! (2,252 reviews)
The resort needs some much needed updating. The food is hit and miss depending on your choice. Tends to be over salted. The pool is very clean but get there early if you want a good spot. The beach was beautiful but the cabanas and chair are in need of some repair. Entertainment at resort was lacking. ...
Reviewed on Apr 21, 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
$224 nightly
The price is $235 total per night from May 14 to May 15
$235 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 ...
8.8/10 Excellent! (1,663 reviews)
The view and everything around this resort is walking distance.
Reviewed on Apr 21, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$360 nightly
The price is $404 total per night from Apr 22 to Apr 23
$404 total
Apr 22 - Apr 23
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! (1,003 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
$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! (1,001 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
$355 nightly
The price is $403 total per night from May 5 to May 6
$403 total
May 5 - May 6
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! (2,070 reviews)
I feel right at home. Everyone is friendly. The room is super clean
Reviewed on Apr 21, 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
$295 nightly
The price is $321 total per night from May 18 to May 19
$321 total
May 18 - May 19
Total with taxes and fees
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! (1,005 reviews)
Just meh. There were way more things wrong than right with this hotel. Almost all the staff were rude with customer service absolutely not a priority, inuding the male server at breakfast who was visibly angry because people arrived. I saw several people give up and leave rather than continue to ...
Reviewed on Apr 19, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $238 total per night from May 13 to May 14
$238 total
May 13 - May 14
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! (2,496 reviews)
The hotel itself is fine and the rooms are reasonably comfortable, but it’s really noisy and not relaxing to stay there. My room was near the elevator which pinged loudly all night. The breakfast buffet was ok (good fruit but the bread and pastries were not very nice) and certainly not worth $40 ...
Reviewed on Apr 20, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$245 nightly
The price is $267 total per night from May 5 to May 6
$267 total
May 5 - May 6
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! (1,644 reviews)
Room was nice and clean
Reviewed on Apr 20, 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)
Dining options were limited and the requirement to pay $11.00 for a bottle of water was disheartening.
Reviewed on Apr 20, 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! (5,570 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
Beautiful, welcoming and relaxing! Food was exceptional!
Reviewed on Apr 21, 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! (1,787 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! (4,823 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
This is our 3rd time here. A wonderful resort. The service is excellent. I highly recommend upgrading to the Club level. Lots of perks. This time, our butler Jose was great. Very attentive and responded immediately to any questions. I also want to give a shout out to our housekeeper Maribel. She ...
Reviewed on Apr 21, 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
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.