$55 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $55 One Way, $108 Round Trip
$108 return flights and $55 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.
FLL
Fort Lauderdale
SJU
San Juan
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
FLL
Fort Lauderdale
SJU
San Juan
$120 Roundtrip, found 17 hours ago
$120
Roundtrip
found 17 hours ago
EWR
New York
SJU
San Juan
$150 Roundtrip, found 1 hour ago
$150
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$160 Roundtrip, found 1 hour ago
$160
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$161 Roundtrip, found 1 hour ago
$161
Roundtrip
found 1 hour ago
FLL
Fort Lauderdale
AUA
Oranjestad
$173 Roundtrip, found 2 hours ago
$173
Roundtrip
found 2 hours ago
EWR
New York
SJU
San Juan
$176 Roundtrip, just found
$176
Roundtrip
just found
FLL
Fort Lauderdale
PUJ
Punta Cana
$182 Roundtrip, found 3 days ago
$182
Roundtrip
found 3 days ago
FLL
Fort Lauderdale
SDQ
Santo Domingo
$203 Roundtrip, found 4 hours ago
$203
Roundtrip
found 4 hours ago
FLL
Fort Lauderdale
STI
Santiago de los Caballeros
$210 Roundtrip, just found
$210
Roundtrip
just found
EWR
New York
PUJ
Punta Cana
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
EWR
New York
AUA
Oranjestad
$252 Roundtrip, just found
$252
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | April 4 to April 6 | $237 |
| JFK | San Juan | April 4 to April 6 | $237 |
| EWR | Montego Bay | April 4 to April 18 | $397 |
| EWR | Nassau | April 5 to April 9 | $407 |
| EWR | Piarco | April 5 to April 18 | $409 |
| LGA | Santo Domingo | April 5 to April 15 | $414 |
| EWR | Punta Cana | April 4 to April 9 | $415 |
| JFK | Oranjestad | April 3 to April 7 | $469 |
| JFK | Montego Bay | April 5 to April 9 | $496 |
| JFK | Santiago de los Caballeros | April 5 to April 15 | $497 |
| JFK | Santiago de los Caballeros | April 5 to April 15 | $497 |
| JFK | Punta Cana | April 5 to April 12 | $506 |
| JFK | Nassau | April 3 to April 6 | $506 |
| EWR | Oranjestad | April 3 to April 7 | $561 |
| JFK | Kingston | April 4 to April 11 | $842 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$378 nightly
The price is $410 total per night from Apr 13 to Apr 14
$410 total
Apr 13 - Apr 14
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! (2,163 reviews)
The hotel stay was great for our family; we traveled with a group of 13. It was great to have access to Atlantis every day! The rooms were very spacious; the staff were so kind. Started every day off with a great good morning from the cleaning staff in the hall! Breakfast was always fully stocked ...
Reviewed on Mar 30, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $195 total per night from Mar 31 to Apr 1
$195 total
Mar 31 - Apr 1
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 (2,272 reviews)
yes
Reviewed on Mar 30, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$332 nightly
The price is $368 total per night from Apr 11 to Apr 12
$368 total
Apr 11 - Apr 12
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! (2,245 reviews)
Friendly staff, resort needs to be demolished. Everything from the room furniture to the amenities is from 1980 or older. We were bored from the moment we arrived. After a few hours of arriving we decided to only sleep at the resort, and spent time at the nearby resorts for fun and entertainment. ...
Reviewed on Mar 27, 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! (857 reviews)
Meridian is now owned by Dover Beach Hotel, so we were pleasantly surprised with the ability to use their pool which was great because it was very windy the entire week and the ocean was rough. They also have an ice machine. Easy walk to catch the bus, restaurants and Dover Market. The room had everything ...
Reviewed on Mar 24, 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
$277 nightly
The price is $291 total per night from Apr 21 to Apr 22
$291 total
Apr 21 - Apr 22
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! (1,636 reviews)
Great place to stay in St-Martin, practical location
Reviewed on Mar 29, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
$374 nightly
The price is $420 total per night from Apr 8 to Apr 9
$420 total
Apr 8 - Apr 9
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)
We really enjoyed our stay! Staff was very friendly, clean and uncrowded, very cute boutique hotel.
Reviewed on Mar 30, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$574 nightly
The price is $648 total per night from Apr 6 to Apr 7
$648 total
Apr 6 - Apr 7
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)
I’ve stayed at this hotel multiple times (5–6 visits) and always had a great experience, which is why this situation is so disappointing. I was charged for a restaurant bill at 7:09 AM on the day of my arrival, even though my flight landed at 1:55 PM — clearly impossible. I contacted both accounting ...
Reviewed on Mar 2, 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
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! (2,107 reviews)
Excellent stay, will return, lovely staff
Reviewed on Mar 30, 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
$356 nightly
The price is $388 total per night from Apr 1 to Apr 2
$388 total
Apr 1 - Apr 2
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)
Staff was helpful, place beautiful
Reviewed on Mar 27, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$291 nightly
The price is $319 total per night from Apr 13 to Apr 14
$319 total
Apr 13 - Apr 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! (2,411 reviews)
Our only complaint was housekeeping. Everything was clean, but it was a guessing game what would not be there every day. Only one day we had wash cloths, one day we had neither hand towels nor wash cloths (although we asked to get them), one day no coffee cups, then no supplies for the coffee machine. ...
Reviewed on Mar 30, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$293 nightly
The price is $319 total per night from Apr 19 to Apr 20
$319 total
Apr 19 - Apr 20
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! (1,596 reviews)
Room was not ready for check in till 453pm, that is 53 minutes after check-in time. Bell staff was great, front desk staff just ok, not tge best hospitality, the bell staff mafe up for it. No pol towels either. Hot tub water was not as clear as it should be, water was hot though. Room was ...
Reviewed on Mar 30, 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! (1,458 reviews)
Yes it was a very great stay loved it. We rented a side x side and kept it outside. I loved thatjust to be able to do whatever. The resort is huge but it isnt a bad walk anywhere its is layed out very well. Overall the best spring break we have had.
Reviewed on Mar 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.
Family Friendly Hotels in Caribbean
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1 Punta Cana La Altagracia
$412 nightly
The price is $528 total per night from Apr 29 to Apr 30
$528 total
Apr 29 - Apr 30
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! (5,520 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
Everything was good
Reviewed on Mar 30, 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! (6,664 reviews)
We had a great stay at the Majestic Colonial. One of the most beautiful resorts I have stayed at. The beach is fantastic. Plenty of bars and food options. We were in the club section and had a great butler, Bladimil. Cons would be the food was inconsistent and communication was sometimes difficult ...
Reviewed on Mar 30, 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! (1,810 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! (4,772 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
This place is the best!!!! The whole place was clean, not even a leaf on the walkways! The swim up bar was amazing. The staff is so much fun and keep you entertained. They are so friendly and will do anything to help you. The food was great and had a wide variety of options. The steak house was my ...
Reviewed on Mar 30, 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?
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Ford Focus or similar
Midsize
Toyota Corolla or similar
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Jeep Compass or similar
Caribbean
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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.