$55 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $55 One Way, $101 Round Trip
$101 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
$101 Roundtrip, just found
$101
Roundtrip
just found
FLL
Fort Lauderdale
SJU
San Juan
$116 Roundtrip, found 1 hour ago
$116
Roundtrip
found 1 hour ago
FLL
Fort Lauderdale
AUA
Oranjestad
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
FLL
Fort Lauderdale
PUJ
Punta Cana
$210 Roundtrip, found 22 hours ago
$210
Roundtrip
found 22 hours ago
FLL
Fort Lauderdale
SDQ
Santo Domingo
$226 Roundtrip, found 1 day ago
$226
Roundtrip
found 1 day ago
JFK
New York
SJU
San Juan
$229 Roundtrip, found 6 days ago
$229
Roundtrip
found 6 days ago
FLL
Fort Lauderdale
MBJ
Montego Bay
$235 Roundtrip, found 3 days ago
$235
Roundtrip
found 3 days ago
JFK
New York
MBJ
Montego Bay
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
JFK
New York
SJU
San Juan
$305 Roundtrip, found 3 days ago
$305
Roundtrip
found 3 days ago
JFK
New York
SJU
San Juan
$307 Roundtrip, just found
$307
Roundtrip
just found
JFK
New York
PUJ
Punta Cana
$334 Roundtrip, found 4 days ago
$334
Roundtrip
found 4 days ago
JFK
New York
AUA
Oranjestad
$347 Roundtrip, found 2 days ago
$347
Roundtrip
found 2 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | San Juan | April 18 to April 22 | $230 |
| JFK | San Juan | April 19 to April 25 | $312 |
| EWR | Santo Domingo | April 19 to April 23 | $324 |
| EWR | Montego Bay | April 18 to April 22 | $332 |
| LGA | Oranjestad | April 19 to April 24 | $362 |
| EWR | Punta Cana | April 19 to April 26 | $404 |
| EWR | Piarco | April 19 to April 21 | $406 |
| EWR | Nassau | April 18 to April 22 | $409 |
| JFK | Oranjestad | April 19 to April 24 | $426 |
| JFK | Piarco | April 17 to April 20 | $427 |
| JFK | Punta Cana | April 17 to April 20 | $434 |
| EWR | Santiago de los Caballeros | April 18 to May 5 | $468 |
| JFK | Santiago de los Caballeros | April 19 to May 19 | $473 |
| JFK | West End | April 19 to April 23 | $566 |
| JFK | Kingston | April 18 to April 22 | $581 |
Find The Perfect Hotel For After Your Flight
Score Epic Caribbean Accommodation Deals
Comfort Suites Paradise Island
Paradise Island Drive Paradise Island New Providence
$355 nightly
The price is $383 total per night from May 3 to May 4
$383 total
May 3 - May 4
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! (2,183 reviews)
Great staff all around, I’ve been coming here for over 10 years and every visit is stellar. Shout out to Sherry #1 my housekeeper during my last stay.
Reviewed on Apr 9, 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 12 to Apr 13
$199 total
Apr 12 - Apr 13
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 (2,290 reviews)
Clean room,
Reviewed on Apr 10, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$339 nightly
The price is $376 total per night from Apr 11 to Apr 12
$376 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! (2,229 reviews)
Staff were extremely kind, warm, and friendly. The decor was bit outdated in the rooms. Everything was very clean from the room to the facility. Food was very good with many options. I would recommend staying at this Location very budget friendly.
Reviewed on Apr 2, 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
$245 nightly
The price is $257 total per night from May 9 to May 10
$257 total
May 9 - May 10
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! (1,649 reviews)
My kids and I enjoyed our stay! We got a 1BR Deluxe Suite and our view from the balcony was beautiful! Convenient location, within walking distance (for active people) of various beaches, restaurants and activities such as Captains Rib Shack, Skip Jacks, and Lotus Night club. Shuttle service to/from ...
Reviewed on Apr 10, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
$324 nightly
The price is $364 total per night from Apr 15 to Apr 16
$364 total
Apr 15 - Apr 16
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! (1,011 reviews)
Perfect spot for a low key vacation. Staff was extremely friendly and helpful. Will stay here again!
Reviewed on Apr 8, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $612 total per night from May 9 to May 10
$612 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! (1,000 reviews)
My family and I had another wonderful stay here. (Our 3rd time) The view from our room was breathtaking. Staff is very friendly and helpful. Food was good and happy hour was fun!! Kitchen in the room was a huge bonus. Plan to stay here again in the future.
Reviewed on Apr 4, 2026
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Eagle Aruba Resort
J. E. Irausquin Boulevard 248 Oranjestad
$285 nightly
The price is $322 total per night from May 4 to May 5
$322 total
May 4 - May 5
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! (2,080 reviews)
Staff is always friendly. Rooms property clean. Great location. 3 minute walk to beach 5 minute walk to super market. This is my 4th time staying at this location
Reviewed on Apr 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
$323 nightly
The price is $352 total per night from May 11 to May 12
$352 total
May 11 - May 12
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! (1,000 reviews)
We were informed at breakfast that our Expedia booking didn't include breakfast, which everyone else got for free.
Reviewed on Apr 3, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $262 total per night from Apr 27 to Apr 28
$262 total
Apr 27 - Apr 28
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! (2,452 reviews)
Great location to stay if you want to be near downtown Nassau, private beach was nice and hotel was comfort stay
Reviewed on Apr 9, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $258 total per night from May 3 to May 4
$258 total
May 3 - May 4
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! (1,619 reviews)
AVOID!!! On arrival after flying all day we arrived at 4:00 pm which is room check in time. We noticed the check in line was moving very slowly and there were a lot of people standing with their luggage in the lobby. Once we got to the front of the line we were also notified like the other customers ...
Reviewed on Apr 8, 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! (1,463 reviews)
We recently stayed at The Reef at Atlantis while I was travelling for work, and it worked well for both business and family. From a family perspective, it was a great choice. The kids absolutely loved the water park, and the aquarium is genuinely spectacular — there was always something to explore. ...
Reviewed on Apr 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
$309 nightly
The price is $395 total per night from May 10 to May 11
$395 total
May 10 - May 11
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! (5,512 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
clean room, excellent staff
Reviewed on Apr 8, 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! (6,688 reviews)
While the people working at the resort are spectacular and the amenities (pool and beach) are great as well - this resort has the WORSE management I have experienced in a long time. First, we booked 2 queen beds for our room during booking. Once arriving at the resort, we were told that your trip ...
Reviewed on Apr 9, 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! (1,797 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! (4,781 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
Ver
Reviewed on Apr 10, 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
Caribbean
Orbitz is your one stop for guaranteed low prices on Caribbean flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.
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Orbitz will find you discount air fare for flights to Caribbean and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.
Get Free Travel Advice By Calling the Orbitz Hotline
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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.