$109 Cheap flights to Caribbean
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Top places to visit in Caribbean
Cheap flights to Caribbean from $109 One Way, $252 Round Trip
$252 return flights and $109 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 7 hours ago
$252
Roundtrip
found 7 hours ago
EWR
New York
SJU
San Juan
$261 Roundtrip, found 3 hours ago
$261
Roundtrip
found 3 hours ago
JFK
New York
MBJ
Montego Bay
$318 Roundtrip, just found
$318
Roundtrip
just found
EWR
New York
MBJ
Montego Bay
$318 Roundtrip, just found
$318
Roundtrip
just found
EWR
New York
AUA
Oranjestad
$322 Roundtrip, just found
$322
Roundtrip
just found
JFK
New York
PUJ
Punta Cana
$323 Roundtrip, found 3 hours ago
$323
Roundtrip
found 3 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | August 30 to September 5 | $431 |
| JFK | San Juan | August 30 to September 5 | $431 |
| EWR | San Juan | August 30 to September 3 | $477 |
| JFK | Montego Bay | August 29 to September 4 | $494 |
| JFK | Montego Bay | August 29 to September 4 | $494 |
| JFK | Nassau | August 30 to September 3 | $504 |
| JFK | Nassau | August 30 to September 3 | $504 |
| JFK | Santiago de los Caballeros | August 29 to September 9 | $566 |
| JFK | Santo Domingo | August 29 to September 19 | $589 |
| EWR | Kingston | August 29 to September 6 | $638 |
| EWR | Nassau | August 29 to September 2 | $644 |
| JFK | Kingston | August 30 to September 6 | $646 |
| JFK | Piarco | August 30 to September 4 | $715 |
| EWR | Montego Bay | August 29 to September 4 | $737 |
| JFK | Oranjestad | August 30 to September 4 | $764 |
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 Aug 31 to Sep 1
$383 total
Aug 31 - Sep 1
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! (2,419 reviews)
"Wasn’t as happy with this stay.Had to change rooms due to location and toilet not working even after fixed one time."
Reviewed on Aug 27, 2026
Coral by the Sea Hotel
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $140 total per night from Aug 30 to Aug 31
$140 total
Aug 30 - Aug 31
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. ...
6.4/10 (2,432 reviews)
"all good"
Reviewed on Aug 27, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$314 nightly
The price is $349 total per night from Aug 28 to Aug 29
$349 total
Aug 28 - Aug 29
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! (2,416 reviews)
"Wellthe staff was very very rude. Never willing to help You Out pretty Much You Would. Have To yell at them so they can listen to you. They would act like you were there. Very Disappointment would not recommend to nobody"
Reviewed on Aug 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! (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
$163 nightly
The price is $171 total per night from Sep 13 to Sep 14
$171 total
Sep 13 - Sep 14
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 ...
9/10 Wonderful! (1,973 reviews)
"Great and friendly staff, the room are great."
Reviewed on Aug 27, 2026
Amsterdam Manor Beach Resort
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$321 nightly
The price is $360 total per night from Aug 30 to Aug 31
$360 total
Aug 30 - Aug 31
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! (1,010 reviews)
"We loved how spacious, clean, and convenient our room was. It was near the pool, we had a terrace with ocean view, and it was just across from one of the best beaches! Couldn’t have asked for a better location. The pool was small but not crowded and the kids could enjoy it. We wished there was a ..."
Reviewed on Aug 25, 2026
Divi Aruba Phoenix Beach Resort
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $612 total per night from Aug 29 to Aug 30
$612 total
Aug 29 - Aug 30
Total with taxes and fees
Book a stay at this spa 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! (1,003 reviews)
"Extremely friendly and helpful. Wonderful stay."
Reviewed on Aug 27, 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
$287 nightly
The price is $333 total per night from Sep 27 to Sep 28
$333 total
Sep 27 - Sep 28
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. ...
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
$247 nightly
The price is $270 total per night from Sep 8 to Sep 9
$270 total
Sep 8 - Sep 9
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 ...
9.2/10 Wonderful! (1,002 reviews)
"I had a wonderful stay at this hotel! The property was exceptionally clean, well-maintained, and welcoming. The staff was absolutely amazing, friendly, attentive, and always willing to help. Their excellent service really made the stay even more enjoyable. I would definitely recommend this hotel ..."
Reviewed on Aug 27, 2026
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $236 total per night from Sep 11 to Sep 12
$236 total
Sep 11 - Sep 12
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! (2,961 reviews)
"The hotel is that one of the oldest hotel in the area, you absolutely cannot tell! It’s so beautiful well maintained, ocean views breathtaking and you can watch the cruise ships come and go. So beautiful!!!"
Reviewed on Aug 27, 2026
Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $203 total per night from Sep 13 to Sep 14
$203 total
Sep 13 - Sep 14
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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! (1,681 reviews)
"I absolutely recommend this resort, it is super kid friendly and safe. We have a family of 5 (3 kids under 8) and they all had a blast. There’s something to do for all ages. We stayed in a one bedroom ocean view and it was perfect, super clean and spacious. We will be returning next year."
Reviewed on Aug 27, 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
$225 nightly
The price is $287 total per night from Aug 31 to Sep 1
$287 total
Aug 31 - Sep 1
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! (6,029 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"El staff todos son muy amables una atención 100 de 100"
Reviewed on Aug 27, 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. ...
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! (1,531 reviews)
Families like: Outdoor pools, free waterpark access, kids club, playground
Travelers say...
"All was good"
Reviewed on Jan 15, 2026
Save an average of 15% on thousands of hotels when you're signed in
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! (4,926 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"We love our stay at the resort except they promised to decorate our room for the wedding anniversary, unfortunately they did many other rooms and forgot ours, my wife was very disappointed. Other than that everything was good."
Reviewed on Aug 27, 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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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.
Save Big On Car Rentals Too
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
Our experts will make things even easier by helping you to find the best budget flights to Caribbean Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.
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Our state of the art mobile apps will allow you to book cheap flights to Caribbean from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?
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.