$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 1 hour ago
$252
Roundtrip
found 1 hour ago
JFK
New York
SJU
San Juan
$257 Roundtrip, found 5 hours ago
$257
Roundtrip
found 5 hours ago
JFK
New York
SJU
San Juan
$261 Roundtrip, found 16 hours ago
$261
Roundtrip
found 16 hours ago
EWR
New York
SJU
San Juan
$266 Roundtrip, found 2 hours ago
$266
Roundtrip
found 2 hours ago
EWR
New York
SJU
San Juan
$276 Roundtrip, found 8 hours ago
$276
Roundtrip
found 8 hours ago
EWR
New York
SJU
San Juan
$297 Roundtrip, found 1 hour ago
$297
Roundtrip
found 1 hour ago
EWR
New York
SJU
San Juan
$297 Roundtrip, just found
$297
Roundtrip
just found
EWR
New York
MBJ
Montego Bay
$318 Roundtrip, found 15 hours ago
$318
Roundtrip
found 15 hours ago
JFK
New York
MBJ
Montego Bay
$318 Roundtrip, just found
$318
Roundtrip
just found
EWR
New York
AUA
Oranjestad
$322 Roundtrip, found 3 hours ago
$322
Roundtrip
found 3 hours ago
JFK
New York
PUJ
Punta Cana
$323 Roundtrip, found 2 hours ago
$323
Roundtrip
found 2 hours ago
JFK
New York
STI
Santiago de los Caballeros
$324 Roundtrip, found 3 hours ago
$324
Roundtrip
found 3 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | San Juan | September 6 to September 15 | $317 |
| JFK | San Juan | September 6 to September 15 | $317 |
| EWR | San Juan | September 5 to September 12 | $351 |
| EWR | Nassau | September 6 to September 19 | $389 |
| EWR | Montego Bay | September 6 to September 13 | $410 |
| JFK | Nassau | September 6 to September 19 | $432 |
| EWR | Punta Cana | September 5 to September 16 | $482 |
| EWR | Santiago de los Caballeros | September 5 to September 28 | $495 |
| JFK | Punta Cana | September 6 to September 12 | $505 |
| JFK | Montego Bay | September 5 to September 10 | $506 |
| JFK | Santo Domingo | September 6 to September 26 | $521 |
| JFK | Santiago de los Caballeros | September 6 to September 18 | $553 |
| EWR | Kingston | September 6 to September 8 | $573 |
| JFK | Oranjestad | September 6 to September 16 | $580 |
| JFK | Kingston | September 6 to September 13 | $583 |
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! (2,420 reviews)
"The rooms were okay—nothing spectacular, but they were comfortable and a good value for the price. One downside was that the doors slam quite loudly whenever they close, and you can easily hear the doors closing in the rooms around you, which can be a little disruptive. The staff, however, were wonderful! ..."
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 (2,435 reviews)
"Probably one of the top 3 best hotels we stayed at! Pool was open 24hrs. The staff was awesome during the day and at night. Got discounts on our food right next to the hote (breakfast & lunch)"
Reviewed on Aug 28, 2026
Breezes Resort Bahamas All Inclusive
1 Breezes Lane, Cable Beach Nassau New Providence
$314 nightly
The price is $349 total per night from Sep 3 to Sep 4
$349 total
Sep 3 - Sep 4
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 ...
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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
$162 nightly
The price is $170 total per night from Sep 13 to Sep 14
$170 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! (1,975 reviews)
"Amazing family friendly hotel in Dutch Side very nice location warm hospitality decente behavior of the staff….pleasant environment cleaning and other services are really nice plus food served here is delicious specially Bovin steak house La patrona, Juliette’s and replay enjoyed a lot."
Reviewed on Aug 28, 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. ...
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 ...
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
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $270 total per night from Sep 7 to Sep 8
$270 total
Sep 7 - Sep 8
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 ...
British Colonial - Nassau
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $232 total per night from Sep 12 to Sep 13
$232 total
Sep 12 - Sep 13
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! (2,963 reviews)
"Staff was exceptional, 10/10 services , the Jazz bar music, food and vibes 10/10. No kids running around, not crazy crowded but still family and singles accommodating. Very classy and calm. I couldn’t get enough of the pool and beach area , perfect for my birthday getaway. I highly recommend this ..."
Reviewed on Aug 28, 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 ...
9/10 Wonderful! (1,889 reviews)
"Highly recommend"
Reviewed on Aug 28, 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! (1,682 reviews)
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Reviewed on Aug 28, 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
$230 nightly
The price is $295 total per night from Sep 2 to Sep 3
$295 total
Sep 2 - Sep 3
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! (6,037 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Me gustó la atención del personal , lo q no me gustó q como es muy grande el hotel hay q caminar mucho , todo queda lejos ."
Reviewed on Aug 28, 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! (4,936 reviews)
Families like: Outdoor pools, waterslide, kids club, playground
Travelers say...
"Excelente Resort me encanto ⭐️⭐️⭐️⭐️⭐️ Y un plus extra para el equipo de animación fue majestuoso ⭐️⭐️⭐️⭐️⭐️"
Reviewed on Aug 28, 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
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Midsize
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SUV
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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.
Book Travel on the Fly with Orbitz on the Go
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.