$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.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JFKSan JuanSeptember 6 to September 14$317
EWRMontego BaySeptember 6 to September 10$410
EWRNassauSeptember 6 to September 12$413
JFKNassauSeptember 6 to September 19$451
LGAPunta CanaSeptember 6 to September 11$458
EWRPiarcoSeptember 4 to September 7$513
EWRPiarcoSeptember 4 to September 7$513
JFKSanto DomingoSeptember 5 to October 3$533
JFKSanto DomingoSeptember 5 to October 3$533
JFKPiarcoSeptember 6 to September 19$570
JFKMontego BaySeptember 5 to September 12$571
JFKSantiago de los CaballerosSeptember 5 to September 19$593
JFKKingstonSeptember 6 to September 10$624
JFKPunta CanaSeptember 6 to September 12$667
JFKOranjestadSeptember 5 to September 11$750
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Caribbean Accommodation Deals

Comfort Suites Paradise Island

Comfort Suites Paradise Island

4 out of 5
Paradise Island Drive Paradise Island New Providence
$355 nightly
The price is $383 total per night from Sep 1 to Sep 2
$383 total
Sep 1 - Sep 2
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! (2,426 reviews)
"Clean rooms. Delicious food and friendly staff"

Reviewed on Aug 30, 2026

Opens in a new windowComfort Suites Paradise Island
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Calle Rosa 2 Carolina
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $140 total per night from Sep 1 to Sep 2
$140 total
Sep 1 - Sep 2
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 (2,438 reviews)
"No vayas aquí !! El cuarto estaba sucio el aire acondicionado no funcionaba, habia un agujero por donde entraban las conecciones del aire que dejaba entrar el aire caliente de afuera, fue una noche fatal, casi no sabia agua y creo que hay sequia en la isla pero comuicar la falta de agua a los huespedes ..."

Reviewed on Aug 31, 2026

Opens in a new windowCoral by the Sea Hotel
Breezes Resort Bahamas All Inclusive

Breezes Resort Bahamas All Inclusive

3 out of 5
1 Breezes Lane, Cable Beach Nassau New Providence
$311 nightly
The price is $345 total per night from Sep 13 to Sep 14
$345 total
Sep 13 - Sep 14
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 ...
Opens in a new windowBreezes Resort Bahamas All Inclusive
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Meridian Inn

Meridian Inn

2.5 out of 5
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

Opens in a new windowMeridian Inn
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

Simpson Bay Resort, Marina & Spa

4 out of 5
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! (1,988 reviews)
"The location of our room was amazing."

Reviewed on Aug 31, 2026

Opens in a new windowSimpson Bay Resort, Marina & Spa
Amsterdam Manor Beach Resort

Amsterdam Manor Beach Resort

4 out of 5
J.E. Irausquin Boulevard 252 Noord
Fully refundableReserve now, pay when you stay
$306 nightly
The price is $344 total per night from Sep 17 to Sep 18
$344 total
Sep 17 - Sep 18
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! (1,002 reviews)
"Best employee Patrick at front desk went out of his way to help us"

Reviewed on Aug 30, 2026

Opens in a new windowAmsterdam Manor Beach Resort
Divi Aruba Phoenix Beach Resort

Divi Aruba Phoenix Beach Resort

4 out of 5
J E Irausquin Boulevard 75 Noord
$541 nightly
The price is $612 total per night from Sep 1 to Sep 2
$612 total
Sep 1 - Sep 2
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! (1,007 reviews)
"Very clean. Great location. Awesome amenities. Swim up bar and restaurants were fantastic."

Reviewed on Aug 31, 2026

Opens in a new windowDivi Aruba Phoenix Beach Resort
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Eagle Aruba Resort

Eagle Aruba Resort

3.5 out of 5
J. E. Irausquin Boulevard 248 Oranjestad
Fully refundableReserve now, pay when you stay
$278 nightly
The price is $323 total per night from Oct 1 to Oct 2
$323 total
Oct 1 - Oct 2
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! (1,869 reviews)
"Loved the pools and the short walk to Eagle beach !"

Reviewed on Aug 29, 2026

Opens in a new windowEagle Aruba Resort
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

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $270 total per night from Sep 1 to Sep 2
$270 total
Sep 1 - Sep 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 ...
9.2/10 Wonderful! (1,005 reviews)
"They should clean the building next door to improve the view."

Reviewed on Aug 31, 2026

Opens in a new windowHotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $240 total per night from Sep 11 to Sep 12
$240 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! (2,974 reviews)
"Clean room, great staff"

Reviewed on Aug 30, 2026

Opens in a new windowBritish Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
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! (1,894 reviews)
"The staff was super nice and helpful. I am definitely staying at Rumbao again."

Reviewed on Aug 30, 2026

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
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The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
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! (1,687 reviews)
"Atlantis is simply amazing. We just love everything about the place. You are guaranteed a worry free vacation."

Reviewed on Aug 30, 2026

Opens in a new windowThe Reef at Atlantis
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
Great for families

Barceló Bávaro Palace - All Inclusive

4.5 out of 5
Carretera Bávaro Km. 1 Punta Cana La Altagracia
$218 nightly
The price is $279 total per night from Oct 1 to Oct 2
$279 total
Oct 1 - Oct 2
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! (6,071 reviews)

Families like: Outdoor pools, waterslide, kids club, playground

Travelers say...
"Excelente"

Reviewed on Aug 31, 2026

Opens in a new windowBarceló Bávaro Palace - All Inclusive
Majestic Colonial Punta Cana - All Inclusive

Majestic Colonial Punta Cana - All Inclusive

4 out of 5
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. ...
Opens in a new windowMajestic Colonial Punta Cana - All Inclusive
Dreams Rose Hall Resort & Spa - All Inclusive
Great for families

Dreams Rose Hall Resort & Spa - All Inclusive

4.5 out of 5
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

Opens in a new windowDreams Rose Hall Resort & Spa - All Inclusive
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Majestic Elegance Punta Cana - All Inclusive
Great for families

Majestic Elegance Punta Cana - All Inclusive

4.5 out of 5
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! (4,958 reviews)

Families like: Outdoor pools, waterslide, kids club, playground

Travelers say...
"This was my first time visiting the Dominican Republic, and our stay at Majestic Elegance Punta Cana was nothing short of fantastic. From the moment we arrived, we were greeted with amazing hospitality and excellent service. The staff even upgraded our stay with complimentary Elegance Club access, ..."

Reviewed on Aug 31, 2026

Opens in a new windowMajestic Elegance Punta Cana - All Inclusive
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?

Caribbean

Finding cheap flights to Caribbean is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Caribbean flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Caribbean through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Caribbean—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Caribbean flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Caribbean with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

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.