$97 Cheap flights to Caribbean

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Top places to visit in Caribbean

Cheap flights to Caribbean from $97 One Way, $272 Round Trip

$272 return flights and $97 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.

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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JFKSan JuanJune 27 to June 28$397
EWRMontego BayJune 27 to July 3$411
EWRSan JuanJune 27 to July 3$416
EWRPiarcoJune 27 to July 26$493
JFKSanto DomingoJune 28 to June 29$538
EWRNassauJune 28 to July 4$540
JFKNassauJune 27 to July 4$540
JFKNassauJune 27 to July 4$540
JFKPiarcoJune 28 to July 21$547
EWRSanto DomingoJune 27 to July 11$568
JFKKingstonJune 28 to July 14$585
JFKSantiago de los CaballerosJune 27 to June 28$595
EWRPunta CanaJune 28 to June 30$617
JFKOranjestadJune 28 to July 3$698
JFKMontego BayJune 27 to July 4$744
*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
The price is $365 total per night from Jun 28 to Jun 29
$365 total
per night
Jun 28 - Jun 29
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! (2,295 reviews)
"There was 2 major leaks in the hallway exactly by room 306 Not only did it stink it was extremely wet and as we all was by water splashed down on us The TV in the room did not work The bathrooms got clogged day 1 The water pressure was extremely low And I saw a big roach or water bug in the hallway ..."

Reviewed on Jun 24, 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
The price is $133 total per night from Jun 28 to Jun 29
$133 total
per night
Jun 28 - Jun 29
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 (2,403 reviews)
"Need exterminator bathroom"

Reviewed on Jun 23, 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
The price is $359 total per night from Jun 26 to Jun 27
$359 total
per night
Jun 26 - Jun 27
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! (2,316 reviews)
"A"

Reviewed on Jun 24, 2026

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
$261 nightly
The price is $274 total per night from Jun 28 to Jun 29
$274 total
Jun 28 - Jun 29
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! (1,821 reviews)
"Clean room"

Reviewed on Jun 24, 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
$324 nightly
The price is $364 total per night from Jun 26 to Jun 27
$364 total
Jun 26 - Jun 27
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)
"Beautiful beach, huge room one bedroom with a full kitchen, wonderful staff, walking distance to the super market. 10 out of 10! Will definitely be back again!"

Reviewed on Jun 24, 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
$473 nightly
The price is $536 total per night from Jun 27 to Jun 28
$536 total
Jun 27 - Jun 28
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! (1,001 reviews)
"This was the perfect place for our honeymoon and vacation. The rooms were very clean and updated. Everything was available you needed. Everyone was very accommodating. Pools and beach were clean. Beach was amazing-chairs and towels comfy. The island was very safe when venturing outside. There are ..."

Reviewed on Jun 24, 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
$384 nightly
The price is $435 total per night from Jul 1 to Jul 2
$435 total
Jul 1 - Jul 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! (1,934 reviews)
"Check in was great with Charlyn! Unfortunately we had asked for rooms to be closer to each other months ahead of time due to traveling with family and they didn’t do that. We had plenty of rooms unoccupied next to us. They told us they couldn’t do that because we didn’t have the same kind of room, ..."

Reviewed on Jun 23, 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
The price is $261 total per night from Jul 20 to Jul 21
$261 total
per night
Jul 20 - Jul 21
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! (1,000 reviews)
"It's a beautiful, historical hotel. It was a pleasure to stay in it. Highly recommend."

Reviewed on Jun 23, 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
The price is $277 total per night from Jul 21 to Jul 22
$277 total
per night
Jul 21 - Jul 22
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! (2,691 reviews)
"Our stay at the British Colonial was extremely disappointing. Our first room, #153, had a beautiful view of the pool, gardens, and ocean, but it smelled strongly of sewage, making it unpleasant to spend time in the room. The next morning, Mackenya at the front desk was helpful and moved us to Room ..."

Reviewed on Jun 24, 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
The price is $190 total per night from Jun 29 to Jun 30
$190 total
per night
Jun 29 - Jun 30
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! (1,738 reviews)
"La atención de Sara en recepción fue espectacular. Fue muy amable, siempre dispuesta a ayudar y dar recomendaciones para el disfrute de la estadía. Excelente atención y servicio. La habitación estaba limpia y muy cómoda. El desayuno estuvo bien, aunque me quedé en el hotel el año pasado y esperábamos ..."

Reviewed on Jun 24, 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! (1,535 reviews)
"Bring a lot of spending money the food prices are through the roof"

Reviewed on Jun 24, 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
The price is $413 total per night from Jul 5 to Jul 6
$413 total
per night
Jul 5 - Jul 6
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! (5,660 reviews)

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

Travelers say...
"Necesita mejorar servicio al cliente en el área de comidas y limpiaza de cuartos."

Reviewed on Jun 24, 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. ...
9/10 Wonderful! (6,443 reviews)
"Terrible food and place needed to be upgraded"

Reviewed on Jun 9, 2026

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! (1,652 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! (4,831 reviews)

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

Travelers say...
"Very clean room, friendly and helpful staff. Lots of activities."

Reviewed on Jun 24, 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.

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Caribbean

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Ports and Play

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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.