$59 Cheap flights to Caribbean

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Cheap flights to Caribbean from $59 One Way, $128 Round Trip

$128 return flights and $59 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*
CMHSan JuanApril 27 to May 1$294
CMHSantiago de los CaballerosApril 28 to May 7$361
CMHSanto DomingoApril 28 to May 4$366
CMHOranjestadApril 28 to May 7$385
CMHPunta CanaApril 28 to May 3$398
CMHMontego BayApril 27 to May 1$402
CMHNassauApril 26 to May 9$551
CMHKingstonApril 27 to May 1$588
*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 $251 per night from May 1 to May 2
$251
per night
May 1 - May 2
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 in our ...
7.8/10 Good! (1,204 reviews)
"Admission to Atlantis! Walk to shops and restaurants. Breakfast every morning was great!"

Reviewed on Apr 22, 2024

Comfort 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 $108 per night from Apr 25 to Apr 26
$108
per night
Apr 25 - Apr 26
Stay at this 3-star hotel in Carolina. Enjoy free WiFi, 2 restaurants, and onsite parking. Our guests praise the restaurant and the helpful staff in our reviews. ...
5.6/10 (1,609 reviews)
Good place to stay while passing through
"Overall my stay was good, room is comfortable and clean, public areas can use some maintenance and upkeep, and AC unit made some noise, but overall was good."

Reviewed on Apr 21, 2024

Coral 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 $409 per night from Apr 28 to Apr 29
$409
per night
Apr 28 - Apr 29
Stay at this 3-star beach hotel in Nassau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
7/10 Good! (1,047 reviews)
"The beach the property is on Cable beach is one of my favorites absolutely beautiful. Pool is awesome and clean as well. The food was actually good to be all inclusive there were hit of miss items just like anywhere some not enough flavor, etc. The desert selection could be more down home desert ..."

Reviewed on Apr 21, 2024

Breezes Resort Bahamas All Inclusive
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Meridian Inn

Meridian Inn

2.5 out of 5
Dover, St. Lawrence Gap, Christ Church
The price is $77 per night from Apr 28 to Apr 29
$77
per night
Apr 28 - Apr 29
Stay at this hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (646 reviews)
"Customer service was great 👍"

Reviewed on Apr 16, 2024

Meridian 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
The price is $200 per night from May 25 to May 26
$200
per night
May 25 - May 26
Stay at this 4-star 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 ...
8.6/10 Excellent! (1,000 reviews)
"I loved the convenience and privacy."

Reviewed on Apr 19, 2024

Simpson 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
The price is $225 per night from Apr 30 to May 1
$225
per night
Apr 30 - May 1
Stay at this beach hotel in Noord. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the restaurant and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,002 reviews)
"Incredibly attentive and accommodating staff. Very clean"

Reviewed on Apr 20, 2024

Amsterdam Manor Beach Resort
Divi Aruba Phoenix Beach Resort

Divi Aruba Phoenix Beach Resort

4 out of 5
J E Irausquin Boulevard 75, Noord
The price is $550 per night from May 1 to May 2
$550
per night
May 1 - May 2
Stay at this 4-star beach resort in Noord. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"Good location in the high rise hotel section. Near the end so a bit of a walk to the restaurants. Nice and quiet beach. Rooms a bit outdated and pool was dirty at times. Several tiles surrounding pool were racked and unsightly. Employees were nice and food was good."

Reviewed on Apr 5, 2024

Divi 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
The price is $240 per night from May 1 to May 2
$240
per night
May 1 - May 2
Stay at this beach hotel in Oranjestad. Enjoy free parking, 3 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (2,679 reviews)
"Food was not great, room was next to a busy and loud highway."

Reviewed on Apr 22, 2024

Eagle 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 $249 per night from May 20 to May 21
$249
per night
May 20 - May 21
Stay at this boutique hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,003 reviews)
"Super friendly and attentive staff. Beautiful historic hotel with open courtyard / standard room was pretty basic inside but comfortable. Perfect location in OSJ for walking to restaurants, attractions, etc. Wine and cheese every day at 5! Would definitely return."

Reviewed on Apr 22, 2024

Hotel 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 $190 per night from Apr 28 to Apr 29
$190
per night
Apr 28 - Apr 29
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Popular attractions Cable Beach and Bahamas National Trust Headquarters ...
8.4/10 Very Good! (241 reviews)
"Amazing"

Reviewed on Apr 21, 2024

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan
Fully refundableReserve now, pay when you stay
The price is $189 per night from May 6 to May 7
$189
per night
May 6 - May 7
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Our guests praise the breakfast and the helpful staff ...
7.6/10 Good! (1,011 reviews)
"Perfect spot to walk to visit in old San juan"

Reviewed on Apr 22, 2024

Hotel 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
Stay at this 4.5-star luxury resort in Paradise Island. Enjoy free WiFi, a private beach, and a marina. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (1,008 reviews)
"Great place Great people"

Reviewed on Apr 21, 2024

The 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, Playa Bávaro, Punta Cana, La Altagracia
The price is $220 per night from May 12 to May 13
$220
per night
May 12 - May 13
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms in our ...
7.8/10 Good! (3,790 reviews)

Families like: Kids pool, waterslide, kids club, playground

Travelers say...
"Resort, rooms, and beach beautiful! Food was okay."

Reviewed on Apr 22, 2024

Barceló Bávaro Palace - All Inclusive
Majestic Colonial Punta Cana - All Inclusive
Great for families

Majestic Colonial Punta Cana - All Inclusive

4 out of 5
Carretera El Macao, Punta Cana, La Altagracia
The price is $342 per night from May 5 to May 6
$342
per night
May 5 - May 6
Stay at this 4-star beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the bar in our reviews. Popular ...
8.4/10 Very Good! (3,724 reviews)

Families like: Kids pool, waterslide, kids club, playground

Travelers say...
"The room service was great, the bed was comfy. The atmosphere was incredible. Our butler on the club side was the best, he setup the room with romantic stuff to surprise my wife for our anniversary. The pool is well kept and there is always activities going on for adults and kids."

Reviewed on Apr 22, 2024

Majestic Colonial Punta Cana - All Inclusive
Hilton Rose Hall an All-Inclusive Resort
Great for families

Hilton Rose Hall an All-Inclusive Resort

4.5 out of 5
Rose Hall, Montego Bay, Saint James
The price is $359 per night from Apr 29 to Apr 30
$359
per night
Apr 29 - Apr 30
Stay at this beach resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,920 reviews)

Families like: Kids pool, free waterpark access, kids club, playground

Travelers say...
"could do some carpet renovation"

Reviewed on Apr 21, 2024

Hilton Rose Hall an All-Inclusive Resort
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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
The price is $448 per night from May 5 to May 6
$448
per night
May 5 - May 6
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our ...
8.6/10 Excellent! (3,175 reviews)

Families like: Kids pool, waterslide, kids club, playground

Travelers say...
"Staff very good"

Reviewed on Apr 21, 2024

Majestic 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?

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.