$81 Cheap flights to Caribbean

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Top places to visit in Caribbean

Cheap flights to Caribbean from $81 One Way, $142 Round Trip

$142 return flights and $81 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 JuanMay 16 to May 23$373
JFKSan JuanMay 16 to May 23$373
EWRSanto DomingoMay 17 to June 5$398
LGAPiarcoMay 15 to May 18$404
EWROranjestadMay 17 to May 23$420
JFKOranjestadMay 15 to May 19$420
LGAMontego BayMay 15 to May 18$424
JFKSanto DomingoMay 16 to May 23$438
JFKSantiago de los CaballerosMay 16 to May 26$443
JFKKingstonMay 16 to May 23$464
JFKKingstonMay 16 to May 23$464
JFKMontego BayMay 16 to May 20$538
EWRNassauMay 15 to May 19$540
EWRSan JuanMay 17 to May 22$556
JFKPunta CanaMay 16 to June 15$574
*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
$327 nightly
The price is $352 total per night from May 10 to May 11
$352 total
May 10 - May 11
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! (2,256 reviews)
Our room was dated. The telephone didn’t work. The safe didn’t work. One light on left side of the bed was away from the wall. Curtains worn. Two items were reported the day we arrived but never fixed.

Reviewed on May 8, 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
$214 nightly
The price is $233 total per night from May 10 to May 11
$233 total
May 10 - May 11
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. ...
6.2/10 (2,380 reviews)
The hotel is near everything so that’s the good thing but the hotel is not well maintained, property is old and dirty. Although, housekeeping is full of nice ladies willing to help you. Rooms are not soundproofed, you can hear airplanes are day long and more at night.

Reviewed on May 9, 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
$348 nightly
The price is $385 total per night from Jun 3 to Jun 4
$385 total
Jun 3 - Jun 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 ...
7.6/10 Good! (2,296 reviews)
Breezes exceeded everything we hoped for in our resort vacation. The staff was extremely friendly and helpful and always with a smile. The food and drinks were very good. We ate at Martinos and the Garden of Eden restaurants. Both were 5 star. And the poolside grill was also a daily favorite. All ...

Reviewed on May 9, 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
$244 nightly
The price is $256 total per night from May 14 to May 15
$256 total
May 14 - May 15
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! (1,714 reviews)
Great location. Well maintained grounds. Friendly staff.

Reviewed on May 9, 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
$270 nightly
The price is $304 total per night from May 10 to May 11
$304 total
May 10 - May 11
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! (1,007 reviews)
We absolutely love this place. It will be our go to every time we come. Food was great beach was awesome! People are amazing! Highly recommended if you just want to chill and relax. $12 cab ride to the high rise area if you want to party!

Reviewed on May 9, 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 May 10 to May 11
$536 total
May 10 - May 11
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! (1,005 reviews)
Wonderful place! Can't wait to we go back❤️

Reviewed on May 7, 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
$332 nightly
The price is $377 total per night from May 28 to May 29
$377 total
May 28 - May 29
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! (2,034 reviews)
Absolutely

Reviewed on May 6, 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
$287 nightly
The price is $313 total per night from Jun 7 to Jun 8
$313 total
Jun 7 - Jun 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 ...
9/10 Wonderful! (1,008 reviews)
very courteous and helpful staff. Beautiful property right in the heart of old town.

Reviewed on May 6, 2026

Opens in a new windowHotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
$254 nightly
The price is $278 total per night from May 12 to May 13
$278 total
May 12 - May 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! (2,549 reviews)
Everything was good

Reviewed on May 8, 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
$238 nightly
The price is $260 total per night from May 25 to May 26
$260 total
May 25 - May 26
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! (1,672 reviews)
Menu was fresh

Reviewed on May 5, 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! (1,475 reviews)
.

Reviewed on May 8, 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
$304 nightly
The price is $389 total per night from May 17 to May 18
$389 total
May 17 - May 18
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! (5,603 reviews)

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

Travelers say...
I’ve visited this resort 4 times. And I absolutely love it.

Reviewed on May 8, 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! (6,682 reviews)
The staff was really kind. VIP area was also very nice! I enjoyed my stay and I would definitely come back. The beach area was also at a really good point on the island which was gorgeous.

Reviewed on May 1, 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! (1,764 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! (4,895 reviews)

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

Travelers say...
Rooms were always kept clean and the service was exceptional

Reviewed on May 9, 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

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Innovative Orbitz Tools for the Trip Planner on the Move

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Stay on Budget, Earn Miles with Bargain Caribbean Flights

You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Caribbean. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Caribbean flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Caribbean to your mobile phone or email.

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.