$105 Cheap flights to Caribbean

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Top places to visit in Caribbean

Cheap flights to Caribbean from $105 One Way, $227 Round Trip

$227 return flights and $105 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*
JFKNassauJune 26 to June 29$393
JFKNassauJune 26 to June 29$393
JFKSan JuanJune 27 to July 4$401
JFKPunta CanaJune 27 to July 2$442
JFKPunta CanaJune 27 to July 2$442
JFKOranjestadJune 26 to July 1$450
JFKMontego BayJune 27 to July 5$475
EWRPunta CanaJune 26 to June 28$510
JFKPiarcoJune 28 to July 21$515
JFKSanto DomingoJune 28 to June 29$522
JFKSantiago de los CaballerosJune 26 to June 28$553
JFKKingstonJune 27 to July 4$625
EWRMontego BayJune 26 to June 30$667
EWRKingstonJune 27 to June 29$688
JFKWest EndJune 26 to June 27$3,021
*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 Jun 21 to Jun 22
$352 total
Jun 21 - Jun 22
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! (2,284 reviews)
"The front desk welcomed us with a smile and friendly attitude. The breakfast was delicious and the wings for dinner were my favorite. My family and I tried a few options at the restaurant and we all enjoyed our food. Pricey but delicious. All staff we meet were friendly. Excellent customer service ..."

Reviewed on Jun 19, 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
$122 nightly
The price is $133 total per night from Jun 21 to Jun 22
$133 total
Jun 21 - Jun 22
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 (2,412 reviews)
"This hotel is a scam, doesn't look at all as the same on the website, fake pictures, dirty room, old elevator, nothing shows on the web is true about this place. I think they write their own reviews or pay people"

Reviewed on Jun 19, 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
$346 nightly
The price is $383 total per night from Jun 28 to Jun 29
$383 total
Jun 28 - Jun 29
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! (2,320 reviews)
"Clean good food good entertainment"

Reviewed on Jun 15, 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
$239 nightly
The price is $251 total per night from Jun 22 to Jun 23
$251 total
Jun 22 - Jun 23
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 ...
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 Jun 22 to Jun 23
$344 total
Jun 22 - Jun 23
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! (1,000 reviews)
"Right at Eagle beach, very spacious, clean, and friendly staff! Sunset dining at Passions was amazing."

Reviewed on Jun 18, 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! (1,002 reviews)
"I liked how close the beach was to the resort"

Reviewed on Jun 18, 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
$384 nightly
The price is $435 total per night from Jul 4 to Jul 5
$435 total
Jul 4 - Jul 5
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! (1,941 reviews)
"I would 100% stay here again."

Reviewed on Jun 18, 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
$259 nightly
The price is $283 total per night from Jun 28 to Jun 29
$283 total
Jun 28 - Jun 29
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! (1,000 reviews)
"An awesome experience! Thanks for the upgrade! Very charming and service oriented staff."

Reviewed on Jun 14, 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
$271 nightly
The price is $297 total per night from Jun 22 to Jun 23
$297 total
Jun 22 - Jun 23
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! (2,668 reviews)
"Les photos correspondent à la réalité... L'hôtel lui-même est très bien, mais il est situé dans un quartier extrêmement commercial et bruyant. C'est là que les navires de croisière accostent pour la journée avec leur hordes de jeunes américains assoiffés et en sandales. Au moins, les soirées sont ..."

Reviewed on Jun 18, 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
$194 nightly
The price is $212 total per night from Jul 5 to Jul 6
$212 total
Jul 5 - Jul 6
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! (1,722 reviews)
"Todo muy bueno"

Reviewed on Jun 18, 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! (1,527 reviews)
"1st was told there were no upgrades available, then was kinda of given one but was not by my family like requested. We were one of the 1st to check in for that day. Rooms are not really clean. There was hair all over from pr previous guess. The room needed some maintenance. Refrigerator is in a cupboard, ..."

Reviewed on Jun 18, 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
$322 nightly
The price is $413 total per night from Jul 5 to Jul 6
$413 total
Jul 5 - Jul 6
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! (5,642 reviews)

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

Travelers say...
"Excellent hotel 100% recommended 👌"

Reviewed on Jun 19, 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! (6,488 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! (1,668 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
Save an average of 15% on thousands of hotels when you're signed in
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! (4,849 reviews)

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

Travelers say...
"The staff were amazing the resort was spotless everything was amazing"

Reviewed on Jun 18, 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

Reach your destination without breaking your budget by booking your flights to Caribbean using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Caribbean Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Caribbean flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Caribbean. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Caribbean, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Caribbean flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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.