Cheap Flights to Caribbean Islands

Wander Wisely with exceptional service, 24/7 support

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Caribbean Islands Flight Information

Traveling to
Caribbean Islands
Lowest Price
Number of Airlines Serving
Airlines Serving
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Caribbean Islands 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 12 to May 13
$251
per night
May 12 - May 13
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 ...
7.8/10 Good! (1,241 reviews)
"Great hotel with the friendliest people all the way around!!!"

Reviewed on May 10, 2024

Comfort Suites Paradise Island
Coral by the Sea Hotel

Coral by the Sea Hotel

3 out of 5
Calle Rosa 2, Carolina
The price is $108 per night from May 12 to May 13
$108
per night
May 12 - May 13
Stay at this 3-star hotel in Carolina. Enjoy free WiFi, 2 restaurants, and room service. Our guests praise the restaurant and the helpful staff in our reviews. ...
5.6/10 (1,609 reviews)
"Amazing service"

Reviewed on May 5, 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 May 14 to May 15
$409
per night
May 14 - May 15
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! (1,063 reviews)
"The property is a bit dated and the tourists do not pick up after themselves. The staff did everything to make our stay comfortable. The food was great. We would go back"

Reviewed on May 7, 2024

Breezes Resort Bahamas All Inclusive
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Meridian Inn

Meridian Inn

2.5 out of 5
Dover, St. Lawrence Gap, Christ Church
The price is $77 per night from May 16 to May 17
$77
per night
May 16 - May 17
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! (652 reviews)
"Staff was warm, accommodating and helpful. I would return here on my next trip to Barbados."

Reviewed on May 6, 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 Islands with Airport Shuttles

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
7 Factory Road, Golden Grove, Piarco, Trinidad
The price is $64 per night from May 12 to May 13
$64
per night
May 12 - May 13
Stay at this 3-star business-friendly hotel in Piarco. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
5.6/10 (859 reviews)
"Very friendly staff and the close proximity to the airport."

Reviewed on May 7, 2024

Airport Suites Hotel
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport, an IHG Hotel

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport, an IHG Hotel

3 out of 5
No 1 Exposition Drive, Piarco, Trinidad
The price is $153 per night from Jun 2 to Jun 3
$153
per night
Jun 2 - Jun 3
Stay at this 3-star golf hotel in Piarco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
8/10 Very Good! (968 reviews)
"Convenience"

Reviewed on May 7, 2024

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport, an IHG Hotel
Bella Noni B&B

Bella Noni B&B

3.5 out of 5
Highroad 107 Km 3.5 Borinquen Plz, Aguadilla
Stay at this B&B in Aguadilla. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Crash Boat Beach and The Mix are located nearby.
9.2/10 Wonderful! (56 reviews)
A gem!
"Amazing communication, care to cleaning and details, personalities were amazing. The service was above and beyond. This was the send time staying here and will always recommend and come back!!!! It is the perfect get away! Thank you Francie for making it special!"

Reviewed on Sep 25, 2020

Get rates
Bella Noni B&B
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Advantage Mini Resort

Advantage Mini Resort

3 out of 5
Bottelier Kaya A 2, Willemstad
The price is $83 per night from May 30 to May 31
$83
per night
May 30 - May 31
Stay at this hotel in Willemstad. Enjoy free WiFi, free parking, and 5 beach bars. Popular attractions Mambo Beach and Curaçao Sea Aquarium are located ...
8.6/10 Excellent! (24 reviews)
"Arrived to the property after experiencing a two day delay in our travels home. Very affordable and clean. Wish we would've stayed here for the entire stay in Curacao. Warm pool, convenient location, and perfect rental car! Lost our key for the car at sea, (don't ask how) and the owner and his wife ..."

Reviewed on Apr 5, 2024

Advantage Mini 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.

Luxury Hotels in Caribbean Islands

Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue, San Juan
The price is $387 per night from May 14 to May 15
$387
per night
May 14 - May 15
Stay at this 5-star luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (1,419 reviews)
"Love the infinity pool. Love the fitness center. Disappointed with Tacos & Tequila. My taco was dry and the lime slices were dry--not a drop of juiice came out of all three of them. I got the Chichen first on the list. Been before and was better. Room cleanup missed and called at 6 p.m. and they ..."

Reviewed on May 8, 2024

Condado Vanderbilt Hotel
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

4.5 out of 5
Salt Coppers, Runaway Bay, Saint Ann
Stay at this 4.5-star luxury property in Runaway Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (1,963 reviews)
"Third trip and will return."

Reviewed on May 8, 2024

Get rates
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Majestic Elegance Punta Cana - All Inclusive

Majestic Elegance Punta Cana - All Inclusive

4.5 out of 5
Playa Bavaro - Punta Cana, Punta Cana, La Altagracia
The price is $465 per night from May 12 to May 13
$465
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 restaurant in our ...
8.6/10 Excellent! (3,210 reviews)
"Excelente servicio, por todo el personal y mayordomo Jose fue increíble. El mejor trato recibido"

Reviewed on May 8, 2024

Majestic Elegance Punta Cana - All Inclusive
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
The price is $247 per night from May 13 to May 14
$247
per night
May 13 - May 14
Book a stay at this boutique hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (1,001 reviews)
"me encanto, una propiedad que mantiene la historia pero también lo moderno."

Reviewed on May 7, 2024

Hotel El Convento
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 Islands

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! (3,744 reviews)

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

Travelers say...
"This hotel and resort is very nice and the staff there was very friendly and professional with guest’s. If you are deciding to take a trip to Punta Cana I would definitely recommend to friends and family, especially this hotel."

Reviewed on May 7, 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 $413 per night from May 12 to May 13
$413
per night
May 12 - May 13
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! (3,838 reviews)

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

Travelers say...
"We love the way the resort is laid out, with the pool winding through. It helps spread people out and avoid really busy areas. You can easily find many quiet spots to sit by the pool. The food is amazing. We especially loved the steakhouse."

Reviewed on May 8, 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 May 19 to May 20
$359
per night
May 19 - May 20
Book a 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 ...
8.4/10 Very Good! (1,914 reviews)

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

Travelers say...
"Really nice property"

Reviewed on May 5, 2024

Hilton Rose Hall an All-Inclusive Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 $465 per night from May 12 to May 13
$465
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 restaurant in our ...
8.6/10 Excellent! (3,210 reviews)

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

Travelers say...
"Excelente servicio, por todo el personal y mayordomo Jose fue increíble. El mejor trato recibido"

Reviewed on May 8, 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.

Best Caribbean Islands Flight and Hotel Packages

Caribbean Islands flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
per person
Jun 14 - Jun 18
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
per person
Jun 16 - Jun 22
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
per person
Jun 26 - Jun 30
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Don't see what you're looking for?
See all available trips from CMH-All Airports to Caribbean Islands
View all trips

Caribbean Islands flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Baglioni Hotel Regina - The Leading Hotels of the World

Baglioni Hotel Regina - The Leading Hotels of the World

5 out of 5
per person
Jun 17 - Jun 23
Roundtrip non-stop flight included
Chicago (ORD) to Rome (FCO)
Relais de la Poste

Relais de la Poste

3 out of 5
per person
Jun 17 - Jun 23
Roundtrip non-stop flight included
Dallas (DFW) to Rome (FCO)
Parco dei Principi Grand Hotel & SPA - part of : Preferred Hotels & Resorts

Parco dei Principi Grand Hotel & SPA - part of : Preferred Hotels & Resorts

5 out of 5
per person
Jun 17 - Jun 23
Roundtrip non-stop flight included
Chicago (ORD) to Rome (FCO)
Don't see what you're looking for?
See all available trips from CMH-All Airports to Caribbean Islands
View all trips

Caribbean Islands flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
Baglioni Hotel Regina - The Leading Hotels of the World

Baglioni Hotel Regina - The Leading Hotels of the World

5 out of 5
per person
Jun 17 - Jun 24
Roundtrip non-stop flight included
Chicago (ORD) to Rome (FCO)
Parco dei Principi Grand Hotel & SPA - part of : Preferred Hotels & Resorts

Parco dei Principi Grand Hotel & SPA - part of : Preferred Hotels & Resorts

5 out of 5
per person
Jun 17 - Jun 24
Roundtrip non-stop flight included
Chicago (ORD) to Rome (FCO)
W Rome

W Rome

5 out of 5
per person
Jun 17 - Jun 24
Roundtrip non-stop flight included
Chicago (ORD) to Rome (FCO)
Don't see what you're looking for?
See all available trips from CMH-All Airports to Caribbean Islands
View all trips

Caribbean Islands flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Dallas (DFW) to New York (JFK)
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Don't see what you're looking for?
See all available trips from CMH-All Airports to Caribbean Islands
View all trips

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Can I fly to Caribbean Islands right now?
Head to our Covid-19 Travel Advisor for information on regulations as well as safety and health guidelines. Enter your destination and dates to find out if any restrictions apply to your trip. Given how fast travel requirements are evolving, you should also check all relevant government websites before making any plans.
How much is the cheapest flight to Caribbean Islands?
Based on prices found over the last seven days on Travelocity, a roundtrip flight to Caribbean Islands was as low as . If you’re flexible with your dates, it will be easy to land a great bargain. This price was available on Travelocity for flights to Caribbean Islands departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Caribbean Islands?
According to Travelocity’s direct return flight demand from January to December last year, is the cheapest period to jet off to Caribbean Islands. Keep your eyes peeled for flights throughout this month and bag a top deal today.
How can I check my flight status to Caribbean Islands?
Check for updates on your flight to Caribbean Islands, make tweaks to your journey and a whole lot more from our handy “Trips” portal. Located at the top of the Travelocity homepage, it’s the place to manage and view your bookings. All you need to do is log in or open an account in seconds. Wise wanderers can also take advantage of the Travelocity app. You’ll get alerts for any gate changes and flight delays, along with the ability to find great deals on flights, hotels and rental cars while you’re out and about. If you have friends or family flying with you, it’s also a quick way to share your flight details with each other.
How do I find the best deals on flights to Caribbean Islands?
Here are our tips — book early, avoid vacation periods and be flexible with your dates. If you don’t have a specific date in mind, search for your flight to Caribbean Islands on Travelocity and click on “Flexible dates” above your results. This will reveal any cheaper fares on surrounding days. was the most affordable price for a roundtrip flight to Caribbean Islands in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Caribbean Islands with Travelocity?
An amazing getaway is only a click or two away when you arrange your trip with Travelocity. With competitive deals on cheap family flights, hotels, rental cars and more, we make it simple to locate the best prices for you. You can also take advantage of our round-the-clock customer assistance and free cancellations on most activities and hotels during every step of the process. Wander wisely with us and reserve your cheap flights to Caribbean Islands today.
What are the most popular flight routes to Caribbean Islands?
Whether you’re looking for a short trip or a lengthy vacation, we can help you book your ideal flight to Caribbean Islands. The busiest flight routes to this destination include:

  • New York, NY (JFK-John F. Kennedy Intl.) to Las Americas Intl. Airport (SDQ) - 1,499 flights a month.
  • Newark, NJ (EWR-Liberty Intl.) to Las Americas Intl. Airport (SDQ) - 888 flights a month.
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Las Americas Intl. Airport (SDQ) - 706 flights a month.

How much is a flight to Caribbean Islands on average?
In the last seven days, roundtrip flights to Caribbean Islands were priced between and . No matter what sort of ticket you’re after, we have some great deals to help you stay within budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Caribbean Islands?
The length of your direct flight to Caribbean Islands depends on your point of origin. To give you an idea of what to expect, here are the average travel times for a number of leading routes to Caribbean Islands:

  • New York, NY (JFK-John F. Kennedy Intl.) to Las Americas Intl. Airport (SDQ) - 3 hours and 50 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Las Americas Intl. Airport (SDQ) - 3 hours and 49 minutes
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Las Americas Intl. Airport (SDQ) - 2 hours and 14 minutes

What can I expect on a flight to Caribbean Islands?
That depends on several things. Is your flight to Caribbean Islands an hour long or many hours long? Are you planning to fly with a full-service airline or a budget option? These things will affect your experience while on board. If your flight is long haul, nearly all airlines include food, drink and entertainment. Budget carriers are a fantastic option when it comes to cheap flights for family vacations or if your journey is a quick one. But, they often won’t have the same inclusions as a full-service carrier.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Plane Tickets To Caribbean Islands

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Caribbean Islands. Browse through our inventory to explore a wide range of cheap flights to Caribbean Islands to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Caribbean Islands as you anxiously await to exit the plane and explore what Caribbean Islands has to offer. Considering all the amazing local food and culture in Caribbean Islands, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Caribbean Islands to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Caribbean Islands without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Caribbean Islands with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Caribbean Islands today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.