Cheap Flight Deals to Caribbean Islands  

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

Change your flight without a fee on select flights

Your guide to flights to Caribbean Islands,

 fly to Caribbean Islands, so use Travelocity to search, find, and compare some truly tempting deals from the airlines—that way you can be sure you’ve found the best deal for you. A flight to Caribbean Islands currently costs between and . Prices vary, but for the best fares, travel in when prices are at their lowest.  

Top tips for finding cheap flights to Caribbean Islands  

The cheapest flight for a round trip to Caribbean Islands is currently . When you search for flights to Caribbean Islands, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Caribbean Islands for nearby days.  The cheapest month to travel to Caribbean Islands is  from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Caribbean Islands 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Caribbean Islands with Travelocity 

We have top deals on plane tickets even for last minute flights to Caribbean Islands, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Caribbean Islands for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Caribbean Islands

Comfort Suites Paradise Island

Comfort Suites Paradise Island

4 out of 5
Paradise Island Drive, Paradise Island, New Providence
The price is CA $353 per night from Nov 9 to Nov 10
CA $353
CA $538 total
Nov 9 - Nov 10
includes taxes & fees
Stay at this 4-star business-friendly hotel in Paradise Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
8.2/10 Very Good! (1,978 reviews)
Front desk was very helpful

Reviewed on Nov 6, 2025

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
Stay at this 3-star hotel in Carolina. Enjoy free WiFi, 2 restaurants, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
6/10 (1,940 reviews)
Yes

Reviewed on Nov 2, 2025

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
Stay at this 3-star beach hotel in Nassau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.4/10 Good! (1,968 reviews)
Clean room, great food, lots to choose from.

Reviewed on Nov 4, 2025

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 ...
8.4/10 Very Good! (814 reviews)
very much what i needed; kitchenette, amenities, safety, beachfront. The only con is its location from the main road, but taxis were available 24/7.

Reviewed on Nov 1, 2025

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 Islands hotel with Airport Shuttles

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
7 Factory Road, Golden Grove, Piarco, Trinidad
The price is CA $109 per night from Dec 1 to Dec 2
CA $109
CA $133 total
Dec 1 - Dec 2
includes taxes & fees
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. ...
5.8/10 (1,001 reviews)
Short trip but was very accommodating, minimalistic features in room, chill and safe.

Reviewed on Nov 1, 2025

Opens in a new windowAirport Suites Hotel
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

3 out of 5
No 1 Exposition Drive, Piarco, Trinidad
The price is CA $213 per night from Nov 15 to Nov 16
CA $213
CA $259 total
Nov 15 - Nov 16
includes taxes & fees
Stay at this 3-star golf hotel in Piarco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
Staff were friendly and helpful. Property is perfect for short stays and the shuttle service to the airport and the nearby mall is excellent.

Reviewed on Nov 4, 2025

Opens in a new windowHoliday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
Bella Noni B&B

Bella Noni B&B

3.5 out of 5
Highroad 107 Km 3.5 Borinquen Plz, Aguadilla
Stay at this 3.5-star B&B in Aguadilla. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Crash Boat Beach and Peña Blanca Beach are located ...
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

Opens in a new windowBella Noni B&B
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Advantage Mini Resort

Advantage Mini Resort

3 out of 5
Bottelier Kaya A 2, Willemstad
The price is CA $110 per night from Nov 19 to Nov 20
CA $110
CA $123 total
Nov 19 - Nov 20
includes taxes & fees
Stay at this 3-star hotel in Willemstad. Enjoy free WiFi, free parking, and 5 beach bars. Popular attractions Mambo Beach and Curaçao Sea Aquarium are located ...
8.4/10 Very Good! (34 reviews)
Good place to stay. Was comfortable and did the trick for my short stay

Reviewed on Feb 24, 2025

Opens in a new windowAdvantage 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 CA $535 per night from Dec 3 to Dec 4
CA $535
CA $713 total
Dec 3 - Dec 4
includes taxes & fees
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 helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,636 reviews)
We had such a great experience at the Condado Vanderbilt Hotel. The property is beautiful — elegant, clean, and perfectly located with gorgeous ocean views. The staff were attentive and friendly, always making sure we were comfortable and well taken care of. The pools were relaxing with plenty of ...

Reviewed on Nov 2, 2025

Opens in a new windowCondado 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! (2,599 reviews)
Yes the room was spotless staff was excellent and very helpful.

Reviewed on Oct 30, 2025

Opens in a new windowBahia 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 CA $525 per night from Dec 9 to Dec 10
CA $525
CA $525 total
Dec 9 - Dec 10
includes taxes & fees
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 ...
8.8/10 Excellent! (4,497 reviews)
Great property. We'll be back for sure.

Reviewed on Nov 7, 2025

Opens in a new windowMajestic Elegance Punta Cana - All Inclusive
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Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
The price is CA $687 per night from Dec 4 to Dec 5
CA $687
CA $898 total
Dec 4 - Dec 5
includes taxes & fees
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,001 reviews)
Courtyard … saved us in the pouring rain. Food was so-so but we had bumped into a wedding that put a strain on things. We were a family party of 10. Satisfied. A room temp issue was rectified by immediately changing our room and giving us a token credit. Appreciated but not requested.

Reviewed on Nov 7, 2025

Opens in a new windowHotel 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

Barceló Bávaro Palace - All Inclusive

4.5 out of 5
Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
The price is CA $384 per night from Dec 8 to Dec 9
CA $384
CA $492 total
Dec 8 - Dec 9
includes taxes & fees
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 helpful staff in our ...
8/10 Very Good! (5,386 reviews)
Very nice

Reviewed on Nov 2, 2025

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
The price is CA $587 per night from Dec 9 to Dec 10
CA $587
CA $587 total
Dec 9 - Dec 10
includes taxes & fees
Stay at this 4-star beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (6,350 reviews)
We have been coming to this resort for the last 10 years. People ask us why don’t we go somewhere else? The answer is simple. We love this place. And most of all we love the staff. They are like family to us. The service and food is excellent. The staff is amazing. There are too many to name here, ...

Reviewed on Nov 4, 2025

Opens in a new windowMajestic Colonial Punta Cana - All Inclusive
Dreams Rose Hall Resort & Spa - All Inclusive

Dreams Rose Hall Resort & Spa - All Inclusive

4.5 out of 5
Rose Hall, Montego Bay, Saint James
Stay at this 4.5-star 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! (1,981 reviews)
Great staff and beautiful property.

Reviewed on Oct 31, 2025

Opens in a new windowDreams Rose Hall Resort & Spa - All Inclusive
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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 CA $525 per night from Dec 9 to Dec 10
CA $525
CA $525 total
Dec 9 - Dec 10
includes taxes & fees
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 ...
8.8/10 Excellent! (4,497 reviews)
Great property. We'll be back for sure.

Reviewed on Nov 7, 2025

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.

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.
Sapphire Beach Club Resort
The Villas at Simpson Bay Resort
Simpson Bay Resort, Marina & Spa
Don't see what you're looking for?
See all available trips from Montreal to Caribbean Islands
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Caribbean Islands flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Forest
Villa Amalia
Blue Marine Penthouse
Don't see what you're looking for?
See all available trips from Toronto 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.
Hilton Vacation Club Royal Palm St. Maarten
The Villas at Simpson Bay Resort
Sapphire Beach Club Resort
Don't see what you're looking for?
See all available trips from Toronto to Caribbean Islands
View all trips

Need a car after flight to Caribbean Islands?

Frequently asked questions

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.

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.