Cheap Flight Deals to Caribbean Islands  

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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 $349 per night from Jan 26 to Jan 27
CA $349
CA $531 total
Jan 26 - Jan 27
includes taxes & 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 ...
8.2/10 Very Good! (2,060 reviews)
Great hotel friendly staff and helpful. Easy access to Atlantis hotel

Reviewed on Jan 12, 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
Stay at this hotel in Carolina. Enjoy free WiFi, 2 restaurants, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
6/10 (2,049 reviews)
Clean,staff friendly

Reviewed on Jan 10, 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
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 ...
7.4/10 Good! (2,063 reviews)
I looked at this resort many times before booking and was worried about how it would be based on reviews. When we first arrived I was a little disappointed but that changed after our first day. This is an older place for sure and it has the normal signs of it. But we were really happy with how well ...

Reviewed on Jan 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! (842 reviews)
great

Reviewed on Dec 31, 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 $108 per night from Feb 3 to Feb 4
CA $108
CA $132 total
Feb 3 - Feb 4
includes taxes & fees
Book a stay at this 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 (999 reviews)
The room was great and the staf was very friendly. This is my second stay here and i will return.

Reviewed on Dec 14, 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 $208 per night from Feb 5 to Feb 6
CA $208
CA $253 total
Feb 5 - Feb 6
includes taxes & fees
Book a stay at this 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! (1,002 reviews)
The staff was excellent so polite very helpful they assisted with finding a safe driver that took us sight seeing

Reviewed on Jan 9, 2026

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 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
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 ...
8.4/10 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 $735 per night from Feb 2 to Feb 3
CA $735
CA $978 total
Feb 2 - Feb 3
includes taxes & fees
Book a stay at this 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! (1,683 reviews)
Just a perfect experience! The staff were exceptionally friendly, knowledgeable, and helpful. The amenities were great. The location was perfect. A wonderful visit!

Reviewed on Jan 13, 2026

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
Book a stay at this luxury property in Runaway Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8.2/10 Very Good! (2,461 reviews)
Great place

Reviewed on Dec 10, 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
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. ...
8.8/10 Excellent! (4,635 reviews)
Cleanliness of the entire facility and friendly staff were the highlights of our stay.

Reviewed on Jan 11, 2026

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
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! (1,010 reviews)
excellent service

Reviewed on Jan 12, 2026

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 Punta Cana La Altagracia
The price is CA $617 per night from Jan 28 to Jan 29
CA $617
CA $789 total
Jan 28 - Jan 29
includes taxes & 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 ...
8/10 Very Good! (5,507 reviews)
Everything we could have expected and more. This resort has it all together.

Reviewed on Jan 14, 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. ...
8.8/10 Excellent! (6,408 reviews)
We had a great stay from start to finish. The beach, pool, food, and room were all fabulous for a very reasonable price over the holiday season. We were happy with all the amenities provided and really enjoyed the little “VIP” lounge area to grab a little bite and drink or coffee. The staff are what ...

Reviewed on Jan 9, 2026

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
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! (1,908 reviews)
Great

Reviewed on Jan 4, 2026

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
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. ...
8.8/10 Excellent! (4,635 reviews)
Cleanliness of the entire facility and friendly staff were the highlights of our stay.

Reviewed on Jan 11, 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.

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.
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Panorama Residences at Monte Vista
Don't see what you're looking for?
See all available trips from Port of Spain 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.
Panorama Residences at Monte Vista
The Morgan Resort Spa Village
Oceans at Divi Little Bay
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.