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 $345 per night from May 26 to May 27
CA $345
CA $545 total
includes taxes & fees
May 26 - May 27
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! (1,846 reviews)
"This hotel was awesome for the price! Our room was very clean, spacious, great amenities, safe and convenient location. Every employee that we encountered were all very nice, helpful, and professional. We will definitely stay at this hotel again!"

Reviewed on May 22, 2025

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 CA $187 per night from May 26 to May 27
CA $187
CA $222 total
includes taxes & fees
May 26 - May 27
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 ...
5.8/10 (1,828 reviews)
"Excelente lugar para estadía, comer y caminar a su alrededor."

Reviewed on May 18, 2025

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 CA $618 per night from May 29 to May 30
CA $618
CA $618 total
includes taxes & fees
May 29 - May 30
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! (1,831 reviews)
"The hotel is has all amenities, the staff is very good, Shakira and arduga are amenities staff, they are doing well and are very nice and friendly people."

Reviewed on May 20, 2025

Breezes Resort Bahamas All Inclusive
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Meridian Inn

Meridian Inn

2.5 out of 5
Dover, St. Lawrence Gap, Christ Church
The price is CA $112 per night from May 29 to May 30
CA $112
CA $130 total
includes taxes & fees
May 29 - May 30
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! (752 reviews)
"The property was nice & clean. The workers was very friendly and helpful. The thing that I didn't like was how you had to walk between two other hotels to get down to the beach. It was very narrow and trash everywhere. But Meridian Inn had no control of that."

Reviewed on May 21, 2025

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 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 May 27 to May 28
CA $108
CA $132 total
includes taxes & fees
May 27 - May 28
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 (964 reviews)
"I had to stay overnight for a layover. It was good enough to stay for one day and had no problems. They offer free shuttle rides to the airport at specific times. But If it's out of that time frame, it's a charge of $10."

Reviewed on May 8, 2025

Airport 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 $217 per night from Jun. 23 to Jun. 24
CA $217
CA $264 total
includes taxes & fees
Jun 23 - Jun 24
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. ...
8.4/10 Very Good! (1,002 reviews)
"Will always choose this hotel."

Reviewed on May 21, 2025

Holiday 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 The Mix 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

Bella 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 $93 per night from Jun. 5 to Jun. 6
CA $93
CA $105 total
includes taxes & fees
Jun 5 - Jun 6
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

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 CA $548 per night from May 26 to May 27
CA $548
CA $730 total
includes taxes & fees
May 26 - May 27
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 ...
9/10 Wonderful! (1,506 reviews)
"Looks was perfect and the staff was very attentive."

Reviewed on May 21, 2025

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
The price is CA $513 per night from May 26 to May 27
CA $513
CA $513 total
includes taxes & fees
May 26 - May 27
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! (2,450 reviews)
"So lovely Just noisy hallways late at night and early morning."

Reviewed on May 22, 2025

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
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! (4,170 reviews)
"Our stay was wonderful. We chose this resort after another family member stayed there, and we were not disappointed. The staff was incredible, in particular, our butler, Erickson, went about and beyond. Every single employee that we encountered was friendly and helpful. We enjoyed the nightly entertainment. ..."

Reviewed on May 22, 2025

Majestic 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 $256 per night from May 27 to May 28
CA $256
CA $336 total
includes taxes & fees
May 27 - May 28
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 ...
8.6/10 Excellent! (1,002 reviews)
"We weren't only amazed by the remarkable attention to style and detail used to recreate beautiful El Convent. We were overwhelmed with how well the hotels staff and designed have created an intimate hotel that we didn't even want to leave the hotel for the first day."

Reviewed on May 22, 2025

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

Barceló Bávaro Palace - All Inclusive

4.5 out of 5
Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
The price is CA $373 per night from Jun. 1 to Jun. 2
CA $373
CA $478 total
includes taxes & fees
Jun 1 - Jun 2
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 ...
7.8/10 Good! (4,454 reviews)
"It was really big with a lot of people. Great for family trips"

Reviewed on May 22, 2025

Barceló 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
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! (6,002 reviews)
"The mattress was the best I’ve ever slept on. Having a jacuzzi in our room was fun. The beach had a lot of seaweed piled up on the sand that could be cleaned up. The facilities staff were very loud outside the rooms starting at 8:15am. Elevators down frequently. Nighttime entertainment was generally ..."

Reviewed on May 22, 2025

Majestic Colonial Punta Cana - All Inclusive
Hilton Rose Hall an All-Inclusive Resort

Hilton Rose Hall an All-Inclusive Resort

4.5 out of 5
Rose Hall, Montego Bay, Saint James
The price is CA $548 per night from May 28 to May 29
CA $548
CA $548 total
includes taxes & fees
May 28 - May 29
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! (1,975 reviews)
"Very nice property and food"

Reviewed on May 21, 2025

Hilton Rose Hall an All-Inclusive Resort
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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
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! (4,170 reviews)
"Our stay was wonderful. We chose this resort after another family member stayed there, and we were not disappointed. The staff was incredible, in particular, our butler, Erickson, went about and beyond. Every single employee that we encountered was friendly and helpful. We enjoyed the nightly entertainment. ..."

Reviewed on May 22, 2025

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.
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
The Morgan Resort Spa Village
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Caribbean Islands flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Grand Case Beach Club
The Villas at Simpson Bay Resort
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See all available trips from Vancouver to Caribbean Islands
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Need a car after flight to Caribbean Islands?

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.