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 $383 per night from Dec. 8 to Dec. 9
CA $383
CA $594 total
includes taxes & fees
8 Dec - 9 Dec
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 ...
8/10 Very Good! (1,546 reviews)
"We loved every part of the stay especially the friendly ataff!"

Reviewed on 2 Dec. 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 CA $173 per night from Dec. 12 to Dec. 13
CA $173
CA $196 total
includes taxes & fees
12 Dec - 13 Dec
Stay at this 3-star hotel in Carolina. Enjoy free WiFi, 2 restaurants, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
5.8/10 (1,584 reviews)
"It is quite good for a quick weekend getaway or or layover. Dining options in and around the premises. Great 24/7 security cameras in parking lot and in the hotel. Very pleasant employees. Clean rooms and comfy beds. Should look into better inside the rooms security locks."

Reviewed on 24 Nov. 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 CA $539 per night from Dec. 9 to Dec. 10
CA $539
CA $539 total
includes taxes & fees
9 Dec - 10 Dec
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 ...
7/10 Good! (1,462 reviews)
"A little dog-eared, but the staff is great. I enjoyed the food, pool volleyball and local parasailing."

Reviewed on 3 Dec. 2024

Breezes 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! (702 reviews)
"Had an amazing stay at the meridian inn"

Reviewed on 1 Dec. 2024

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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 $73 per night from Dec. 16 to Dec. 17
CA $73
CA $90 total
includes taxes & fees
16 Dec - 17 Dec
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 (905 reviews)
".You can see that remodeling work is being done, but it does not affect the tranquility. I imagine that when they finish it will be better."

Reviewed on 31 Oct. 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 CA $206 per night from Dec. 15 to Dec. 16
CA $206
CA $250 total
includes taxes & fees
15 Dec - 16 Dec
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. ...
8.2/10 Very Good! (1,001 reviews)
"The free shuttle and breaffast makes this property a gem. It was also clean and the staff was very warm and welcoming"

Reviewed on 2 Dec. 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 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 ...
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 25 Sep. 2020

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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 $104 per night from Dec. 12 to Dec. 13
CA $104
CA $115 total
includes taxes & fees
12 Dec - 13 Dec
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! (29 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 5 Apr. 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 CA $531 per night from Dec. 11 to Dec. 12
CA $531
CA $707 total
includes taxes & fees
11 Dec - 12 Dec
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! (1,443 reviews)
"Heated infinity pool is wonderful. Breakfast buffet is the best. Pastry chef makes the best Breakfast pastry. Very friendly and helpful staff. Visited 3 times this year. Kurtpetterson. kpcvn @charter.net"

Reviewed on 2 Dec. 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! (2,355 reviews)
"The resort was very clean. Every staff member that I interacted with were all nice. The resort was just a little too quiet. It seemed dead to the world once the sun went down around 6 every evening we were there."

Reviewed on 2 Dec. 2024

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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 CA $609 per night from Dec. 9 to Dec. 10
CA $609
CA $609 total
includes taxes & fees
9 Dec - 10 Dec
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! (3,881 reviews)
"The customer service, the hotel itself and all the staff were exceptional."

Reviewed on 2 Dec. 2024

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 $338 per night from Dec. 4 to Dec. 5
CA $338
CA $443 total
includes taxes & fees
4 Dec - 5 Dec
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! (1,000 reviews)
"A luxury stay in every way"

Reviewed on 29 Nov. 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

Barceló Bávaro Palace - All Inclusive

4.5 out of 5
Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
The price is CA $450 per night from Dec. 16 to Dec. 17
CA $450
per night
Dec. 16 - Dec. 17
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! (4,164 reviews)
"Awesome room"

Reviewed on 29 Nov. 2024

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. ...
8.6/10 Excellent! (5,281 reviews)
"Did not like the volume level of the entertainment. TOOO loud."

Reviewed on 1 Dec. 2024

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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 $461 per night from Dec. 15 to Dec. 16
CA $461
per night
Dec. 15 - Dec. 16
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)
"This is my second year in a row that we stay at this all inclusive. Staff is second to none and truly go out of their way to make everything perfect. The restaurants are included and the food is amazing. The swim up bar and staff like Aston and Nicardo are the best. The kids enjoyed the pool, lazy ..."

Reviewed on 30 Nov. 2024

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
The price is CA $609 per night from Dec. 9 to Dec. 10
CA $609
per night
Dec. 9 - Dec. 10
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! (3,881 reviews)
"The customer service, the hotel itself and all the staff were exceptional."

Reviewed on 2 Dec. 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.
Sea Palace by Capital Vacations

Sea Palace by Capital Vacations

3 out of 5
Save 100% on your flight
per person
Jan. 11 - Jan. 18
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
per person
Jan. 5 - Jan. 12
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
per person
Jan. 21 - Jan. 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
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 - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
per person
Jan. 2 - Jan. 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
per person
Jan. 2 - Jan. 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
per person
Jan. 2 - Jan. 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
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.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
per person
Jan. 8 - Jan. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
per person
Jan. 8 - Jan. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
per person
Jan. 9 - Jan. 16
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
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 - first class flights

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
per person
Jan. 23 - Jan. 31
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
per person
Jan. 23 - Jan. 31
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
per person
Jan. 23 - Jan. 31
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
Don't see what you're looking for?
See all available trips from Montreal to Caribbean Islands
View all trips

Need a car after flight to Caribbean Islands?

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

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.