Cheap Flights to Caribbean Islands

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Caribbean Islands Flight Information

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Amazing Caribbean Islands Accommodation Deals

Comfort Suites Paradise Island

Comfort Suites Paradise Island

4 out of 5
Paradise Island Drive, Paradise Island, New Providence
$351 nightly
The price is $378 total per night from Oct 26 to Oct 27
$378 total
Oct 26 - Oct 27
Total with taxes and 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! (1,989 reviews)
Very good

Reviewed on Oct 19, 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
$171 nightly
The price is $186 total per night from Oct 25 to Oct 26
$186 total
Oct 25 - Oct 26
Total with taxes and fees
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 (1,934 reviews)
I stayed for a night with a group of 4 ladies and we felt safe. safe. safesafe

Reviewed on Oct 18, 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
$332 nightly
The price is $367 total per night from Oct 30 to Oct 31
$367 total
Oct 30 - Oct 31
Total with taxes and fees
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! (1,964 reviews)
The resort is right on the beach and the views were amazing. The staff were very friendly and the bartenders were great. The buffet had lots of options including an omelette station for breakfast and cooked to order stir fry and pasta for dinner. We tried the two Restaurants that were open and everything ...

Reviewed on Oct 18, 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! (808 reviews)
Clean room

Reviewed on Oct 14, 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 with Airport Shuttles

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
7 Factory Road, Golden Grove, Piarco, Trinidad
$87 nightly
The price is $95 total per night from Oct 24 to Oct 25
$95 total
Oct 24 - Oct 25
Total with taxes and 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 (1,007 reviews)
Quiet

Reviewed on Oct 20, 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
$169 nightly
The price is $185 total per night from Nov 1 to Nov 2
$185 total
Nov 1 - Nov 2
Total with taxes and 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! (1,021 reviews)
On arrival staff was friendly and helpful. We took the shuttle to and from the airport. It's a great service. Our room was comfortable. Would stay again.

Reviewed on Oct 16, 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
$74 nightly
The price is $80 total per night from Nov 1 to Nov 2
$80 total
Nov 1 - Nov 2
Total with taxes and 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
$351 nightly
The price is $390 total per night from Oct 28 to Oct 29
$390 total
Oct 28 - Oct 29
Total with taxes and 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! (1,608 reviews)
Amazon service and beautiful property.

Reviewed on Oct 19, 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
$330 nightly
The price is $330 total per night from Oct 24 to Oct 25
$330 total
Oct 24 - Oct 25
Total with taxes and fees
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! (2,572 reviews)
Great staff, great vibes. The only thing that needs to be improved is the food quality at the à la carte restaurants. The buffet was consistently better than any of the other restaurants. Keep up the good work, we’ll be back! 🇯🇲

Reviewed on Oct 19, 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
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! (4,428 reviews)
The pool has tiles missing everywhere. There were plenty of tiles actively coming lose while walking in the pool. Everything else was good.

Reviewed on Oct 22, 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
$263 nightly
The price is $286 total per night from Oct 28 to Oct 29
$286 total
Oct 28 - Oct 29
Total with taxes and 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! (1,008 reviews)
Property was clean and staff was very professional

Reviewed on Oct 14, 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
Great for families

Barceló Bávaro Palace - All Inclusive

4.5 out of 5
Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
$223 nightly
The price is $285 total per night from Oct 26 to Oct 27
$285 total
Oct 26 - Oct 27
Total with taxes and 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! (5,396 reviews)

Families like: Outdoor pools, waterslide, kids club, playground

Travelers say...
Property is huge, beautiful, and clean. The pool is also huge. People are friendly and attentive. The food was decent, I enjoyed the buffet the most, good options. Sports bar open 24 hours is a plus for those late night munchies. There’s a lot of walking depending where your room is. There’s Trolly ...

Reviewed on Oct 19, 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
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! (6,423 reviews)
Clean and good ac in room. Swim bar bartender was quite rude and was not a language barrier. I speak Spanish and English fluently. Maybe he was over whelm. He should know you work in customer services. Take a break gather your self and then come back. Also tons of seaweed. Wish expedia would have ...

Reviewed on Oct 13, 2025

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

Dreams Rose Hall Resort & Spa - All Inclusive

4.5 out of 5
Rose Hall, Montego Bay, Saint James
$284 nightly
The price is $284 total per night from Oct 27 to Oct 28
$284 total
Oct 27 - Oct 28
Total with taxes and fees
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! (1,996 reviews)

Families like: Outdoor pools, free waterpark access, kids club, playground

Travelers say...
Emails to property went unanswered over a 2 week period. Numerous attempts were made to contact property

Reviewed on Oct 19, 2025

Opens in a new windowDreams Rose Hall Resort & Spa - All Inclusive
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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
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! (4,428 reviews)

Families like: Outdoor pools, waterslide, kids club, playground

Travelers say...
The pool has tiles missing everywhere. There were plenty of tiles actively coming lose while walking in the pool. Everything else was good.

Reviewed on Oct 22, 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.
Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Royal Palm St. Maarten
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See all available trips from Boston to Caribbean Islands
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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
The Villas at Simpson Bay Resort
Panorama Residences at Monte Vista
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See all available trips from New York to Caribbean Islands
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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.
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.

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.