Cuba Vacations from $325

Book a Hotel + Flight or Car together to unlock savings

Your Cuba Vacation

When a city escape is calling, answer it with a vacation package to Cuba. With all your travel needs under control before you go, all you need to do here is concentrate on having fun. Make your trip to Cuba even more fun by including some sightseeing. Fanning Route 66 Outpost, Peaceful Bend Vineyard and Crawford County Historical Museum are some of the most popular attractions worth exploring. Your perfect Cuba vacation is just a few clicks away. Search hotels, airfares and more on Expedia for a getaway that's tailored just for you.

The Latest Cuba vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $494, price is now $325 per person
$325
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,581 reviews)
Has a parking garage or street parking patrolled by local police constantly. We did not try the hotel breakfast we went to “The Pancake House” for breakfast and it was awesome.

Reviewed on Oct 12, 2025

Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Save 100% on your flight
Price was $566, price is now $329 per person
$329
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
7.8/10 Good! (1,015 reviews)
It is a very quiet place and love the woodsy atmosphere

Reviewed on Oct 13, 2025

Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
Save 100% on your flight
Price was $704, price is now $422 per person
$422
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Springfield (SGF)
8.2/10 Very Good! (798 reviews)
This property is off the beaten path in Branson so it is more quiet and less traffic. The facility is beautifully maintained. Staff was pleasant and accommodating. We will definitely stay here again.

Reviewed on Oct 12, 2025

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

4 out of 5
Price was $1,081, price is now $743 per person
$743
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Springfield (SGF)
9.2/10 Wonderful! (2,066 reviews)
It was a great place to stay with family

Reviewed on Oct 14, 2025

Stonewater Cove

Stonewater Cove

3 out of 5
Price was $789, price is now $551 per person
$551
per person
Dec 27 - Dec 31
found 24 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Springfield (SGF)
10/10 Exceptional! (2 reviews)
Great for family. Plenty of activities for kids.

Reviewed on Sep 2, 2025

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Discover the most popular places to visit in Cuba

Fanning Route 66 Outpost

4/5(5 reviews)

You can find out about the history of Cuba with a visit to Fanning Route 66 Outpost. While in this family-friendly area, you can enjoy the wineries.

Fanning Route 66 Outpost

Hood Park

4/5(2 reviews)

Explore the great outdoors at Hood Park, a lovely green space in Cuba. While in this family-friendly area, you can enjoy the restaurants.

Hood Park

Cuba Hotel Deals

Days Inn & Suites by Wyndham Cuba

Days Inn & Suites by Wyndham Cuba

2 out of 5
97 Ozark Drive, Cuba, MO
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from Oct 19 to Oct 20
$85 total
Oct 19 - Oct 20
Total with taxes and fees
7.2/10 Good! (749 reviews)
"It was a good stay. We stay here whenever we visit family and it's always pretty comfortable."

Reviewed on Oct 12, 2025

Days Inn & Suites by Wyndham Cuba
Super 8 by Wyndham Cuba

Super 8 by Wyndham Cuba

2 out of 5
28 Highway P, Cuba, MO
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from Oct 30 to Oct 31
$85 total
Oct 30 - Oct 31
Total with taxes and fees
8.8/10 Excellent! (968 reviews)
"Great!"

Reviewed on Oct 2, 2025

Super 8 by Wyndham Cuba
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Cuba
$142 nightly
The price is $151 total per night from Oct 16 to Oct 17
$151 total
Oct 16 - Oct 17
Total with taxes and fees
10/10 Exceptional! (23 reviews)
"Cabin was cozy, comfortable and very clean."

Reviewed on Oct 13, 2025

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
See all 192 properties in Cuba
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.

Cuba Essential Information

Language
English
Currency
U.S dollars
Population
3,400
Max Temp Winter
40ºF
Max Temp Summer
90ºF
Top Sights
Peaceful Bend Vineyard, Crawford County Historical Museum and Fanning Route 66 Outpost

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Frequently asked questions

How much does a Cuba vacation package cost?
Offering excellent value package deals from $325 on Expedia, you'll be surprised at how little a vacation to Cuba costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Cuba?
November, December and January are great times to look for cheap Cuba vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on hotels and flights.
How many days is enough for Cuba?
The ideal length of your Cuba vacation depends on what you'd like to do. Typically, a few days to a week will give you time to hit all the major sights and discover some hidden gems along the way.
How to find the best Cuba package deals?
Use Expedia's filters to find some unbeatable Cuba package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Cuba package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Cuba vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Cuba vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Cuba?
Score fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Cuba break.
Does Expedia offer Book Now, Pay Later Cuba vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Cuba trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.