Cuba Vacations from $460

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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.
Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $674, price is now $460 per person
$460
per person
May 4 - May 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
7.4/10 Good! (1,067 reviews)
The staff was pleasant, but she took a long time looking for a junior suite room. Our room was on the first floor without any view. It was terribly outdated and unacceptable. Our second room from the same staff member was a 3rd floor room in better condition but still dated. We had a partial lake view. We were told that only a few of the junior suites have a lake view.

Reviewed on Feb 15, 2026

Still Waters Resort

Still Waters Resort

4 out of 5
Price was $839, price is now $541 per person
$541
per person
May 13 - May 19
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (SGF)
8.8/10 Excellent! (4,446 reviews)
Clean and comfortable room with good view. Staff was very helpful and friendly. Quiet area and secluded.

Reviewed on Feb 16, 2026

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

Hyatt Vacation Club at The Lodges at Timber Ridge, Branson

4 out of 5
Skyview
Save 100% on your flight
Price was $1,023, price is now $673 per person
$673
per person
May 13 - May 19
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Springfield (SGF)
9.2/10 Wonderful! (2,133 reviews)
Room was very clean, well kept and comfortable. Staff was very nice and helpful.

Reviewed on Feb 11, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $1,161, price is now $766 per person
$766
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Extremely nice hotel with the nicest staff!!

Reviewed on Feb 16, 2026

Hotel Saint Louis, Autograph Collection

Hotel Saint Louis, Autograph Collection

4 out of 5
Downtown St. Louis
Save 100% on your flight
Price was $826, price is now $588 per person
$588
per person
Apr 23 - Apr 26
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (458 reviews)
Property and room was really nice. I will be staying here in the future

Reviewed on Nov 25, 2025

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Discover the most popular places to visit in Cuba

Fanning Route 66 Outpost

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

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 Feb 19 to Feb 20
$85 total
Feb 19 - Feb 20
Total with taxes and fees
7.2/10 Good! (777 reviews)
Friendly people very nice room

Reviewed on Jan 27, 2026

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
$71 nightly
The price is $81 total per night from Mar 8 to Mar 9
$81 total
Mar 8 - Mar 9
Total with taxes and fees
8.8/10 Excellent! (998 reviews)
The breakfast was fresh, the orange juice was not orange juice. the heater in my room worked.

Reviewed on Jan 19, 2026

Super 8 by Wyndham Cuba
Newly built LOG Cabin-Float, Golf, Hike, Hunt, Fish, visit a winery...Relax!

Newly built LOG Cabin-Float, Golf, Hike, Hunt, Fish, visit a winery...Relax!

cuba MO
9.6/10 Exceptional! (33 reviews)
Caroline was very easy to work with and flexible when we had to make a late change. Beds were comfy, fire pit was awesome for making s’mores, and the peace and quiet was just what we needed to retreat to after a couple of tough days.

Reviewed on Jan 12, 2026

Get rates
Newly built LOG Cabin-Float, Golf, Hike, Hunt, Fish, visit a winery...Relax!
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.

Find the Best Cuba Vacation Packages

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 $460 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.