Cuba Vacations from $402
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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.
The Knight Center at Washington University
$402
per person
Nov 7 - Nov 10
found 22 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
9.4/10 Exceptional! (685 reviews)
Very nice property. Great location. Easy parking. Rooms were pretty clean. The beds could use a refresh. The main issue was the temperature in the room was not comfortable at all. It was very hot. Neither the temperature nor the fan would adjust.
Reviewed on Sep 29, 2026
The Cheshire
$919
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
It’s a unique (the rooms were named after authors 😊), and interesting hotel. The staff was friendly and helpful, the room was nice, and the breakfast was good. The only down side was the parking situation. We paid $10/day and many of the parking spots were filled by restaurant patrons (who parked for free). It was somewhat frustrating to drive around looking for a spot only to find out the only available spot was in lowest level of parking garage.
Reviewed on Sep 29, 2026
Stormy Point Village Lakeside
$490
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Springfield (SGF)
7.8/10 Good! (215 reviews)
We paid in full through Expedia when we booked; however, the property charged us additional resort fees at check in. It doubled the price we paid. The amenities are located at the other property and not within walking distance. The ice machine was broken. I will never stay here again.
Reviewed on Sep 25, 2026
Stay near popular Cuba attractions
Fanning Route 66 Outpost
8.2/10 (21 reviews)
Home to the enormous 42-foot Route 66 Red Rocker, this iconic roadside stop captures classic Americana charm. Browse over 250 glass-bottled sodas and sample from 75 flavors of homemade fudge.
Weisel Lake
This tranquil man-made reservoir offers peaceful fishing away from crowded recreational areas. Bring your own gear and visit during spring or fall when fish are most active.
Durbin Lake
Durbin Lake offers a tranquil fishing retreat in Missouri's Crawford County. Anglers enjoy the peaceful reservoir's variety of fish species, especially during the productive spring and fall seasons.
Castanis Lake
Castanis Lake offers a tranquil fishing retreat for bass enthusiasts near Cuba, Missouri. Anglers appreciate the quiet atmosphere and uncrowded shores perfect for early morning casting sessions.
Hood Park
7.4/10 (14 reviews)
This 58-acre community hub hosts the historic Crawford County Fair, a tradition since 1902. Enjoy ball fields, a fishing pond, and trails through tree-lined grounds—perfect for family picnics or leisurely afternoons.
Britton's Memory Park
Britton's Memory Park offers a tranquil retreat for locals seeking a moment of quiet reflection. This modest green space provides a peaceful atmosphere away from the bustle of everyday life.
Mapleshade Park
Mapleshade Park offers serene trails winding through lush greenery in the heart of Cuba, Missouri. Enjoy a rejuvenating morning walk or bring the family to the playground for a peaceful outdoor retreat.
Paul Bryan Park
Paul Bryan Park offers 19.7 acres of tranquil green space with hiking trails and sports facilities in Cuba, Missouri. Visitors can enjoy peaceful walks or play baseball and tennis on well-maintained courts.
Cuba Hotel Deals
Days Inn & Suites by Wyndham Cuba
97 Ozark Drive Cuba MO
Fully refundableReserve now, pay when you stay
$68 nightly
$78 total
Oct 18 - Oct 19
Total with taxes and fees
7.4/10 Good! (856 reviews)
"I don’t know how this hotel has such a high rating. It felt old and dirty. The room had an odd odor. The carpeting was old and dirty. The bathroom tile looked filthy, and the tub was old and stained. The included breakfast was minimal. I would recommend stopping in either Rolla or Sullivan, and bypassing ..."
Reviewed on Sep 29, 2026
Super 8 by Wyndham Cuba
28 Highway P Cuba MO
Fully refundableReserve now, pay when you stay
$78 nightly
$89 total
Oct 11 - Oct 12
Total with taxes and fees
Get Back to Nature at Three Pine Cabin
Cuba MO
$176 nightly
$187 total
Oct 4 - Oct 5
Total with taxes and fees
9.8/10 Exceptional! (326 reviews)
"Enjoyed our weekend in the woods. I would be sure to arrive during daylight hours, finding the cabin can be tricky in the dark and there are neighboring private properties/areas to stay off of. Pretty much everything you need and the host is responsive. The shower water was very hard to get a consistent ..."
Reviewed on Sep 27, 2026
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 $402 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.
