Cuba Vacation Packages 2026 from $587

Cuba flight + hotel vacation packages

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

Westgate Branson Woods Resort and Cabins

Shepherd of the Hills

$587

per person

Oct 31 - Nov 5

found 1 day ago

Roundtrip non-stop flight included

Manchester (MHT) to Springfield (SGF)

2 outdoor pools, an indoor pool, and a hot tub are all featured at this smoke-free resort. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.

The Wildwood Hotel

Save 100% on your flight

$738

per person

Nov 2 - Nov 9

found 19 hours ago

Roundtrip flight included

Detroit (DTW) to St. Louis (STL)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Remodeled and Inviting Free EV

Save 100% on your flight

$889

per person

Nov 2 - Nov 9

found 18 hours ago

Roundtrip flight included

Detroit (DTW) to St. Louis (STL)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.

The Cheshire

Save 100% on your flight

$907

per person

Nov 2 - Nov 9

found 18 hours ago

Roundtrip flight included

Detroit (DTW) to St. Louis (STL)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free English breakfast each morning.

Roark Creek Resort

Downtown Branson

$999

per person

Oct 31 - Nov 5

found 1 day ago

Roundtrip non-stop flight included

Manchester (MHT) to Springfield (SGF)

Free water park access and a gym are featured at this smoke-free condo. Enjoy the seasonal outdoor pool and perks like free self parking. A terrace, a garden, and luggage storage are also on offer.

Top Cuba hotels deals

Super 8 by Wyndham Cuba

28 Highway P Cuba MO

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$85 total

Sep 3 - Sep 4

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A picnic area, a computer station, and laundry facilities are also on offer.

Days Inn & Suites by Wyndham Cuba

97 Ozark Drive Cuba MO

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$82 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Get Back to Nature at Three Pine Cabin

Cuba MO

$190 nightly

$202 total

Aug 24 - Aug 25

Total with taxes and fees

This cabin featured laundry facilities and barbecue grills.

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

Cuba MO

$140 nightly

$149 total

Aug 24 - Aug 25

Total with taxes and fees

This cabin includes a garden and barbecue grills.

Peaceful and quiet cabin with keypad entry for convenient self check in.

Cuba MO

$145 nightly

$154 total

Aug 24 - Aug 25

Total with taxes and fees

This cabin includes a garden and barbecue grills.

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

cuba MO

Get rates

This cabin features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.

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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.

Stay near popular Cuba attractions

Fanning Route 66 Outpost

8.2/10 (21 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.

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Frequently asked questions

How much are vacation packages to Cuba?

You can land an amazing flight and hotel bundle from just $587. With a Travelocity vacation package, a getaway to Cuba has never looked so good! Save both time and money and then get a head start on packing those bags.

How long should my Cuba vacation be?

Many travelers pack their bags and see the sights of Cuba for an average of 2 nights. That gives you an idea of time frames, but don't feel limited by it. Whether you just stay a few nights to see the famous sights or stick around to experience this place like a local, an unforgettable journey awaits.

Where can I get the best vacation package deals for Cuba?

Travelocity has countless ways to score a fantastic Cuba package deal. Select from 400 air carriers and 1,000,000 properties all over the globe and create a travel itinerary that's perfect for you. With so many options at hand, it's easy to organize your next big escape.

Why should I book my Cuba vacation bundle via Travelocity?

We've got 24/7 support, top-notch service and a Price Match Guarantee. Life is all about the journey — and we have exciting destinations for you to journey to all over the world. Roam with us and your wallet will thank you for it.

Can I save on my Cuba car rental if I bundle it with my hotel or flight?

Absolutely — combine your car, flight and hotel into a Cuba vacation package and you can save tons. With so many places to explore in the Cuba area, having your own wheels will make it easy to explore. Once you've buckled up, crank up the music and make your way to Busch Stadium, an unmissable attraction about 75 mi from Cuba.

Which airport is best for Cuba?

Waynesville Regional Airport (TBN), the gateway to Cuba, is where you'll stroll through arrivals. It's 45 mi southwest of the downtown area.

What is there to do in Cuba?

Cuba is brimming with sights to explore, such as Fanning Route 66 Outpost and Crawford County Historical Museum. These two fantastic attractions are on most tourists' itineraries.

Where should I stay when visiting Cuba?

If you're looking for someplace comfortable to spend your nights, take a look at the The Ozark's Fox Ridge Relaxing Getaway!. It's the top choice for many visitors.