One of the most entertaining Cast Members on the entire Walt Disney World, HAS to be at the Port Orleans – Riverside Resort. If you are looking for an intimate setting and pure enjoyment, just head inside to the River Roost Lounge for the Yeehaa Bob Show! His show starts every Wednesday through Saturday evening at 8:30PM. However, I wouldn’t wait to arrive as the room fills up quickly, and Bob makes the rounds through the house to visit with patrons before he gets started.

At the River Roost Lounge in the Port Orleans - Riverside Resort
At the River Roost Lounge in the Port Orleans – Riverside Resort

Bob Jackson is a busy guy. Besides playing at Riverside, he also gives a lot of time to the kids in the Orlando, Florida area. He plays several times at the “Give Kids The World Village”. And, spends a lot of his summers playing the at the Libraries in the area, as well. He has a real heart for those who have a special need, and a desire to instill in them a special experience.

He has traveled all over the world with his music, but now calls Orlando his home with his wife of 35 years and his two children.

There are three sets in his show, and the first one is especially deemed safe for children. He doesn’t really get raunchy with his music, but the later shows may include jokes of a more adult nature. You can visit him at

Thanks Bob, for all your hard work and dedication to entertaining the masses for all these years at the Port!


Author: threestrandswdw

I am a Disney fanatic who can't get nearly enough time to be there! I am married to someone who isn't as into it as I am, but tolerates my "hobby". I live in Ohio, but would love to make the move to Orlando, if I would work either at Walt Disney World, or in some peripheral business serving the WDW area! I invite you to read, comment, and submit ideas anytime at Or, even better, send me a trip report to share with others! We all like to live through the experiences of others, help us stay connected to the magic! Thank you!!

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