Rollin' with Zach

Zach tries out to be a contestant on The Price is Right and surfs the Southern California waves.

Zach takes a spin on classic rides at Navy Pier and straps on water skis on beautiful Lake Michigan.

New York City; aerial tour of Manhattan; speed dating; stand-up at Caroline's.

San Francisco; catching a crab on Fisherman's Wharf; Jelly Belly factory; sailing under the Golden Gate Bridge.

The Las Vegas strip; gambling with a high roller; meeting Jubilee showgirls.

Portland, Ore.; rock climbing in Mount Hood National Forest.