In Washington, D.C., Jerry and Dave Chappelle take a ride in a 1973 Citroën Maserati SM and pay a visit to Dave's old high school.

Jerry picks up Ellen DeGeneres in a 1977 Toyota FJ40 Land Cruiser. They discuss her start in comedy, then Ellen teaches Jerry a lesson about car keys.

In a 1984 Ferrari 288 GTO, Jerry and Tracy Morgan do some grocery shopping, talk about raisins and hit a diner in Ridgewood, New Jersey.

Jerry picks up Brian Regan in Brian's favorite car, a Cadillac XLR convertible, and they get coffee and visit a golf shop (to Jerry's chagrin).

Dana Carvey and Jerry roll in a Meyers Manx dune buggy to the Beverly Hills Hotel for coffee, then Dana plays guitar for Jerry at a music store.

Jerry picks up basketball enthusiast Hasan Minhaj in a 1992 Ferrari 512 TR and tries to explain why baseball's better over coffee and pancakes.

Jerry takes Neal Brennan to Hermosa Beach in a 1965 Porsche 356C Coupe to discuss comic philosophies and why they didn't watch each other's shows.

In a 1969 Alfa Romeo Giulia Super, Jerry and John Mulaney do some rug shopping for John's apartment and head to Staten Island for pizza and coffee.

Kate McKinnon joins Jerry for a jaunt around Manhattan in a 1962 Fiat 600 Multipla, and they dive into topics like the Coriolis effect over coffee.

Jerry picks up Alec Baldwin in a 1974 BMW 3.0 CS coupe, and they drive to their shared hometown of Massapequa, New York, to swap old stories.

Jerry travels to Las Vegas in a 1966 Jaguar E-Type to spend time with his hero, Jerry Lewis, in what would be Lewis's final on-screen appearance.