--- title: "28 Heartwarming Photos of Jay Leno Just Joyriding in His Many, Many Cars" date: "2025-11-26" modified: "2025-11-26" authors: - name: "Caleb Jacobs" job_title: "Senior Editor" link: "https://www.thedrive.com/authors/caleb-jacobs" url: "https://www.thedrive.com/news/28-heartwarming-photos-of-jay-leno-just-joyriding-in-his-many-many-cars" categories: - "Culture" - "News" - "People" --- # 28 Heartwarming Photos of Jay Leno Just Joyriding in His Many, Many Cars ![Jay Leno in a Stanley Steamer tribute]() *\Hollywood To You/Star Max/GC Images via Getty Images\* Are you tired of rich guys buying up all the cool cars, [only to stash them away as investments]()? Join the club. OK, there isn't actually a club (to my knowledge), but just know you aren't alone. Jay Leno feels the same, which is why [he actually drives his cars]()—and not just for YouTube. It's pretty well known that Leno keeps the vehicles in [his expansive garage]() tagged, insured, and road-ready in case he ever feels like taking the Festiva Shogun out for milk, or maybe his 1918 Pierce Arrow for a trip to the post office. [You can find clips of him casually driving million-dollar cars in the lamest LA traffic scenarios](), but when you're behind the wheel of a 95-year-old Bentley, what's a little bit of congestion? In fact, it's so common that there's a deep well of paparazzi photos available on wire services showing Leno out for a spin in whatever machine he's feeling that day. These aren't promo shots of *Jay Leno's Garage* being filmed or anything; they're just random spots, and that's what makes them fun to see. Anyway, enjoy! ## 1910 Model O-O White Steam Car ![Jay Leno in a 1910 Model O-O White Steam Car]() ![Jay Leno in a 1910 Model O-O White Steam Car]() ![Jay Leno in a 1910 Model O-O White Steam Car]() ## 1955 Mercedes-Benz 300SL ![Jay Leno in a 1955 Mercedes-Benz 300SL]() **MEGA/GC Images via Getty Images** ## 1989 Ford Festiva Shogun ![Jay Leno in a 1989 Ford Festiva Shogun]() ## 2012 McLaren MP4-12C ![Jay Leno in a 2012 McLaren MP4-12C]() **MEGA/GC Images via Getty Images** ## 1912 Stanley Special Roadster Tribute ![Jay Leno in a 1912 Stanley Special Roadster Tribute]() **Hollywood To You/Star Max/GC Images via Getty Images** ## 1918 Model 66 Pierce Arrow ![Jay Leno in a 1918 Model 66 Pierce Arrow]() ![Jay Leno in a 1918 Model 66 Pierce Arrow]() ## 1957 Cadillac Coupe de Ville ![Jay Leno in a 1957 Cadillac Coupe de Ville]() ![Jay Leno in a 1957 Cadillac Coupe de Ville]() **MEGA/GC Images via Getty Images** ## 1929 Bentley Speed Six ![Jay Leno in a 1929 Bentley Speed Six]() ![Jay Leno in a 1929 Bentley Speed Six]() ## 1920 Cunningham ![Jay Leno in a 1920 Cunningham]() ![Jay Leno in a 1920 Cunningham]() ## 1963 Chevy Corvette Stingray ![Jay Leno in a 1963 Chevy Corvette Stingray]() **MEGA/GC Images via Getty Images** ## 2012 Fiat 500 ![Jay Leno in a 2012 Fiat 500]() *Valerie Macon/AFP via Getty Images* ## 2014 Morgan 3 Wheeler ![Jay Leno in a 2014 Morgan 3 Wheeler]() **Michael Boardman via Getty Images** ## 1954 Jaguar XK120 ![Jay Leno in a 1954 Jaguar XK120]() **Noel Vasquez via Getty Images** ## 1931 Duesenberg Model J Chassis ![Jay Leno in a 1931 Duesenberg Model J Chassis]() ![Jay Leno in a 1931 Duesenberg Model J Chassis]() ![Jay Leno in a 1931 Duesenberg Model J Chassis]() ## 1971 Citroen DS ![Jay Leno in a 1971 Citroen DS]() **Bauer-Griffin/GC Images via Getty Images* Bauer-Griffin* ## 1963 Chrysler Turbine Car ![Jay Leno in a 1963 Chrysler Turbine Car]() **Sandy Huffaker/Corbis via Getty Images** ## 1906 Advance Steam Traction Engine ![Jay Leno in a 1906 Advance Steam Traction Engine]() **Sandy Huffaker/Corbis via Getty Images** ## 2002 Chevy Corvette Z06 Tiger Shark ![Jay Leno in a 2002 Chevy Corvette Z06 Tiger Shark]() **Sandy Huffaker/Corbis via Getty Images** ## 1925 Ford Model T ![Jay Leno in a 1925 Ford Model T]() **Michael Tran/FilmMagic via Getty Images* Michael Tran* ## 1935 Delahaye 135 S ![Jay Leno in a 1935 Delahaye 135 S]() **Bauer-Griffin/GC Images via Getty Images** ## 1941 American La France Fire Truck ![Jay Leno in a 1941 American La France Fire Truck]() **Bauer-Griffin/GC Images via Getty Images** ## Author Caleb Jacobs is The Drive’s senior editor. When he’s not searching for stories or poring over copy, he’s usually driving his dump truck or wishing it was running so he could drive it. He was born and raised in the Missouri Ozarks, and he lives there today with his family. ### Author social links [LinkedIn]() [Instagram]() [Twitter]()