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Cars & Trucks

Memories of the cars, trucks, and vehicles that defined generations — from muscle cars to family station wagons.

Douglas Criswell Jr. and Harvey Start at Adams & Michigan—And Chase Route 66 All the Way to Santa Monica

Douglas Criswell Jr. and Harvey started Route 66 at Adams and Michigan in downtown Chicago with a map in hand and a black Pontiac beside them—and ended at the “End of the Trail” sign on the Santa Monica Pier, leaning on the same car at the edge of the Pacific.

Monte and Harvey and the Seaspray Green ’57 Thunderbird on Route 66

Monte and Harvey set out on Route 66 in a seaspray green 1957 Ford Thunderbird convertible, letting the old alignments, neon stops, and two-seat closeness turn 2,448 miles into something personal.

Harvey and Michael Camire Chase Route 66 Horizons in a Blue 1961 Chevrolet Impala Convertible

Harvey and Michael Camire took Route 66 the way it’s meant to be taken—top down in Harvey’s blue 1961 Chevrolet Impala convertible, letting every landmark become part of their own living postcard.

Harvey and Marty and the Red ’57 Bel Air: A Virtual Run Down Route 66

Harvey and Marty’s virtual drive down Route 66 unfolds in a red 1957 Chevrolet Bel Air convertible—eight states of neon, diners, desert silence, and the steady pull toward the Santa Monica Pier.

Harvey and Marty’s Virtual Route 66 Ride in the Red 1955 Chevrolet Bel Air Convertible IV

Harvey and Marty revisit Route 66 the way they’ve always wanted to—together, in a red 1955 Chevrolet Bel Air convertible—carrying the heart of 1959 across eight states to the Santa Monica Pier.

Harvey and Marty’s Virtual Route 66 Ride in a Black 1959 Studebaker Silver Hawk

Harvey and Marty traced the Mother Road from Chicago to Santa Monica in a virtual ride that still felt physical—because it happened inside a black 1959 Studebaker Silver Hawk they knew by heart.

Harvey and Bob’s Virtual Route 66 Ride in a 1960 Black Volkswagen Beetle (with the Bunny on the Door)

Harvey and Bob took Route 66 the way they take life together—side by side—riding a virtual version of the Mother Road in Bob’s dream car: a black 1960 Volkswagen Beetle with a Playboy Bunny logo on the door.

Harvey and Grandson Austin Hoover Take Route 66 in Austin’s Bayside Blue 1999 Nissan 25GT Turbo

Harvey and Grandson Austin Hoover traced the Mother Road from Chicago to Santa Monica in Austin’s Bayside Blue 1999 Nissan 25GT Turbo—two generations sharing the same gearshifts, neon nights, and roadside wonders.

Scott Johnson and Harvey: Route 66 in a Siren Red 1953 Mercury Monterey Convertible

Scott Johnson and Harvey set out on Route 66 in a Siren Red 1953 Mercury Monterey convertible—white trim, standard hubcaps, and that red-and-white interior—and let the Mother Road carry them from Chicago to the Santa Monica Pier.

Thomas and Crystal Waldron and the Red ’66 Mustang: Route 66 with Dexter in the Back Seat

Thomas and Crystal Waldron hit the Mother Road with Dexter riding along, chasing the long horizon in Thomas’s red 1966 Mustang convertible from Chicago to the Santa Monica Pier.