Season 5
01. Kevin Hart: You Look Amazing in the Wind
Jerry Seinfeld and his special guest Kevin Hart stylishly cruise around town in a 1959 Porsche RSK Spyder for their "weird male date." Plus special extra feature: "Dick Corcoran"
02. Amy Schumer: I'm Wondering What It's Like to Date Me
Jerry Seinfeld and his special guest Amy Schumer check out “cute bongs” as they walk to a local diner for some coffee after their 1971 Ferrari Daytona breaks down.
03. Bill Burr: Smoking Past the Band
Jerry Seinfeld and his special guest Bill Burr cruise around L.A. in a 1970 Ford Mustang like a couple of bosses out on the town in the middle of the day.
04. Miranda Sings: Happy Thanksgiving Miranda
Jerry Seinfeld and his special guest Miranda Sings cruise around town in a 1960 Austin Healey Sprite in search of coffee, complaining and apologizing along the way.
05. Fred Armisen: I Wasn't Told About This... With Special Feature: I'm Dying, Jerry
Jerry Seinfeld and his special guest Fred Armisen cruise over to Portland's Coava in a 1965 Saab 96 Monte Carlo 850 for some coffee.
06. Ali Wentworth: I'm Going to Take a Percocet and Let That One Go
Jerry and his special guest, Ali Wentworth go out for a spin in a low grill 1970 Mercedes 280SE Cabriolet to wasply grab some coffee.
07. Jimmy Fallon: The Unsinkable Legend: Part 1
Jerry and his special guest Jimmy Fallon cruise over to Jerry's actual car in a 1956 Chevy Corvette convertible to hop aboard yet another vehicle to enjoy some comedic sailing out at sea.
08. Jimmy Fallon: The Unsinkable Legend: Part 2
Jerry and his special guest Jimmy Fallon finish up their day on the water and head back to the mainland for John's Famous Pancake House and a cup of coffee.