Home Games You Don't Know Jack You Don’t Know Jack: The Ride
Box Art
You Don't Know JackWindows 95/98PartyTrivia

You Don’t Know Jack: The Ride

Developer: Jellyvision · Published by Sierra On-Line · 1999
The trivia party game gets a theme park season pass.
MultiplayerTriviaCD-ROMFMV
4.0
Excellent
POCG VERDICT
The funniest trivia game gets even crazier. Buckle up.
YDKJ returns with a theme park makeover, and it's the best party game on the PC. Fast, furious, and funnier than ever.
About This Game

You Don't Know Jack: The Ride is a 1999 trivia party game developed by Jellyvision and published by Sierra On-Line. As the third installment in the popular You Don't Know Jack series, it trades the traditional television studio setting for a theme park, framing each round as a roller coaster ride where players answer absurd, pop-culture-laced multiple-choice questions. The game supports up to three simultaneous players using a shared keyboard, with buzz-in mechanics, point-stealing screw opportunities, and the series' signature blend of biting humor delivered by the sardonic host, Cookie Masterson. Released for Windows 95/98, The Ride continued the franchise's tradition of mixing genuinely challenging trivia with irreverent comedy and quick-fire pacing, making it a staple of late-'90s PC party gaming.

POCG ReviewOriginal: November 30, 1999 · Restored: June 14, 2026
4.0
Excellent
Review Verdict
Private: You Don’t Know Jack: The Ride
YDKJ returns with a theme park makeover, and it's the best party game on the PC. Fast, furious, and funnier than ever.
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Preservation
How to Play TodayYour options for running this game in 2026
Original Hardware
Original CD-ROM copies surface on eBay and in thrift stores. Requires a Windows 95/98 machine with a Pentium processor, 16 MB RAM, and a 4× CD-ROM drive.
Modern Re-release
Part of the You Don't Know Jack bundle on GOG.com, fully compatible with modern Windows.
Emulation / Other Options
The game runs well in virtual machines like VMware or VirtualBox with a Windows 98 guest, or via DOSBox with Windows 95/98 installed. Mount the CD-ROM image and ensure sound drivers are configured for the era-appropriate audio.
Game Info
PlatformWindows 95/98
DeveloperJellyvision
PublisherSierra On-Line
GenreParty, Trivia
SeriesYou Don't Know Jack
ReviewedNovember 30, 1999
RestoredJune 14, 2026
You Don't Know Jack Series
HeadRush (1999)
Windows 95/98
Not Reviewed
You Don’t Know Jack: The Ride (1999)
Windows 95/98
Not Reviewed
This
Original PC Specs
OSWindows 95/98
CPUPentium 90 MHz or faster
RAM16 MB RAM
GPU / DisplaySVGA (640×480, 256 colors)
Storage40 MB hard drive space
Drive4× CD-ROM