How to run Bob Dylan's Highway 61 Interactive from 1995 in 2025 for Mac

A treat for paid subscribers: Download the Highway 61 Interactive CD-ROM and run it on your Mac OS or watch a video journey through the entire disc.

NB: For Mac users only - If you use a Mac that runs Apple Silicon (M1 or M2) you cannot run the CD-ROM with VirtualBox. You’ll need to have a Mac running on Intel chips for it to work. I’ll update this page when I find a workaround.

Listen to the electric version of House of the Rising Sun from the Highway ^1 Interactive CD-ROM:

Watch a video journey through the entire CD-ROM

For those of you who remember when this CD-ROM came out - or have even heard about it, or who even have a copy that’s long been obsolete as personal computer technology has outgrown it - and you’d like to take a nostalgic trip down Bob Dylan lane, I have everything you’ll need to run the Highway 61 CD-ROM on your computer like it’s 1995 all over again.