This duffel bag is from the late 1990s when the Internet was still considered “new” to most users. The bag is made of black nylon with stitched straps and features a zippered side panel with a plastic enclosure to separate shoes or clothing. It also has a clip-on shoulder strap with silver metal hardware.
The cartoon-style embroidery logo is a stylized surfer carrying a surf board with a tiny red Apple logo. The figure is holding a cable that is likely a “surfboard leash”—a cord attached to the deck of a surfboard to a leg strap that prevents the board from being swept away or hitting other surfers. Although the cord at first glance appears to be a music player, this duffel bag predates the iPod by several years, and Apple sold no other portable devices with this design.
Under the surfer are the embroidered letters www.apple.com in a sans serif type that resembles Helvetica.
In my research, I have never seen another duffel bag of this design. Please contact me if you have additional history or information on this item.