We drove this route in 1993, and then a short bit of it in 2008.
In 1993, we arrived in Skagway via the Alaska Marine Highway from Haines AK.

On the ferry between Haines AK and Skagway AK - September 1993

Arriving in Skagway - September 1993
Arrived in Skagway mid-afternoon. For some reason, we spent only a couple of hours in Skagway and I didn't take any pictures. It seemed there just wasn't a lot to see. The tourist area downtown was just that ... a tourist area. Dawson City was far more impressive.
Late in the day we left Skagway, not sure where we would camp for the night.

View from Klondike Highway, north of Skagway

View from Klondike Highway, looking north

View from Klondike Highway, looking south

Bove Island on Tagish Lake - September 2008

Tagish Lake - September 2008

Historical train station in Carcross
Carcross is a small place. We explored the town in less than 30 minutes. It is, however, in a beautiful location. The surrounding mountains are beautiful!

Emerald Lake on the South Klondike Highway - September 2009