The Chilkoot Trail

Getting the Board Signed at the Chilkoot Trail

When first looking over the destinations on our Monopoly Board, this was the location I was most concerned about getting to. A trip to Alaska didn’t seem to fit our reality. First of all, we see enough winter in Minnesota do we really want to see it during the summer? There have been a multitude of people raving about how great it is to explore Alaska. Do we really want to experience the sun 24 hours around the clock? The wilderness of this area is often portrayed as a dangerous place with the rugged and steep mountains along with the wildlife that call these areas home.

As we began to experience some of our Monopoly adventures and visit areas that could be considered dangerous because of the landscape and/or the wildlife, I began to look forward to our Alaskan adventure more and more. These areas can be dangerous if you decide to approach them in a dangerous manner. Otherwise, they are as safe as almost anywhere else. And the life experience you gain from exploring Alaska is incredible. On to the next destination on the board – The Chilkoot Trail.


I would have never known about this historic and beautiful trail if it hadn’t been for our Monopoly Adventures. The trailhead is near Skagway, Alaska so we had to get here and figure out how to get to the trail from Skagway. An Alaskan cruise was the choice of transportation to this town so now we needed to figure out how to get to the trail. Fortunately there are a couple of car rental places in Skagway, an Avis and Sourdough Rental. For a little more information on our choice check out A Day in Skagway. We could have taken an excursion from the cruise line that would have taken us to the trail but they weren’t appealing because of the portions of those excursions that were in addition to the trail and the cost would have been a lot higher.

Registering for the Trail

The Chilkoot Trail gained it’s fame from the Klondike Gold Rush. Those in search of gold would travel with heavy packs 33 miles into Canada and on to the gold fields. You can read more about the history of this trail here…. 

Along the way we learned more and more about the use of this trail before ever arriving here. That made the significance of being on the same trail that thousands have taken for different reasons even more important. We only had a short time to explore the Chilkoot Trail so we hiked for about a mile or two and turned around. While on this short hike we imagined what it would have been like carrying heavy packs up and down the mountain stepping over rocks and tree roots with a careful step because the trail can get very slippery due to the high amount of rain this area receives. All of these elements combine to make a beautiful tapestry which keeps encouraging you to go further.

I am so thankful that this was on our National Parks Monopoly Board so we could experience this adventure!

The Rugged Yet Beautiful Chilkoot Trail