Victoria S. DorsanoFounder, Be Victorious Coaching · Be Victorious Coaching · Systems > Willpower

Just conquered all 18.5 miles of the Chicago Lakefront Trail ! 🏃 #chicago

20 Jun 2025 · 1 min

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1:25

In this solo‑hosted vlog, Victoria S. Dorsano narrates a 18.5‑mile walk along Chicago’s Lakefront Trail, traveling from the South Side to the north end. She describes the serene waterfront start, an unexpected multi‑mile motorcycle show, iconic skyline views, and key pit‑stops for food and drink: a quick bite at Cannella, a smoothie at Belmont Harbor, and Sicilian street food at Sferra. Mid‑way fatigue sets in around the 10‑11‑mile mark, but she pushes on, hearing a ukulele greeting at the trail’s terminus. The video ends with a triumphant “we made it” moment, a reflection on the effort versus reward, and a strong recommendation (10/10) for viewers to try the route themselves.

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Come along with me to walk the entire Chicago Lakefront Trail from the South Side all the way to the north, totaling about 18.5 miles. The day started off pretty quiet and serene next to the water, which was beautiful. And then we got this entire motorcycle show that was going on for miles and miles and miles, which was actually pretty cool to see. My friend Miranda and I actually intentionally chose going from south to north on the Lakeshore Path so we can get some of these iconic skyline views of Chicago, which we loved. Then we made our way on to Streeterville, where we stopped at Cannella for a quick bite to eat so we can refuel and continue the rest of our journey. How much are we at now? Um, maybe like 11? 10 or 11. Woo! Almost a half marathon's distance. And it was right about this point at Belmont Harbor that we were starting to feel quite a bit fatigued and sore. We stopped really quick to get a smoothie at 15:05 and then continued onward to the north end of the trail where we had a little ukulele that was playing, almost greeting us as we reached the end of the trail. All right, it's our last— we're almost there. We're gonna touch the sign. We made it! We made it! It's time to go! Overall, I was a lot more tired than I thought, but it was so rewarding and we had so much fun. And then we popped down the street to Sferra to get some Sicilian street food, which was so, so good. Amazing day, 10 out of 10 recommend if you haven't done it.