Outside routine: KCK native’s Urban Hikes reveal unseen Kansas City hidden in plain sight

March 9, 2021  |  Austin Barnes

Traditional paths aren’t for Lisa Peña — and her latest business venture (or adventure) is proof, aiming to show Kansas Citians on both sides of the state line an unfiltered version of two cities they might think they already know. 

Urban Hikes KC outside the Kauffman Center for the Performing Arts, Crossroads

Urban Hikes KC outside the Kauffman Center for the Performing Arts, Crossroads

“It really perpetuates getting to know your city more,” Peña, founder of Urban Hikes KC, said of her experiential small business, which takes participants on 4- to 5-mile guided tours of the twin Kansas Cities, immersing them in their respective histories and community cultures along the way. 

“They’ll explore places they’ve never seen before.”

From Strawberry Hill to the back-alley ways of the Crossroads Arts District, Peña’s poured her knack for finding adventure into every hike the company offers, allowing her local upbringing and passion for finding adventure in her own backyard to guide the experience every step of the urban way. 

“We start out places that you would for sure know, like the Liberty Memorial. And then we go down to Union Station. But I always point out the details that most Kansas Citians don’t always pay attention to,” Peña said of her six unique hikes, which start out at $32 per person and celebrate everything from street art produced during SpraySeeMO to local food and historic architecture. 

[pullquote]

Urban Hikes KC

Elevator pitch: This hike is full of Instagramable spots and hidden Kansas City gems. You can join a hiking tour with others, become a founding member of our Urban Hiking KC Club or set up your own private tour with a minimum of three. This won’t be a leisurely stroll in flip flops; you’ll need good walking or running shoes and your water bottle!

[/pullquote]

“[On our Westside Neighborhood hike] often we’ll stop at [Paleterias] Tropicana and get some ice cream if the group is interested. And then there’s some hidden steps just north of the Guadalupe Centers. … They’re these really secluded steps that we take to get all the way to the top near Observation Park. We feel like we’re on top of the city and have this awesome view and I’ll talk about the history of the West Side.”

Raised in Rosedale — her thrill-seeking forged in exploration of the woods near her childhood home — the chance to understand and embrace the history of pockets of Kansas City she often wondered about as a kid offers Peña just as much excitement as it does her crews of hikers, she said. 

“Downtown Kansas City wasn’t a thing at all growing up, but Westport was,” she said of her perception of life on the Missouri side of the state line in the early 2000s, when places like the now-bustling River Market area felt forgotten. 

“I remember being a teen and going to the vintage shops and restaurants [in Westport] and loving that feel. That’s when I really started to appreciate cities and would look for cool spots. … I have always really liked being outdoors. I also really like fitness and I love being around people.”

Click here to learn more about Urban Hikes KC and its tour offerings or to book a hike. 

Peña’s decision to take her love for the cities a step further came while listening to a podcast, “Side Hustle Nation,” she recalled. 

“That podcast highlighted a woman named Alex Kenin who has an urban hiking business in San Francisco. She talked about her business and when I heard her [story] I was like, ‘Wow, this is something I would love to do and would love to make happen in Kansas City.’”

An email and a phone call later, Peña received Kenin’s blessing to try something similar in the metro, adding to her resume of side hustles, which also includes making sauerkraut and kombucha, teaching others how to do the same, leading Spanish classes for kids, and working as a Spanish-English interpreter for local medical services.  

Urban Hikes KC

Urban Hikes KC; mural credit Global Prairie

Peña found additional entrepreneurial inspiration on the job, working for five years with Girl Scouts of Northeast Kansas and Northwest Missouri — an organization she didn’t have the opportunity to participate in growing up, but fully embraced as an adult.

Lisa Peña, Urban Hikes

Lisa Peña, Urban Hikes; photo courtesy of Margaret Norcross @people_of_cowtown

“Maybe 5 percent of girls in Wyandotte County are Girl Scouts — but in Johnson County [around] 30 percent are Girl Scouts,” she said of market share within the program, which she worked to expand, primarily in Hispanic communities across the region. 

“We were always talking about empowering girls to be entrepreneurs — especially with the cookie sales. Everything behind the cookie sales is [about] entrepreneurship and there are all these badges of entrepreneurship and I really feel like that culture and community at Girl Scouts helped me to feel like I could do it too,” Peña said. 

“If we’re working so hard for girls to feel like they can do it, I was like, ‘As an adult, why can’t I do it?’ It gave me the courage to actually go out and try my idea.”

And even in light of a global pandemic, Peña’s had no regrets in following her gut and going all-in on her dream business. 

“Urban hikes are an amazing way to get out of your routine, to get outside, and to spend time with someone else,” she said of why locals should take advantage of her tour offerings, which now include corporate outings as employers begin to bring teams back together in offices around both cities.

“I feel like there’s so much to see and I’m just like, ‘Wow, this is so cool,’ I want to share it with others.”

Click here to follow Urban Hikes KC on Instagram or here to connect with the tourism startup on Facebook.

[divide]

This story is possible thanks to support from the Ewing Marion Kauffman Foundation, a private, nonpartisan foundation that works together with communities in education and entrepreneurship to create uncommon solutions and empower people to shape their futures and be successful.

For more information, visit www.kauffman.org and connect at www.twitter.com/kauffmanfdn and www.facebook.com/kauffmanfdn

Tagged , , ,
Featured Business
    Featured Founder
      [adinserter block="4"]

      2021 Startups to Watch

        stats here

        Related Posts on Startland News

        Court clutter on trial: Olathe legal tech startup puts boxes of evidence one touch away

        By Tommy Felts | August 29, 2025

        A Kansas-built innovation is reshaping courtroom outcomes with its one-touch trial prep platform that already has helped attorneys secure billions in verdicts with ease, said Jay Rutler. “I have a reputation for solving complicated problems,” added Rutler, founder and CEO of Litigen, and founder of ICON, a casino chip manufacturer. “A friend of mine, a…

        Why a City Market favorite is jumping the state line — to the food court at Oak Park Mall

        By Tommy Felts | August 29, 2025

        Its Brazilian dishes — using recipes the owners grew up eating in São Paulo — have been a City Market draw for more than a decade. Now Taste of Brazil restaurant is expanding to Johnson County, but as a quick-serve kiosk with a limited menu. Taste of Brazil Express plans a late September opening in…

        Spiced side hustle gives this Kansas culinary teacher a kick (and a growing market)

        By Tommy Felts | August 28, 2025

        Richard Wilks is bringing heat to Kansas’ food scene. A chef and community-builder at heart, Wilks created Burro, a line of chili and garlic crunch oils, sauces, and seasonings designed to fuel real connection around the table.  His growing lineup can be spotted at the Overland Park Farmers Market, where loyal customers keep coming back…

        Animal health innovators: Building on a new frontier means do-overs, even when you got it right first

        By Tommy Felts | August 28, 2025

        Kansas City-based ELIAS Animal Health earned full USDA approval for its bone cancer therapy for dogs earlier this year, but the road to commercialization has been long and anything but straight, Tammie Wahaus shared. The veteran CEO shared her story of pivots — including switching from human health to animal health and adapting to ever-changing…