

Rudderless Travel Podcast is an audio and video podcast about purposeful travel, sharing inspirational stories, and unlocking a destination’s secrets.
— Christopher Rudder, Host
EPISODES // SHOWNOTES
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11 Interesting Facts About Boston, Massachusetts | EP. 5
When you think of Boston, what probably comes to mind is the city of Boston’s central role in the American Revolution. Well, that would be better than its touristy “Beantown” nickname, which I’m sure most locals don’t think is OK and would rather have it vanish into the ether. But what you may not realize is that the city has…
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A Visit to Wanuskewin Heritage Park in Saskatoon | EP. 4
Just a short drive from Saskatoon, Wanuskewin Heritage Park is a place where time almost stands still, inviting you to step into a world shaped by millennia of culture and tradition. For over 6,000 years, Indigenous peoples have gathered here, sharing stories, celebrating traditions, and connecting with the prairie landscape. Every corner of the park…
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Exploring Trois-Rivières’ History | Fun Facts & Travel Tips | EP. 3
Curious about the history of Trois-Rivières? We dug into the intriguing history of this Quebec city and gathered it all into this perfectly packaged article for you to enjoy. Nestled on the banks of the Saint-Maurice River, between Quebec City and Montreal, this historic city has a charming blend of old-world charm and modern vibrancy. It’s often overlooked…
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An Indigenous Entrepreneurship Story at Raven Rising Chocolates | EP. 2
What do you get when you combine important Indigenous entrepreneurship work with Sudbury’s very own Willy Wonka? You get Raven Rising Chocolates, an artisanal chocolate brand that blends cultural heritage, innovative flavours, and a mission to uplift Indigenous communities. Led by Chef Tammy Maki, Raven Rising has become a platform for storytelling, sustainability, and social…
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A Visit to Little Canada – Toronto’s Tiny Treasure | EP. 1
As a born and bread Torontonian, one of my favorite places to visit here in Little Canada Toronto. I’m so excited to dig into the history of this fascinating attraction and learn a bit more about why it’s so worth a visit. Ever wished you could fit seeing all of Canada’s landmarks into one afternoon…
ABOUT THE PODCAST
Together, we will go on purposeful travel adventures, experience laughter, anger, sadness, and mishaps, while uncovering hidden gems. We’ll acknowledge typical tourist hotspots but intentionally go beyond them to explore a destination’s history, traditions, customs, food, art, and culture.
We hang out with the locals and speak with diverse individuals, including historians, chefs, artists, nature lovers, community leaders, and small, family-owned businesses —the backbone of any local community.
Rudderless Travel Podcast is an audio and video podcast about purposeful travel, sharing inspirational stories, and unlocking a destination’s secrets.
Discovering Indigeneity Through Chocolate with Chef Tammy Maki of Raven Rising | 02 came in 2nd Place for the 2024 Best Indigenous Experience In Canada Story Award at the Travel Media Association of Canada Awards!


MEET THE HOST, CHRISTOPHER RUDDER

Hey, hey, my name is Christopher Rudder, an award-winning travel content creator, travel expert and owner of Rudderless Media.
I’m a travel videographer, editor, writer and photographer for Rudderless Travel, an international travel blog for second city travel, road trips, and day trips around the globe.
When flights were grounded in 2020, I not only rediscovered road-tripping, but also my beautiful Canadian province of Ontario, launching the successful Road Trip Ontario website.
Striking a balance between must-see sites and hidden gems, you will find me at a brewery, at a cafe with a Cortado and my iPad, people-watching, or dining at foodie hotspots.
Fun Facts About Christopher
- Road Trip Non-negotiables: Hydrio flask with water
- Music or Podcasts: Podcasts or Talk Radio, but every now and then, I need a tune that I can blast loudly and sing along with.
- Recommended Road Trip: Any of the highways or back streets in Ontario during the Fall.
This is what I was meant to do! These are the stories I was meant to tell! I’m so excited that you’re with me so that we can experience it all together!
