Rudderless Travel Podcast

Christopher Rudder | Rudderless Media

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PLACES & TRAVEL
UPDATED BIWEEKLY

The official home of Rudderless Travel Podcast. Every two weeks, we go beyond the surface and checked boxes to unlock a destination’s secrets. Join us for a deep-dive into the 'Soul' of every journey—sharing the inspirational human stories, hidden gems, and forgotten histories that make a place truly unique rudderlesstravel.substack.com

JAN 20

SASKATOON: The Story of Wanuskewin | 04

Wanuskewin Heritage Park is a sacred gathering place located just 20 minutes from Saskatoon, Saskatchewan. A site of international archaeological significance, it has served as a center for Plains Cree culture for over 6,400 years and is currently a candidate for UNESCO World Heritage status due to its role in grassland restoration and Indigenous cultural revitalization. The Episode BreakdownIn this episode of the Rudderless Travel Podcast, Christopher is joined by Dr. Ernest Walker to explore the profound "peace of mind" found at Wanuskewin. We’re looking at how this land serves as a bridge between the ancient past and a revitalized future. Inside the Heart of the Plains: 👉🏾 The Archaeological Legend: Why Wanuskewin has been a continuous gathering place for over 64 centuries. 👉🏾 How the restoration of these "ecosystem engineers" is healing the Saskatchewan grasslands. 👉🏾 A Culinary Ceremony: Christopher shares his experience at the Moon Dinner, a seasonal feast prepared by Chef Jenni Lessard. Indigenous Revitalization: Understanding the cultural significance of the site's Plains Cree name and its mission to preserve heritage.📍 Connect & Explore: 👉🏾 A Visit to Wanuskewin Heritage Park in Saskatoon | EP. 4 👉🏾 Your Guide to a Memorable Weekend in Saskatoon: Top Attractions and Hidden Gems 👉🏾 Best Things to Do in Saskatoon Saskatchewan: Travel Guide - YouTube 👉🏾 Places to stay in Saskatoon Note on the Archives: This episode was originally released under the Highway Highlights banner. As of 2026, all episodes have been integrated into the Rudderless Travel Podcast family as part of our global relaunch. Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

37 min
JAN 6

TROIS-RIVIÈRES: The Statue That Opened Her Eyes | 03

Trois-Rivières is North America’s second-oldest French city, located at the confluence of the St. Lawrence and St. Maurice Rivers. Famous for the "Miracle of the Eyes" at the Sanctuaire Notre-Dame-du-Cap, the city offers a unique blend of deep religious history, 17th-century European charm, and a thriving modern culinary scene. The Episode Breakdown In this episode of the Rudderless Travel Podcast, Christopher is joined by Jean-Philippe Marcotte to explore the soul of the Mauricie region. We’re going beyond the typical tourist paths to discover a city where miracles are part of the local lore and the lifestyle feels like a hidden corner of Europe. What You’ll Discover: 👉🏾 The Miraculous History: The story behind the statue at Our Lady of the Cape Shrine and why it remains a beacon of hope. 👉🏾 North America's Second Oldest: Exploring the 1634 founding of the city and its survival through the Great Fire of 1908. 👉🏾 The Culinary "Soul": Why the local cafés and restaurants are the heartbeat of the downtown core. 👉🏾 Destination Secrets: Hacks for navigating the confluence of the "Three Rivers" and finding the best riverfront views. 📍 Connect & Explore: 👉🏾 Read the article: Exploring Trois-Rivières’ History | Fun Facts & Travel Tips | EP. 3 👉🏾 Watch the the epsidoe on YouTube 👉🏾 Weekend Guide: Best Things To Do In Trois-Rivières & Mauricie 👉🏾 Where to Stay: Charming Boutique Hotels in Trois-Rivières Note on the Archives: This episode was originally released under the Highway Highlights banner. As of 2026, all episodes have been integrated into the Rudderless Travel Podcast family as part of our global relaunch. Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

29 min
12/23/2025

SUDBURY: Discovering Indigeneity Through Chocolate | 02

In this award-winning episode, we explore Sudbury, Ontario, through the lens of Indigenous entrepreneurship. Featuring Chef Tammy Maki of Raven Rising Global Indigenous Chocolates, we dive into the fusion of traditional Indigenous ingredients with world-class pastry techniques and the powerful story of reclaiming heritage after the "60s Scoop. In this episode of the Rudderless Travel Podcast, Christopher travels to the northern mining hub of Sudbury to unpack a story that is as much about resilience as it is about flavor. Chef Tammy Maki shares her "Finn-digenous" upbringing and her journey to creating cedar-infused "brown gold" that tells a story of place and history. What You’ll Discover: 👉🏾 The Raven Rising Story: How Chef Tammy uses her Red Seal pastry skills to reconnect with her Indigenous roots. 👉🏾 Sudbury’s Hidden Gems: Beyond the Big Nickel—exploring the city’s 30+ vibrant murals and the Up Here Festival. 👉🏾 Northern Flavours: Why Leinala’s Scandinavian Bakery and their 1959 "jelly pig" recipe is a local must-visit. 👉🏾 Outdoor Exploration: A guide to Kivi Park and the A.Y. Jackson Lookout at Onaping Falls. Accolades: 🏆 This episode won 2nd Place for the 2024 Best Indigenous Experience In Canada Story Award (Travel Media Association of Canada). 📍 Connect & Explore: 👉🏾 Watch the Journey: What To Do In Sudbury | Weekend Guide👉🏾 Read the Full Article: Discovering Indigeneity - Rudderless Substack 👉🏾 Plan Your Trip: Road Trip Ontario: Sudbury Weekend Guide 👉🏾 Where to Stay: Curated Sudbury Accommodations Note on the Archives: This episode was originally released under the Highway Highlights banner. As of 2026, all episodes have been integrated into the Rudderless Travel Podcast family as part of our global relaunch. Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

19 min
12/09/2025

TORONTO: The Man Who Built A Miniature Nation | 01

Little Canada is an immersive, 45,000 sq. ft. miniature world located at Sankofa Square in Toronto. Featuring 1:50 scale replicas of Canadian landmarks, it’s a must-see for travellers looking for a unique perspective on the Great White North. The Episode Breakdown: In this inaugural episode of the Rudderless Travel Podcast, Christopher goes behind the scenes with Jean-Louis Brenninkmeijer. We aren't just looking at the tiny buildings; we’re exploring the passion, the engineering, and the "reckless" dream that turned a hobby into one of Toronto’s biggest landmarks. Inside the Miniature Nation: 👉🏾 Scale Perfection: Why the 1:50 detail is a marvel of engineering. 👉🏾 The "Little Me" Experience: How you can literally become a permanent part of the exhibit. 👉🏾 Travel Strategy: The best time to visit to avoid the crowds at Sankofa Square. 📍 Connect & ExploreWatch the Journey: [Link to YouTube Video] Read the Full Review: [Link to Road Trip Ontario Article] Join the Community: [Subscribe to Rudderless Travel Substack] Note on the Archives: This episode was originally released under the Highway Highlights banner. As of 2026, all episodes have been integrated into the Rudderless Travel Podcast family as part of our global relaunch. Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

20 min
09/02/2025

PORT HOPE: Primitive Designs, An Incredible Roadside Attraction | 08

Located in Port Hope, Ontario, Primitive Designs is a world-renowned 8,000 sq. ft. gallery featuring handcrafted exotic antiques and giant recycled metal sculptures. Guarded by a massive 26-foot Optimus Prime, the gallery is a leader in ethical sourcing, with owners Ron and Rhonda handpicking treasures from Indonesia, Morocco, and beyond to ensure fair value for global artists. The Episode Breakdown: In the final "Legacy" episode of the Rudderless Travel Podcast, Christopher heads to Port Hope to explore a destination that defies categorization. We’re sitting down with Jojo Bou-Younes to go behind the scenes of this massive global art hub and find out how a roadside attraction became a pilgrimage site for art collectors and movie buffs alike. What You’ll Discover: 👉🏾 The Giant Sculptures: The story behind the 26-foot-tall Transformers and fire-breathing dragons made from recycled automotive parts. 👉🏾 Ethical Global Sourcing: How Ron and Rhonda Dacey travel the world to build direct, fair-trade relationships with artisans in Bali, Thailand, and South America. 👉🏾 The "Wow" Factor: Exploring the 8,000 square feet of carvings, furniture, and unique "one-of-one" pieces that make this a top Ontario road trip destination. 👉🏾 Port Hope Charm: Why this roadside gem is the anchor for a perfect weekend getaway in Northumberland County. 📍 Connect & Explore👉🏾 The Full Review: Primitive Designs: A Global Art Gallery in Port Hope Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

21 min
08/26/2025 · BONUS

BLED: The Story of the Cream Cake | 09

Lake Bled, Slovenia, is a world-class destination famous for its glacial waters, clifftop castle, and the legendary Bled Cream Cake (Kremna rezina). In this episode, Christopher joins renowned food experts Daryl and Mindi Hirsch at the Park Hotel—the birthplace of the original cake—to explore the history, anatomy, and cultural impact of this Slovenian sensation. The Episode Breakdown: In this final "Legacy" deep-dive, the Rudderless Travel Podcast goes international. Christopher sits down with his friends and global food authorities, Daryl and Mindi Hirsch of 2foodtrippers, to discuss why food is the ultimate gateway to understanding a culture—all while devouring a slice of history. Inside the Fairytale: 👉🏾 The Anatomy of a Legend: What exactly makes the original Bled Cream Cake so different from the imitations? (Hint: It’s all in the seven layers). 👉🏾 2foodtrippers Philosophy: How to use your palate to connect with local communities and travel more meaningfully. 👉🏾 The "By the Numbers" Story: The staggering millions of cakes sold and the strict tradition that keeps the recipe a secret. 👉🏾 Bled Travel Strategy: Beyond the cake—tips for visiting the island church, the medieval castle, and the Vintgar Gorge. 📍 Connect & Explore 👉🏾 The Full Article: Bled, Slovenia: Top Things to Do on a Day Trip 👉🏾 2foodtrippers Expert Guides: Explore the World with Daryl & Mindi Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

24 min
08/19/2025

CALGARY: The Story of Stampede | 07

The Calgary Stampede is a world-renowned celebration of Western heritage and First Nations culture. This episode explores its 100-year evolution—from Guy Weadick’s 1912 vision to the modern-day SAM Centre—detailing the integral role of the Treaty 7 First Nations and the adrenaline-fueled history of chuckwagon racing. The Episode Breakdown In this episode of the Rudderless Travel Podcast, Christopher goes behind the scenes of the "Greatest Outdoor Show on Earth" with Marsha Gordon from the SAM Centre. We’re moving past the pancakes and cowboy hats to find the real stories etched into the artifacts of Calgary’s history. What’s Inside the Corral: 👉🏾 The "Big Four" & Guy Weadick: How four cattle kings and a trick roper gambled on a vision that defined a city. 👉🏾 The Treaty 7 Connection: Understanding the deep, century-long partnership between the Stampede and the First Nations people of Southern Alberta. 👉🏾 1923: The Birth of the Chucks: The chaotic origin story of "half-mile of hell" chuckwagon racing. 👉🏾 The SAM Centre Experience: A first look at the interactive hub where Stampede history is being preserved for the next generation. 📍 Connect & Explore 👉🏾 The Full Story: The Ultimate Guide to the Calgary StampedeNote on the Archives: This episode was originally released under the Highway Highlights banner. As of 2026, all episodes have been integrated into the Rudderless Travel Podcast family as part of our global relaunch. Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

19 min
6D AGO

LAURENTIAN MOUNTAINS: Dog Sledding & Kanatha-Aki | 06

Dog sledding at Kanatha-Aki Nature Center in Val-des-Lacs, Quebec, offers more than just a winter thrill; it is a deep immersion into Indigenous philosophy and nature conservation. Founder Stéphane Denis shares the significance of the Algonquin term Kanatha-Aki ("Guardians of the boundless earth") and the elite care provided to the sled dogs, who are treated as athletes and family in the heart of the Laurentian Mountains. The Episode Breakdown In this episode of the Rudderless Travel Podcast, Christopher heads 90 minutes north of Montreal to the rugged wilderness of the Quebec Outback. We’re unpacking the adrenaline-fueled world of dog sledding and the soulful connection between humans, animals, and the earth. Inside the Frozen Wild: 👉🏾 The "Athletes of the Forest": Understanding the year-round training, specialized nutrition, and deep emotional bond between the mushers and their pack. 👉🏾 Indigenous Roots: While dog sledding has evolved into recreation, we explore its vital history as a means of survival and trade for Indigenous peoples. 👉🏾 Beyond the Sled: Discovering the "Amerindian philosophy" of Kanatha-Aki, including forest survival, bison encounters, and mountain tepee stays. 👉🏾 The Founder’s Journey: How a former businessman from France found paradise living three years in the forest to build this sanctuary. 📍 Connect & Explore: 👉🏾 The Full Story: Dog Sledding in Quebec: Indigenous Culture & AdventureNote on the Archives: This episode was originally released under the Highway Highlights banner. As of 2026, all episodes have been integrated into the Rudderless Travel Podcast family as part of our global relaunch. Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

18 min
FEB 3

BOSTON: The First in Education, Black History, and Innovation | 05

Boston, Massachusetts, known as the "Cradle of Liberty," is a global leader in education, innovation, and American history. This episode explores the city's journey from a colonial hub to a modern-day center for science and technology, highlighting 11 essential facts and hidden gems that define Boston's unique "firsts" in American culture. The Episode Breakdown: In this episode of the Rudderless Travel Podcast, Christopher dives into the rich, multilayered history of Boston. We aren't just walking the Freedom Trail; we’re exploring how the city’s innovative spirit and academic excellence have shaped the world. Inside the Hub: 👉🏾 The Pioneer of "Firsts": From the first public school to the first subway system in America. 👉🏾 Academic Powerhouse: The impact of world-class institutions like Harvard and MIT on the city’s culture and tech scene. 👉🏾 Black History & Civil Rights: Uncovering the inspiring stories and landmarks that played a pivotal role in the fight for liberty. 👉🏾 Modern Science & Tech: How Boston’s colonial roots evolved into a global center for biotechnology and innovation. 📍 Connect & Explore: 👉🏾 11 Interesting Facts About Boston, Massachusetts | EP. 5 👉🏾 Best Places to Explore in Boston for Every Traveler 👉🏾 Visit Boston: A Guide to the City’s Must-See Attractions - Road Trip Ontario 👉🏾 Fun Things To Do In Boston Massachusetts | Boston Firsts & Hidden Gems - YouTube 👉🏾 Places to stay in Boston Note on the Archives: This episode was originally released under the Highway Highlights banner. As of 2026, all episodes have been integrated into the Rudderless Travel Podcast family as part of our global relaunch. Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

28 min
SEASON 1 TRAILER

00. Calling Shotgun! An Invitation To Highway Highlights

FORMALLY HIGHWAY HIGHLIGHTS 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! Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

2 min

TRAILER

00. Calling Shotgun! An Invitation To Highway Highlights

FORMALLY HIGHWAY HIGHLIGHTS 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! Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe

S1

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2 min

The official home of Rudderless Travel Podcast. Every two weeks, we go beyond the surface and checked boxes to unlock a destination’s secrets. Join us for a deep-dive into the 'Soul' of every journey—sharing the inspirational human stories, hidden gems, and forgotten histories that make a place truly unique rudderlesstravel.substack.com

Creator

Christopher Rudder | Rudderless Media
Years Active

2025 - 2026
Episodes

10
Rating

Clean
Copyright

© Rudderless Media
Show Website

Rudderless Travel Podcast