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What if you could explore the world, no matter your budget? Are you tired of putting off that dream vacation because of your finances? Wish you could explore new destinations more regularly without going broke? Well, you’re in the right place! Welcome, financially savvy travelers! If you’re passionate about traveling and want to get your finances in order, 'The Thought Card' has you covered with practical money-saving tips and travel hacks to help you create unforgettable travel experiences. ...
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Highway Highlights Podcast

Christopher Rudder | Rudderless Media

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Highway Highlights, a podcast that tells inspirational stories, uncovers hidden gems, and unlocks a destination’s secrets. I am Christopher Rudder, a road trip, day trip, and all-around travel expert and content creator in the travel and tourism space. Highway Highlights will take us on purposeful travel adventures. Together, we’ll experience laughter, mishaps, emotional stories, hidden gems, and unforgettable journeys. We’ll go beyond typical tourist activities and explore a destination’s h ...
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The Travel Horror Stories podcast is a humorous show that brings together travel bloggers, travel vloggers, travel writers and travel influencers as well as professionals in the travel and tourism space and everyday travellers. With vivid and gripping storytelling guests recount their, scary, tense, weird, silly sometimes funny and sometimes unsettling stories from their travels. Then we unpack the story to discover what they did right, what they did wrong and what they could have done diffe ...
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Whether it’s a cross-country road trip, a quick day trip, or a relaxing weekend getaway, get ready to hit the open road with ‘Road Trip Ready,’ the ultimate road trip podcast for endless road trip inspiration and ideas. Join hosts Danielle Desir Corbett and Christopher Rudder, passionate road trippers and experienced travelers, as they take you on a journey in this travel podcast, going beyond the surface-level information in typical travel guides. From charming small towns to picturesque vi ...
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Headed abroad and do not speak the local language fluently? Curious about learning languages for travel? Whether you're a planner who starts learning months in advance or someone who wings it with Google Translate, this episode is for you. Lindsay Dow of Lindsay Does Languages, a language educator who has studied over 15 languages, shares practical…
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Celebrate spring with breathtaking flowers, creative topiaries, and tasty treats at the EPCOT International Flower and Garden Festival. Striking a perfect balance between nostalgia and fun new surprises, discover why attending this festival is one of the best times of year to visit Walt Disney World. Plus, get a behind-the-scenes look at the planni…
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Planning a trip to Disney World that includes multiple generations can be rewarding and involves unique considerations (and challenges). Here are our best Disney tips to help you create a magical experience that everyone, from grandparents to grandkids, will cherish. This podcast episode is made possible with the support of Walt Disney World, the s…
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Planning a Disney trip with a baby? You’re in the right place! We’re uncovering the baby-friendly side of Walt Disney World — from thoughtful amenities to must-know tips that make visiting with little ones easier than ever. Whether it’s your first time or you’re a seasoned Disney traveler, tune in to discover why bringing your baby to the parks can…
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Without the right systems and mindset, managing your business finances as an entrepreneur or small business owner can be a nightmare. It's time to live debt-free, have your taxes paid, and have a thriving business even with inconsistent income! Money Coach for Small Business Owners Gina Knox shares her insights on achieving financial security despi…
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Travel can be a transformative experience that helps you learn about yourself and the world, pushing you out of your comfort zone and fostering personal growth. One of the best times to have a transformational travel experience is during a gap year, in this case, between high school and college. Erin Lewellen, CEO of Tilting Futures shares her life…
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This video is about a unique travel experience at Kanatha-Aki, a destination in the Laurentian Mountains of Quebec, Canada. It focuses on dog sledding and connecting with nature and indigenous culture.00:00 - Introduction and the thrill of dog sledding Get full access to Rudderless Travel: Unpacked at rudderlesstravel.substack.com/subscribe This is…
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Couples who travel together stay together. What if you could crowdfund your honeymoon? So, instead of receiving wedding gifts, your friends and family could contribute to funding your dream honeymoon. More and more newlyweds are favoring cash gifts over traditional wedding gifts. Sara Margolis, CEO and co-founder of Honeyfund, explains how the plat…
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Planning a trip to NYC? You may be wondering when is the best time to visit New York. Well, you might not expect me to say this, but as a New Yorker who moved away but visits regularly, I can confidently say that WINTER is secretly the best time to experience the city at a deep discount. If you are looking for the best deals, fewer crowds, and wild…
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In this episode of Highway Highlights, we explore Boston's rich history and innovative spirit. From its early days as a colonial hub to its modern-day contributions to science and technology, Boston has played a pivotal role in shaping America. We delve into the city's educational institutions, historical landmarks, and the inspiring stories of ind…
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Vermont holds a special place in my heart and ranks among my favorite places in the world. When you visit the Green Mountain State, you are surrounded by Black history and culture. Join me as we explore the Vermont African American Heritage Trail, which shares the stories and experiences of Black Vermonters who influenced their local communities an…
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In this episode, we explore the enchanting landscapes of Saskatchewan and the deep connection to its history and culture, particularly through the sacred site of Wanuskewin. Located just 20 minutes from Saskatoon, Wanuskewin has been a gathering place for over 6,400 years, offering a unique perspective on peace of mind as reflected in its Plains Cr…
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It's not too late to start investing and building your wealth. Discover how to achieve the freedom that comes with financial independence with Ange Marie, a money coach who helps women grow their money through stock market investing—without the need to work extra hours on a side hustle! Ange Marie outlines three main strategies for building wealth …
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Stephanie Antin cracked the code for family travel using points and miles. Her family of five has traveled to six continents and dozens of countries for almost FREE. Stephanie explains how families can better strategize travel reward redemptions for business and first-class flights and practical ways to use points for luxe stays, like picturesque u…
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What are your travel goals for the upcoming year? Today, we’re exploring how to set and achieve travel goals with intention. Discover how setting intentional travel goals can transform your wanderlust into unforgettable adventures! RESOURCES MENTIONED: Travel Goals Printable Read the blog: https://thoughtcard.com/travel-goals/ ✨ Book a Travel Savin…
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What if you could live abroad and enjoy a lower cost of living while building a fulfilling career? Laura Marks shares her inspiring story of moving to Argentina and how she's redefined what it means to live an enriching life. Ready to learn how you, too, could embrace location independence and transform your career and lifestyle? Tune in to learn a…
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Wondering what card in your wallet to use for an upcoming purchase? Put away your spreadsheet or handy notes app because today, I’m going to introduce you to a tool that gets the job done. Introducing CardPointers, the app that helps you track credit card rewards and offers and tells you the best card in your portfolio to use for every purchase. No…
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Confused about the difference between a trip and a vacation? Discover how your expectations can shape your adventures, and learn how to plan your next getaway—whether it's a whirlwind trip filled with exploration or a relaxing vacation focused on self-care. Tune in to my travel podcast to refine your travel style and make the most of your time off!…
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Discover the hidden gem of Trois-Rivières, the second oldest French city in North America after Quebec City, nestled at the confluence of the St. Lawrence River and the St. Mauricie River. Explore the local focus on food and drink, with great restaurants and cafes reminiscent of European charm. Uncover the rich history, including religious sites li…
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None of us enjoy spending money unnecessarily. I’m sharing my biggest flying mistakes of all time and what I’d do differently. We’ll go beyond the usual, like missing flights, forgetting to apply for visas, or missing out on opportunities to earn miles. Read the blog post: Hey! If you enjoy my podcast, I'd be so grateful if you could Buy Me a Coffe…
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Discover the unique charm of Sudbury, a mining town in Canada known for its nickel production and stunning nature. Join the host as he explores the town, including a visit to Raven Rising Global Indigenous Chocolates, where Chef Tammy shares her fascinating journey of incorporating Indigenous heritage into her chocolate making. Tune in to this epis…
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Wondering what to do and where to eat to support local Black-owned businesses in Boston? Boston is a vibrant hub for Black culture. Discover Boston’s Black history, from the courageous individuals who fought to abolish slavery to the thriving Black-owned businesses and visionaries shaping the city today. Follow this Boston travel guide for the top …
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Travel newsletters are among the best ways to stay informed and inspired as travel consumers or business owners. Some travel newsletters fuel wanderlust, offering practical advice like travel hacks, destinations to visit, and how to save money. Others share industry news, trends, and insights. Here are my top picks for travel newsletters. Subscribe…
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Discover the enchanting world of miniatures and model railways in this episode of Highway Highlights. Join Christopher Rudder as he explores the magic of Little Canada in Toronto, sitting down with Jean-Louis, Founder and Chief Visionary Officer, to uncover the inspiration behind this miniature wonderland. From the meticulous attention to detail to…
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Welcome to the Canadian province of Manitoba! Manitoba, the ancestral homeland of the Métis Nation and other Indigenous peoples of present-day Canada, is a treasure trove of rich Indigenous stories, heritage, and attractions. Join me as we experience the beauty, history, and spirit of Indigenous traditions and artistic expression in Manitoba. From …
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Welcome to the Canadian province of Saskatchewan! Explore Indigenous art, visit the home of Canada’s longest-running archaeological dig, savor a delicious meal foraged from the prairies at the Han Wi Moon Dinner, and step back in time to learn about the 19th-century Métis community that built and defended their home along the South Saskatchewan Riv…
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I often see articles promising to share the most affordable travel destinations within the U.S. As I start reading, I shake my head — no, no, no. They’ve got it all wrong! Here are my top picks for budget-friendly vacations in the U.S. that offer rich experiences and thrilling adventures without draining your wallet. What are your favorite budget-f…
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The travel hacking landscape is constantly evolving. Listening to travel hacking podcasts is one of my favorite ways to deepen my travel hacking knowledge. Here’s a recommended list of my favorite travel hacking podcasts. These podcasts are packed with insider tips, expert interviews, and real-life experiences, which will help you become a travel h…
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Life is a Highway: Stories of Laughter, Mishaps, and Unforgettable Journeys Highway Highlights is a podcast hosted by Christopher Ruder, a travel expert who takes listeners on purposeful travel adventures beyond typical tourist activities. In each episode, Christopher uncovers hidden gems, shares inspirational stories, and explores a destination's …
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Saying kids grow up fast is an understatement. It feels like yesterday we packed our car for our first road trip with Baby K to The Adirondacks, New York. Since then, we’ve road-tripped across the country, flown internationally, and have half a dozen local getaways under our belt. I’m not going to lie, traveling with toddlers can be stressful, full…
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Have you ever flown business or first class? Want to fly premium cabins more often without dishing out a lot of cash? Dave Grossman has spent over 15 years traveling the world in first class using points and miles, saving tens of thousands of dollars. He breaks down the differences between points, miles, and cashback, and explains why transferable …
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Traveling is often put on hold due to various reasons, such as financial constraints, health concerns, or waiting for the "perfect" time. Discover the importance of seizing travel opportunities now rather than later and how travel can be a life-changing personal investment and source of inspiration for your financial journey. Read the blog post: ht…
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Not everyone has the time or ability to take on extra work due to various life circumstances, such as being a caretaker, facing health issues, or having a demanding schedule. However, this doesn't mean you can't save money for your dream vacation. Explore creative ways to fund your travels without relying on a side hustle. Read blog post: https://t…
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Get motivated to create a vacation fund and stick to your travel goals! When I decided years ago to prioritize travel, one of the most empowering steps I took was establishing a dedicated vacation fund, a special bank account solely for my travel savings. Learn practical tips for managing a dedicated vacation fund. Read the blog post: https://thoug…
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In 2017, Jen Ruiz set out to take an epic challenge, go on 12 trips in 12 months before her 30th birthday while employed full-time as an attorney. She ended up taking twenty trips that year, almost doubling her original goal! Jen shares how you, too, can plan your own similar travel challenge. How to take 12 trips in 12 months with a demanding job?…
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Nausheen Farishta went from hating solo travel to falling in love with it in her 30s. Nausheen is a testament to the transformative power of solo travel and the importance of building a strong relationship with oneself. Discover the power of solo travel and how it can help you build unstoppable self-confidence and find joy. How solo travel can be m…
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Whether you’re a first-time cruiser or a seasoned one, Amanda Bauner shares insider tips on how to save on cruise vacations without compromising on the experience. Learn about the cheapest times to go on a cruise, the benefits of DIY planning versus working with a travel agent, and what aspects are worth splurging on. Amanda is an expert in solo tr…
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We've all felt FOMO when we realize we've missed out on some amazing stops on a road trip. To combat this, we're sharing our top strategies for finding those special, off-the-beaten-path spots that make road trips truly unforgettable. In this episode, we cover: (4:10) Pre-trip planning with tourism boards (5:48) Leveraging blogs for in-depth inform…
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Have you ever wanted to explore Ghana and learn about its rich culture and history? Join Tiffany Heard as she shares her experiences and insights on traveling to Ghana in West Africa. Not only does Tiffany inspire others to take a trip to the Motherland through her immersive adult coloring book but she also organizes small group trips to Ghana, gui…
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Discomfort is common during road trips, often leading people to avoid them. Today, we'll explore improving road trip comfort by sharing our favorite tips and resources. We discuss what makes road trips enjoyable, including bonding time, the car essentials, and discovering hidden treasures off the beaten path. Additionally, we'll share our personal …
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Lisa Jansen, a digital nomad living in New Zealand, shares her inspiring journey of van life. Discover how Lisa's decision to live life differently led her to explore the stunning landscapes of New Zealand in a camper van. From the pros and cons of van life to financial insights and must-visit destinations in New Zealand, this episode is packed wit…
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Explore the remarkable life and legacy of Harriet Tubman as we visit Auburn, New York, her chosen home for the last 50+ years of her life. Learn about her lesser-known roles as an entrepreneur, landowner, and humanitarian and her advocacy for women's rights. Hear insights from Reverend Paul Gordon Carter, the home site manager of Harriet Tubman Hom…
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"Family Money Adventure" is a money and travel podcast helping you make money moves that feel right for your family. Learn how to plan family vacations, save money on travel, budget well, and discover everyday adventures for your entire family. Listen to Family Money Adventure on Apple Podcasts, Spotify, or wherever you listen to podcasts. Tell Kev…
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Looking for fun things to do in Manchester, Vermont? From off-roading at the Land Rover Experience to cruising up the Mount Equinox Skyline Drive for breathtaking views, don't miss these hidden gems and unique driving experiences in Vermont. In this episode, we cover: (5:30) Off-roading in Manchester, VT (10:00) Mount Equinox Skyline Drive (16:00) …
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Are you wondering how you can plan affordable vacations for your large family? Kevin Payne from Family Money Adventure is here to help you make money moves that feel right for your family and live adventurous lives. Not only does he share his best tips and advice for making travel a financial priority for big families, but he also suggests fun ways…
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Most people envision challenges and stress when it comes to road-tripping with kids. But award-winning travel writer Kevin Wager is here to shatter that perception. Discover how to turn road trips with kids into unforgettable adventures that strengthen family bonds. From infants to teenagers, Kevin discusses the different considerations that come w…
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Columbia, South Carolina, offers visitors the unique opportunity to dive deep into American history and learn about the Reconstruction Era, a time of hope and turmoil following the Civil War. This short period from 1865 to 1877 was a challenging time of rebuilding the nation by integrating the southern states back into the Union after the Civil War…
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Are you planning to take a road trip with your furry friends? Join us as we talk to Britt Kascjak, the owner of The Kas Pack blog and Shed Happens. She is an expert in outdoor travel with pets. Whether this is your first time traveling with your pet or you're an experienced traveler, you'll learn valuable tips on getting ready for the journey and d…
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If you’ve ever wanted to trace the footsteps of your ancestors and travel to where your people lived, worked, and called home, today you’re in for a treat. Lisette Austin joins us to share how she’s tracing her roots, uncovering hidden family stories, and embarking on transformative trips to places her ancestors once called home, like Ireland, Ital…
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