Best Christopher Rudder Podcasts (2025)

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210. NYC Christmas Markets: Tips for Navigating Like a Pro 14:54

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9h ago14:54

14:54

🎄Planning a holiday trip to New York City? NYC Christmas markets are one of the most magical ways to experience the holiday season, but they can also be crowded and overwhelming if you don't know what to expect. I'm sharing our best NYC Christmas market tips to help you shop smarter and make the most of your time. Read 'NYC Christmas Markets' blog …

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209. How to Connect with Nature on Every Trip | Grounding Tips With Matthew Kessi 31:31

17d ago31:31

31:31

Are you craving deeper, more meaningful travel experiences, ones that help you slow down, feel grounded, and reconnect with the natural world? I'm joined by travel writer, nature photographer, and practical mystic Matthew Kessi to explore how to add more nature to every trip you take. We chat about grounding practices, such as forest bathing, trave…

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208. 2025 Cyber Monday Deals Handpicked for Financially Savvy Travelers 18:30

27d ago18:30

18:30

Black Friday is here! I'm sharing the best travel deals for financially savvy travelers—from flight subscriptions to tools that help you maximize rewards all year long. If you want to travel more for less in 2026, don't miss this roundup. ➡️ Black Friday Deals: https://thethoughtcard.substack.com/p/2025-black-friday-deals-handpicked 🎧 Enjoy These O…

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207. How to Spot Financial Trauma and Start Healing with Rahkim Sabree 47:34

1M ago47:34

47:34

Financial trauma is real, and it may be influencing your money decisions. Rahkim Sabree, an award-winning Financial Therapist, Accredited Financial Counselor®, author, and speaker, shows us how to spot the patterns holding us back and how to start the healing process. We're unpacking the emotional baggage we carry around money, how it gets passed d…

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206. Best Disney World Resorts: Our Top Picks and Wish List Stays (featuring Kevin Payne) 58:22

2M ago58:22

58:22

Trying to decide where to stay at Walt Disney World? With more than 25 Disney World resorts to choose from, how do you know which one's worth booking? Ditch the overwhelm and let's set the tone for a magical vacation. Kevin Payne from 'Family Money Adventure' and I share our top picks. Discover which resorts stand out and which ones are still on ou…

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205. Paris Travel Guide: Why Slow Travel Makes Paris Even More Magical with Renee Hannes 44:37

3M ago44:37

44:37

Planning a trip to Paris? Feeling overwhelmed by where to stay, what to see, and how to make the most of your budget? I'm joined by European travel and Paris expert Renee Hannes, who shares tips to help you experience Paris without rushing from sight to sight. From choosing the best neighborhoods to the best times to visit, Renee breaks down how to…

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204. Secret Way Banks Are Paying You in 2025: Everything You Need To Know About Bank Sign-Up Bonuses 16:45

3M ago16:45

16:45

Did you know that you can earn money from banks? What if I told you banks are paying people just for opening an account — and you might be leaving hundreds (or even thousands) of dollars on the table? I'm sharing the secret strategy I've been using to earn cash bonuses from major banks — no extra work, no new spending habits. Read blog post: https:…

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203. Why You Need a Vacation Savings System to Travel Without Money Stress 21:46

4M ago21:46

21:46

Are your vacations leaving you feeling stressed or refreshed? A lot of aspiring travelers struggle with saving for travel because their approach to savings is broken or incomplete. I reveal why a simple, repeatable vacation savings system is the key to guilt-free travel and why automating your savings can turn dream trips into full-funded vacations…

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PORT HOPE: Primitive Designs, An Incredible Roadside Attraction with Jowelle (Jojo) Bou-Younes | 08 21:24

4M ago21:24

21:24

FORMALLY HIGHWAY HIGHLIGHTS PODCAST This week, we're taking you on a fascinating road trip to Port Hope, Ontario, to explore a truly one-of-a-kind roadside attraction that's sure to spark your curiosity and wonder. Get ready to discover Primitive Designs, a global art gallery unlike any other! Imagine walking into a place guarded by a towering 26-f…

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202. Your Ultimate Guide to Vermont's Covered Bridges: What to See, Where to Go & How to Plan with Beth Brown Limmer 30:55

4M ago30:55

30:55

Did you know that Vermont is home to nearly 100 covered bridges? Each one a piece of history, craftsmanship, and scenic beauty. Beth Brown Limmer, president of the Vermont Covered Bridge Society, shares everything you need to know to plan your own covered bridge adventure. From the most photogenic bridges to hidden gems that often go overlooked, we…

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BLED: The Story of Bled's Cream Cake with Daryl and Mindi Hirsch | 09 24:19

4M ago24:19

24:19

In this special bonus episode, Chris goes back to the heart of Slovenia's fairytale landscape, revisiting Bled—a hidden gem of glacial lakes, clifftop castles, and serene beauty. But the real highlight of this adventure is a slice of its famous culinary icon: the original Bled Cream Cake. That and sitting down with my friends, renowned food and tra…

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CALGARY: The Story Of Stampede with Marsha Gordon | 07 18:58

4M ago18:58

18:58

FORMALLY HIGHWAY HIGHLIGHTS PODCAST In this episode, with our guest, Marsha Gordon, Collections Assistant and the Sam Centre, we delve into: * Historical Roots: Discover the Stampede's origins, tracing back to Guy Weadick's vision and the support of the "Big Four" ranchers. Key milestones include the first Stampede in 1912, the Victory Stampede in …

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201. How To Plan an Affordable Europe Trip For First-Timers: Insider Tips with Oliver Winter 26:54

5M ago26:54

26:54

Planning your first trip to Europe? Oliver Winter, founder of a&o Hostels, one of Europe's fastest-growing hostel brands, shares insider tips on how first-time travelers can explore Europe more affordably. Read blog post: https://thoughtcard.com/planning-europe-trip/ Oliver reveals how hostels have evolved far beyond backpacker basics to welcome fa…

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LAURENTIAN MOUNTIANS: Dog Sledding & Kanatha-Aki with Stéphane Denis | 06 18:25

5M ago18:25

18:25

FORMALLY HIGHWAY HIGHLIGHTS PODCAST 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 rudderlesst…

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200. How Chelsea Riffe Paid Off $10K in Credit Card Debt While Traveling Full-Time 47:29

5M ago47:29

47:29

So much is possible when you get intentional about your money. Chelsea Riffe's journey is proof that you don't have to wait to take action. You can make aligned, empowering financial choices right where you are, even if you're halfway across the world. After a whirlwind group trip left her deep in debt, Chelsea made a bold decision: get serious abo…

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199. Introducing 'Frommer's Travel Show' by Pauline Frommer 0:32

5M ago0:32

0:32

"Frommer's Travel Show" is a trusted resource for what's happening in the world of travel today. Learn about under-the-radar destinations, different travel styles, and smart strategies for traveling more affordably. 🎧 Listen to Frommer's Travel Show on Apple Podcasts, Spotify, or wherever you tune in. Oh, and tell Pauline that Danielle from The Tho…

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BOSTON: The First in Education, Black History, and Innovation | 05 27:48

5M ago27:48

27:48

FORMALLY HIGHWAY HIGHLIGHTS PODCAST In this episode of Rudderless Travel Podcast, 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 …

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198. Stop Overpaying for Travel: Hidden Fees, Pricing Tricks, and Smarter Booking Tips with Pauline Frommer 40:23

5M ago40:23

40:23

The travel industry makes billions from travelers overpaying. Today we're exposing the traps that drain your wallet—and how to avoid them. Many of us overspend on travel without even realizing it, falling prey to shiny marketing tactics or getting caught off guard by hidden fees we didn't see coming. Pauline Frommer knows exactly how the travel ind…

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SASKATOON: The Story Of Wanuskewin with Dr. Ernest Walker | 04 36:30

6M ago36:30

36:30

FORMALLY HIGHWAY HIGHLIGHTS PODCAST 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 o…

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197. How to Take Better Travel Videos (and Must-Have Camera Gear) with Juliana Broste 30:11

6M ago30:11

30:11

Ever come home from a trip with a bunch of random video clips… and no idea what to do with them? 😅 Today, I'm joined by Emmy Award-winning travel filmmaker Juliana Broste (also known as Jules), who is sharing her best tips for capturing better travel videos. We're diving into shot setup, storytelling, and must-have gear for filming on the go. From …

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TROIS-RIVIÈRES: The Statue That Opened Her Eyes with Jean-Philippe Marcotte | 03 28:48

6M ago28:48

28:48

FORMALLY HIGHWAY HIGHLIGHTS PODCAST 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. Discover the local emphasis on food and drink, featuring excellent restaurants and cafés that evoke a European charm. Discove…

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196. How To Book FREE Stopovers and Visit Two Cities for the Price of One with Charlotte Gage 39:07

6M ago39:07

39:07

✈️ What if you could visit a second country on your next trip without paying extra? Charlotte Gage joins us to share how stopovers can unlock free bonus destinations on your next vacation. Learn the difference between a layover and a stopover, how to book them, and which airlines offer the best deals — plus insider tips to make the most of your tim…

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SUDBURY: Discovering Indigeneity Through Chocolate with Chef Tammy Maki | 02 18:42

7M ago18:42

18:42

FORMALLY HIGHWAY HIGHLIGHTS PODCAST 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 ch…

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195. Is Budget Travel Still Possible? What You Need To Know in 2025 Feat. Matthew Kepnes 19:54

7M ago19:54

19:54

Think travel is too expensive in today's economy? Think again. I'm joined by Matthew Kepnes, a.k.a. Nomadic Matt, to explore whether budget travel is still possible in 2025 and beyond. Read blog post: https://thoughtcard.com/travel-tips-matthew-kepnes/ We get into: Money-saving tips that still work Travel hacks that no longer do Surprising destinat…

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01. TORONTO: The Story of Little Canada with Jean Louis Brenninkmeijer 20:21

7M ago20:21

20:21

FORMALLY THE HIGHWAY HIGHLIGHTS PODCAST 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. Fr…

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194. How To Outsmart Thieves While Traveling With Rachel Bloom 20:33

7M ago20:33

20:33

Ever had that heart-sinking feeling when you realize your wallet, phone, or bag has gone missing? You're not alone. Over two million people a year become victims of theft while traveling. Rachel Bloom is the designer of stylish smart bags built to protect your valuables on the go. She shares common ways travelers get targeted by thieves and easy ha…

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00. Calling Shotgun! An Invitation To Highway Highlights 1:37

8M ago1:37

1:37

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…

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193. How to Learn a Language Before Your Trip with Lindsay Dow | Essential Vocabulary For Travel 57:30

8M ago57:30

57:30

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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192. Top 2025 EPCOT Flower and Garden Festival Experiences You Can't Miss | Spring at Walt Disney World 32:37

8M ago32:37

32:37

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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191. Tips For Planning a Multigenerational Disney Family Vacation 32:16

8M ago32:16

32:16

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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190. Practical Ways Disney World Caters To Families With Kids Under Three 36:20

9M ago36:20

36:20

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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189. Feel Financially Unbothered Managing Your Business Finances with Gina Knox 47:44

9M ago47:44

47:44

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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188. How Tilting Futures is Reimagining the Gap Year & Shaping Future Leaders (Erin Lewellen) 29:27

10M ago29:27

29:27

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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187. How To Fund Your Dream Honeymoon With Honeyfund (Sara Margulis) 19:51

10M ago19:51

19:51

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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186. The Best Time To Visit New York City (and Cheapest Too) 17:34

11M ago17:34

17:34

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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185. Must-Visit Stops Along the Vermont African American Heritage Trail 35:34

11M ago35:34

35:34

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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184. Building Wealth Gives You More Options...Here's How With Ange Marie 35:13

12M ago35:13

35:13

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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183. How Families Travel Luxuriously Almost For FREE with Stephanie Antin 34:28

12M ago34:28

34:28

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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182. The Ultimate Guide To Achieving Travel Goals 29:39

1y ago29:39

29:39

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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181. Moving to Argentina: How Laura Marks Transformed Her Career and Lifestyle As a Digital Nomad 34:47

1y ago34:47

34:47

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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180. CardPointers Review: How To Maximize Your Credit Card Rewards Earning Potential 19:55

1y ago19:55

19:55

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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179. Trips vs. Vacations - What's the difference? 20:36

1y ago20:36

20:36

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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178. Sidestep These Costly Airport Mistakes + 8 Essential Flying Tips 31:44

1y ago31:44

31:44

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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177. Boston Travel Guide: Things To Do To Celebrate Black Culture (and Support Black-Owned Business) 45:39

1+ y ago45:39

45:39

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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176. Subscribe To These Travel Newsletters For News, Inspiration and Resources 22:21

1+ y ago22:21

22:21

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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175. Remarkable Places in Manitoba, Canada To Discover Indigenous Culture, Visual Art, and Natural Wonders 29:54

1+ y ago29:54

29:54

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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174. Unforgettable Indigenous Cultural Experiences in Saskatchewan, Canada: Connect with Land, Art and Indigenous Cuisine 22:32

1+ y ago22:32

22:32

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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173. Budget-Friendly U.S. Vacation Destinations That Won't Break the Bank 18:37

1+ y ago18:37

18:37

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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172. Top Travel Hacking Podcasts For Savvy Travelers 14:38

1+ y ago14:38

14:38

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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171. Lessons From Traveling With Toddlers (It's Possible and Enjoyable!) 21:26

1+ y ago21:26

21:26

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…