Transform With Travel: Trip Planning Made Easy For Busy Professionals Craving Bucket List Adventures

In this deeply personal episode of Transform With Travel, Kelly Tolliday shares the emotional rollercoaster of weeks 4 - 6 in La Barra, Uruguay with Boundless Life . What started as an exciting worldschooling adventure quickly turned into a crash course in the realities of living overseas — navigating injuries, grief, missing major family milestones back home, extreme weather, and the emotional co...

I’m back with another update from our family’s adventure in La Barra, Uruguay with Boundless Life 🌎 In this episode, I’m sharing what the past couple of weeks have really looked like—from settling into school and coworking life, to sneaking away for a wedding in Argentina, to the unexpected things that have surprised me (hello… mosquitoes 😅). If you’ve been curious about worldschooling, slow tra...

Thinking about worldschooling with your family? Curious what life is actually like in Uruguay? This is your real, unfiltered Week 1 update from our 3-month adventure with Boundless Life in La Barra. I’m taking you behind the scenes of our experience—from the chaos of preparing to leave, to first impressions of this dreamy surf town, to what it actually feels like to land in a brand new country wit...

What happens when the life you’ve been intentionally building asks you to slow down instead of speed up? In the first episode of the year on Transform With Travel , host Kelly Tolliday shares a deeply personal, off-the-cuff conversation about growth, priorities, and choosing presence over productivity. Kelly reflects on nearly two and a half years of hosting the podcast, the lessons learned throug...

What if your trip to Portugal went beyond the highlights and into the heart of everyday life? In this episode of Transform With Travel , Kelly sits down with Paula Alves , co-founder of Portugal by TRAVELTAILORS , to explore what it truly means to experience Portugal through culture, tradition, and human connection. Paula shares how her childhood spent between the United States and rural Portugal...

What if your next big adventure did more than give you a view, what if it gave you perspective? In this episode, Kelly sits down with Frank Castro , founder of Adventure International , a luxury adventure outfitter known for high-end trekking and mountaineering experiences rooted in ethical guiding, fair wages, and deep respect for the local teams who make expeditions possible. Frank shares how hi...

What if planning your next trip felt calm, intentional, and fully supported instead of overwhelming and chaotic? In the final episode of the Intentional Travel Series on Transform With Travel , Kelly shares her favorite travel apps, tools, companies, and resources that help create high ROI, stress free, deeply intentional trips in 2026 and beyond. From flight research and airport transfers to hote...

Travel does not end when your plane lands, it actually begins when you return home. In this episode of the Intentional Travel Series on Transform With Travel , Kelly breaks down the missing piece most travelers never plan for, integration. How you turn what you felt, learned, and experienced on your trip into lasting habits, clarity, and life change. Kelly walks you through a simple three phase in...

Intentional travel isn’t just about where you go or what you do, it’s also about how you protect your energy along the way. In this episode of Transform With Travel, Kelly dives deep into the one thing most travelers forget to plan for boundaries. Whether you’re heading on a girls’ getaway, a multi-generational family trip, a solo retreat, or a wellness focused adventure, boundaries are the secret...

Your itinerary can make or break your trip, and today we’re rewriting the rules. In this episode of Transform With Travel, Kelly guides you through how to build a balanced , aligned , and feels-good travel plan that supports your goals instead of draining your energy. From creating a “loose plan” to building in yes days, rest days, and space for spontaneity, this episode helps you design an itiner...

Where you go matters, but why you go matters even more. In this episode of Transform With Travel , we dive into the art of destination selection – helping you choose where to travel based on your goals, values, and energy. Whether you’re planning a health reset, a romantic getaway, or a creative sabbatical, Kelly shows you how to pick a destination that truly supports your intention. From Greece’s...

What if your next trip could change your life, not just your location? In this episode of Transform With Travel , we kick off the Intentional Travel Planning Series , where I share how to plan bucket-list trips that align with your goals, values, and season of life. Discover how to plan your 2026 adventures with purpose, whether it’s a healing solo trip to Greece, a yoga retreat in the islands, or...

Are you ready to transform your travel experiences and maybe even your career through the world of travel? In this episode of the Transform with Travel podcast, I sit down with Henley Vasquez, the CEO and co-founder of Fora. This conversation illuminated the evolving landscape of the travel industry, the rise of travel advisors, and the growing interest in wellness travel.  We got into the ch...

Travel holds an unparalleled ability to transform lives. It’s not just about the destinations visited but the personal growth and self-discovery that happen along the way. In this episode of Transform with Travel, I sit down with Gabriella Arbesu, a long-time friend and avid traveler, about the profound impacts of her travel journey. Gabi shares the influence of her Cuban-American heritage on her...

Are you yearning for an experience that could transform not just your family’s outlook on the world, but also improve your own as a parent?  Are you curious about how different cultures parent their children?  In today’s fast-paced, technology-driven world, the notion of slow travel can create the perfect environment for personal growth and connection. Join Elodie Ferchaud, co-founder of...

Are you ready to transform your travel experiences into moments of depth and personal growth? In today's fast-paced world, travel has become more than just checking destinations off a list. It's about immersing yourself in new cultures, embracing challenges, and living with intention. This concept of intentional travel was the highlight of our recent conversation with Kelly Fischer. Traveling ofte...

Are you willing to step into the unknown to bring your dreams to life? In this episode of the Transform with Travel podcast, I had an enlightening conversation with Marisa Folz McConnell, a visionary entrepreneur behind The Wander Shop.  The Wander Shop was born out of Marisa's love for travel and fashion. Initially envisioned as a mobile store, Marisa's ingenuity and grit saw it evolve into...

In this milestone 100th episode of Transform With Travel, we highlight the transformative power of travel in shaping lives, relationships, and legacies while acknowledging the resurgence of travel post-pandemic and its associated challenges like overtourism and stressed ecosystems.  We talk about the role of travel advisors in promoting sustainable and responsible travel choices, aiming to sh...

Have you ever wondered what it's like to view the world from the cockpit of an airplane? Or perhaps you're one of the many travelers who experience a tinge of anxiety every time you buckle up for a flight. In today's episode, we unravel these mysteries with insights from a seasoned pilot, Simon Brackett, and learn practical ways to manage in-flight anxiety. Travel can open up new perspectives and...

In this episode, I share the extraordinary journey of how I met my husband Sam.  The story spans continents and years, beginning with my decision to study abroad in Switzerland and culminating in a chance encounter at a pub crawl in Dublin.  As we relationship, we faced long-distance challenges and numerous adventures, ultimately leading me to move to Australia. Now, nearly a decade late...

Are you seeking a travel experience that is profoundly spiritual, serene, and life-changing?  Perhaps a destination that not only satiates your wanderlust but also aligns with your values of sustainability and cultural authenticity?  Welcome to Bhutan, a country that embodies a unique, unspoiled cultural and natural heritage you may not have discovered before.  Nestled between the t...

Travel has the power to transform us, not just by the destinations we explore but through the profound realizations and connections we forge along the way. Ashley Brown’s journey is a testament to this transformative power, encapsulated beautifully in our soulful and heartfelt conversation.  From Fort Lauderdale, Florida, to Parker, Colorado, and many places in between, Ashley's upbringing wa...

How does pelvic health impact your travel experiences? In this episode of the Transform with Travel podcast, I’m joined by Susan Winograd, a pelvic health expert. This insightful discussion explored the often-overlooked connection between pelvic health and travel, providing valuable advice for travelers of all kinds. Susan emphasized the importance of a whole-body wellness approach, integrating va...

We’re announcing a refreshing update for the podcast as it enters its third year of inspiring busy professionals to ignite their adventure spirit. Over the next weeks, we will be highlighting the top 10 most played episodes from the past two years, including tips for overcoming flight anxiety, health hacks for travelers, building a life of global travel with family, and her personal love story. Yo...

In this solo episode, I’m sharing my real talk reflections on our recent trip to Panama—what surprised me, what delighted me, and what I’d do next time.  From the bustling cosmopolitan energy of Panama City to the Caribbean charm of Bocas del Toro and the lush, peaceful escape of El Valle, I’m breaking down each stop with tips, highlights, and honest feedback. Plus who I partnered with to mak...