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A Life Less Ordinary: Daily Summaries Delivered
by NewsRadio WKCY - 107.9 FM
A Life Less Ordinary is a podcast about travel, featuring up to date travel news, what to look for, what to look out for and tips to make travel something really special.
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- 1 weeks ago53 min
The Reluctant Traveler and Why NOW Is the Time to Go!
In this episode of A Life Less Ordinary, travel expert Harry Reif explores why now is the perfect time for even the most hesitant traveler to start planning their next adventure. The episode tackles the most common travel concerns, including budget, safety, logistics, fear of flying, cruising, and stepping outside your comfort zone. Discover four unforgettable travel experiences designed to turn reluctant travelers into confident explorers: scenic rail journeys through Switzerland, luxury trips aboard the legendary Orient Express, expedition cruises to the Arctic and Antarctica, once-in-a-lifetime 2028 Mediterranean solar eclipse voyages, and breathtaking Kenyan safaris featuring the Big Five. Harry shares practical advice on how travel advisors help eliminate stress, create customized itineraries, and provide the support needed to travel with confidence.Whether you're dreaming of European train travel, wildlife encounters in Africa, polar expeditions, or luxury travel experiences tailored to your style and budget, this episode offers inspiration and expert guidance to help you take the first step toward a life less ordinary.
- 2 weeks ago53 min
Southern Spain’s Best-Kept Secret: Costa del Sol
Discover Spain’s stunning Costa del Sol in this episode of A Life Less Ordinary, hosted by Terrie Dean and Harry Reif of The Wishing Well.While many travelers know Costa del Sol for its beautiful Mediterranean beaches, Harry takes you beyond the shoreline to uncover the region’s hidden treasures. Explore the historic streets of Málaga, the dramatic cliffside town of Ronda, charming whitewashed Andalusian villages, renowned wineries, olive oil estates, and unforgettable culinary experiences ranging from beachside seafood to Michelin-starred dining. Learn how private guides, local connections, and immersive cultural experiences can transform a vacation into a truly extraordinary journey. Whether you're interested in Spanish history, art, food, wine, luxury travel, or off-the-beaten-path adventures, this episode reveals why Costa del Sol is one of Europe’s most rewarding destinations. We've got expert travel insights, practical planning tips, and inspiration to experience southern Spain like a local.
- Aug 22, 202653 min
The Keys to a Great Vacation: Connections
Unlock one of the most powerful secrets in travel planning in this episode of A Life Less Ordinary as The Wishing Well's Terrie Dean and Harry Reif continue their Keys to a Great Vacation series with a discussion on the importance of travel connections.Fresh from Virtuoso Travel Week in Las Vegas, they share how relationships with hotel owners, general managers, concierges, cruise executives, and tourism partners around the world create extraordinary experiences that go far beyond booking a flight and hotel.From VIP welcomes in Milan and exclusive access in Paris to hidden gems in Spain, Antigua, New York, and Vermont, discover how the right travel advisor can turn an ordinary trip into a personalized, unforgettable journey. Learn why luxury travel is less about spending more and more about gaining insider access, meaningful experiences, and personal connections that make every vacation exceptional.
- Aug 15, 202653 min
The Keys to a Great Vacation: Private Memberships and Exclusive Hotel Experiences
Unlock the hidden world of luxury travel as The Wishing Well's Terrie Dean and Harry Reif continue their Keys to a Great Vacation series with a deep dive into private memberships and exclusive hotel experiences.Discover how the world’s finest hotels are redefining luxury by offering more than beautiful rooms, providing access to private clubs, VIP lounges, local experts, hidden venues, and once-in-a-lifetime connections. From Savannah’s Hotel Bardo and New York’s Casa Cipriani to exclusive London clubs and luxury suites in Las Vegas, learn how the right travel advisor can open doors to experiences most travelers never know exist.If you're curious about luxury travel, personalized vacations, VIP access, and unforgettable travel experiences, this episode is packed with insider tips and inspiration.
- Aug 8, 202653 min
The Keys to a Great Vacation: The Hotel is Never Just a Hotel
What transforms an ordinary vacation into an unforgettable journey? In this episode of A Life Less Ordinary, The Wishing Well's travel experts, Terrie Dean and Harry Reif, continue their Keys to a Great Vacation series with a fascinating look at why the hotel is never just a hotel.Discover how the right hotel can unlock exclusive experiences, from private access to the Palace of Versailles and Copenhagen’s Tivoli Gardens to hidden entrances, luxury concierge services, and personalized touches that elevate every trip.Learn the value of shoulder season travel, insider vacation planning strategies, and how choosing the right accommodations can turn a simple getaway into a once-in-a-lifetime experience.Perfect for travelers seeking luxury travel tips, unique destinations, and expert vacation planning advice.
- Aug 1, 202654 min
The Keys to a Great Vacation: Landmarks & Dreams
What transforms a vacation from ordinary to extraordinary?In this episode of A Life Less Ordinary, The Wishing Well's travel experts, Terrie Dean and Harry Reif, explore one of the most important secrets to planning an unforgettable trip: choosing a landmark that inspires you and building your entire travel experience around it. From the Eiffel Tower in Paris and the Great Wall of China to Vatican City, the Taj Mahal, the Statue of Liberty, Machu Picchu, and the Pyramids of Giza, discover why iconic destinations capture our imagination and how they can serve as the foundation for meaningful, life-changing travel experiences.You'll hear personal travel stories, learn how landmarks become the anchor for a dream vacation, and follow a luxury Paris itinerary that turns a simple visit to the Eiffel Tower into an extraordinary journey filled with private tours, gourmet dining, river cruises, art, history, and unforgettable memories.Whether you're planning your next vacation, creating a bucket list, or simply dreaming about seeing the world's most famous landmarks, this episode offers expert travel insights and inspiration to help you design a trip you'll remember forever. Topics covered:How to choose the perfect travel landmarkTurning bucket-list destinations into complete vacation experiencesThe Eiffel Tower, Vatican City, Great Wall of China, Taj Mahal, Machu Picchu, and moreLuxury travel planning tips from experienced travel advisorsWhy meaningful travel begins with a dreamCreating memories that last a lifetimeListen now and discover how one dream destination can unlock a world of possibilities.
- Jul 25, 202653 min
Living Your Best Life
In this episode, The Wishing Well's luxury travel experts, Terrie Dean and Harry Reif, explore what it truly means to *live your best life* through unforgettable, deeply personal travel experiences. Fresh off a remarkable Great Lakes luxury cruise, Harry shares a vivid, first‑hand journey aboard the Victory II, revealing how refined small‑ship cruising can transform not just how you travel — but how you see the world.From Toronto to Niagara Falls, Cleveland, Detroit, Mackinac Island, Escanaba, Milwaukee, and Chicago, Harry recounts a week filled with handcrafted cuisine, historic ports, immersive excursions, and the kind of old‑world elegance rarely found in modern travel. Terrie connects Harry’s story to a larger truth: travel should be curated, intentional, and deeply personal — not a copy‑and‑paste version of someone else’s vacation.You'll hear how luxury isn’t about price tags or prestige — it’s about meaning, comfort, craftsmanship, and experiences tailored to your dreams. Whether it’s the nostalgia of classic Great Lakes cruising, the joy of discovering new destinations close to home, or the simple pleasure of fresh pastries and sunset views from the deck, this episode celebrates the beauty of choosing travel that reflects you.
- Jul 17, 202653 min
The Good, The Bad & The Ugly
In this powerful episode, the Wishing Well's Terrie Dean marks the show’s sixth anniversary with a deep, honest exploration of the modern travel experience — the good, the bad, and the beautifully imperfect. Drawing from over 40 years in the industry, Terry reveals how today’s travelers are breaking free from ordinary tourism and embracing intentional, meaningful journeys that reconnect them with wonder, curiosity, and the world itself.You’ll hear how slow travel, astrotourism, and immersive local stays are reshaping global exploration — and why travelers are choosing sleeper trains, dark‑sky destinations, and boutique community‑based lodging over crowded hotspots and algorithm‑driven itineraries. Terry also exposes the “ugly” side of modern tourism: overtourism, corporate travel toll booths, and AI‑optimized travel funnels that push everyone to the same places at the same time.Terrie shares unforgettable personal stories, listener moments, and the emotional spark that keeps us traveling despite delays, fees, and frustrations. From solo midlife backpacking to radical resets, from unexpected adventures in Mexico to awe‑striking moments in Japan, this episode reminds us why travel is a radical act of optimism — and why choosing the road less traveled leads to a truly life less ordinary.
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About A Life Less Ordinary
A Life Less Ordinary is a podcast about travel, featuring up to date travel news, what to look for, what to look out for and tips to make travel something really special.
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