Starting a new business after retirement can feel like stepping into uncharted territory. For a retired teacher, the transition from classroom to entrepreneur brings unique challenges, especially when the business involves travel—a field that demands energy, flexibility, and constant adaptation. This post explores the emotional and practical hurdles faced while launching a travel business, the difficult decision to pause the venture, and the personal journey behind it all.

Have you ever come home from a trip feeling like you needed a vacation after your vacation? You raced from one landmark to the next, checked every “must-see” box, and returned with hundreds of photos—but not enough stories. Slow travel is the antidote to that kind of travel fatigue. It’s not about doing less. It’s about experiencing more deeply.

Planning a Founder’s Circle tour might look like a cozy afternoon on the sofa with a laptop, coffee, and maps spread out—but behind those notes and clicks is a careful process of shaping something meaningful. Every detail, from a tucked-away café to the flow of each day, is chosen with intention. At Infinite Vagabonds, our Founder’s Circle tours are more than itineraries—they’re journeys designed for women 50+ who want culture, connection, and community.

Traveling in a group after 50 can be one of life’s most rewarding experiences. You get to explore new places, enjoy shared experiences, and connect with like-minded women — all while creating memories that last a lifetime. But not all group trips are created equal. The best experiences come when you choose a tour that fits your pace, comfort level, and interests. Here are five things to consider when selecting your next group trip to make it smooth, enjoyable, and full of mea