Attending the Olympics had never really been on my immediate travel radar — until a quick ticket search in January changed everything. Within days, I went from casually browsing to boarding a flight to Milan for the 2026 Winter Olympics. Affordable event tickets, a surprisingly inexpensive flight, and a conveniently located hotel made the decision easy. What I thought would be a simple three-day getaway quickly turned into an unforgettable experience filled with world-class competition, international camaraderie, and my first taste of Olympic excitement in person.

If you’ve ever searched for a hotel in Europe, you know how overwhelming it can feel. Hundreds of options, endless filters, mixed reviews, and the lingering question: Is this actually a good choice for me?

To make this easier for solo women over 50, I’ve partnered with Outfit, a hotel discovery platform that focuses on fit, not just price or star ratings. What makes this partnership especially useful is that every recommendation is based on my own travel biography — not a generic profile.

When you use my link, you’re essentially able to “Travel like Jeannie,” using hotel recommendations shaped by decades of my own solo travel across Europe.

Rick Steves has introduced millions of Americans to the joys of European travel, and his guidebooks remain some of the best resources for understanding a destination’s history, art, and culture. But as with any expert, it’s important to adapt his advice to your own travel style.

If you’re visiting Madrid and looking for an easy overnight escape, Toledo is the perfect destination. Just a short ride away by high-speed train, this historic city offers winding medieval streets, stunning architecture, and delicious regional specialties. I recently spent two nights in Toledo with my friend and fellow solo traveler Linda.

Mobility concerns don’t have to limit your solo travel dreams. By planning ahead, advocating for your needs, and pacing yourself, you can confidently explore Europe and beyond.

72 hours in Venice is plenty of time to see and do everything you want. Learn how to get around on the vaporetto, what to eat, and where to stay.

Planning a European solo trip can feel overwhelming when it comes to finances. How much will it cost? How can you make your budget stretch further without sacrificing comfort or safety? Let’s break it down step-by-step so you can plan a trip that’s memorable and financially manageable.

Traveling solo is an empowering adventure, and choosing the right accommodations can make your trip safe, comfortable, and memorable. Whether you’re planning to explore Parisian boulevards, stroll through Tuscan vineyards, or wander Barcelona’s vibrant streets, the right place to stay can enhance your experience. Here’s how to find accommodations that are perfect for you as a solo female traveler over 50.