Every time we return from a trip, it’s hard to imagine a trip being even better than the last one. Yet, here we are. I’m eager to share more about our experiences – both in terms of traveling in the…
Underrated Umbria: Bocale Winery near Montefalco
In December 2018, after extending our Christmas trip and going completely off my meticulous itinerary, Tom and I ended up in Umbria at the Borgo dei Conti resort for a few days. Nothing about Umbria, beyond Assisi, was in our…
Underrated Umbria: Roccafiore Wine Resort
People, including Tom, often ask me how I come up with where we travel. The truth is, I don’t often remember. I read a lot. Travel guides, hotel books, instagram posts, blogs – no reading materials is safe from me. …
15 One Week Italy Itinerary Ideas to Inspire Your Vacation
I’ve been percolating on a series of Italy itinerary posts for awhile. After all, we’ve spent several weeks in Italy every single year since 2015 (minus 2020). Most of our trips are longer than a week, but I recognize that…
Four Romantic Hotels in Tuscany & Umbria
When we started researching our first trip to Tuscany, all we could find was information on agriturismos, which sounds lovely, but wasn’t what I was going for at all. After a lot of research, I stumbled upon a few romantic…
Hill Towns of Italy: 11 Beautiful Places to Visit in Tuscany & Umbria
I’m excited to share this post on the hill towns of Italy! I actually started working on the idea for this post during our (extended) winter trip and I’ve updated it after every trip since. We spent a few days road…
Borgo dei Conti Resort: Umbria’s Peaceful Luxury Retreat
Borgo dei Conti is one of my favorite hotels in Italy! This is a hotel that I inadvertently discovered when we extended our great winter adventure in December. I am so glad that I did! Whether you are looking to explore…
5 Gratifying Things to Do in Assisi, Italy
Oh, Assisi. There are not a whole lot of things to do in Assisi, but it’s a beautiful town that is worth a visit (and at least a night or two) on a trip to the Italian hill towns! Personally,…
Where to Stay in Tuscany: 9 Relaxing & Peaceful Hotels
We’ve fallen in love with the iconic small towns in Italy. Determining where to stay in Tuscany was easy after we planned our first trip to Tuscany. The more we explore the Italian countryside, the more places we find to…
Visiting Assisi in Two Days
Visiting Assisi was something I went back and forth on as I planned our trip to Italy. On one hand, Rachel (and one of my staff members) kept telling me that it was a magical place. On the other hand,…
Tuscany Road Trip Planning Resources for a Perfect Trip!
If you want to experience small town or village Italy, a Tuscany road trip should be part of your itinerary. After spending one night in Siena in 2017, we fell in love with the smaller towns in Tuscany. I started…
