From A Seat at the Board Table to a Seat at the Tuscan Table 

It’s Nice to Meet You!
Ciao. I’m Janine Pisani O’Rourke, founder of Together in Tuscany, proud Italian-American, certified life coach, and former HR executive. With 30 years spent at conference room and board tables, I’ve guided leaders, navigated complexity, and created environments where people felt seen and supported. I am also a wife, mother of two “launched” adult children, and the owner of two silly Wheaten Terriers.

The Table That Shaped Me
But the table that shaped me most wasn’t in a corporate office. It was the long, crowded dining table of my childhood in New York, in a close-knit Italian family. When more guests arrived than we had space for, plywood boards were added and leaves extended so no one was left without a seat. The message was clear: there is always room for you here.

Honoring My Italian Roots
Though I now live in Virginia, my roots are deeply Italian. Both sets of great-grandparents immigrated from Italy in the late 1800s and early 1900s, and I’ve worked to keep Italian traditions alive in my own home, especially through cooking. I have a deep appreciation for authentic, delicious Italian food, olive oil, and wine, and I bring that same discernment and care to the experiences I design for my guests.

Why Tuscany Feels Like Home
Have you ever found yourself somewhere and felt a familiar pull, as if you’ve been there before? That’s how I feel every time I’m in Italy. That sense of belonging, safety, and comfort, combined with warm hospitality, incredible food, and amazing wine, led me to choose Tuscany as the home for my retreats. I envisioned creating something truly special: soul-nourishing, small-group women’s retreats in a Tuscan villa.

After all, who hasn’t dreamed of staying in a Tuscan villa?

Creating Meaningful Connection
My retreats are rooted in shared experiences that spark genuine connection. Over my HR career, I’ve spent decades understanding human behavior, navigating diverse personalities, and creating spaces where people feel seen, supported, and connected. Today, I use that same expertise, to design small-group retreats that intentionally foster community and help women rediscover themselves.

The Power of Sharing a Meal
From my own dining room to the Tuscan farm table, I’ve seen how sharing a meal dissolves barriers, expands empathy, and transforms strangers into friends.

There is always room for one more chair at our table.

And I would love to save a seat for you.

An Invitation for You
Join us on one of our special Tuscany retreats and experience the magic of connection for yourself.