Together in Tuscany was founded in 2022 by Janine Pisani O’Rourke to help women re-discover themselves, indulge their senses, and live freely. After leaving behind a fast-paced corporate career, Janine followed her heart; blending her passion for coaching mid-life women with her love for Italy. Today, she helps mid-life women step confidently into new chapters through small group retreats in Tuscany that nourish the soul and ignite transformation. Janine infuses each journey with opportunities for local immersion, hands-on experiences, and heartfelt connection.
Years of Experience and Local Partnerships
With years of experience in Human Resources, coaching and travel planning, Janine specializes in transformational Tuscany small-group villa retreats for women who are ready to rediscover joy, build new connections, and embrace life’s next adventure. These aren’t just vacations, they’re soulful experiences designed with intention, ease, and a touch of magic. We’ve formed strong relationships with local partners in Italy, many of whom are women-owned. They are the best in their business and share our values.
What Sets Us Apart
From handpicked luxury villas to private tastings, artisan workshops, and off-the-beaten-path excursions, Together in Tuscany handles every detail so guests can simply show up and savor every moment. Our guests enjoy privileged access to hidden gems and meaningful moments they won’t find in any guidebook, thanks to the deep relationships we’ve cultivated with local chefs, artisans, and guides over the years.
What sets us apart from other retreats is our very small group size of 6-14 women per retreat. We stay in beautifully restored, ancient villas for the entire 7 nights. The group will have their own private drivers and personal chef and on-site concierge. Our small group size fosters genuine connections among the women. Our retreats are held in Tuscany, Umbria and Portugal.
