May 30 - June 6, 2026
Tuscany, Italy
We stay in a gorgeous villa with a pool, overlooking the breathtaking countryside of Panzo, Chianti. Tuscany's spectacular views and quality of life is like no other. We will spend time exploring its rolling hills and wandering enchanting, historic towns. Both the city and the countryside provide a scenic look into a life that is slower paced with greater priority on connection and the purposeful enjoyment of life. This time of year is typically ideal weather for being outside, where we'll spend most of our time enjoying the beautiful Tuscan backdrops!
This trip will celebrate Nancy Pund's 70th birthday in her favorite way:
a rich, authentic, and delicious travel experience.
An itinerary designed for the curious.
Begin your journey in Florence, the jewel of the Renaissance, before retreating to the Tuscan countryside, where life slows and beauty expands. Our home base is a private villa in wine country just outside the city—surrounded by rolling hills, vineyards, and historic towns.
From this grounding home base, you’ll explore multiple regions of Tuscany, balancing guided experiences with spaciousness. Each day includes the option for gentle wellness, meaningful cultural outings, unhurried meals, and time to rest or wander. Nothing is rushed. Nothing is random. Every experience is chosen to feel effortless while offering depth.
This is Italy experienced with intention—rooted, nourishing, and quietly unforgettable.
View Sample Itinerary
Meet your guides
Jenny
Jenny first traveled to Italy when she was 15. She fell in love with the country, its culture, landscape and food. Click to read more.
Kendra
As an American living just outside of Naples, Italy with her family, Kendra has grown an immense appreciation for its culture. Click to read more.
What you can expect
The essentials of travel, but with all the extra bells & whistles.
Beautiful, Intentional Accommodations
You’ll stay seven nights in the heart of Tuscany, surrounded by rolling hills, vineyards, and walkable town squares. Our accommodations are chosen for comfort, character, and calm—designed to feel like a true landing place, not just a place to sleep.
Thoughtful Food & Wine Experiences
Expect some of the most memorable meals of your life. We prioritize family-run and small local businesses, where food is personal and deeply rooted in place. Daily breakfast and one hosted group meal with wine are included. Additional meals are yours to choose—so you can follow your cravings, just like the locals do.
Seamless Ground Transportation
Once you arrive in Florence, we take it from there. Airport pickup, luggage handling, and group transportation to all scheduled activities are included. No navigating, no logistics—just easy movement from one experience to the next. (Airfare not included.)
Off-the-Beaten-Path Cultural Outings
This is what we’re most known for. Private, local experiences that go beyond sightseeing—meaningful interactions, and a deeper understanding of how Italians live, eat, and connect. These are the moments that subtly change how you return home.
A Curated Group & Guided Flow
You’re traveling with a small group of like-minded people, guided throughout the journey so you never feel lost or overwhelmed. We handle the planning and pacing, while leaving room for spontaneity, rest, and personal choice.
Daily Wellness Opportunities
Each day includes a chance to move, breathe, or reset—whether that’s a group class at the villa or a long, unhurried walk through a hillside town. Participation is never required. We encourage you to listen to your body and your intuition—something Italians do beautifully.
Retreat Pricing
Claim your spot now.
The price is $3,500 per person.
Room selection is first come, first served.
Payment plans are available.