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Four days of private strategy and creative clarity in the heart of Tuscany.
For those already flourishing, ready to think bigger, refine their rhythm, and design what comes next.
Best for: Zones 3–4 on the Burnout–Flourish Spectrum (Stable → Flourishing)
Thrive Walk Tuscany is a private, high-touch experience for self-led business owners who’ve found their rhythm and are ready for what’s next. Over four calm, transformative days in Tuscany, we’ll step away from the noise, walk through landscapes that inspire clarity, and design your next season of growth in life and business.
You’ll leave Tuscany with a Flourishing Vision Map – a personalised plan that unites your life and business goals with the rhythm you want to live by. More than a strategy, it’s a compass for what’s next – practical, creative, and built around how you truly want to live and work.
1. Pre-Arrival Strategy Session
Before you ever set foot in Tuscany, we’ll meet privately to explore your goals, challenges, and vision for the next season. This ensures every conversation, every walk, every moment is shaped entirely around what you want to create.
2. The Thrive Walk Experience
Four days, three nights of 1:1 strategy and reflection – walking through vineyards, olive groves, and the quiet corners of Florence. Each day follows a structured yet spacious rhythm, blending coaching, strategy, and creative exploration.
You’ll also enjoy three additional nights as our gift – time to rest, reflect, and celebrate before returning home.
3. Post-Retreat Integration
After your return home, we’ll continue your journey with three private coaching sessions over three months, helping you implement your Vision Map and stay aligned as it comes to life.
4. Fulfilment Promise
If your Walk doesn’t bring the clarity or breakthrough you hoped for, I’ll schedule additional private coaching after your return – at no cost.
You’ll experience the rhythm I live every day – my home village, my favourite trattoria, the people and places you’ve seen in my Walk With Me sessions. This is Tuscany, lived, not toured.
Daily 1:1 strategy walks through Tuscany’s most inspiring landscapes
Deep, creative conversations in peaceful settings – olive groves, vineyards, medieval streets, hidden terraces
Reflection journaling to capture insights and build your new rhythm
A personalised Flourishing Vision Map – your blueprint for the next season of life and business
Aimee’s custom Vitality Reset to sustain your new pace and energy long after you return
Private round-trip transfers from Pisa or Florence
Four days, three nights in an elegant countryside estate
Three additional nights as our gift – to rest, reflect, and explore
Gourmet breakfasts, lunches, and dinners paired with local wines
Daily 1:1 strategy walks and private coaching with Paul
A Michelin-rated dining experience to celebrate your new vision
Choice of one cultural experience (wine tasting, spa, cooking class, Vespa ride, truffle hunt, or private boat trip)
Personalised Vitality Program by Aimee
Three post-retreat private sessions for clarity and accountability
Complimentary rental car for exploration
Curated welcome gifts and personalised coaching materials
Full concierge care from Cara – before, during, and after your stay
From the moment you say yes, Cara’s concierge care ensures everything flows effortlessly, from private transfers and early check-in to curated dining, partner stays, and extended travel. Every detail is handled with precision and warmth so you can focus on clarity, not logistics. It’s business-class support, delivered with a human touch.
A few things to know before beginning your Walk.
Self-led business owners who are stable and self-aware – ready to elevate vision, clarity, and lifestyle in one aligned experience.
Not at all. Each route is personalised – gentle walks, rich conversation, and plenty of pauses for espresso and reflection.
That’s what the pre-arrival strategy session is for. We’ll clarify your goals together so Tuscany can become the canvas for your next chapter.
Only six, private Thrive Walk Tuscany experiences are available per year, in April, May, June, July, September, and October.
To confirm your place, a deposit is required at the time of booking, with the balance due three months before your chosen date. Full details are available in our Cancellation & refund Policy which we review together during your Application Call.
Everything from the moment you arrive in Tuscany is taken care of – private airport transfers, accommodation, meals, local transport, and coaching materials.The only thing you’ll need to arrange is your flight to Italy.
Nestled in the Tuscan hills, your countryside estate blends elegance with calm – a space designed for rest, inspiration and clarity.
Every meal is an experience, from long lunches with local wines to a celebratory Michelin-rated dinner designed to mark your new chapter.
Walks through medieval villages, sunset over the vineyards, quiet mornings with espresso and stillness. Moments that linger long after you’ve gone home.
To celebrate your new level of flourishing, you’ll receive three complimentary nights and a car for exploration – time to slow down, reflect, and savour Tuscany at your own pace. If you’d like to share the experience, your partner is warmly welcome to join you for these final days – a chance to rest, reconnect, and begin the next season together with clarity and joy.
Every conversation here feels deeper. The rhythm of walking through Tuscany opens space for real connection, clarity, and creativity. Seeing clients return home with confidence and a clear plan for what’s next is what makes this experience truly special.
If you’re ready to create, not just recover, this is your space. Thrive Walk Tuscany gives you time to think deeply, plan boldly, and reconnect with why you started. We’ll walk, talk, and design your next chapter together, surrounded by the rhythm of Tuscany that helped me find mine.
This is more than coaching – it’s a creative partnership, set in motion under the Tuscan sun.You’ve done enough pushing. Now it’s time to reset your rhythm and build a 90-day plan that supports both your growth and your joy.
Delivery: 4-day private experience in Tuscany + 3 months of follow-up coaching
Investment: €4,995
Availability: Only six Thrive Walk Tuscany experiences are available each year – in April, May, June, July, September, and October.
Booking: Places confirmed with a deposit; balance due three months before your Walk.
