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Running a business on your own can be rewarding but also overwhelming. Thrive Together is a transformational retreat for solopreneurs and small business owners ready to grow their business with clarity, structure, and support, without sacrificing balance or joy.
This isn’t just time away. It’s a strategic pause designed to help you gain clarity, confidence, and real solutions. Over five immersive days in Tuscany, you’ll join a small group of like-minded entrepreneurs for expert coaching, meaningful connection, and unforgettable experiences that fuel both business and personal growth.
Thrive Together is your chance to step back, recharge, and reimagine how you grow your business. You’ll move through our unique Entrepreneur’s Flourishing Arc to release what no longer works and create a business roadmap for aligned growth. Leave with clarity, connection, and a next step that feels truly yours.
1. Schedule Your Discovery Call – Chat with Paul to explore your goals and see if the retreat aligns with where you're headed.
2. Experience the Transformation – Dive into strategy sessions, mastermind coaching, and curated cultural experiences.
3. Thrive Beyond Tuscany – Leave with a clear business roadmap, a personalized vitality plan, and three months of group coaching - plus expert guidance on building a strong, supportive partnership with your accountability buddy.
You’ll get a more detailed itinerary once you book, but here's an idea of the five days:
Day 1: Arrive in Tuscany, meet your group, and release the old in our Opening Circle and fire ceremony.
Day 2: Rediscover your brand and business identity with Vespa rides, vineyard coaching, and a visit to Teatro del Silenzio.
Day 3: Gain clarity from above with a helicopter flight, mastermind your next chapter, and walk the streets of Florence.
Day 4: Cook, reflect, and systemize your business for sustainable growth — then celebrate with fine dining and connection.
Day 5: Finalize your 90-day business roadmap, connect with your support partner, and begin your next season with confidence.
Private roundtrip transfers from Pisa, Florence, or local train stations
5 days, 4 nights at a tranquil Tuscan estate (+ 2 complimentary nights)
A personalized welcome gift and retreat materials
Masterclasses, strategy sessions & mastermind coaching with Paul
Personal branding photographs by Filippo, our Joyful Photographer
A personalised journal and business roadmap system
Gourmet meals paired with exceptional Tuscan wines
Cultural immersion: Vespa rides, wine tasting, and visits to charming hilltop towns
A hands-on cooking class with Joyful Chef Stephane
A day in Florence: Art, inspiration, and sunset conversations by the Arno
A helicopter flight over Tuscany (or a similarly unforgettable experience)
A Michelin-rated celebration dinner with Chef Uri
A personalised Entrepreneur’s Vitality Plan, crafted by Aimee
Concierge support from Cara for extended stays and special requests
Three months of post-retreat group coaching and support to bring your roadmap to life
Accountability Partner Coaching: Dedicated training and guidance from Paul to help you get the most from your post-retreat accountability partnership
Thrive Together is for solopreneurs, creatives, consultants, and small business owners who are ready to grow with more clarity, more ease, and more joy. Whether you’re in transition, scaling, or craving a fresh perspective, this retreat meets you where you are.
Everything you need to know before joining us:
No. Whether you’re gaining traction or scaling up, this retreat is designed to meet you where you are.
Yes and intentionally so. The small group size allows for deeper connection, more personalised coaching, and a relaxed pace.
Everything - accommodation, meals, experiences, coaching, photography and post retreat support.
You’ll receive three months of structured group coaching, accountability check-ins, and live Q&As.
Absolutely. Thrive Together is spacious, thoughtful, and connection-focused, not overwhelming or over-scheduled.
Yes. Schedule a Discovery Call with Paul to explore if the retreat is a fit for you.
Set in the rolling hills of Valdera, your private Tuscan estate blends elegance and stillness - a space designed for rest, inspiration, and clarity.
Every meal is designed for connection and delight. From long Italian lunches to slow, flavourful dinners, each dish is a celebration of Tuscany’s rich culinary heritage.
From Vespa rides through olive groves to joyful cooking classes and art-filled adventures in Florence, every moment is curated for inspiration, creativity, and connection.
When the retreat ends, your clarity doesn’t have to. As our gift to you, enjoy two additional nights at the estate - on us. Take the time to integrate, relax, or even invite a loved one to join you for a quiet celebration of what’s next. Cara, our Joyful Concierge, is on hand to support any special requests - from partner arrivals to local adventures and custom transfers. Breakthroughs deserve room to breathe. Let this be your space to do just that.
Hear how Thrive Together helped solopreneurs reset, refocus, and return home with renewed purpose and a plan.
It was the perfect mix of reflection, clarity and connection.
The setting for your transformation — peaceful, inspiring, and authentically Tuscan. Every detail is designed to help you step away from the noise and reconnect with what matters.The setting for your transformation: peaceful, inspiring, and authentically Tuscan. Every detail is designed to help you step away from the noise and reconnect with what matters.
This is your invitation to grow your business with clarity, confidence, and support without the burnout.This is your invitation to grow your business with clarity, confidence, and support - without the burnout.
Location: Valdera Region, Tuscany
Availability:
Oct 18 - Oct 22, 2025 (6 spaces only)
Nov 15 - Nov 19, 2025 (6 spaces only)
Dec 06 - Dec 10, 2025 (6 spaces only)
Investment:
€6,750 (Founding Guest Price)
Applications Now Open
