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Eight days in Tuscany

8 – 15 May 2027 · Tuscany, Italy

Your day

The daily rhythm

7 – 9 AM

Morning Reset

Start the day with yoga, a trail run, or a mindful walk. Body and mind, warmed up.

9 AM – 12 PM

Focused Execution

Deep, focused work on your business, without interruptions.

12 – 1 PM

Meaningful Connections

Together at the villa. Tuscan food, good conversation.

1 – 6 PM

Workshops

Hands-on sessions on AI, funding, growth, personal health and more, each designed to produce a tangible output.

6 PM +

Evenings

Dinner at the villa or in town, and the conversations that matter most.

The programme

Eight days, day by day

A calm weekly rhythm: deep workshops, Tuscan experiences, long dinners, and optional work sessions late into the night. Workshops on AI, funding, growth, personal health and more anchor the week, and there will be a few surprises along the way. The full workshop programme is announced before the retreat.

Guests having an aperitivo under the pergola, with the Tuscan hills behind
Sat · May08

Arrival

Settle in, meet the group
  • Airport pick-up
  • Arrive & settle into the villa
  • Welcome aperitivo on the terrace
  • Welcome dinner & introductions
Vespa excursion through the Tuscan hills
Sun · May09

Explore Tuscany

Bond as a group
  • E-bike or Vespa tour through the hills (your choice)
  • Lunch at the villa
  • Pool & Spritz afternoon: aperitivo by the pool, Tuscan music, chess games
  • Dinner at the villa
Co-working session at the villa
Mon · May10

Into the Rhythm

First full working day
  • Morning co-working
  • Lunch at the villa
  • Afternoon workshop
  • Dinner at the villa
Volterra at sunset
Tue · May11

Deep Work & Volterra

Morning focus, evening in Volterra
  • Morning co-working
  • Lunch at the villa
  • Afternoon workshop
  • Evening trip to Volterra
  • Dinner in Volterra, at a place of your choice (not included)
Deep work overlooking the Tuscan hills
Wed · May12

Full Focus

The deepest working day
  • Morning co-working
  • Lunch at the villa
  • Afternoon workshop
  • 1-on-1 AI strategy sessions
  • Dinner at the villa
San Gimignano skyline
Thu · May13

Deep Work & San Gimignano

Morning focus, evening among the towers
  • Morning co-working
  • Lunch at the villa
  • Afternoon workshop
  • Evening trip to San Gimignano
  • Dinner in San Gimignano, at a place of your choice (not included)
Wine toast at the closing dinner
Fri · May14

Celebrate

Last workshop, wine & closing party
  • Morning workshop
  • Lunch at the villa
  • Wine tasting
  • Closing dinner & party
The whole group waving goodbye from the pool terrace, with the villa behind
Sat · May15

Departure

Arrivederci
  • Breakfast & farewells
  • Airport transfers

Breakfast, lunches and dinners at the villa are included. Dinners in Volterra and San Gimignano are your own choice and not included. Drinks are at your own expense, except the welcome aperitivo and the wine tasting. Flights are not included.

What you leave with

Not just inspiration. Concrete outputs.

01

A 90-day plan

Specific to your company and where you are now. Not a generic framework.

02

Practical tools

Built during the workshops: from an AI workflow to a funding or growth plan you can use the day you get home.

03

A peer advisory board

Fellow founders and investors who've seen your setup, pressure-tested your thinking, and will hold you accountable after the retreat.

04

Clarity on what to skip

Half the value of a good strategy is knowing what not to do. Avoid the traps that waste six months.

05

A sharper focus

What deserves your time, what to delegate, and what to drop. Concrete decisions, not theory.

06

Renewed energy

A week of Tuscan mornings, great food, and conversations that remind you why you started. You'll come back sharp.

The experience

Everything is taken care of

So you can focus entirely on the work and the people.

Private Villa

7 nights in a restored Tuscan estate with expansive gardens and panoramic views

Meals at the Villa

Breakfast, lunches and dinners at the villa are included. Drinks are at your own expense, except the welcome aperitivo and the wine tasting.

Workshops + 1-on-1s

Sessions on AI, funding, growth and personal health, plus a private AI strategy session

Airport Transfers

Pick-up and drop-off at Pisa or Florence airport. Flights are not included.

Excursions

An e-bike or Vespa tour, San Gimignano, Volterra, and a curated wine tasting

Starlink & Workspace

Co-working space with Starlink provided

Alumni Network

Private group with all past and present attendees

Morning Reset

Yoga, trail running, and mindful walks to start each day

One week to think clearly. A room full of people who get it.

Limited rooms at the villa. One week. A retreat for founders and investors who want a week to sharpen their edge.

Apply Now