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Tuscan villa at dusk
8 – 15 May 2027 Seven nights · Tuscany, Italy

Tuscan Working Retreat

One week in a private Tuscan villa with founders & investors. Deep co-working, workshops on AI, funding, growth, personal health and more, and a room where the way you work is the baseline.

WhoFounders & Investors
WhereTuscany, Italy
Duration7 Nights
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The Retreat · 2027 Edition

Founders & investors. One week in a Tuscan villa.

Together with other founders & investors, surrounded by natural beauty and charming towns such as San Gimignano and Volterra, you will combine the best of working & recharging.

Expand your network, sharpen your thinking, and come home with a plan. The Tuscan Working Retreat is application-only.

Featured in Gazet van Antwerpen
Filmed by Ami Amis
The villa and its estate seen from above
100% of past attendees would return
Aftermovie · first editionFilmed by Ami Amis
Why this exists

You don't need another conference. You need a week to think more clearly.

You're building or backing companies, and the day-to-day leaves little room to think. This week puts you among peers who get it.

01

Fresh perspective & focus

Step away from the day-to-day. A week in Tuscany gives you the space to see your work and your company clearly again.

02

Peers who speak your language

Swap what is working on funding, growth and AI with people at your level.

03

Workshops that deliver

Tangible outputs, not theory. Break through the ceiling of your current setup, from funding and growth to AI and your own health.

04

Long-lasting relationships

A week together beats a hundred meetups. Build real connections with founders and investors who get it.

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

Glenn Gezels and Hira in Tuscany

Glenn & Hira

Your hosts for the 2027 edition
Connect on LinkedIn
Your hosts

Organised by Glenn & Hira

Glenn runs G2 Ventures and hosted the first edition of this retreat. He does it because a week together creates something a conference never does: long-lasting, meaningful relationships on a deeper level. The 2027 edition is organised by Glenn and Hira together.

Every detail is curated: the villa, the workshop format, the group composition. The goal is a group of people who genuinely help each other think, in a place that makes it impossible not to.

2nd
Edition
30+
Past attendees
100%
Would return
As seen in · Gazet van Antwerpen
"Ideale omstandigheden om werken en ontspannen te combineren"
Read the article →
Investment

Come solo, or bring your partners in crime.

7 nights, breakfast, lunch and dinner at the villa, all workshops, 1-on-1 sessions, excursions, transfers, and the alumni network. Drinks are at your own expense, except the welcome aperitivo and the wine tasting. Flights are not included. The only difference is whether you come alone, as a duo or as a trio.

✦ Limited rooms · application only

Solo

You're coming solo. Private room, your own space to recharge between workshops and long dinners.

€3,000
per person · excl. VAT Private room · limited availability
  • Private room in the villa
  • All workshops, 1-on-1 session, excursions
  • Meals at the villa & transfers included
Apply

Duo

Come with your co-founder, a teammate, or the person you build with. Shared room, separate beds. Level up together.

€2,500
per person · excl. VAT €5,000 per team of 2
  • Shared room, separate beds
  • Both of you in every workshop, 1-on-1 session & excursion
  • Meals at the villa & transfers included
  • Leave with one shared 90-day plan
Apply as a duo
Best Value

Trio

Come as three: co-founders, a small team, or friends who build together. One shared room for the three of you.

€2,000
per person · excl. VAT €6,000 per team of 3 · limited rooms
  • Shared room for three
  • All three of you in every workshop, 1-on-1 session & excursion
  • Meals at the villa & transfers included
  • Leave with one shared 90-day plan
Apply as a trio

The Tuscan Working Retreat is an application-only event. We review every application personally. Rooms at the villa are limited, so we recommend applying early.

Who belongs here

This retreat is for builders, not browsers

You're a good fit if you are building or backing a company and want to take it further, whether you're a SaaS or AI founder or an investor. Come solo or bring your co-founder. You need ambition, and the itch to go further.

SaaS Founders AI Founders Investors Operators
Entry requirements
01

A company you're building or backing

Founders at any stage, and investors who back SaaS and AI companies.

02

Proof of work

Tell us what you're working on: your company, your portfolio, or what you've built. Links welcome in your application.

Come back with a plan. And the right people behind it.

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

Apply Now
Application

Request your spot

We review every application personally. We'll respond within 48 hours.

8 – 15 May 2027 · Tuscany, Italy
Founders & investors · application only
Limited rooms · apply early
Reply within 48 hours
Questions? glenn@g2ventures.be

About you
Your work
Logistics
We review every application personally. Expect a reply within 48 hours.
✓

Application received

Thank you for your interest. We'll review your application and get back to you within 48 hours.