Private Tours in Tuscany

Your Own Day
in the Heart of Chianti

Private van  ·  Family winery lunch  ·  Wine tasting included

Explore Our Tours Request a Custom Tour

Private & Exclusive

Your group only — never shared with strangers. A comfortable Mercedes V-Class, door to door.

Lunch & Wine Tasting

A real family lunch at Poggio Amorelli winery, followed by a guided tasting of their Chianti Classico.

Fully Customizable

Our tours are a starting point. Tell us what you love and we'll build the perfect day around you.

Our Tours

Start From Florence or Siena

Both tours are 8 hours and include a private van, a family lunch cooked at the winery, and a guided wine tasting at Poggio Amorelli — in the heart of Chianti Classico.

Florence skyline with the Duomo — starting point of the Chianti wine tour from Florence From Florence

Chianti Classico & San Gimignano

8 hours  ·  Up to 7 guests

  • Florence
  • Greve in Chianti
  • Poggio Amorelli Lunch & Tasting
  • Castellina in Chianti
  • San Gimignano
  • Return to Florence
Private van Family lunch Wine tasting
From €690for 2 guests
Book This Tour
Piazza del Campo and Torre del Mangia in Siena — starting point of the Via Francigena and Chianti tour From Siena

Via Francigena & Chianti

8 hours  ·  Up to 7 guests

  • Siena
  • Monteriggioni
  • Castellina in Chianti
  • Poggio Amorelli Lunch & Tasting
  • San Gimignano
  • Return to Siena
Private van Family lunch Wine tasting
From €690for 2 guests
Book This Tour

Flexible by Design

Every Tour Is Unique

Our tours are just a starting point. You choose the stops, the pace, the focus — medieval villages, hidden vineyards, local food markets. We'll build the perfect day around what you love.

Plan Your Custom Tour
5+
Hours minimum
€490
Starting price for 2
7
Guests max per van

The Experience

What You'll Experience

Private Mercedes V-Class

Air-conditioned, comfortable van for your group only. Door-to-door pickup and drop-off from your hotel.

Family Lunch at the Winery

Homemade pasta, seasonal vegetables, local cheeses and salumi — a real lunch cooked by the Mazzarrini family at Poggio Amorelli.

Guided Wine Tasting

A cellar tour and a guided tasting of Chianti Classico, Riserva, and Super Tuscan wines — paired with olive oil, balsamic, and local produce.

Stories of the Chianti

Local history, hidden gems, and personal stories in every village — this is Tuscany the way the locals know it.

Guided wine tasting at Poggio Amorelli winery in Chianti Classico

The Journey

Destinations Along the Way

Every stop on our tours is a piece of Tuscany you'll remember — Renaissance cities, medieval villages, hillside vineyards, and the food and wine of the Chianti.

Florence

Where the Renaissance was born. The Duomo, Ponte Vecchio, and centuries of art — our Florence tour starts here.

Panoramic view of Florence and the Duomo dome from the hills
Historic streets of Florence near the Duomo
Narrow street leading to the Florence Duomo
Florence cityscape, Tuscany

Greve in Chianti

The gateway to Chianti Classico. A medieval market square, family-run wine shops, and the start of the Chianti hills.

Black rooster (Gallo Nero) statue, symbol of Chianti Classico, in Greve in Chianti
Piazza Matteotti market square in Greve in Chianti
Wine shops in the medieval town of Greve in Chianti
Chianti hills near Greve in Chianti

Poggio Amorelli — Lunch & Tasting

Our family winery in the heart of Castellina in Chianti. A real homemade lunch on the terrace, followed by a guided tasting of our Chianti Classico.

Lunch terrace overlooking the Chianti hills at Poggio Amorelli winery
Vineyards at Poggio Amorelli winery in Castellina in Chianti
Wine cellar and Chianti Classico bottles at Poggio Amorelli
Homemade lunch at Poggio Amorelli family winery

The Chianti Countryside

Rolling vineyards, cypress-lined roads, and stone farmhouses — the landscape that defines Tuscany.

Chianti Classico vineyards at sunset, Tuscany countryside
Rolling vineyard hills of the Chianti countryside
Cypress-lined road in the Chianti countryside
Stone farmhouse in the Tuscan Chianti countryside

San Gimignano

The "Manhattan of the Middle Ages" — fourteen stone towers rising from a Tuscan hilltop, and the best gelato in Italy.

Medieval stone towers of San Gimignano, Tuscany
Street view of San Gimignano's historic towers
Piazza della Cisterna in San Gimignano
Aerial view of San Gimignano's medieval towers and piazza

Monteriggioni

A perfect medieval walled village on the Via Francigena — Dante wrote about it in the Inferno. Today, a tiny piazza and a postcard view.

Medieval stone towers on the walls of Monteriggioni, Tuscany
Walled village of Monteriggioni on the Via Francigena
Piazza and church inside Monteriggioni's medieval walls
View of Monteriggioni's fortified walls from the countryside

Siena

The medieval rival of Florence. Piazza del Campo, the Duomo, and the Palio horse race — our Siena tour starts here.

Siena Cathedral (Duomo di Siena) facade
Historic streets of Siena, Tuscany
Panoramic view of Siena's rooftops and towers
Piazza del Campo in Siena

Get in Touch

Plan Your Tour

Fill in the form and we'll get back to you within 24 hours. Or reach us directly on WhatsApp — it's the fastest way.

Chat on WhatsApp