Wine and food experiences in Tuscany

The days people come to Tuscany for: family estates in the Chianti hills, cellars you walk into, tastings of wine and olive oil, and lunch where the wine is made. Our own vehicles, our own guides, no intermediaries.

There is a version of a wine tasting where a coach pulls up, forty people are handed a plastic cup in a courtyard, and everyone is back on board in fifty minutes. This is not that.

We take you to family estates in the Chianti hills — the ones that still bottle their own wine and still let you walk into the cellar. You taste the wine and the olive oil where they are made, and sit down to lunch that was cooked that morning for the number of people who actually turned up.

And because we are not selling you someone else’s tour, we can say what nobody else will: which bottle is worth carrying home, and which one is worth drinking here and forgetting.

You are not visiting a winery. You are having lunch at one.

Private tour to Chianti Wineries

Private tour to Chianti Wineries

8 hours

Immerse into the Tuscan countryside with a private tour to Chianti wineries! Discover ancient villages and wineries, taste local wines and olive oil

  • Greve in Chianti
  • World Famous Tuscany Countryside
  • Free Time in Greve in Chianti
from590≈ $684 · £506
Private half day tour of Chianti

Private half day tour of Chianti

4 hours

Explore Tuscany with a half day tour of Chianti! The narrow streets of Florence convert into rolling hills with vineyards, cypress and olive trees

  • Most Beautiful Landscapes
  • Greve in Chianti
  • Hill Top Winery
from290≈ $336 · £249
Private Montalcino & Brunello Wine tour

Private Montalcino & Brunello Wine tour

9 hours

Pour some Brunello in your Tuscan trip! Visit the medieval village of Montalcino and have a Brunello wine tour surrounded by amazing Tuscan views

  • Medieval Village of Montalcino
  • Vineyards and Rolling Hills
  • Abbey of Sant’Antimo
from690≈ $800 · £592
Small group among Tuscan wineries, their olive oil and a proper Tuscan lunch

Small group among Tuscan wineries, their olive oil and a proper Tuscan lunch

8 hours4.91,924 reviews on GetYourGuide

A full day in Chianti: three family estates, olive oil tastings and a Tuscan lunch with the wines. Small group from Florence, free cancellation up to 24h.

  • Small Group Intimacy
  • “Big Three” Wineries
  • Wine & Olive Oil Tastings
from149≈ $173 · £128
Wine Experience in Tuscany

Wine Experience in Tuscany

5 hours4.98,250 reviews on Viator

A small, intimate tour exploring 2 old wineries in Chianti! Live a memorable wine experience in Tuscany with charming views over the countryside.

  • Half-Day Escape
  • Intimate “Small Group
  • Dual Winery Experience
from89≈ $103 · £76
Siena, San Gimignano & the Tuscan countryside

Siena, San Gimignano & the Tuscan countryside

9 hours4.91,811 reviews on Viator

Join our small-group tour for the perfect day trip to Siena & San Gimignano. Visit 2 Tuscan gems and an old winery for a wine tasting and lunch!

  • Guided Walking Tour in Siena
  • Siena, San Gimignano
  • Gems of Tuscany
from149≈ $173 · £128
Viator Experience Award Winner 2025 and 2023 — rated 4.9 out of 5 on Viator and TripadvisorTripadvisor Travelers' Choice Awards 2025

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A date that is not there, a pickup somewhere else, six people and a pushchair — if something does not fit, tell us and we will work it out. A person answers, usually within a few hours.

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Meet our native English-speaking experts, Violeta and Carrie. A different pick-up time, a second vehicle for a larger family, a licensed guide, a winery to add, a wheelchair to fit in the boot, a drop-off at the airport on your last day — tell them what your day needs to look like and they will build it.

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