Florence and Tuscany

Siena, San Gimignano, Chianti, Pisa, Lucca and the wine country — everything we run from Florence.

This is home. We have been driving these roads since 2000, and most of what we run starts in Florence.

Chianti and its cellars, Siena and San Gimignano, Pisa, Lucca, the Cinque Terre and the Val d’Orcia — in a small group or with the car to yourselves, for half a day or for all of it.

If you are staying in Florence, everything on this page comes to collect you at the door.

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 tour to Pisa and Lucca from Florence

Private tour to Pisa and Lucca from Florence

8 hours

Explore Pisa and Lucca: admire the most famous tower in the world in Pisa, then explore the walled city of Lucca and have a unique Wall bike tour!

  • Pisa and Lucca
  • UNESCO Site Miracle Square
  • Etruscan Lucca
from550≈ $638 · £472
Private half day tour to Lucca from Florence

Private half day tour to Lucca from Florence

4 hours

Explore Lucca from Florence, famous walled city in Tuscany. Discover the birthplace of composer Puccini and have a unique wall bike tour!

  • City of Lucca from Florence
  • Romanesque Cathedral
  • Imposing City’s Walls
from250≈ $290 · £214
Half day tour of Siena from Florence

Half day tour of Siena from Florence

4 hours

Visit Siena from Florence! Wander in a jumble of narrow streets, delightful squares, medieval towers and ancient palaces of Siena-colored bricks!

  • Medieval City of Siena
  • Piazza del Campo and the Cathedral
  • Narrow Alleys
from250≈ $290 · £214
Private tour to Siena and Chianti from Florence

Private tour to Siena and Chianti from Florence

8 hours5.058 reviews on Viator

The perfect private tour to Siena and Chianti: wander in medieval Siena, admire the Tuscan countryside and taste world-famous Chianti wine!

  • Medieval City of Siena
  • Rolling Hills
  • Tuscan Winery
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
Half Day Outlet Shopping at The Mall

Half Day Outlet Shopping at The Mall

4 hours

Experience a luxury outlet shopping at The Mall in Tuscany. Find big deals at designer brands like Prada, Gucci, D&G, Fendi, Armani

  • Italian Luxury Shopping Experience
  • Big Deals and Shop Till Your Drop
  • Free Time to Shop at Your Own Pace
from250≈ $290 · £214
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
Private tour to Montepulciano & Pienza

Private tour to Montepulciano & Pienza

9 hours

Discover two Tuscan medieval towns with a tour to Montepulciano and Pienza from Florence! Dive through stunning views of the Tuscan countryside

  • Tuscan Countryside South Siena
  • Tuscan Landscape
  • Local Wine
from650≈ $754 · £557
Private tour to Montalcino, Pienza and Montepulciano

Private tour to Montalcino, Pienza and Montepulciano

10 hours

Turn the postcard views into reality! Dive into Tuscany's countryside and explore 3 medieval villages: Montalcino, Pienza and Montepulciano!

  • Medieval Town of Montalcino
  • Hilltop Village of Montepulciano
  • Free Time in Montalcino
from700≈ $812 · £600
Private half day tour of Pisa from Florence

Private half day tour of Pisa from Florence

4 hours5.010 reviews on Viator

Visit Pisa from Florence! Explore The Miracle Square and take a picture with the Leaning Tower, most famous tower in the world!

  • World-famous Leaning Tower of Pisa
  • UNESCO World Heritage Site
  • Free Time in Pisa at Your Own Pace
from400≈ $464 · £343
Private tour to Siena and San Gimignano from Florence

Private tour to Siena and San Gimignano from Florence

8 hours

Explore Siena and San Gimignano, wander narrow streets, take a picture of the hilltop fortress in Monteriggioni and admire the Tuscan countryside

  • Medieval City of Siena
  • Shell-shaped Piazza del Campo
  • Monteriggioni for a Picture
from550≈ $638 · £472
Private Tour to Siena, San Gimignano, Chianti and Pisa

Private Tour to Siena, San Gimignano, Chianti and Pisa

11 hours5.0125 reviews on Viator

Explore Tuscany in one day: admire the Tuscan countryside, medieval Siena and San Gimignano, end take a picture of the Leaning Tower in Pisa

  • Cathedral in Siena
  • Tuscan Landscape
  • World Famous Leaning Tower in Pisa
from750≈ $870 · £643
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
Private tour to San Gimignano and Volterra

Private tour to San Gimignano and Volterra

8 hours

Breath the medieval atmosphere of San Gimignano and Volterra: the Tuscan gems with narrow quaint streets, ancient palazzi and artisan shops

  • Wander the Local Shops
  • Ancient Towers
from550≈ $638 · £472
Private Outlet Shopping tour at The Mall and Chianti Winery

Private Outlet Shopping tour at The Mall and Chianti Winery

8 hours

Italian shopping at The Mall and Chianti winery: find the best deals at a designer outlet, then dive into the Tuscan wine country and visit a winery!

  • Premier Outlet Shopping Center
  • Tuscan Winery
  • Chianti Wine
from590≈ $684 · £506
Private tour to Montepulciano and Cortona

Private tour to Montepulciano and Cortona

9 hours

A splendid day of sightseeing to discover 2 ancient towns: a tour to Montepulciano and Cortona in the picturesque Tuscan countryside!

  • Hilltop Village of Montepulciano
  • Tuscan Landscape
  • Etruscan Village of Cortona
from700≈ $812 · £600
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
Private half day tour to San Gimignano from Florence

Private half day tour to San Gimignano from Florence

4 hours

Explore San Gimignano from Florence! See the 12 towers of the medieval skyline, taste local Vernaccia wine with views over the Tuscan countryside

  • Hilltop Town of San Gimignano
  • Skyline Made by Ancient Towers
  • Historic Center
from250≈ $290 · £214
Private tour to Siena, San Gimignano & Chianti

Private tour to Siena, San Gimignano & Chianti

9 hours

See the highlights of Siena, walk through the narrow streets of San Gimignano, admire Chianti wine country and visit a typical Tuscan winery.

  • Medieval City of Siena
  • Tuscan Landscape
  • Tuscan Winery
from640≈ $742 · £549
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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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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