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Private Driver Tours

OverviewCortona ItinerariesTuscany ItinerariesUmbria Itineraries Tour Prep

Why choose Private driver tours ?

  • You want to go on a special vacation and not have to do all the logistics.
  • You want to choose the itinerary suited to your taste and not have to put it all together.
  • You want a professional to organize it for you so that it runs smoothly, so you simply savor the moment !

So, now what is next?

 Browse through our selection of tours and excursions, decide where you fancy going, choose what you like best, contact us and we will put it together for you step by step with no steps left out !


Personalized tours, tailor-made for you

 Using our wealth of expertise and contacts we assist you to build your tour. You can specify your own tour content, duration and departure date, choose from our excellent selection of itineraries, mix and match and make special requests.

 You the Guest :- You choose your destination(s) and type of tour, determine where you want to stay and select from our wide choice of excursions.

 We the Chefs :- Once we have your choices we will work with you to put it all together and make it happen.

 The Cost of this luxury? :-  A small set-up fee of £/€ 250. We put it all together for you. Once you are happy with the tour proposal you give us the go-ahead. The set-up fee will be deducted from the final balance.

 – So in reality the service is Free !

What we offer you

 We offer you the luxury to relax, be carefree and totally immerse yourself in the local atmosphere, making the most of your precious time. We take care of all the logistical arrangements and tiny details you would hope to think of if only you had the time.

Relax and enjoy yourself with no stress !

Contact us now  Plan your tour

Cortona Walks

Cortona – Monte S. Egidio – Le Celle

This walk takes us NNW of the city. Leaving through one of the city gates, we continue towards the top of S.Egidio enjoying superb views of the valley below, before descending through typical Mediterranean vegetation to end our walk at the Celle hermitage, a slender group of stone buildings founded by St Francis in the 12thC, a spectacularly set, spiritual place.
Walking – 3hrs moderate

Cortona – Tecognano – S.Angelo

This walk takes us SSE of the city. A gradual downhill trail leads us into a sleepy world of scattered farmsteads and elegant country villas surrounded by cultivated farmland, olive groves, formal gardens, pine copses and woods. On a promontory sits a tiny chapel and in the bottom of the valley the 9thC single nave church of St Angelo.
Walking – 2hrs easy

Cortona – Madonna del Bagno – Pergo

This walk takes us SSE of the city. With views opening onto the beautiful valley below and surrounded by horseshoe shaped hills, we walk along the contours to reach the remote medieval church of Madonna del Bagno. We then descend gradually to an area of Pergo called La Dogana, meaning customs, the border between the Papal States and the Grand Duchy of Tuscany.
Walking – 3.5hrs easy-moderate

Ossaia – Sepoltaglia – Piazzano

We continue along the ridge until we reach Poggio Capanna and begin our descent with ever changing views of Cortona down to Piazzano in the val d ‘Esse the erstwhile private hunting grounds of Cardinal Passerini, right hand man of the Medici family and especially Pope Leo X.
Walking – 4hrs moderate

Rocca di Pierle – Molino di Bordone – Montanare

On the other side of the Val di Chiana , between Cortona and Mercatale, lies the Val di Pierle with its imposing Rocca castle. Built in the 13thC by the dominant Casali family, this is the start of our walk. We begin climbing through oaks and chestnuts, prime places for wild boar & porcini mushrooms. At the top of the hill we are rewarded with impressive views of the two valleys and Cortona in the distance. We descend into the Val di Chiana enjoying views of its vast plain, stopping for lunch at our 17thC Tuscan mill.
Walking – 3.5hrs moderate-strenuous

Ossaia – Gosparini – Passignano sul Trasimeno

We continue along the ridge towards Monte Sorbena and Monte Castelluccio until we come out onto a large meadow. A 17thC milestone marks the borderline between Tuscany and Umbria. At the junction of Gosparini we once again have magnificent views of the Lake Trasimeno as we enjoy our lunch at the local trattoria before continuing to Monte Castiglione and then descend to the bustling lake shore town of Passignano.
Walking – 5hrs strenuous

Ossaia – Tuoro – Isola Maggiore – Passignano sul Trasimeno

We continue along the ridge until we begin our descent to Tuoro and the ferry, which takes us to Isola Maggiore. From its picturesque fishing village we take a circular walk of this peaceful car-free island enjoying wonderful views of the vast expanse of the lake and of our final destination Passignano sul Trasimeno, a bustling lake shore town with many lakeside cafes.
Walking – 4hrs moderate

Touring Excursions

A Tuscan Wine Tasting Experience: Visit to Avignonesi winery – Montepulciano

The Avignonesi winery produces one of the finest Vino Nobile di Montepulciano in the region and is famous for its Vin Santo. The guided tour of the winery is a fascinating insight into the making, ageing and bottling of wine and the continuous experiments undertaken by the De Salvo family to remain at the forefront of high quality wine production. Lunch is a four-course meal served at the winery with four carefully selected wines to enhance the tasting experience. In the afternoon we take a scenic drive to Montepulciano where the late afternoon is spent exploring the historical City, Cantina del Redi [whose wine cellars date back to the 11th century] and the beautiful renaissance church of San Biagio. Depart at 11.00am. Return from Montepulciano at 6.00pm. N.B. Luncheon by special arrangement : to avoid disappointment book several days in advance.

Hill Towns of Southern Tuscany: Montepulciano – Montichiello – Pienza – Bagno Vignoni

We wind through the streets of Montepulciano, known as the pearl of the Renaissance, admiring its wonderful buildings. We visit the Cantina del Redi, where Vino Nobile is aged in vaulted caves beneath the foundations of the city. We leave through the ancient gates, passing San Biagio one of the great churches of the high Renaissance, and drive through the picturesque countryside of the Val D’Orcia to Montichiello. Time to explore this tiny hamlet before continuing to Pienza, Pope Pius II’s setting for a utopian society and a marvel of 15thC architecture. Our day ends at the Roman hot springs of Bagno Vignoni. Depart at 9.00am. Return from Bagno Vignoni at 5.00pm.

Panoramic Jewels of Southern Tuscany: Castelmuzio – Monte Oliveto Maggiore – Montalcino – S.Antimo

A spectacular drive through the Crete Senese takes us to Castelmuzio, a quintessential Tuscan hamlet lost in time with extensive views of all the surrounding hill towns. Time for a stroll and mid-morning coffee, before continuing to the abbey of Monte Oliveto Maggiore for a guided tour of the cycle of 16thC frescoes by Sodoma and Signorelli on the walls of the cloister. We have lunch at Monte Oliveto set in the national park of the ‘Crete Senese’ hills. Equally beautiful is the drive to Montalcino. Stroll through the historic centre, climb the ramparts of the Rocca Castle overlooking the Val d’Orcia and then relax with a glass of Brunello wine and some Pecorino cheese before listening to the sounds of Gregorian chant in the church of S.Antimo. Depart at 9.00am. Return from S.Antimo at 6.00pm.

In the Chianti Hills: Fonterutoli – Castellina in Chianti – Monteriggioni – S.Gimignano

We travel to Fonterutoli to taste the Chianti Classico wine produced by the Mazzei family, who have been there since 1435, take a walk around the bustling small hill-town of Castellina in Chianti and then have lunch inside the walled garrison village of Monteriggioni whose medieval towers were immortalised by Dante in his Divine Comedy. In the afternoon we travel to just outside of S.Gimignano and approach town along a panoramic route [optional 3mile walk] amidst Vernaccia vineyards with fabulous views of its 14 remaining medieval towers silhouetted on the skyline. Time to explore S.Gimignano. Depart at 9.30am. Return from S.Gimignano at 6.30pm.

On the Chiantigiana: Badia a Passignano – Greve – Panzano – Volpaia – Radda – Gaiole

We start our day on the Chiantigiana at Badia a Passignano, a beautifully situated Vallombrosan monastery. We leave the main roads and travel along quiet tracks past Chianti vines and Olive groves, stopping for coffee at Montefioralle, family home of Amerigo Vespucci. Admire the charming piazza in Greve in Chianti, home to the annual Chianti Classico wine festival. As the day progresses we make our way on country roads, admiring the magnificent views. We can stroll around, shop and taste olive oil and wine in Panzano, Volpaia, Radda and Gaiole-in-Chianti at your pace. Depart at 9.30am.

Walking Itineraries

Montepulciano – Montichiello – Pienza

We wind through the streets of Montepulciano, known as the pearl of the Renaissance, admiring its wonderful buildings .We then visit the Cantina del Redi, where Vino Nobile is aged in vaulted caves beneath the foundations of the city. We leave through the ancient gates, passing the church of San Biagio and walk through picturesque countryside to Montichiello. Time to explore this tiny hamlet before continuing to Pienza a marvel of the 15thC, completely rebuilt by Pope Pius II to create the setting for a utopian society, which we can admire today.
Walking – 5hrs moderate-strenuous

Montalcino – S Antimo – Bagno Vignoni

The walled hill-town of Montalcino, famous for its Brunello wine, is our starting point today. After a short visit of the town we make our way to the battlements of the Rocca castle for magnificent views of the Val D’Orcia. A few miles down the valley is the beautiful 8thC Romanesque abbey of Sant’Antimo and the start of our walk where we ascend a trail lined with cypress & oak. We continue our walk to the Castello di Ripa D’Orcia and end with a swim at the restorative hot springs of the charming hamlet of Bagno Vignoni.
Walking – 5hrs moderate-strenuous

Monte Oliveto – S. Giovanni d’Asso

A spectacular drive through the crete senese landscape takes us to the Bendictine abbey of Monte Oliveto. Guided tour of the amazing 16thC frescoes by Sodoma & Signorelli telling the story of St Benedict. Our walk offers gorgeous views of a very different countryside as we walk up to the little village of Chiusure with a wonderful opportunity to look back at Monte Oliveto standing in the midst of tall cypresses. Our walk continues on along a ridge until we reach San Giovanni d’Asso.
Walking – 3hrs easy-moderate

Castello di Brolio circular walk

This wonderful walk takes us through some of the most delicately attractive countryside in Chianti, to one of the most impressive castles in Tuscany, the home of the Ricasoli family since 1067 when they bought it from the Vallombrosan monks. Bettino Ricasoli, who died in 1880, was responsible for the blend of grapes that gave us Chianti Classico and the second Prime Minister of united Italy. The magnificent views from here stretch to Monte Amiata, Siena and beyond. A gloriously photogenic area, we walk through some of the most serious wine country in Italy.
Walking – 3hrs easy-moderate

Touring Itineraries

Hill Towns of Lake Trasimeno: Deruta ceramics – Torgiano wine – Panicale – Castiglion del Lago

We travel to the charming medieval town of Deruta, world-famous for its hand-painted majolica ceramics. Admire the artistry, window shop and be tempted to purchase pottery. We continue to Torgiano, home to the Lungarotti family whose dedication to wine-making put Umbrian wines on the world stage. Their wonderful wine & ceramics museum is testimony to their passion for wine. After lunch we stroll through Panicale, a hill-town with an unusual snail-like shape and picture postcard views of Lake Trasimeno, Italy’s fourth largest lake [circ.30miles]. Not far from here is Castiglion del Lago the largest town on the lake, overlooking the water on a fortified promontory. Time for ice-cream or cappuccino here before heading home. Depart at 9.30am. Return from Castiglion del Lago at 5.30pm.

Medieval Hill Towns of Umbria: Montone – Monastery of S.Ubaldo – Gubbio

We travel along the Tiber valley to the quaint hill town of Montone for morning coffee. On arrival in Gubbio we take the cable car to Monte Ingino for views of Gubbio’s roof tops and monuments. Its traditions and folklore include the legend of St.Francis of Assisi taming the Wolf and an incredible candlestick race, ‘Corsa dei Ceri’. See the giant candlesticks in the monastery of S.Ubaldo. We walk 20 minutes to lunch in a restaurant at the edge of the National Park of Monte Cucco before walking back to the trail which descends into town. The Umbrian 3C BC ‘Egubine Tablets’ conserved in the Palazzo dei Consoli are testimony to the town’s ancient history. Legend holds that Gubbio was one of the first five towns to be built after the Great Flood. Depart at 9.30am. Return from Gubbio at 5.00pm.

In the footsteps of St Francis of Assisi: S.Maria d.Angeli – S.Damiano – Eremo delle Carceri – Spello – Assisi

We travel to Assisi to the church of S.M.degli Angeli and the enchanting 9c.Benedictine church of the Porziuncola within, the first place of worship given to S. Francis. Then on to San Damiano church; here Francis heard the altar cross speak to him ‘Francis, go and rebuild my church’. Thirdly, we visit the secluded Hermitage of S. Francis above Assisi. All three were fundamental to the creation of the Franciscan order. A scenic drive climbs over the top of Monte Subasio descending to Spello, enchanting town of Roman origin. We walk through the medieval streets and stop for lunch. In the afternoon we visit Assisi and the famous Basilica, which for centuries has attracted pilgrims from far and wide to the tomb of St. Francis. Admire the medieval frescoes of Giotto, Cimabue & Lorenzetti. Depart at 9.00am. Return from Assisi at 6.00pm.

Along the Via Flaminia: Spello – Bevagna – Montefalco – Bettona

We travel along the path of the Roman Via Flaminia, which linked Rome to the Adriatic coast. Our first stop along this famous road is Spello sitting at the foot of Monte Subasio; we enter through the Roman gates and immediately jump forwards into a medieval setting; marvel at the narrow streets and enjoy this enchanting town. We then continue along the Via Flaminia and stop to walk through Bevagna. The visible remains of its Roman heritage are a rewarding experience. We move on to Montefalco, the balcony of Umbria with views from Assisi to Spoleto. Time permitting we make a final stop in Bettona sitting on a hill with medieval walls protecting this sleepy Umbrian town, which is quite simply charming. Depart at 9.30am. Return from Bettona at 5.00pm.

Frontier towns of the Grand Duchy of Tuscany & the Papal States: Orvieto – Civita di Bagnoregio – Todi

We travel to Orvieto, sitting majestically on top of a volcanic tufa plateau. We visit the Etruscan tombs & Pozzo di S.Patrizio and walk into the historic centre to the Gothic Cathedral, whose facade is one of the most beautiful in Italy. Time to explore and have lunch. In the afternoon we continue to Civita di Bagnoregio, a tiny village spectacularly perched on a promontory and reached only by walking across a causeway bridge. We return via a scenic route along Lake Corbara to Todi. Wander at leisure into this exquisite Umbrian town through 3 gates & civilizations – Medieval, Roman & Etruscan. Stop for ‘cappucino’ in Piazza del Popolo, flanked by medieval buildings, Palazzo dei Priori, Palazzo del Popolo, Palazzo del Capitano & Duomo. Depart at 9.00am. Return from Todi at 6.00pm.

Walking Itineraries

Borgarucci – Panicale – Paciano

Starting on the outskirts of the walled hamlet of Paciano we walk along a wooded ridge to Panicale, a charming small town south of Lake Trasimeno with an unexpected setting and snail shaped medieval streets. After lunch we climb to Monte Petrarvella set in oak, pine and chestnut woods with pretty views of lake Trasimeno descending into Paciano through one of its three gates.
Walking – 4hrs easy-moderate

Orvieto – Civita di Bagnoregio

We travel to Orvieto, which sits majestically on top of a tufa plateau. We visit the Cathedral whose facade is one of the most beautiful in all Italy. Afterwards we take a guided tour of the underground Ipogeo of the city. Time to explore the wonderful historic town. In the afternoon we continue to Civita di Bagnoregio. We walk across a causeway bridge to reach the village perched unbelievably on an eroding clay promontory. Descending a tiny footpath at the far end of Civita we pass through an Etruscan tunnel and a chestnut wood to approach the ‘calanchi’ clay erosions with wonderful photographic opportunities of Etruscan tomb openings in the cliffs and dramatic crumbling crags.
Walking – 2hrs easy

Spoleto circular walk

We leave early to reach Spoleto in time to enjoy our wander through this graceful Italian hill town. Its origins go back as far as the Bronze Age. It was important as a Roman colony and later as an independent Duchy in the Middle Ages, finally annexed to the Papal States. Our walk starts at the Ponte delle Torri aqueduct, an astonishing piece of medieval engineering, which spans 240m across the Tessino gorge. The scenic walk goes to Castelmonte and through beautiful woods to the top of Monteluco and then descends into Spoleto where, time permitting we can spend a little more time.
Walking – 4hrs moderate

Assisi – Monte Subasio – Spello

We travel to Assisi, visiting the churches of S.M.degli Angeli & S.Damiano on the way to the hermitage of St Francis, Eremo delle Carcere, set above Assisi in secluded woodlands, a very spiritual place. Our walk ascends to the top of monte Subasio where wild horses roam. From here, on a clear day, there are 360 degree views over the whole of Umbria. The walk then winds down through olive groves and into the medieval streets of Spello, an enchanting town of Roman origin.
Walking – 5hrs moderate-strenuous

Gubbio circular walk in Monte Cucco National Park

A wonderful walk with stunning views of the Umbrian Appenines awaits us, high in the hills behind Gubbio. This walk will lead us through high pastures, woods, and old farmhouses. We leave the national park and visit S.Ubaldo to see the giant candlesticks kept in this monastery perched on the hillside of monte Ingino. We take the cable car to enjoy wonderful views of the roof tops and monuments and make a dramatic entrance into Gubbio, perhaps the most beautiful of Umbrian towns.
Walking – 5hrs moderate-strenuous

Some useful links for you to use while getting ready for your tour.