tuscany 300x225 Tuscany & Umbria TourSpend just over two weeks discovering the beauty of this famed part of Italy – a region that doesn’t disappoint. Tuscany & Umbria have so much to offer and so many reasons to visit. There’s the unparalleled artistic legacy with fine art and stunning architecture, fabulous cities, intriguing towns, hilltop villages and extraordinary countryside. Gourmet and wine buffs will enjoy the wonderful cuisine and wines. And with fabled rolling countryside, great roads and plenty to do and see, it’s a delight for all, especially when you settle into the wonderful hotels we have chosen for this tour.

Your cars will be transported with a reknowned classic car transport company from the UK to Tuscany, to avoid the long drive – although you can drive one or both ways if you prefer. You will then fly out to Italy and your car will be waiting at the first hotel – Villa Cora. The return journey will be by motorail from Livorno, Tuscany to Den Bosch, Holland. The tour will then visit the beautiful cities of Florence for its Renaissance art, Siena with its striking cathedral, Pisa’s leaning tower, Lucca’s medieval walls, Etruscan frescoes at Arezzo, and the towers of San Gimignano, as well as exploring the many idyllic towns and villages, vineyards, castles and cathedrals. This really is a tour not to be missed.


Tuscany map Tuscany & Umbria Tour


grand hotel villa cora 300x199 Tuscany & Umbria TourWe have hand-picked some beautiful, quality character hotels with great charm, in superb locations across Tuscany and Umbria. We are staying in just four hotels (three to four nights in each), so there is plenty of time to relax. You will be delighted with the quality and service of each hotel – all four or five star quality. All, of course, have suitable parking for our cars, and have been personally visited and inspected by us. We have checked the parking arrangement, the rooms, the available facilities and chosen hotels in lovely areas that we’re sure you will enjoy.


(subject to change)

Day 1: Saturday 25 April

florence arno 300x201 Tuscany & Umbria TourThe tour starts in the fabulous city of Florence. Stay for 3 nights in a truly stunning, five-star, historic hotel in Florence, overlooking the Boboli Gardens, just south of the river Arno. The public rooms and bedrooms are exquisite and the attention to detail is second to none. There is a Welcome Dinner included tonight.
Distance: 62 miles 

Days 2 & 3: Sunday 26 & Monday 27 April

florence 300x208 Tuscany & Umbria TourSpend two days in Florence, seeing the sights. Florence’s museums, palaces, and churches house some of the greatest artistic treasures in the world. The most popular and important sites in Florence include the Cathedral, the Baptistery, the Uffizi, the Bargello, and the Accademia. The churches of Santa Maria Novella and Santa Croce are veritable art galleries, and the library of San Lorenzo is a magnificent exhibition of Michelangelo’s architectural genius.

IMG 3526 225x300 Tuscany & Umbria TourWander some of the oldest streets in the city until you reach the Arno River, cross the Ponte Vecchio, and experience the “newest” area of Florence, the Oltrarno. Be sure to set aside time to see the vast and varied art collection housed in the Pitti Palace. When you grow weary of museums and monuments, head outdoors. Spend a day at the Boboli Gardens or climb the hill to the church of San Miniato al Monte to experience an enchanting view of Florence. Florence and its magnificent treasures await your visit! The Firenze Card is included for all tour participants and includes entry to all the main museums and galleries, including the Uffizi and Accademia Galleries. Dinner is not included on either evening.

Day 4: Tuesday 28 April

san gimignano 300x193 Tuscany & Umbria TourLeave Florence and head south, visiting the breath-taking medieval towers of San Gimignano on the way. Stay for 4 nights in a beautiful five-star hotel in the Chianti hills near Siena. Dinner is included tonight and one other night here.
Distance: 85 miles

Day 5: Wednesday 29 April

siena duomo 300x235 Tuscany & Umbria TourSpend the day exploring the beautiful medieval city of Siena, crammed with rich treasures. For many it is infinitely more appealing than Florence. Wander around the Piazza del Campo, the main square, also renowned for the Palio (horse race). The duomo (cathedral) is simply exquisite. We have arranged a bus trip to Siena to avoid driving into the town. There will also be a private tour of the city to discover some of the history and lesser-known sites. Enjoy dinner in the town (not included).
Distance: 20 miles

Day 6: Thursday 30 April

siena crete 300x194 Tuscany & Umbria Tour

A  day to discover the gently undulating Sienese Crete, meaning ‘craters’ – one of Tuscany’s great landscapes. Today’s drive winds past fortified towns, castles, abbeys, country churches, farms, storehouses, magnificent Renaissance cities of art and delightful spas, offering a journey through the Sienese Middle Ages. There will be a visit to one of the the famed Brunello vineyards in Montalcino. Dinner is included this evening.
Distance: 114 miles

Day 7: Friday 1 May

IMG 3829 300x244 Tuscany & Umbria TourEnjoy a wonderful drive around the Chianti hills, dotted with woods, wheat fields, olive trees, and vines on the hillsides, and punctuated with slender cypress trees around villas, castles, farmhouses and churches. We have a lunch along with a cellar tour and wine and olive-oil tasting at a beautiful villa, whose wonderful gardens were used as the setting in the film, Much Ado About Nothing.
Distance: 97 miles

Day 8: Saturday 2 May

Castello di Monterone Perugia Tuscany & Umbria TourDrive south to Monte Amiata, a majestic, extinct volcano and surrounded by hot springs, and then wind westwards past Benedictine monasteries, Romanesque churches, medieval villages and unchanged landscapes with splendid views. Head into Umbria and stay the next four nights at a beautiful and luxurious castle hotel, just 3km from the wonderful city of Perugia. Dinner is included tonight and one other night at this hotel.
Distance: 97 miles

Day 9: Sunday 3 May

assisi1 300x201 Tuscany & Umbria TourExplore the Umbrian valley and the historic route of the Via Flaminina. Stop to visit Assisi, inextricably bound with its most famous son, St Francis.
Distance: 112 miles

Day 10: Monday 4 May

orvieto 300x208 Tuscany & Umbria TourHead south to the spectacular town of Orvieto with its magnificent duomo perched high on a rocky outcrop. This is the heartland of the mysterious, ancient civilization of the Etruscans, whose legacy can be seen in the many towns they founded and in their enigmatic burial complexes or necropoli. The journey then returns via the ancient town of Todi, back to the Castello.
Distance: 124 miles 

Day 11: Tuesday 5 May

gubbio 300x194 Tuscany & Umbria TourSpend the day wandering around north east Umbria to the truly lovely town of Gubbio, and then drive through some spectacular gorges and fabulous scenery, before looping back to the Castello.
Distance: 90 miles 

Day 12: Wednesday 6 May

Arezzo 300x119 Tuscany & Umbria TourHead north to Lucca, via the wonderful town of Arezzo, packed with houses and mansions in pure Renaissance style. Spend final three nights in a wonderful four-star hotel in the centre of Lucca, within the walls. There is some parking next to the hotel or there is secure underground parking outside the city walls. Dinner is included tonight.
Distance: 170 miles

Day 13: Thursday 7 May

Enjoy a wonderful day’s drive around the north of Tuscany, visiting Pistoia and then to the ski resort of Abetone, before heading across to the delightful town of Barga and then back to Lucca.
Distance: 135 miles

Day 14: Friday 8 May

lucca 300x206 Tuscany & Umbria Tour

Spend the day in Lucca. It is one of the few towns in Italy to have preserved its surrounding walls intact. These massive 16th century brick walls not only keep out the noise and traffic, but also add to the tranquil atmosphere. There is a lovely tree-lined promenade on top of the walls, which are 12 metres high. The town’s roman legacy is still evident with the grid pattern streets and it’s a very easy town to explore on foot. There will be a farewell dinner tonight.

Day 15: Saturday 9 May

Pisa 300x224 Tuscany & Umbria Tour

Drive to Pisa and explore the famous leaning tower and the adjacent duomo. Then head onto Livorno. The cars must be loaded by 15.45 and the train departs at 5pm. There are 2 berth sleeper cabins booked for your comfort – these are the best quality available on the motorail, but are still bunk beds. There are no en-suite facilities and a toilet is shared by the whole carriage (which is 12 cabins and therefore we should have a carriage just for the group). Enjoy a three-course dinner in the dining car whilst travelling along the Rhine valley, followed by breakfast the next morning.
Distance: 34 miles

Day 16: Sunday 10 May

Arrive in s’Hertogenbosch at 12.40 – lunch time. Drive either to Hook of Holland for a return ferry back to Harwich, or it’s a 3 hour drive to Calais to return to Dover.


Dates: 25 April to 10 May 2015
Duration: 16 days/15 nights for entire trip incl.14 nights in Italy
Mileage: (In Italy only) 1,120 miles approximately, depending on optional days
Prices:  based on two people sharing a room with either double  or twin beds. Single accommodation is extra. Please enquire.

  • Entire tour with transport to Italy and motorail from Italy: €TBC euros per person
  • Italy only (Join in Florence & depart from Lucca – 14 nights): €4,975 euros per person

What’s Included:

  • An extensively researched and carefully designed itinerary to optimise your trip
  • All accommodation for 15 nights, based on 2 people sharing a twin or double room
  • Full breakfast every morning, including a light breakfast on the motorail
  • Three or four course dinner on 8 evenings (full tour), with wine on 7 evenings (1/2 bottle per person) (not motorail)
  • Wine-tasting lunch and vineyard tour at a historic villa in Chianti.
  • Classic Car Transport from the UK to Florence, Italy
  • Return Motorail from Livorno, Italy to s’Hertogenbosch, Holland, with 2-berth sleeper cabin, 3 course dinner and breakfast
  • Firenze card (includes visits to most of Florence’s attractions, incl. Uffizi and Accademia Galleries)
  • Puccini concert in Lucca
  • Tour book – includes a brief history of Tuscany & Umbria, emergency details, overview maps and detailed directions, accommodation information, and a very detailed account of everything there is to do, see and visit each day. The book eliminates the need for any other guide books.
  • Italy road atlas
  • Rally plaques, car stickers, and tour regalia
  • A professional hard-back photo book after the tour, with memorable images from your trip
  • Services of our tour mechanics, Dan Monk & Joe Coleman (Click here for more information and conditions)
  • Experienced and friendly tour organiser and guide, Sarah Dowding (Classic Travelling Director & Tour Manager) and assistant.

What’s not included

  • Flights to Italy (outbound only) (currently about £36 with Easyjet from Luton or Gatwick to Pisa)
  • Fuel or any road tolls
  • Any lunches (except one) and 7 dinners (recommendations are made in the tour book)
  • Entry into attractions and activities, other than where stated
  • Please ensure you have your own travel and medical insurance
  • We strongly suggest and recommend you have European breakdown cover.
  • All drinks (other than stated) are extra to accommodate individual preferences.


  • This tour is open to all classic, vintage and sports cars of any age.
  • All passports must be valid for six months after the end of the tour. You will also need your vehicle registration documents, driving licence (a photo-card licence or international permit is best), and international/European insurance cover.
  • Please check with your travel and motor insurers that you are covered for travel in Italy and Europe.
  • You are also required to carry a warning triangle, first-aid kit, two fluorescent jackets, set of replacement bulbs and a national identification sticker. You will also need 2 breathalyser kits for France.
  • Dinner on most evenings, where included, will be a smart-casual affair, but no jeans preferably.
  • However, the most important requirement is that you take pleasure in motoring through fabulous scenery, relish individual, character hotels and enjoy the company of like-minded travellers.

This is a photo-book from our 2013 escorted group tour, but the photos will give you a good flavour of the tour. All our longer group tours (one week or more) are given a photobook as a memory of the tour.

wcover 2 Tuscany & Umbria Tour

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Interested? To book this tour please complete the booking form online, or download the booking form and post it back to us.

Booking Form ImageBooking Form

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