Days
8
Price from
$3,450AUD

Fall in love with provincial Italy on this adventure through Tuscany.

Famous for its rolling, sun-drenched hills dotted with quaint villages and scored by manicured rows of vineyards, the Tuscan countryside remains an unspoiled vision of classical Italy. From captivating Florence, with its historic galleries and magnificent hilltop views, head out to the Val d’Orcia region and visit ancient villages waiting to be explored. Wander through crumbling castle remains in Monte Voltraio, get lost in the cobbled laneways of Volterra, and discover the hidden secrets of Siena. Taste local wines and experience an unforgettable night at a Tuscan farm.


Start
Florence, Italy
Finish
Volterra, Italy
Country
Italy
Style
Peregrine
Code
PEUT
Physical rating
Ages
Min 15
Group size
Min 1, Max 16

Why we love this trip

  • Enjoy a wine tasting in a Montepulciano wine cellar, the perfect end to a morning spent strolling and dining in the Tuscan hills

  • Discover charming villages such as Monticchiello, hidden to mass tourism by their location and tiny size

  • Uncover the secrets of the hilltop village of Volterra, famous for its magnificent sunsets and Etruscan ruins dating back more than 2,000 years. The Romans mined Volterra’s alabaster for sculpting. Visit a small workshop for an exclusive demonstration by an artisan who has been plying his trade for over 70 years

  • Relax by supping a glass of Vernaccia on top of the city walls in the afternoon in San Gimignano, when most tourists visiting the town have disappeared. Vernaccia is a local grape varietal, produced in and around San Gimignano.

Is this trip right for you?

  • You will need to be in good health and able to walk for a few hours at a time. The walks on this tour are graded Easy to Moderate. You will be walking on well defined paths for 4-5 hours (5-12 km) per day. There are some up-and-down sections, and the terrain varies from well-defined paths to rocky trails. The scenery is of course well worth the exertion!

  • Summer temperatures can be extreme in Italy (over 40°C). It’s important to use sun protection, wear layers to combat the heat and drink plenty of water.

  • As accommodation on this trip is twin-share, single travellers will share a room with another traveller of the same gender. If you’d prefer not to share, a single-room supplement is often available (at an additional charge). Many hotels in Europe don't have double beds, but rather two single beds that can be pushed together or apart.

Itinerary

Welcome to Florence, the cultural capital of Italy and the gem in Tuscany's crown. No activities are planned for today so you can arrive at any time. An arrival transfer from Florence Airport is included in the price of this trip. If arriving early, be sure to head out and see some of Italy's 'outdoor museum'. Perhaps pay a visit to Piazza della Signoria and marvel at the collection of famous statues there. In the evening, meet your trip leader and fellow travellers at a welcome meeting. This usually takes place at 6 pm but it is advisable you check the exact time and place at the hotel's reception. At this meeting the leader will give you a briefing on what lies ahead.

Note: Arriving/departing by train where possible is recommended, as it's a relatively low-carbon mode of transport.
Included Activities
  • Arrival Transfer from Florence Airport
Meals Included
There are no meals included on this day.
From your hotel walk into the heart of Florence with your tour leader and take some time to explore the outstanding works of art preserved over the centuries in this captivating city. Florence is considered the birthplace of Renaissance, as well as the cradle of the Italian language. You will stroll along its fascinating streets, and enjoy the essence of Italian history and culture. Pass along the Ponte Vecchio Bridge, visit Piazza della Signoria and gaze up at the landmark of Florence, the Duomo. At around midday you will drive to the town of Arezzo, the setting for ‘La Vita è Bella’. In Roman times it was the most important city of the Etruscan federation . You are free to wander around this interesting town and enjoy lunch at your leisure. In the late afternoon travel on to Montepulciano, one of Tuscany’s most attractive hill towns. Settle into your hotel before enjoying a group dinner together.

Notes: Walking distance: 4-5 km; approximately 1,5 hours.
Accommodation
  • La Terrazza di Montepulciano or similar (1 night)
Included Activities
  • Florence Sightseeing Tour
Meals Included
  • Breakfast
  • Dinner
After breakfast, walk to the impressive Chiesa di San Biagio, a 16th-century church nestled at the edge of the Montepulciano village walls. Cross through the picturesque valley below, past vineyards, pastel-coloured villas and rolling hills, until reaching the village of Monticchiello. Here, enjoy lunch under the welcome shade of a grapevine canopy. Explore Montichiello's town walls and stroll through the charming town cenre. Return to Montepulciano in the afternoon and enjoy a sightseeing tour of its labyrinthine maze of laneways and imposing defensive walls. The views from the walls across the Tuscan landscape are simply unforgettable.The afternoon will be at your leisure. Perhaps do some shopping in Montepulciano's classy boutiques. Later on in the afternoon take part in a wine tasting in a local cellar.

Notes: Walking distance: 10 km; approximately 4 hours.
Accommodation
  • La Terrazza di Montepulciano or similar (1 night)
Included Activities
  • Wine Tasting in Montepulciano
  • Montepulciano Sightseeing Tour
  • Montichiello Country Hike
Meals Included
  • Breakfast
  • Lunch
This morning you will be transferred to the beautiful village of Pienza for a short sightseeing walking tour. Part of your tour will include the views from Pienza's city walls that are quite simply spellbinding. Take time to pause and enjoy the captivating vistas afforded to you, the epitome of Tuscan landscapes rolling expansively before you - burnt orange villas, tightly wound hay bails, meandering country lanes and fields of barley. Those who want can join in for a great walk through this stunning landscape to one of the symbols of Tuscany, the isolated chapel of Vitaleta. Depart for the charming village of Montalcino, one of the most stunning hilltop towns of the area (also famous for its ‘Brunello’ wine). You’ll have some time to look around, before you’ll set off to the real highlight of this area, and arguably the most beautiful monastery of Tuscany: the beautiful Romanesque church of Sant'Antimo (Abbazia di Sant'Antimo) in a picture-perfect landscape. Here you’ll have the possibility to listen to Gregorian chanting. After the visit to the abbey – and perhaps a drink – you will continue along a stunning route to beautiful San Quirico d’Orcia, where you will check into your feature stay hotel, a converted 15th century noble mansion. Enjoy dinner in the garden of a nearby restaurant.

Notes: Walking distance: 4 km; approximately 1,5 hours.
Accommodation
  • Hotel Palazzo del Capitano or similar (1 night)
Included Activities
  • Pienza Sightseeing Walk & City Walls
  • Visit to Abbazia di Sant'Antimo
Meals Included
  • Breakfast
  • Dinner
After a leisurely breakfast embark on a beautiful but easy walk through the distinctive landscapes of the Val d'Orcia, flat chalk plains interspersed by almost conical hills topped by fortified settlements. It is in this bucolic setting that you will reach the unique spa town of Bagno Vignoni. Here the main town 'square' is actually a picturesque ornamental pool built by the Medici family! Cool our heels in the many Etruscan water channels that surround the old watermills just outside of the town centre. This is a truly unique attraction in the Val d'Orcia but unknown to mass tourism. There are several options after the walk to Bagno Vignoni: the avid hikers can opt for a beautiful route back to San Quirico, following the Orcia river and past the fortress of Ripa d’Orcia. Others might want to have lunch and enjoy some more time in one of the spas. Do not forget to spend some time in charming San Quirico, perhaps the most authentic of the small jewel towns in the Val d’Orcia. You may relax in its beautiful ornamental garden, or just take a seat in the main ‘Corso’, sip on a local glass of Sangiovese and partake in another fine Italian tradition - the art of people-watching.

Notes: Walking distance: 7 km; approximately 2,5 hours.
Accommodation
  • Hotel Palazzo del Capitano or similar (1 night)
Included Activities
  • Guided Hike in Val d'Orcia & Bagno Vignoni
Meals Included
  • Breakfast
After breakfast journey towards ancient Volterra. On your way pay a visit to Siena to discover the best of this most celebrated medieval city. Its heart, in every sense, is the famed ‘Piazza del Campo’, a grand fan-shaped piazza built on the site of the old Roman forum. Bordering the southern flank of the square is the 14th century Palazzo Pubblico, with some fine early Renaissance frescoes. Also of interest is the fine main church, the Duomo, a wonderful mixture of Gothic and Romanesque architecture, with a particularly splendid façade. After lunch your private bus will bring you to stunning San Gimignano. Those who wish can walk a beautiful stretch into town, along the Via Francigena, Italy’s most famous pilgrim road, to enter the city the way pilgrims have done for over a thousand years. Of course there is some time to stroll through this stunning medieval town, and perhaps climb one of its ‘skyscrapers’. Sip a glass of local Vernaccia wine in the most perfect setting you could dream of: sitting on the medieval town walls of San Gimignano overlooking the Tuscan hills. In the late afternoon we arrive in beautiful Volterra, full of Etruscan history, and famous for its alabaster, situated high on a plateau with sweeping views of the valleys below.

Notes: Walking distance: 3-4 km; approximately 1 hours.
Accommodation
  • Hotel Etruria or similar (1 night)
Included Activities
  • Siena Sightseeing Tour
  • Via Francigena Hike to San Gimignano
Meals Included
  • Breakfast
Explore the old town of Volterra and walk past the Etruscan walls and the Roman theatre. Head towards Monte Voltraio, a sandstone hill once dominated by a castle known as the Rocca di Monte Voltraio. At the foot of the hill stands the beautiful abandoned medieval building of the Casale Rocca. You’ll pass through pleasant landscape, meet with farmers still cultivating their land like in ancient times and pass the small 13th Century church of San Lorenzo. The goal of today’s walk is Villa Palagione. It is an ancient country residence built in 1598 by Geronimo Minucci, cupbearer of the Medici at the peak of the Florentine power and culture. In a setting that has seen four centuries of history, the villa still offers frescoed halls, a Gentility chapel and an Italian garden full of flowers and perfumes. Here you’ll stop for a short break, and then for those who want there is the possibility to climb up to the ruins of the castle on the top of Mt Voltraio, which offers superb views over the Tuscan countryside. Enjoy a picnic lunch at a picturesque spot from where you can enjoy a wonderful view of Volterra. In the afternoon make your way back to Volterra on foot. There is the possibility to relax in the gardens of Villa Palagione and dive into its panoramic swimming pool (and then travel back by bus) so pack your swimsuit! At the end of the day you can go and visit some of the last remaining alabaster craftsmen, who still practice this centuries old art, before joining the group for the last evening dinner in a local restaurant.

Notes: Walking distance: 8-10 km; approximately 4 hours.
Accommodation
  • Hotel Etruria or similar (1 night)
Included Activities
  • Monte Voltraio Hike
  • Villa Palagione Visit
Meals Included
  • Breakfast
  • Dinner
Your Tuscan adventure comes to an end in Volterra this morning. Before departing, take the time to visit the well-preserved medieval city ramparts or wander through the cobbled laneways.
Meals Included
  • Breakfast

Meals

7 breakfasts, 1 lunch, 3 dinners

Transport

Private vehicle, Local bus

Accommodation

Comfortable hotel (5 nights), Feature stay in Val d'Orcia (2 nights)

Included Activities

  • Arrival Transfer from Florence Airport
  • Florence Sightseeing Tour
  • Wine Tasting in Montepulciano
  • Montepulciano Sightseeing Tour
  • Montichiello Country Hike
  • Pienza Sightseeing Walk & City Walls
  • Visit to Abbazia di Sant'Antimo
  • Guided Hike in Val d'Orcia & Bagno Vignoni
  • Siena Sightseeing Tour
  • Via Francigena Hike to San Gimignano
  • Monte Voltraio Hike
  • Villa Palagione Visit

Dates & availability

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Important notes

You'll need to be in good health and able to walk for a few hours, with some up-and-down sections, and on varied terrain, from well-defined paths to rocky trails. You will be walking on well defined paths for 4-5 hours (5-12 km) per day.

Essential Trip Information

Want an in-depth insight into this trip? Essential Trip Information provides a detailed itinerary, visa info, how to get to your hotel, what's included - pretty much everything you need to know about this adventure and more.