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Picturesque Tuscany Self-guided Walking Tour 8-days Level 1

  • 8days
  • Italy

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Walking Tours Europe

Self-guided Picturesque Tuscany 8-days

Florence, medieval villages, wine and Tuscan cuisine.

Culture, enjoyment and unique scenery in sheer perfection: all of this and lots more awaits you during our hiking holiday in Tuscany. Florence, the pulsating heart of Central Italy, welcomes you in a spectacular fashion: magnificent palaces and cathedrals, David by Michelangelo or the paintings of the great masters such as Leonardo da Vinci and Botticelli. Along remote trails you walk through characteristic Tuscan rolling hills of the Chianti-region, via history-charged villages such as Siena and Volterra you proceed further and further towards the Tuscan coast. Along the 'Via Sale' you can already taste the salty sea air on your tongue and once you finally get to dip your tired legs into the turquoise glistening waves of the Tyrrhenian Sea near Cecina Mare, you can be totally sure that you have reached your destination!

Tour character: Level 1

You always walk on well-maintained hiking paths and trails. Daily routes mostly lead you along vineyards, forests and through soft rolling landscape. A good basic fitness level is sufficient for walking times of up to 4.5hrs maximum, there is plenty of time to enjoy the cultural highlight of the one of a kind region in peace and quiet

Included in the Walking Tour:

  • 7 overnight in 3* and 4* hotels and beautiful Italian lodges 'Agriturismi', breakfast included
  • Luggage transfer
  • Welcome briefing (German, English)
  • Wine tasting in Greve in Chianti (English)
  • Transfer San Gimignano – Ulignano
  • Carefully elaborated route description
  • Detailed travel and tour documents 1x per room (German, English)
  • GPS-data is available 
  • Service hotline

Not included in the Tour:

  • Tourist tax, if due
  • Bus rides (Florence – Gabbiano, Lucarelli – Castellina, Siena, Siena – Colle Val d´Elsa, Saline/Volterra – Cecina), approx 15 EUR per person


  • Florence airport, by bus in about 30mins to the main train station or you can take a short taxi ride, approx 25 EUR per journey
  • Parking: limited number of hotel parking spaces available free of charge or public parking spaces near the hotel, approx
  • 70 EUR per week. Public car park at the edge of the city, approx 20 EUR per week. Underground parking spaces (limited number) approx 20 EUR to 36 EUR per day. Payable on spot, no reservation in advance possible
  • Return journey from Cecina Mare to Cecina by bus, from there by train to Florence, duration approx 2hrs

Slow Tours offers a number of other Walking Tours in Europe

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  • Day 1

    Arrival in Florence

    Walk along the traces of the Medici through gorgeous alleyways and across the bridge Ponte Vecchio to the Piazza della Signoria – the centre and heart of the old part of town.

  • Day 2

    Florenz – Greve in Chianti 4hrs 11km | +350m -250m

    Your first hiking tour warms the cockles of your heart straight away with all that Tuscany has to offer with regards to classical dreamscape: vineyards and forests as well as old stone houses and high rising cypresses avenues line your way – Tuscany picture-perfect. Chianti invites you to explore the 'Laubengänge‘-arcades on the lively Piazza.

  • Day 3

    Greve in Chianti – Castellina in Chianti 4 hrs 12km | +380m -350m

    Along remote forest paths you walk past numerous wine-growing estates towards Panzano, a little Etruscan hamlet worth visiting. Through golden corn fields and via vineyards onwards to Lucarelli, before you take a short bus ride and reach the Medieval Castellina with its historic town wall.

  • Day 4

    Castellina in Chianti – Siena 4.5hrs 16km | +250m -450m

    Along pilgrims‘ tracks the route leads you along the Via Romea only along a segment of it towards the eternal city. Day ending in the charming town of Siena, renowned for the traditional horse race 'Palio'. Explore the numerous fantastically preserved city gates dating back to the Middle Ages as well as red-brick buildings along the semi-circular Piazza del Campo, absolutely amazing.

  • Day 5

    Siena – San Gimignano 4 hrs 13km | +350m -280m

    Today you are off into the 'Valle Col d´Elsa‘. Explore the historic fortress complex and marvel at the Medieval architecture of Colle before you proceed through vineyards and along roaring rivers to the 'Manhattan of Tuscany', San Gimignano this nick name is due to its silhouette reminding us of another famous skyline. Your day is now your own. Take a stroll through the many little alleyways and marvel at the seemingly countless number of towers.

  • Day 6

    San Gimignano – Volterra 4hrs 11km | +450m -250m

    In the Monte Nero nature reserve you discover green forests and the 'Cascate della Strolla', a little waterfall with crystal-clear water. The ancient salt trade route Via del Sale leads you directly to the alabaster-city Volterra on your way you pass ancient Etruscan grave chambers that are well worth a visit. Discover the Medieval belfry rising high above the city the panoramic views over the old part of town will fittingly rewards your efforts.

  • Day 7

    Volterra – Cecina Mare 3 to 4hrs 10km | +0m -0m

    As a finale to your hiking week the Tuscan coast awaits with an extensive hiking tour through the Pineta of Cecina, a giant pine tree grove with numerous entwined paths and tracks. Enjoy your final evening in Tuscany with a glass of Chianti looking out onto the turquoise glistening of the Tyrrhenian Sea, whilst the two islands Elba and La Gorgona quietly sink into the sea at the horizon in the crimson evening sun.

  • Day 8

    Departure or extension

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Tours marked with are special prices.

Start End Max. No. Guests Accommodation Price p.p.
Oct 10 2021 Oct 17 2021 10 Single rooms 988€
Double rooms 689€

Car rental in Italy

If you would like to drive yourself before or after your tour, ask us for a quote on any brand new Renault, Peugeot or Citroen vehicle for driving in Europe.

Pick up your vehicle from most capital cities in Europe and return it to your drop off destination. Top insurance cover. Email [email protected] for a competitive quote

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