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

  • 8days
  • Italy

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Self-guided Picturesque Tuscany 8-days

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!

Highlights:

  • Sightseeing in Italy
  • A visit to the gelato world champion
  • Culinary delights in Sienna

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' (partly with pool)
  • Breakfast
  • Luggage transfer
  • Transfers Florence – Gabbiano, San Gimignano – Ulignano and Volterra – Cecina
  • Bus rides according to the program
  • 1 Wine tasting
  • Welcome briefing
  • Digital travel documents incl. navigation app, GPS-data, route book
  • Service hotline

Not included in the Tour:

  • Tourist tax, if due
  • Printed route book, per person EUR 20
  • Anything not mentioned in 'included'

Travel Insurance:

  • Wander the World Without Worry! For your global travel insurance and evacuation services click on this link to get a quote (all quotes are in USD) in just a few moments: Global Travel Insurance

Arrival/parking/departure:

  • Arrival by train to Florence.
  • Florence airport.
  • Parking: Public parking spaces near the hotel, costs approx. EUR 20 per day. Public parking spaces on the outskirts of the city, costs approx. EUR 20 per week. Public garage, costs approx. EUR 140 per week
  • Departure by bus and train from Cecina Mare to Florence, duration approx. 3 hours with 1 change in Cecina Mare.

Notes:

  • Departures Saturday
  • Extra nights
    • Florence: From 105 EUR p.p (+85 EUR single person)
    • Cecina Mare: From 75 EUR p.p (+95 EUR single person)

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

  • Read More

Tours marked with are special prices.

Start End Max. No. Guests Accommodation Price p.p.
Aug 01 2026 Aug 08 2026 10 Single rooms 1,628€
Double rooms 1,199€
Aug 08 2026 Aug 15 2026 10 Single rooms 1,628€
Double rooms 1,199€
Aug 15 2026 Aug 22 2026 10 Single rooms 1,628€
Double rooms 1,199€
Aug 22 2026 Aug 29 2026 10 Single rooms 1,628€
Double rooms 1,199€
Aug 29 2026 Sep 05 2026 10 Single rooms 1,628€
Double rooms 1,199€
Sep 05 2026 Sep 12 2026 10 Single rooms 1,628€
Double rooms 1,199€
Sep 12 2026 Sep 19 2026 10 Single rooms 1,558€
Double rooms 1,129€
Sep 19 2026 Sep 26 2026 10 Single rooms 1,558€
Double rooms 1,129€
Sep 26 2026 Oct 03 2026 10 Single rooms 1,558€
Double rooms 1,129€
Oct 03 2026 Oct 10 2026 10 Single rooms 1,428€
Double rooms 999€
Oct 10 2026 Oct 17 2026 10 Single rooms 1,428€
Double rooms 999€
Mar 27 2027 Apr 03 2027 10 Single rooms 1,498€
Double rooms 1,049€
Apr 03 2027 Apr 10 2027 10 Single rooms 1,498€
Double rooms 1,049€
Apr 10 2027 Apr 17 2027 10 Single rooms 1,498€
Double rooms 1,049€
Apr 17 2027 Apr 24 2027 10 Single rooms 1,638€
Double rooms 1,189€
Apr 24 2027 May 01 2027 10 Single rooms 1,638€
Double rooms 1,189€
May 01 2027 May 08 2027 10 Single rooms 1,638€
Double rooms 1,189€
May 08 2027 May 15 2027 10 Single rooms 1,638€
Double rooms 1,189€
May 15 2027 May 22 2027 10 Single rooms 1,708€
Double rooms 1,259€
May 22 2027 May 29 2027 10 Single rooms 1,708€
Double rooms 1,259€
May 29 2027 Jun 05 2027 10 Single rooms 1,708€
Double rooms 1,259€
Jun 05 2027 Jun 12 2027 10 Single rooms 1,708€
Double rooms 1,259€
Jun 12 2027 Jun 19 2027 10 Single rooms 1,708€
Double rooms 1,259€
Jun 19 2027 Jun 26 2027 10 Single rooms 1,708€
Double rooms 1,259€
Jun 26 2027 Jul 03 2027 10 Single rooms 1,708€
Double rooms 1,259€
Jul 03 2027 Jul 10 2027 10 Single rooms 1,708€
Double rooms 1,259€
Jul 10 2027 Jul 17 2027 10 Single rooms 1,708€
Double rooms 1,259€
Jul 17 2027 Jul 24 2027 10 Single rooms 1,708€
Double rooms 1,259€
Jul 24 2027 Jul 31 2027 10 Single rooms 1,708€
Double rooms 1,259€
Jul 31 2027 Aug 07 2027 10 Single rooms 1,708€
Double rooms 1,259€
Aug 07 2027 Aug 14 2027 10 Single rooms 1,708€
Double rooms 1,259€
Aug 14 2027 Aug 21 2027 10 Single rooms 1,708€
Double rooms 1,259€
Aug 21 2027 Aug 28 2027 10 Single rooms 1,708€
Double rooms 1,259€
Aug 28 2027 Sep 04 2027 10 Single rooms 1,708€
Double rooms 1,259€
Sep 04 2027 Sep 11 2027 10 Single rooms 1,708€
Double rooms 1,259€
Sep 11 2027 Sep 18 2027 10 Single rooms 1,638€
Double rooms 1,189€
Sep 18 2027 Sep 25 2027 10 Single rooms 1,638€
Double rooms 1,189€
Sep 25 2027 Oct 02 2027 10 Single rooms 1,638€
Double rooms 1,189€
Oct 02 2027 Oct 09 2027 10 Single rooms 1,498€
Double rooms 1,049€
Oct 09 2027 Oct 16 2027 10 Single rooms 1,498€
Double rooms 1,049€

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

Travel insurance for Italy

Wander the World Without Worry

Local language barriers. Lost passport. Unexpected medical expenses. Sometimes, our trips don’t go as planned. That’s why Slow Tours Pty Ltd wants you to have the most robust travel advisory and protection for your vacation.

Ask us for a quote [email protected]

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