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St Dominic Way
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9 days
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price from € 786
St Dominic Way

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St Dominic Way

St Dominic Way - 9 days

In contrast to the anti-itinerant rhetoric of the Church in medieval times, the last movements of St. Dominic between Rome and Bologna (1218-1221) testify to the ferment and initiative of the Saint, divided between official assignments received from the Pope and the desire to carry out a great project based on study, preaching and evangelical poverty.

The choice to retrace the Saint’s last journeys during the Jubilee does not arise from an apologetic idea, but rather from the desire to provide a renowned opportunity to reflect on the life and legacy of the founder of the Order of preaching friars.

Even if shorter than the Saint’s lengthy journeys (born in Caleruega in Castile, he moved incessantly between Spain, France and Italy), these trips offer the chance to live the spiritual and symbolic experience that Dominic himself lived in his peregrinations (“every time you travel, you spiritually retrace the journey of existence”).


SloWays tips:

  • The stunning landscape of the Orcia Valley, south of Siena, that inspire at every footstep
  • Hills, country houses, rural hamlets and hidden monasteries, genuine food and great wines
  • Bologna and the Basilica of San Domenico
  • The medieval towns along the way, UNESCO Pienza, Siena & the “Palio”, Buonconvento… where time seems to have stopped and the capital of Renaissance: Firenze!
  • Small, comfortable, family run accommodations
Day 1: Arrive in Montepulciano
Day 2: From Montepulciano to Pienza, 18,5 km
Day 3: From Pienza to Buonconvento, 26 km
Day 4: From Buonconvento to Monteroni d'Arbia (train to Siena), 19 km
Day 5: Sightseeing Siena and Firenze
Day 6: (train Firenze-San Piero) fromSan Piero to Monte di Fò, 22,5 km
Day 7: From Monte di Fò to Monzuno, 27 km
Day 8: (transfer Monzuno to Sasso Marconi) from Sasso Marconi to Bologna, 20 km
Day 9: Arrivederci Bologna!

Day 1:    Arrive in Montepulciano

Here you are, you reached the hill-top village of Montepulciano, with stunning views over the Orcia Valley. Upon arrival, celebrate with a glass of the famous local Vino Nobile wine in main the square and stroll around the craftsmen shops and laboratories.

Day 2:    From Montepulciano to Pienza, 18,5 km

Today this beautiful walk takes you to the UNESCO town of Pienza, where Renaissance town-planning concepts were first put into practice after Pope Pius II decided, in 1459, to transform the look of his birthplace. Half way you can make an optional detour to the Medieval hamlet of Monticchiello.

Day 3:    From Pienza to Buonconvento, 26 km

From Pienza, travel along an immensely panoramic roads past the medieval stone-built hamlet of Lucignano d’Asso. Ride up a remarkable limestone ridge and enjoy breath-taking views of the Val d’Orcia. Gather your strength as you make the climb up to Pieve a Salti. Upon arrival, celebrate with a glass of the famous local Vino Rosso.

Day 4:    From Buonconvento to Monteroni d'Arbia (train to Siena), 19 km

Today’s walk is through a series of rolling hills and wheat-cultivated meadows in the heart of the “Crete Senesi”, a clay area that never ceases to amaze the passer by, with its distinctive grey coloured soil that makes it look like you’re on the moon.

Day 5:    Sightseeing Siena and Firenze

Enjoy a visit to the city, famous for its biannual “Palio” horse race, held in the most beautiful shell-shaped square in Europe: the Piazza del Campo. Don’t miss a visit to the Duomo, an architectural treasure, and numerous imposing medieval palaces. History comes alive as you meander through the narrow streets of this fantastically preserved jewel of Italy. After the train journey, arrive in Firenze and breath the Renaissance air all around you: take a stroll along the tiny alleys and end up in Santa Maria del Fiore or climb up to Piazzale Michelangelo to get a panoramic view, at sunset!

Day 6:    (train Firenze-San Piero) fromSan Piero to Monte di Fò, 22,5 km

After a short journey by train to S. Piero a Sieve you start walking towards the Appennines. It's a long walk, running from the bottom of the valley to the top of the mountains at La Futa pass, with the biggest German cemetery in Italy, where more than 30.000 German soldiers were laid to rest, with great views over the Firenzuola valley and Mugello.

Day 7:    From Monte di Fò to Monzuno, 27 km

This section is especially beautiful as you walk through immense green fields and chestnut woods. At your feet are Roman paving stones of the “Flaminia Militare”, the Roman road that used to link Bologna to Arezzo; you will see traces of the Roman passage still visible on the stones to Pian di Balestra, where you find ourselves at the border between Emilia and Tuscany.

Day 8:    (transfer Monzuno to Sasso Marconi) from Sasso Marconi to Bologna, 20 km

After a short transfer you start walking from Sasso Marconi, named after the Nobel Prize winning scientist Guglielmo Marconi who was born here. You walk across Parco Tolon where the Casalecchio lock-gate has been managing the flow of the Reno River into the city of Bologna for 800 years. To reach the Basilica of San Domenico you walk to the Portico di San Luca, built in 1674: this is the longest covered street in the world, 4 km dominated by 666 arches, which extends all the way to the Basilica of San Luca.

Day 9:    Arrivederci Bologna!

Our services end after breakfast, unless you want to add an extra night to explore Bologna more.

B&B Il Giglio - Pienza
Hotel Il Ghibellino - Buonconvento
Hotel Chiusarelli - Siena
Hotel Malaspina - Firenze
Albergo Il Sergente - Monte di Fo
Albergo Montevenere - Monzuno
Hotel University - Bologna
practical info

What is included

· Nights in double room in **/*** hotels , B&B and agriturismi with breakfast

. 1 dinner

· luggage transportation from hotel to hotel

. transfer from San Piero a Sieve to Monte di Fo, transfer from Monzuno to Sasso Marconi

· maps and detailed description of the itinerary, app

. Pilgrim Passport

· Medical and luggage travel insurance

· 24h phone assistance


What is not included 

. Transfers to the starting location and from the arriving location of the tour

· lunches and dinners, if not otherwise stated.

· visits and entrance fees - tips

· personal expense

· possible sojourn taxes

· everything that is not mentioned in the "What is included" section.


Optional Services

These services can be added to the ones included in the base price of the tour:

. Single room supplement

. Half Board supplement

· Transfers to reach the starting location or to leave the arriving location of the tour, which will be quoted on request.

S-Cape Countryside Travels srl
Borgo Allegri 16R
50122 Firenze FI
P. IVA 05227330486

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Fiavet ATTA member
100% Green Travelife
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