Tuscany Walks & Chianti Wines

8 Days San Gimignano Return
Tuscany Walks & Chianti Wines
Tuscany Walks & Chianti Wines
Tuscany Walks & Chianti Wines

Overview

Exodus
Trip Operated By:
 (20) Reviews
Total No. of Adventures 299
The intoxicating beauty of Tuscany is there for all to see. But that’s just the start on this gentle small-group hiking adventure. Guided by an expert tour leader, we experience the Garden of Italy through the eyes of a local, staying in the small village of Pancole, where we’re treated to classic Italian hospitality by the Sabatini family. Our walks take us through beautiful vineyards and we explore the Renaissance cities of Siena and Florence with expert local guides. Of course, we also sample several varieties of the local chianti together, forging friendships that could last a lifetime.
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Our Price From
A$3,579 per person
Price shown based on twin share
Save up to $1,031 per person
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Trip Length
Trip Length

8 Days

Trip Starts
Trip Starts

San Gimignano

Trip Ends
Trip Ends

San Gimignano

Countries Visited
Countries Visited:
Trip Style
Trip Style

Walking & Trekking

Budget
Budget

Affordable

Age Range
Age Range

16-99 Years

Max. Group Size
Max. Group Size

16

Pace
Pace

Easy / Leisurely

Guide Style
Guide Style

Fully Guided

Tour Code
Tour Code

TDC2

Itinerary

Start at Hotel Le Renaie, our welcoming family-run hotel 4mi (6. 5km) from San Gimignano. Around 6pm, say ciao to your tour leader and fellow travellers, when we gather as a group to get to know each other and learn more about the adventures ahead. Your tour leader then ensures a big welcome over a group dinner. If you have extra days at hand and wish to extend your adventure, consider booking additional nights in Pisa or Florence. Speak to your sales representative for more information. .

Accommodation: Hotel Le Renaie
Included Meals: Dinner

Get ready for a day full of history and nature as we explore one of the most popular sections of the Via Francigena, which links the villages of Gambassi Terme to San Gimignano. The Via Francigena is an ancient pilgrimage route that links Canterbury in the UK to Rome; the full trip takes well over 90 days, but our section is far gentler, cutting through olive groves and vineyards.

Later in the afternoon, we head to Azienda Agricola Pietralta, a picturesque farmhouse in the heart of the countryside, where we enjoy three glasses of wine and a trio of cheeses. Dinner this evening is back at the hotel, where we have time to relax, perhaps with a game of billiards or another glass of local wine on the garden-view terrace. .

Accommodation: Hotel Le Renaie
Included Meals: Breakfast, Dinner

Start our scenic walk from Fonterutoli, surrounded by the rolling hills, vineyards and olive groves of the Chianti region. At the beginning, we enjoy beautiful views towards Siena before following part of the historic Via Romea, an ancient pilgrimage route to Rome.

Along the way, we may pass near the remains of an Etruscan necropolis, offering a fascinating glimpse into the ancient past of the area. Finishing the hike, we transfer to Castellina in Chianti, a charming hilltop town known for its medieval atmosphere, stone streets and strong connection to the Chianti wine tradition.

Accommodation: Hotel Le Renaie
Included Meals: Breakfast

Head to Certaldo station and catch a train to Siena (approximately 45 minutes). This medieval city is dominated by impressive gothic monuments and is divided into 17 contrade (districts), each of which goes head-to-head in the twice-annual Palio, a thunderous horse race around the central square for which the whole city turns out.

We join a local guide on a tailor-made tour of the city, stopping at the landmarks, plus captivating sites most tourists normally pass by. Our tour includes a visit to a contrada museum, which is typically closed to the public. You may also opt to visit the medieval Siena Cathedral.

In the afternoon, learn about Tuscan wines during a one-hour lecture in the courtyard of Palazzo delle Papesse. Unlike traditional wine tastings, this expert-led experience is more educational, offering in-depth insights into Tuscany's most important wines. .

Accommodation: Hotel Le Renaie
Included Meals: Breakfast, Dinner

Today is free to rest by the poolside. Alternatively, your tour leader can advise on local chianti wine-tasting tours, cooking classes, e-bike hire or offer assistance for unguided walks or daytrips.

Accommodation: Hotel Le Renaie
Included Meals: Breakfast

Our destination today is Florence, the birthplace of the Italian Renaissance. We reach Florence from Certaldo by train, approximately a one-hour journey. Most of the greats from the movement lived or passed through here: Leonardo da Vinci, Michelangelo, Sandro Botticelli and more. Learn all about it by joining a guided exploration, which your tour leader can help to organise.

Join one of the morning tours and you'll have time to visit the Uffizi, an art gallery housing works by Renaissance masters, including The Birth of Venus by Botticelli and the gruesome Medusa by Caravaggio. If you do wish to visit, we recommend prebooking your ticket online to avoid lengthy queues. An ideal time is around 2pm if you're joining the morning walking tour. Tickets can be purchased at www. uffizi. it/en/tickets. .

Accommodation: Hotel Le Renaie
Included Meals: Breakfast, Dinner

Take a short transfer to the medieval town of San Gimignano, where we can visit the Palazzo Comunale, a 13th-century stone palace that's home to the Pinacoteca (Art Gallery) and 177ft (54m) tall medieval Torre Grossa (you can purchase the €15 entrance ticket locally). There's free time to wander and soak up the atmosphere. Before your farewell dinner, we visit the family-run Cesani estate, which produces some of the finest wines in the region. Here we enjoy an expertly led tasting, sampling three glasses accompanied by bruschetta, extra-virgin olive oil and a selection of Tuscan cheeses and charcuterie. .

Accommodation: Hotel Le Renaie
Included Meals: Breakfast, Dinner

You've walked some of the most scenic trails in Tuscany and explored the local wine scene, but now it's time to bid Hotel Le Renaie a fond farewell and begin your return journey home. Alternatively, speak to your sales representative to extend your adventure and spend more time exploring the Renaissance flair of Florence.

Included Meals: Breakfast

Trip Inclusions

  • Experience classic Tuscany on foot: rolling vineyards, Renaissance cities and medieval villages
  • Sip chianti and other local wines on three separate tasting experiences
  • See Siena through the eyes of local on a history and culture tour with a local guide
  • Discover magnificent Florence on a walking tour with a local guide
  • Feel like one of the family with a stay in the Tuscan hills at Hotel Le Renaie

  • 7 Classic nights (Hotel Le Renaie)
  • All breakfasts, five dinners, three wine tastings
  • Immersive itinerary with all transport and listed activities
  • Expert tour leader to enhance your adventure

  • Itinerary and inclusions are subject to change
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included

Operator

Exodus
Total No. of Adventures299
At Exodus, we love adventure travel and always have. Discovering countries, cultures, environments, cities, mountain ranges, deserts, coasts and jungles; exploring this amazing planet we all live on. We know what makes you tick when it comes to holidays. It’s a desire shared by so many others. A yearning more to visit new places and come home with a real sense of what they’re all about. This means delving into local traditions, cultures, cuisine, lifestyles – anything that contributes to its unique identity. At the same time, we always remember that we are only guests. So we travel courteously and respectfully, in smaller groups to minimise our impact, to ensure that every Exodus holiday is a beneficial experience for everyone involved.
About Exodus Travels
About Exodus Travels

Hit the trails with Exodus - from challenging peaks to leisurely coastal and countryside walks. Read more

Exodus Trip Leaders
Exodus Trip Leaders

Exodus chooses their Leaders carefully. Professional, dedicated and are passionate about sharing their home countries. Read more

Accommodation with Personality
Accommodation with Personality

Wherever possible, Exodus chooses properties that are locally owned and that reflect the area you are visiting. Read more

Dates & Pricing AUD AUD

Saturday 29 Aug 2026 29 Aug 26 San Gimignano
Saturday 05 Sep 2026 05 Sep 26 San Gimignano
Details
Definite Departure
Exclusive Savings
Was: $4,610
A$3,579
Save $1,031
Twin Share (Per Personpp)
Note
A definite departure means minimum numbers have been reached for this departure to operate. Your Global Journeys Travel Advisor will check the availability of your departure date when you Enquire. Additional savings may apply. T&C’s apply.
Note
Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Pricing and trip details are correct at this point in time, however are subject to confirmation at the time of booking and are subject to change by Exodus. For cruise itineraries, cabin images are sourced from the cruise-line and should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

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