Tuscany Walks & Chianti Wines

8 days
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4.7/5 Excellent
100+ reviews  
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Small Group Tour
With Renaissance cities, medieval villages and cypress-lined avenues winding through vineyards, southern Tuscany is the perfect place for a relaxing guided walking adventure in Italy. Based at the welcoming family-run Hotel Le Renaie, we visit beautiful San Gimignano, Radda in Chianti, the World Heritage site of Siena and the magnificent city of Florence. Dur...
$3,740
From$2,770
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Overview

Trip type
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

    • 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

What's this trip about?

    With Renaissance cities, medieval villages and cypress-lined avenues winding through vineyards, southern Tuscany is the perfect place for a relaxing guided walking adventure in Italy. Based at the welcoming family-run Hotel Le Renaie, we visit beautiful San Gimignano, Radda in Chianti, the World Heritage site of Siena and the magnificent city of Florence. During the week, we sample several varieties of the local chianti and learn more about Italian wine on an interactive course at a wine school.Discover picturesque towns and delicious wines in Tuscany

Details

Itinerary focusClassic Highlights
Group sizeSmall Group - max of 16 people
Age range18 years and up
Flights and transportAll internal ground transport included
Start CityPancole
End CityPancole

Travel Themes

  • Cultural
  • Culinary & Wine
  • Hiking & Walking
  • Trekking & Expeditions

Destinations

Attractions

  • Florence

Activities

  • Culture
  • Hiking

Min Group Size

  • Min Group Size: 4

Max Group Size

  • Max Group Size: 16

Trip includes

    • All breakfasts, five dinners, three wine tastings
    • All accommodation
    • All transport and listed activities
    • Tour leader throughout

Popular Trips

Itinerary

Travel Map

Day 1 Start in Pancole

Start at Hotel Le Renaie, our welcoming family-run hotel 4mi (6.5km) from San Gimignano. In the evening, our guide will hold a welcome meeting to discuss the week ahead, give advice on the local area and answer any questions. Please note: on selected dates there may ...

Day 2 Walk a section of the Via Francigena; afternoon local wine tasting

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;...

Day 3 Walk in Radda in Chianti

This morning, we enjoy a local history in the heart of the Chianti area, covering the scenic route in a circular walk. We cut through woodlands, where we can admire the emerald vineyard valleys. In the afternoon, you have some free time to wander around and maybe join an optional tasting  of the much-acclaimed chianti classico at one of the many local wineries.

Day 4 Travel to Siena and explore the stunning historic centre; learn about Tuscan and Italian wines at a wine school

After breakfast, we head to the centre of Siena for a day exploring this fascinating city. We have time to visit the numerous museums and stunning duomo (cathedral) and to relax in one of the many outdoor cafes in Piazza del Campo, home of the Palio horse race. Please...

Day 5 Free day to visit other Chianti villages or relax by the pool

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

Day 6 Discover the magnificent city of Florence

Our destination today is Florence, birthplace of the Italian Renaissance. 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 one of the free local tours, which t...

Day 7 Walk to picturesque San Gimignano: afternoon wine-tasting

After a transfer to the quaint hamlet of San Donato, we walk through farm grounds following the pathway to Montauto and on up to the medieval town of San Gimignano. The walk is not long and should take approximately three hours. The afternoon is spent exploring this b...

Day 8 End in Pancole

The trip ends after breakfast. Bid Hotel Le Renaie a fond farewell and begin your return journey home.

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Dates & Availability

Price From $2,770
Price per day$346
Last Updated: 5/22/2024
Departure Date
Finish Date
Shared Room
Single Room
Availability
19 Apr 2025
26 Apr 2025
$2,770
$3,445
03 May 2025
10 May 2025
$2,770
$3,415
10 May 2025
17 May 2025
$2,770
$3,415
24 May 2025
31 May 2025
$2,770
$3,415
31 May 2025
07 Jun 2025
$2,770
$3,415
14 Jun 2025
21 Jun 2025
$2,770
$3,445
30 Aug 2025
06 Sep 2025
$2,770
$3,445
13 Sep 2025
20 Sep 2025
$2,770
$3,415
20 Sep 2025
27 Sep 2025
$2,770
$3,415
27 Sep 2025
04 Oct 2025
$2,770
$3,415

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

Check current availability, prices, specials & more.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

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Exodus Adventure Travels Reviews & Ratings

4.7/5  Excellent
Excellent
13,502
Great
3,265
Average
609
Disappointing
146
Terrible
190
A

Anonymous

Oct 2018

Totally Tuscany ...

One week of great walks , great hospitality and great food .. superb leader in Mark and combined with the warmth of the late summer sun we couldn’t ask for a bette...

A

Anonymous

Oct 2018

Italy October 2018

The Chianti Walking and Wine Tour was truly incredible. It was a vacation for my personal sensory system....to touch the ground that leads to...….the smell of the...

A

Anonymous

Oct 2018

A very enjoyable holiday!

A very enjoyable week away. Comfortable rustic accommodation with friendly staff set in the beautiful surrounding Chianti countryside. A relaxed balance of healthy...

A

Anonymous

Oct 2018

Come prepared

The walks were more challenging than we anticipated from their description Finishing the walk to Radda which for us at the ages of 72 and 64 was particularly chall...

A

Anonymous

Oct 2018

Beautiful Tuscany

Wonderful week - three lovely walks through the Italian countryside and some delicious wine tasting! The wonderful Hill top towns we walked to and through were bea...

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Other Exodus Adventure Travels Reviews

S

Sheila Bissell

Apr 2025

Written on
Exodus Adventure Travels Company Reviewsby Exodus Adventure Travels

Excellent service

Excellent service

R

Roger hil

Apr 2025

Written on
Exodus Adventure Travels Company Reviewsby Exodus Adventure Travels

Roger

They were very helpful, polite and knowledgeable

G

Gill Barber

Apr 2025

Written on
Exodus Adventure Travels Company Reviewsby Exodus Adventure Travels

Quick invoice receipt sent...prompt

Quick invoice receipt sent...prompt, good service

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Logistics

What's excluded

    • Travel insurance
    • Single accommodation (available on request)
    • Visas or vaccinations
    • Local taxes (approximately €10 per person, see Trip Notes)
    • Pre & Post Package
    • Extension Package

Accommodation

7 nights renovated farmhouse with panoramic swimming pool 5 days gentle walking and sightseeing Low altitude throughout Centre-based holiday
Surrounded by Tuscan hills, Le Renaie occupies a privileged spot in the little village of Pancole, just 4mi (6.5km) from San Gimignano. Here, the Sabatini family has created an intimate, friendly retreat with 25 air-conditioned rooms and plenty of places to mingle. Under the beautiful Italian summer sun, the swimming pool area (which has a separate hot tub) is the perfect place to cool down; alternatively, find a shady spot in the flower-filled gardens to sit, chat or read a book. Come evening, gather in the bar-restaurant for delicious Tuscan cuisine and a glass or two of excellent local wine. It’s a popular stop for Pancole residents, so you know it’s good. There are also games tables to keep the entertainment going or you can take your drinks onto the bar terrace for views over the garden, which is filled with hydrangeas and citrus plants. Amenities Swimming pool (usually open May to mid-October) Restaurant serving traditional Tuscan meals Bar/cafeteria for light snacks and lunches (open every day) Games tables Worth knowing A limited number of rooms have a balcony (facing the pool or garden) and these are assigned by the hotel Pool opening dates are subject to local weather conditions and pool maintenance requirements; cooler months may not be suitable for swimming
Cancellation policy

The cancellation policies of this trip when booked through Travelstride are determined by the stated policies of the tour operator - Exodus Adventure Travels.

If you or any other member of your party decides to cancel a confirmed booking you must notify Travelstride in writing. Your notice of cancellation will only take effect when it is received in writing by Travelstride and will be effective from the date on which we receive it.

Period before departure in which you notify us

From the date your Booking Confirmation is issued up to, and including, 90 days prior to the departure date specified on the Booking Confirmation.

  • 89 to 52 days (inclusive) prior to the departure date specified on the Booking Confirmation.
  • 51 to 31 days (inclusive) prior to the departure date specified on the Booking Confirmation.
  • 30 days or less prior to the departure date specified on the Booking Confirmation, or after the booking has started

Cancellation charge

Deposit can be transferred to a new booking which must be made within 3 months of the date the original booking was cancelled, and depart within 12 months of the new booking date. If a new booking is not made within this period then the deposit will be forfeited. Any remaining balance will be refunded excluding any non-refundable costs.

  • 50% of the total holiday cost. Any remaining balance will be refunded excluding any non-refundable costs.
  • 75% of the total holiday cost. Any remaining balance will be refunded excluding any non-refundable costs.
  • 100% of the total holiday cost.

For Polar holidays, the following cancellation charges will be made:

Cancellation period (before departure) - Cancellation Fee (per person)

Outside of 180 days - No fee if cancelled within 15 days of booking date. US $1,250 cancellation fee if cancelled 16 days or more of booking date.

179 to 120 days - Loss of deposit.

119 to 90 days prior to departure - 50% of the holiday cost.

89 to 60 days prior to departure - 75% of the holiday cost. 

59 to 0 days prior to departure - 100% of the holiday cost.

For more additional details, see the booking conditions of Exodus Adventure Travels at the following web address: https://www.exodustravels.com/us/about-exodus/exodus-booking-conditions

Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
Visa requirements vary depending on your country of origin and your country of destination. It is your responsibility to familiarize yourself with the relevant requirements. For a handy tool that can help you quickly find the requirements, please visit this link .
Meals Included
All breakfasts, five dinners and three wine tastings are included. Breakfast is usually a continental-style buffet. The five included dinners are taken at Hotel Le Renaie. Four meals consist of three courses, dessert and a glass of wine. On Tuesday evening, when the restaurant is closed to the public,  you will be treated to a special pizza feast. All meals are homemade and prepared using locally sourced ingredients and following the traditional Tuscan recipes of the area. For this reason, the menu doesn't include fish-based options. Vegetarian, vegan, gluten-free and dairy-free choices are available – please advise us of dietary requirements on booking.
Age Requirements
18 years and up
Additional Information
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Trip ID
exodus-TDC

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