Chianti Trail

Tuscany Italy: (ZZ-HK-VN02)

Tuscany Italy
The typical Chianti landscape is a hilly, varied and colorful landscape: here is where the famous wine was born. Nevertheless, this area does not consist exclusively in vineyards and olive groves. Depending on the season the nature offers fabulous and colorful sceneries: from the red poppies to the violet irises, from the yellow brooms to the green firs and cypresses. Moreover, golden stone villages and castles are scattered in the landscape: one is the Brolio Castle, rich in suggestions from ancient times, where you will certainly have the possibility of tasting some good wine.

You can still enrich your stay in Tuscany with a visit to Florence - the city of Leonardo, Giotto, Dante and Brunelleschi - and to Siena, native land of the "Palio", a city with a preserved medieval atmosphere. These two jewels have in common the fact that they belong to one of the most famous areas of Tuscany: "the wine road", the one you will follow walking along silent paths and roads surrounded by hill, vineyards and olive groves.


Accommodations are in 4 and 3-star hotels: 2 nights in Florence, 2 nights in Radda in Chianti and 2 nights in Siena.
Please note, in case of non-availability of the below mentioned Hotels on the requested dates, similar ones will be used.

Accommodation Itinerary - subject to changes based on availability
Night 1 & 2: Hotel in Florence
Night 3 & 4: Hotel in Radda
Night 5 & 6: Hotel in Siena

Florence - Hotel Fortezza
Hotel La Fortezza in Florence stands in a quiet residential area and is located inside an evocative 19th Century building. The hotel has elegant classically designed public areas and contemporary-style bedrooms. The buffet breakfast is served in the breakfast room and there is also an attractive reading room where you can unwind.
All the rooms come with free WiFi, a LCD TV and air conditioning. The private bathrooms are complete with a shower or bath.

Florence - Hotel Panama
Hotel Panama offers spacious rooms with free Wi-Fi near the Fortezza da Basso Exhibition Centre.
Most of the rooms are located in the rear of the hotel, housed in a renovated early-20th-century residence. Some rooms are also situated in the Panama Hotel's private courtyard. All rooms feature heating; independently controlled air conditioning; HD TV; full minibar; high-speed Wi-Fi connection; direct dialing telephone; alarm call service; work desk/convenient writing desk with power point; marble-tiled bathroom with shower cubicle; hairdryer; courtesy set and a digital safe.
Breakfast is served in a comfortable lounge with sofas set on the first floor.

Radda - Hotel San Niccolò
Set in the picturesque town of Radda in Chianti, Palazzo San Niccolò is an elegant hotel offering free Wi-Fi, a large garden and interesting interiors with original frescoes and antique furniture.
Rooms at San Niccolò are air conditioned and feature a satellite LCD TV and minibar. All 13 rooms have either a shower or bath.
Your day at San Niccolò Palazzo begins with a large buffet breakfast featuring homemade pastries and a wide variety of food.
Guests can relax out in the garden with tables and chairs and enjoy a drink from the bar.

Siena - Hotel Italia
Hotel Italia is a charming 20-minute walk from Siena's Piazza del Campo.
Inside this hotel you will find a satellite TV room, a bar and internet terminals in the lobby. Wi-Fi access is available throughout. Rooms are located in the main building or in the annex next door.
Breakfast at Hotel Italia is a generous buffet of sweet and savory items, including homemade pastries and a chocolate fondue.
In summer, a paid outdoor pool is also available there at an extra charge.

Single and triple occupancy:
Triple occupancy is possible based on availability, please inquire.
Single supplement is mandatory if you are traveling by yourself.

This tour is on a B&B basis.
Breakfasts are taken at the hotel and lunches usually consist of a picnic on the trail (not included). The dinners are not included and are usually taken in a local restaurant.
It is possible to have lunch in restaurants and local bars or to picnic, buying the food at the groceries in towns and villages. Groceries are usually closed on Sunday and during bank holidays (January 1st and 6th, Easter, Easter Monday, April 25th, May 1st, June 2nd, August 15th, November 1st, December 8th, 25th and 26th).

Dietary Restrictions
If you are vegetarian, or if you require special dietary arrangements, please inform us before departure. We will do our best to satisfy your needs. However, we inform you that this is not always possible if you have very special requirements. If you have important food allergies, we ask you to give us a list of the food that you can eat before your arrival so that the cook can be prepared to plan and shop accordingly.

This trip includes and can accommodate special dietary requests.


Terrain Characteristics
Paths and easy country roads, hilly area. It is advisable to have done a little trekking practice or a little training. Trekking height is between 100 and 500m. Average duration of stages is between 3.5 and 4.5 hours. Change in altitude is from 340 to 540m per day


Sample Itinerary - subject to changes

Day 1: Arrival
Individual arrival in Florence, free time to visit this magnificent city of art, a real open-air museum. You are free for dinner. Overnight in the city center.
Meals included: none
Overnight at Hotel in Florence

Day 2: Bike to Fiesole
Walk through olive groves and cypress lined roads, coming across the magnificent villas dominating the Val d’ Arno. The beauty of the landscape is impressive. Once you have reached the hill top you can enjoy a wonderful view over Florence. Return to Florence. You are free for dinner.
Ascent: approx. 440 m difference of altitude / descent: approx. 210 m / approx. 3-4 hours
Meals included: Breakfast
Overnight at Hotel in Florence

Day 3: Florence – Panzano - Radda in Chianti
After breakfast transfer by bus to Panzano: you leave your luggage at the driver at the bus stop where you start hiking. You will pass through the typical oak woods of the region and you will reach Volpaia, a wonderful little village which was built as a fortified village in the 11th. After lunch you will continue through the vineyards of Montevertine, a very beautiful village built in 11th century. The itinerary ends in Radda in Chianti.
Ascent: approx. 540 m difference of altitude / descent: approx. 440 m / approx. 6 hours
Meals included: Breakfast
Overnight at Hotel in Radda in Chianti

Day 4: Bike to Castellina in Chianti
After breakfast, public bus to Castellina in Chianti. Today’s route moves through one of the most celebrated stretch of Tuscany land: “the road of Wines”. Start from Castellina in Chianti and rumble on paths and country roads, crossing vineyards and olive groves, to return to the medieval village of Radda in Chianti. This is the land where the renowned Chianti Classico wine is produced, the same land where wine has always been produced, since Etruscan times.
Ascent: approx. 330 m difference of altitude / descent: approx. 420 m / approx. 4 hours
Meals included: Breakfast
Overnight at Hotel in Radda in Chianti

Day 5: Radda – Gaiole – Brolio castle - Siena
Private transfer from Radda to Gaiole in Chianti (leave your luggage in the hotel in Radda). From there you walk to get to the famous Brolio Castle, property of the Ricasoli Baron. You can enter the castle and walk on the ancient walls. If you like, take the chance for a wine tasting. In the afternoon private transfer from Brolio to Siena.
Ascent: approx. 350 m difference of altitude / descent: approx. 240 m / approx. 4-5 hours
Meals included: Breakfast
Overnight at Hotel in Radda in Siena

Day 6: Colle Val d’Elsa – San Gimignano
Transfer by public bus to Colle Val d’ Elsa; hike to Quartaia, a small rural village of mediaeval origins. Continue through the hills to get to Coneo Abbey, founded by the Benedictines. Walking on the historic Via Francigena you arrive at Molino d'Aiano. At this point the peaceful panorama is already dominated by the distinctive shape of San Gimignano towers. Return to Siena by public bus (16 km). You are free for dinner. Ascent: approx. 390 m difference of altitude / descent: approx. 320 m / approx. 5 hours
Meals included: Breakfast
Overnight at Hotel in Radda in Siena

Day 7: Departure
After breakfast you are free to visit Siena, the famous town of Palio. If can enjoy a stroll around Piazza del Campo and along the narrow streets, stopping for a taste of Panforte and Ricciarelli in one of the several typical shops.
Meals included: Breakfast

Rates and Dates for Chianti Trail

Rates include:

Accommodations, All breakfasts, Luggage transport, Private transfers & Description and information material through App (download on your smartphone your tour map and itinerary, with points of interest, services and GPS position)
The App provides GPS tracks that can also be used offline.

Packages and Options

  • SeasonYearDescriptionEUR ~US$
    20207 day walking tour (High)€665$755
    • Single supplement€410$465
  • B
    20207 day walking tour (Low)€325$370
    • Single supplement€310$350
The US Dollar Rate is Based on Exchange Rate of 1.13

* prices are per person based on double/twin occupancy

Transfer and Other Charges:

2020 Solo walker supplement 75 $85
2020 Extra nights- please inquire 0 $0
2020 Supplement for starting tour on day other than Saturday 45 $55
2020 Private transfer from Florence to Radda or viceversa (up to 4 pax)
This is a "Group Rate"
155 $175
2020 Private transfer from Siena to Florence or viceversa (up to 4 pax)
This is a "Group Rate"
155 $175
2020 Paper Road book (needs to be booked in advance) 15 $20

Season Tour Dates  Min / MaxReserve
A 2020 04/01 - 04/07 7d / 6n 7 day walking tour (High) 2 /10 Expired
B 2020 08/01 - 08/07 7d / 6n 7 day walking tour (Low) 2 /10 Reserve
A 2020 09/01 - 09/07 7d / 6n 7 day walking tour (High) 2 /10 Reserve

Dates Note:

Rates do not include:

Journey to Firenze and from Siena, Lunches and dinners, Drinks, Transfers with public buses, Entrance fees & Tourist taxes
Paper road book is available with supplement of 15€ (to be booked in advance)

Other Info
Meeting: Florence hotel
Airport: Florence
Transfer: - taxi from airport to hotel (not included)

                                                Florence area














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Source: NOAA


In Tuscany the climate varies from zone to zone. It is mainly influenced by the sea off the west coast of the region and also by the Appenine ridge which limits the territory to the north and east. Inland on the plain, annual average temperatures are just a little lower than the average coastal temperatures. This is due to the increasing continental influence and the annual and daily thermal ranges.
During the peak summer months of July and August, the weather can be very hot, but it still gets cooler in the evenings. It usually does not rain in the summertime. Autumn brings more comfortable temperatures as well as some rainfall,  but there are still dry, sunny days. The winters are not too chilly with the lowest expected temperatures in the peak of winter being around 0°C / 32°F. However, at night, it sometimes gets very cold.

What To Bring:
It is necessary for you to divide your luggage into two bags: 1 travel bag with padlock and 1 rucksack.

Rucksack : 30 - 40 L
This will be your hand-luggage if you travel by plane and the bag you will bring with yourself during the trekking. You are suggested to put there heavy and fragile things and all that you need during the flight, such as a camera, a book, a jacket, a beauty case and some medicines, but before, check the luggage regulation of the company you travel with.
Don’t forget to put every sharp thing in the travel bag.
The rucksack must be sufficiently capacious to contain all that you may need during the day (at most 10 kg). If you take part in a guided tour, every day the guide will advise you what to bring with yourself the following day.

Travel bag : 70 - 80 L
This is your main bag which will contain all that you may need during the tour. This luggage will be loaded on the minibus and transferred to the following hotel. It must not weight more than 15/20 kg; we kindly ask you to respect this weight limit.

A hat is fundamental: it will protect you from 70% of the sunbeams which reach head and neck. It is better if it has a 10 cm peak to protect the nose better and if it has a long edge it will protect ears and neck too. The hat is particularly important for children to avoid sunstrokes.
Vests, T-shirts, blouses, pullovers, rain jacket (goretex), line or fabric trousers, ideal for walks, shorts, cotton socks and swim-suit. During cold months, from January to April and from October to December bring hot clothes.
Finally, you need trekking shoes (high at the ankle and with non-skid sole, Vibram type), tennis shoes or sandals for the evenings.

Sunglasses, suntan lotion, water bottle (2 litres), Swiss penknife (or something like that), bag for the picnic, everything for your personal cleaning, toilet paper, bin bag and a bag to protect your things in the rucksack.
Sunglasses with a good protection against UV rays are extremely important and we advise you to often use them.

Bring with you basic medicines such as aspirins, anti-inflammatory, elastic and adhesive plasters, disinfectant and protection against bladders.

It is essential to be healthy in order to fully enjoy your holiday! If you haven’t gone to the doctor for some time, this is the right opportunity to do so. Explain to him the kind of travel you are going to do, the altitude, the difficulty and the climate, so that you can leave really peacefully. You don’t need any vaccination. We advise you to check the validity of the tetanus injection and to make it in case it is expired.

If you don’t feel like training before the tour, but you want to avoid problems during the trekking, some advice:
• Go up and down the stairs and avoid using the lift;
• Get up 30 minutes earlier in the morning and go for a walk
• Drink more water gradually until you add 2 litres to those you usually drink between lunch and dinner, until you drink 3-4 litres a day.