Epic Tuscany

Sample Itinerary

DAY 1

Activity

Cycling

Accommodation

Capannelle Wine Resort
Gaiole in Chianti

Distance 10km
Climb 100mt

Benvenuti nel Chianti!

Tour briefing, bike fitting and warm up ride. We suggest to arrive at Florence airport, according to your needs we’ll shuttle you or we’ll meet directly at our first hotel in Siena. Conquered by the Medicis in 1585, Siena became a backwater, frozen in time, making it one of Europe’s finest example of a preserved Gothic city. The high concentration of buildings from the 12th-14th centuries makes Siena unique, and the main square, “Il Campo,” is considered by many to be Italy’s most beautiful piazza. The famous bareback “Palio” horse race is held in the square twice a year. Our local guide will explain the mayhem and passion of the race, then take us to visit the cathedral and its medieval treasures. Cycling: 10-20 km, depending on arrival time. We’ll help you out in assembling your bikes, then we’ll be ready for our warm up ride along the peaceful countryside, a perfect start for the upcoming adventure. Walking: 2 hours, hilly, urban hike. While we’ll go for a ride, the Walkers will take a leisurely stroll through gorgeous Siena, one of Italy’s most enchanting cities. Then we’ll set an aperitif to properly introduce the whole tour all together.

DAY 2

Activity

Cycling

Accommodation

Hotel Athena
Siena

Distance 35km
Climb 500mt

From Gaiole to Siena

The origin of Chianti wine. We start with a blast, soon after leaving Gaiole, we’ll conquer the Brolio Castle climbing among cypress trees, This stunning real estate is probably the most important symbol of the Chianti area. It belongs to the Ricasoli family, whom Bettino di Ricasoli was the creator of the Chianti wine back in the 1872. We’ll pedal coasting the fortified walls of the Castle, then we’ll immerse ourselves in the vineyards on the valley. The views become more and more fascinating when we approach Siena, majestic medieval town where we’ll stop for a visit. The old medieval center with the Duomo and its medieval buildings tells about a rich heritage, then the arrival Piazza del Campo square, made famous thanks to the Palio joust, it’s a breathtaking experience itself.

DAY 3

Activity

Cycling

Accommodation

Villa Armenia Relais
Buonconvento

Distance 40km
Climb 550mt

From Siena to Buonconvento

Val d’Arbia, at the heart of agricultural Tuscany. Today it’s a quite easy stage, so you can leave Siena late on the day. The scenery it’s absolutely peaceful, with many small ancient villages, solitary farmsteads and countryside chapels. We’ll start with a rolling stretch of gravel road among the fields, riding for some km along the Via Francigena, the ancient pilgrimage route connecting Canterbury to Rome. Almost at the end of our ride we’ll arrive to the village of Murlo, with a quite strong agricultural heritage and inhabited since Etruscan times. Our final stage is the capital of Val D’Arbia region, on the neat village of Buonconvento, surrounded by fortified walls dating back to XIV century.

DAY 4

Activity

Cycling

Accommodation

Villa Armenia Relais
Buonconvento

Distance 60km
Climb 1180mt

Buonconvento loop

Montalcino great wines and white truffles. Today’s ride is the longest of the whole week, but we’ll pass through the vineyards of Montalcino, a perfect spot to chill with a glass of its well known Brunello. We are riding on the val d’Orcia, a quintessential tuscan landscape, made out of rolling hills dotted with cypress trees, site of the UNESCO heritage. The scenery changes from dry and brown in fall and winter, to emerald green and blossoming in spring, to the amazing golden fields in summer. The longest climb of the whole week we’ll take us right in Montalcino, natural balcony over the countryside. After the mandatory aperitif, we’ll keep riding, stopping for lunch in Lucignano d’Asso. From here the road it’s quite relaxing taking us back to our hotel.

DAY 5

Activity

Cycling

Accommodation

Villa Curina Resort
Castelnuovo Berardenga

Distance 50km
Climb 850mt

From Buonconvento to Castelnuovo

The Crete Senesi and Monte Sante Marie Today we’ll start with a relaxing pace following the valley of Ombrone river, immersed in the rough and terse scenery of Crete Senesi, dotted with classy termal baths like the ones of Rapolano. Our first goal is the village of Asciano, right at the heart of the Crete area. From here we’ll climb the steep Monte Sante Marie, on of the most famous climbs on gravel of the Eroica. When on the ridge of the hill you’ll forget the challenge, thanks to the views over this unique place of Italy. Our arrival is at the luxury retreat of Villa Curina, perfectly set on a top of a hill overlooking the valley.

DAY 6

Activity

Cycling

Accommodation

Capannelle Wine Resort
Gaiole in Chianti

Distance 50km
Climb 850mt

From Castelnuovo to Gaiole

Discovering the historical “Lega del Chianti” area. Our final stage we’ll bring us back to Chianti Senese, again along tranquil countryside roads among vineyards, stopping along the way to taste some local products directly at the farm. We’ll stop for lunch in Vagliagli, a village with a perfect view and very popular among locals, great stop to have a local dish. Then we’ll pass through Radda, part of the original “Lega del Chianti” with Gaiole and Castellina. The Lega, was a military organization created by Florence in 1384 to protect the whole area. From the original Lega del Chianti was born the Chianti wine protected area, still using the black rooster as a symbol. Few more km and we’ll be back at the starting point of our week in Gaiole.

DAY 7

Activity

Shuttle

Arrivederci!

Well, it’s time to say goodbye, but we are sure this part of Italy will touch your hearts and you’ll come again to visit more!
Siena UNESCO heritage
The Val d'Orcia Landscape

Essential information

Overview

Custom tour along the epic roads of L’Eroica The Eroica is the iconic ride on vintage bikes across the whole Chianti, 200 km of pure beauty passing through many of the most beautiful tuscan cities: Siena, Montalcino, Buonconvento, plus many medieval villages surrounded by pristine San Giovese vineyards. The itinerary is along asphalted road and the “strade bianche”, typical tuscan gravel roads. The total climb is about 3500 meters, with a total length on gravel road of 110 km. During our tour we’ll visit wineries, olive oil mills, local producers and craftsman, discovering the Tuscan way of life and pleasure for healthy foods.

Included

6 Nights in charming hotels
6 Breakfast, 6 Dinners, 5 Lunches
Carbon bikes rental
1 Cycling guide, English speaking
All shuttles according to the program
Snacks, electrolytes, water during the activities
Cultural activities, and wine and food tastings
Van assistance
Peace of mind being with our experienced team

This is a sample Tour

ANYTHING CAN BE MODIFIED TO FIT YOUR WISHES. PRICE IS I S AVAILABLE UPON REQUEST AND VARIES BY THE NUMBER OF TRAVELERS AND TIME OF YEAR.

Will the tour suit me?
Level Active
Nights 6
Total lenght 250Km
Activity Cycling
Formula Guided

Day to Day

1Benvenuti nel Chianti!D
2From Gaiole to Siena35B L D
3From Siena to Buonconvento40B L D
4Buonconvento loop60B L D
5From Buonconvento to Castelnuovo50B L D
6From Castelnuovo to Gaiole50B L D
7Arrivederci!B

Legenda: B: Breakfast; L: Lunch; D: Dinner;

The Chianti countryside
The Chianti countryside
Day 2
Gaiole in Chianti
The medieval center of Siena
The medieval center of Siena
Day 2-3
Siena
The gravel roads of Eroica
The gravel roads of Eroica
Day 3-4
Via Francigena
The val d’Orcia UNESCO heritage
The val d’Orcia UNESCO heritage
Day 4
Val d'Orcia Landscape
“Great tour. Am recommending to as many friends as possible and looking at the possibility of doing again next year. Great tour guides and the route was amazing. It was fantastic that all riders were able to feel challenged as much as they wanted to be, could enjoy great food and company.”
Jason May, 2015
“Gian Mario and Nico *made* the trip for us. It was so much more fun & beautiful & personal & special than I ever could have imagined! We felt like they did 100%+++ to help us experience how special Sardinia is. Mille Mille Mille Grazie!!!”
Lisa October, 2015
“Being met and transferred by professional and passionate tour operators who convey your luggage to each destination, having fabulous meals prepared from local produce cooked with love by Sardinian's and enjoying the company of fellow travellers each night from around the world was the highlight of our trip.”
Jeff July, 2016
“Sardinia Grand Tour guides share their passion for their island - be it on a bike, hike, snorkel - or over a bottle of wine. From the beauty of the island to the charm of the natives and the flavors of their local foods..... all EXCELLANTE!!!! An EXTRAORDINARY experience!!!”
Lory June, 2016
“Everything was fantastic. Thank you so much for the trip of a lifetime. Very much enjoyed getting to know all of you at SGT. I love your salads at lunch!”
Bill October, 2015
“The Best thing of the tour? Gian Mario, Marcello and Simone!!!”
Emanuela May, 2015
“The guides and their willingness to accommodate our every request! Loved them. Also, the routes we rode --- particularly enjoyed the ones along the coast.”
Mia October, 2015