Luxury cycling vacation Italy
This is The Luxurious Cicloposse Bike tour in Tuscany the land of yearning. Since centuries the former European cultural center holds its many visitors spellbound.
Most tourists however, visit only the famous and much travelled region between Florence and Siena. We would like offer a bike tour to let you enjoy both treasures of southern Tuscany as Montalcino and Pienza and then ride into a vastly unknown, wild and remote Tuscan region: Maremma, the Wild West of Tuscany. Do not forget the importance of wine: the famous Brunello and the Morellino, his little brother.
DAY 1
Meet at Chiusi-Chianciano train station (a stop on all major Florence-Rome lines). Transfer to Pienza, the most perfect Renaissance town in the world. Check into your rooms at our hotel. Meet your guides during a bike-fitting session. Get to know the rest of the group at dinner having a good supertuscan wine at La Bandita Townhouse restaurant
DAY 2
Today we’ll start out on a long descent into the rolling green pastures of the Val d’Orcia, followed by a hearty uphill stretch that takes us to our reward: picturesque Bagno Vignoni. It’s probably the only town you’ve ever seen where the main square is actually a thermal pool! Refreshed, we continue on to a secluded country Sant’Antimo Abbey, where we might be in time to hear the monks sing vespers. Five miles later we’ll be pedaling through the fortress walls into Montalcino. Afterwards we’ll have plenty of time to visit the town before come back via San Quirico d’orcia, another little jewel. Dinner at la foce Dopolavoro
Special Event: Brunello wine tasting
Total distance: 70 km/43 miles (shorter option 45 km/28 miles)
DAY 3
Today is a completely country ride: for the first 15 km you will ride downhill and after easy gentle rolling hills. You will see Radicofani medieval and enchanting village with a 1200 dating Rocca. After lunch at the hill town continue to Celle sul Rigo and San Casciano Bagni hot spring. The spa is very old and in town there is impressive town hall of renaissance time. Dinner at local resturant ”da Daniela”
Total Distance: 53 km/ 33 miles
DAY 4
Nice bike ride crossing minuscule villages and borgos. Highlight is Sorano, barely more than a handful of ancient homes gathered around the fortress which is partly occupied by La Fortezza. Erected in the 16th century by the Orsini family, the castle is one of the best surviving examples of Tuscan military architecture. As we all know, the main function of any fortress is to protect against marauding invaders – because of this, we can see for miles from any window in the hotel, across the valley of the Etruscans. After we will reach Sovana and enjoy the very comfortable hotel. Dinner in town.
Total Distance: 51 km/31,5 miles
DAY 5
Soon you will arrive at Pitigliano: a pristine warren of elegant palaces and surprisingly broad cobble stoned streets, it is nicknamed Tuscany’s Little Jerusalem in honor of extremely active Jewish community that lived here for centuries. Two of the town’s most interesting attractions are its wonderfully restored Synagogue. Back on saddle ride to Scansano. Set in a strategic position between Saturnia and the sea owes its fame to the breeze that blows in summer, making it a wonderfully cool and comfortable spot, as well as to the famous Morellino, a ruby red wine with a full bodied bouquet. Let’s enjoy the wine tasting and visit cellars at Erik Banti winery. Back in Sovana for our farewell dinner
Special event: Morellino wine tasting
Total Distance 45km/28 miles
DAY 6
after a farewell breakfast all together we arrange transfer to train station
TOUR REVIEWS
Price & Inclusions
Price
Cost: Euro 4250 per person in double occupancy
single room supplement on request
Inclusions
Five nights in superior luxury hotels with breakfast
Five dinners
Two wine tasting
Snacks and drinks along the way
All maps, trip notes and detailed route directions
All Shuttles and technical assistance
Van Support
All baggage transfers
Experienced english speaking guides
Cicloposse water bottle
Sales taxes
Not included
Airfare to Italy, train to Chiusi, 5 lunches, 2 dinners, beverages, gratuities, travel insurance, laundry expenses and items of a personal nature.
Bike Rental for entire tour
Hybrid bike, Road bike, E-Bike, Grave € 250 | E-gravel € 350
For those looking for a more refined and intimate stay in Pienza, La Bandita Townhouse is our luxury upgrade. This small boutique hotel occupies a beautifully restored historic building right in the heart of town, combining the character of old Pienza with contemporary Italian design and a wonderfully relaxed atmosphere. We like it for its stylish interiors, spacious and comfortable rooms, and the personal feel that comes with a small boutique property. Step outside and you are immediately in the historic center, with Pienza’s restaurants, cafés and charming streets all within a few minutes’ walk.
For those looking for a truly luxurious stay, Fonteverde is a beautiful 5-star thermal resort set just outside San Casciano dei Bagni, with the historic center an easy walk away. Originally built in the 17th century by Grand Duke Ferdinando I de’ Medici, it combines Tuscan history and elegance with an exceptional thermal spa.
What makes this upgrade particularly special after a day on the bike are the naturally warm thermal pools – the perfect place to relax tired legs and simply enjoy the setting. With its extensive spa facilities, beautiful countryside views and the village still within walking distance, Fonteverde is a wonderful place to slow down and indulge a little.
We particularly like staying here because it gives you the chance to really experience Sovana: after the day visitors have gone, this tiny historic village becomes especially quiet and atmospheric. The spacious garden and swimming pool are perfect for relaxing after the ride, while the village itself is just outside the door – small enough to enjoy entirely on foot.
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Tour Reviews
Hi Giuliana: I just wanted to let you know that I enjoyed the bike trip in Maremma. As usual in Tuscany, there was good weather, good food and good people. I liked that part of Tuscany because there was less tourists and less traffic. The Tuscan countryside was beautiful. The best ride was on the last day from Scansano to Talamone, mostly downhill with good views of the landscape. So take care and maybe I will try another ride in the future.
Hi Giuliana and Marco Thank you for a fantastic holiday. We were really impressed with the organisation and thoroughly enjoyed the cycling. We had a lot of fun. We will definitely recommend you to others! Keep in touch with any new ideas you have for other trips. Many thanks and well done
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