Day 1 – Welcome to Tuscany! – Poggibonsi

You will arrive on your own in Poggibonsi. You will be met by our representative who will drive you to your villa in Staggia near Castellina in Chianti.

Day 2 – Colle Vald’Elsa to San Gimignano (21 miles/35 km)

Departing from Villa Lecchi, first you will encounter the fortified town of Monteriggioni with its distinctive round shape dominating the surrounding plain. On to Colle Val d’ Elsa and its glass blowing artisans, some of which you can visit. Today’s route will also take us to San Gimignano with its beautiful towers. You will want to spend some time here to explore the city and perhaps some of the village shops before starting back to Villa Lecchi.

Day 3 – Castellina in Chianti to Siena (31 miles/52 km)

Enjoy beautiful biking through winding Chianti roads among luscious landscapes with vineyards and superb wineries. Our day will end in Siena where you may enjoy a gelato (ice cream) at one of the most famous squares in Italy, the Piazza del Campo. Overnight in Siena.

Day 4 – Siena to Buonconvento (19 miles/32 km)

As you bike today you will notice lush vineyards give way to the linear cypress-crested hills of the “Crete.” Murlo is a charming little village on your way to the farm where you will spend the night. In summer months you may enjoy a refreshing dip in the swimming pool. There are also relaxing massages and a sauna available for your enjoyment.

Day 5 – Buonconvento to Montalcino (27 miles/46 km)

We start towards Buonconvento, then head for the Monte Oliveto Monastery, an imposing brick building that overlooks a rugged landscape of dry ravines. A soft downhill will take you to the start of a fairly long uphill to reach Montalcino. You will spend the night in a nice hotel in Montalcino, the home land of Brunello wines.

Day 6 – Sant’Antimo abbey loop ride (20 miles/34 km)

Enjoy this fortified town from which you will enjoy stunning views from all directions. The descending trail road will lead you to the beautiful and peaceful church of Sant’Antimo Abbey where you may be able to listen to Gregorian chants. A lovely end to a peaceful day.

Day 7 – Montalcino to Pienza and Montepulciano (27 miles/45 km)

A very full day beginning with Bagno Vignoni and its thermal pool in the center of town. On to Pienza, the renaissance jewel redesigned by the pope Pio the II to become a “liveable” town. It is also an agricultural center well known for pecorino cheese and truffle production. A dirt road will take you to Montichiello, a nice little village immersed in the “Crete.” Here you can stop for a nice lunch or a cappuccino before continuing to Montepulciano known for its “Nobile” wine.

Day 8 – Departure Day

End of our services after breakfast. Ciao!

Actual tour itinerary may vary slightly due to unforeseen circumstances.

Click on any photo to enlarge it.

 

 

Siciclando carefully chooses every aspect of a tour, including the accommodations.

Our choices are based on comfort and quality. We often choose hotels that are family-owned and operated because they provide a richer experience and because it is important to us to support the efforts of these individuals. We have developed relationships with many wonderful hotel operators. Here is a sample of the hotels on this tour.

• Siena
• Buonconvento
• Montepulciano

Tour accommodations will be based on availability and the time of year. Once you have made your final payment for the tour, we will send you a confirmation letter that includes daily accommodations and contact information.

Level of difficulty: Moderate

There is no easy way to tour Tuscany. It is a hilly country so with all the ups and downs, the altitude gap at the end of the day is never small. However we tried hard to keep it as smoth as possibile. The toughest day is the third, from Siena to Buonconvento and the longest is the fifth if you have road bikes and have to stay on asphalt roads.

Travel Notes

The reference airports for the tour are Perugia, Pisa, or Rome.You can also find information about travel by train.

Books

• Under the Tuscan Sun by Frances Mayers

Movies

• Il Paziente inglese
• Ballo da sola

Group tour price

• 4-5 people € 2220 per person
• 6-7 people € 1930 per person
• 8+ people € 1780 per person

Pricing philosophy

Additional options

• Private room – € 260
• Hybrid Bike rental – € 100 (€ 18 each additional day), which includes 1 bike pannier per bike, helmets and a cycle computer.
• Road Bike rental – € 175 (€ 27 each additional day), which includes 1 bike pannier per bike, helmets and a cycle computer.
• Cooking class – € 80 per person
• GPS – € 35 Garmin E-Trex Venture HC
• Solo traveller (referred to Self guided option) – € 120,00

Included

• One English-speaking trip leader
• Seven nights in three-star hotels, all rooms with en suite bathroom
• Seven breakfasts and three dinners
• Baggage transportation between hotels
• Detailed route information and maps
• Van support

Not included

• Admission to museums and archaeological sites
• Tickets for trains or any public transportation
• Wine or beverages
• Airfare
• Transfers to the starting point or from the finishing point unless specified; we can assist you in planning and arranging for any necessary shuttles
• Transport of bike case (for guests who bring their own bike)
• Personal expenses (laundry, personal supplies, phone calls, etc.)
• Gratuity

Self-guided option

This tour is also available as a self-guided optionat a cost of € 1.230 per person. This option includes:

• Seven nights in three-star hotels, all rooms with en suite bathroom
• Seven breakfasts and two dinners
• Welcome meeting (tour explanation)
• Baggage transportation from between hotels
• Detailed route information and maps
• Telephone assistance

Tour code

TU

Day 1 – Welcome to Orvieto! Arrival on your own to Orvieto, one of the most beautiful small towns of Italy dramatically set atop vertical cliffs and surrounded by ancient defensive walls! Relax in this peaceful place
Our group will meet at 4:00 pm for a walking tour to better understand the 3,000 year history of this charming town.

Day 2 – A beautiful bike ride from Orvieto to Sovana (36 miles/58 kilometers)
We’ll bikde directly from Orvieto to Sovana, Sovana, an amazing medieval village – inluded in the list of the most beautiful villages of Italy – . The surrounding area is outstanding – a cultivated countryside covered with vineyards and olive groves.
Along our route we’ll pass through some other nice villages.

Day 3 – Loop ride through the rolling hills of Tuscany (Sovana, Sorano, Pitigliano), with an optional extension (24 miles/40 kilometers, 44 miles/74 kilometers)
Enjoy a gentle rolling ride that takes you south to Sorano first and than to the little Jerusalem: Pitigliano. All of them are interesting medieval towns. Enjoy their Etruscan and Roman history told through incredible works of art: exquisite frescoes and paintings. Sovana is a jewel of Italy, a treasure chest of art and history, architecture and culture. After our visit, we will continue to Pitigliano where a guided walking tour will introduce us to the town.

In the afternoon we’ll have a fun cooking class which will introduce us to the local cuisine and lead us through the prepartion of a traditional Tuscan dinner using regional ingredients and original techniques. Buon appetito! We will stay in Sovana again tonight.

Day 4 – To a lovely country hotel close to the medieval town of Scansano (27.6 miles/46 kilometers)
Today our destination is the resort hotel called Antico Casale di Scansano which offers a full range of amenities such as jacuzzi, sauna, massages and two outdoor swimming pools. The ride features spectacular views of the valley below where one sees grazing sheep and goats. The vineyards grow the Morellian grape, the local name for the red Sangiovese varietal which is the famous red wine from the Maremma area. Upon arrival at this rural resort Irene will greet us and show us our accomodation for two nights overlooking an equestrian centre and panoramic valley below from our terraces.

Day 5 – A lovely bike route and an olive oil tasting (30 miles/50 kilometers)
A gentle rolling ride will take you to the nice little village of Magliano in Toscana, surrounded by a wall built between the 13th and 15th centuries and allowing entrance into the village by one of three gates. Once we’ll be back to the farm we’ll enjoy an olive oil tasting along with lunch. A wonderful experience! We will spend another relaxing night at the countryside hotel.

Day 6 – An enjoyable ride through the Maremma countryside (22.2 miles/37 kilometers)
Today we’ll enjoy a gentle rolling ride near the medieval town of Capalbio. Because of the short ride we’ll have time to relax in our comfortable hotel. Light lunch included at the hotel.

Day 7 – Wonderful ride and opportunity to swim today! (32 miles/53 kilometers)
Our ride today will take us to the sea! After we ride to Capalbio, we’ll continue to the sea, along a lovely and quiet road. We’ll ride 6 km through the wonderful pine forest La Feniglia with many bays where you will have an opportunity to swim. Don’t forget your swim suit.
Our ride will stop in Orbetello where we’ll take a coordinated transfer back to the hotel.

Day 8 – Departure Day
After breakfast, end of services and we will say our goodbyes. Ciao!

Actual tour itinerary may vary slightly due to unforeseen circumstances.

Click on any photo to enlarge it.

 

 

 

 

Siciclando carefully chooses every aspect of a tour, including the accommodations. Our choices are based on comfort and quality. We often choose hotels that are family-owned and operated because they provide a richer experience and because it is important to us to support the efforts of these individuals. We have developed relationships with many wonderful hotel operators. Here is a sample of the hotels on this tour.

• Sovana
• Scansano
• Capalbio

Tour accommodations will be based on availability and the time of year. Once you have made your final payment for the tour, we will send you a confirmation letter that includes daily accommodations and contact information.

Level of difficulty: Easy to moderate

The Tuscany Maremma bike routes are among beautiful hills, which means mostly gentle ups and downs. This tour is described as moderate to easy with an average 22 miles per day. Some days there is an optional extension of 18-24 miles for those interested and ready. This flexibility allows different levels of bikers a great tour at their preferred pace.We will begin the tour with a warm up ride on day 2. Days 3 and 4 are nice loop rides along rolling terrain ending with gentle climbs to hilltop villages and offer extensions for those wanting a longer ride. Day 5 and 6 are gentle rides — note, day 6 is our longest ride of 38 miles and a gentle climb to the town of Magliano in Toscana. Day 7 is nice ride along the coast with an optional extension.

Travel notes

Airport: the trip is based on ROMA Fiumicino

Books

• The Lady in the Palazzo by Marlena de Blasi
  Follow Marlena de Blasi on a new journey through Italy as she and her husband, Fernando, move to Orvieto, Italy – a charming ancient city nestled in the region of Umbria (the starting point of our Siciclando bike tour).  In this book de Blasi sets out to establish herself in this new quiet place and shares how she discovers the traditions, secrets, and charm of Orvieto.  A great, light read to prepare you for your tour.
• Under the Tuscan Sun by Frances Mayes (now, also a movie)
  The true story of an American women who buys and restores an abandoned villa in the countryside of Tuscany. Follow along as she discovers the beauty of the simple Italian life.
• Bella Tuscany: The Sweet Life in Italy by Frances Mayes
  A continuation of the New York Times Bestseller Under a Tuscan Sun. Re-enter the world of Tuscany for more beautiful stories of this place and its people.
• In Tuscany by Frances Mayes
  The book begins with “Tuscany is a world; Italy is a universe.” See for yourself the observances of this wonderful place.
• On the Shore of the Mediterranean (Travel Narrative) by Eric Newby
  A sparkling observer and famously entertaining, Newby tackles the Mediterranean in the merry classic account of travels to North Africa, Italy, Greece, Turkey, Cairo, and Jerusalem.
• The Hill Towns of Italy by Richard Kauffman
  An oversize survey of the towns, people, and countryside of Tuscany and Umbria. It covers 13 classic towns in the region including Siena, Cortona, Perugia, Assisi and Orvieto. First published in 1983, the book is a good mix of handsome color photographs and insightful text.
• Central Italy, Tuscany and Umbria by Berrie Kerper
  A quirky, literary guide to the history, food, and landscape of Tuscany and Umbria – as presented in travel essays by writers foreign and local. With an extensive annotated bibliography for each section.
• The Tuscan Year, Tuscan Life and Food in an Italian Valley by Elizabeth Romer 1996
  An intimate portrait of life on a Tuscan farm, as seen primarily through the robust food. Romer captures the goings-on in the countryside, especially in the kitchen.
• A Thousand Days in Tuscany by Marlene de Blasi
  “Filled with warmth and the rich and simple drama of a beautiful life. The evocation of country dishes is mouthwatering, the lyrical beauty irresistible.” Susan Herrmann Loomis, author of Cooking at Home on Rue Tatin

Group tour price

• 4-5 people € 2350 per person
• 6-7 people € 2120 per person
• 8+ people € 1970 per person

Pricing philosophy

Additional options and fees

• Hybrid Bike rental – € 100 which includes 1 bike pannier per bike, helmets and a cycle computer.
• Road bike rental €175.00 which includes 1 bike pannier per bike, helmets and a cycle computer.
• Single occupancy for hotels € 240.00

Included

• 8 day tour
• 7 nights lodging in four comfortable hotels
• 7 breakfasts
• 4 dinners (D1,D3,D4,D7)
• 4 lunches (D2, D3, D5, D7)
• Olive oil tasting
• Walking tour of Orvieto (D1)
• Walking tour of Pitigliano (D3)
• 1 cooking class (D3)
• Wine tasting (D3)
• 1 massage at the spa
• Coordinated transfer back to the hotel on day 7
• One English speaking tour leader
• Van support throughout the tour

Not included

• Flights and public transportation
• Travel insurance
• Admission fees not mentioned above
• Personal expenses such as drinks, phone calls, etc.
• Gratuity of Tour Leader(s)

Self-guided option

This tour is not available as a self-guided option.

Tour code

TM

Day 1 – Welcome to Umbria, Italy!

We will begin our tour in the town of Bevagna, a sweet and peaceful village, located in the center of the Perugia region. Bevagna is unique in that it is not a hilltop town, but rather is nestled at the bottom of a mountain. Discover one of the many medieval churches or the Roman ruins that include a temple, a theatre, and unique mosaics. We will stay here for two nights.

Day 2 – Loop around Assisi (30 miles/50 km)

Today the ride takes you to Spello a very nice small town, on the Subasio Slopes, with fewer tourists. You will be riding through olive groves and narrow roads in the quite Umbria. Enjoy another night at the same inn.

Day 3 – Bevagna to la Corte del Poggio (36 miles/60 km)

Bike to Trasimeno Lake with a visit to Deruta, famous for its elaborately painted ceramics with techniques developed over centuries. We will also visit Torgiano and Lungarotti wineries for tasting of the region’s unique Montefalco red wine or a stop at the wine museum. You will bike through soft hills and nice villages until you reach la Corte del Poggio. The road is continuously rolling up and down hill. You will be happy to find a nice swimming pool upon arrival at the inn.

Day 4 – Around the lake to Cortona (30 miles/50 km)

Another enjoyable day as we get a nice view of the lake, Monte del Lago, and San Feliciano fishing village from the Montecorognola overlook. Take a boat to Isola Maggiore where old ladies weave their age old laces and where you can taste delicious fish at Sauro’s. Then continue to Cortona where you will spend the night.

Day 5 – Cortona to Montepulciano (27 miles/45 km)

Today you enter Tuscany through the wine country of Montepulciano. Before getting there, you will enjoy a tour of the small Chiusi and Montepulciano Lakes. Once in Montepulciano, tour this beautiful renaissance town. Be sure to visit the superb Cantine del Redi Winery with their vaulted cellars. Enjoy a taste of the “Nobile” at Crociani Winery, a smaller operation, but very friendly.

Day 6 – Montepulciano to Montalcino (27 miles/45 km)

After a visit to the San Biagio church, head for Pienza, the beautiful Renaissance town, home to Pope Pio the II. On the way discover the incredible “Crete” landscape with barren hills, crowned by rows of cypress trees. Stop in Montichiello, a little medieval borough where you can sip a cappuccino (or a glass of wine) seated at the terrace of the local cafè. Make the detour to visit the thermal town of Bagno Vignoni with its incredible main square. You will spend the night in Montalcino, famous for its red wine all over the world!

Day 7 – Montalcino to Siena (30 miles/50 km)

The road to Monte Oliveto Maggiore Monastery is a gentle climb from Buonconvento. Stop and visit the abbey before continuing to Asciano, a small town in the heart of the Crete. From there continue on to Siena. The landscape is more rugged today with plenty of ups and downs, but the landscape is superb and worth the ride. Spend the night in Siena in a centrally-located three star hotel.

Day 8 – Siena – Departure Day

Free time in Siena to visit the town before your departure. Ciao!

Actual tour itinerary may vary slightly due to unforeseen circumstances.

Click on a photo to enlarge it.

 

 

 

Siciclando carefully chooses every aspect of a tour, including the accommodations.

Our choices are based on comfort and quality. We often choose hotels that are family-owned and operated because they provide a richer experience and because it is important to us to support the efforts of these individuals. We have developed relationships with many wonderful hotel operators. Here is a sample of the hotels on this tour.

• Bevagna
• Cortona
• Siena

Tour accommodations will be based on availability and the time of year. Once you have made your final payment for the tour, we will send you a confirmation letter that includes daily accommodations and contact information.

Level of difficulty: Moderate

Tuscany and Umbria are no easy regions as the most interesting places are on top of a hill. However we have chosen the smoothest slopes to reach the top and the easiest routes. The toughest day are the fifth with the climb to Cortona and the last, going to Siena.

Travel notes

The reference airports for the tour are Perugia, Pisa, or Rome.You can also find information about travel by train.

Books

• Under the Tuscan Sun by Frances Mayers

Movies

• Il Paziente inglese
• Ballo da sola

Group tour price

• 4-5 people € 2340 per person
• 6-7 people € 2120 per person
• 8+ people € 1960 per person

Pricing philosophy

Additional options

• Private room – € 265
• Hybrid Bike rental – € 100 (€ 18 each additional day), which includes 1 bike pannier per bike, helmets and a cycle computer.
• Road Bike rental – € 175 (€ 27 each additional day), which includes 1 bike pannier per bike, helmets and a cycle computer.
• Cooking class – € 80 per person
• Solo traveller (referred to Self guided option) – € 120,00

Included

• One English-speaking trip leader
• Seven nights in three-star hotels, all rooms with en suite bathroom
• Seven breakfasts and three dinners
• Baggage transportation between hotels
• Detailed route information and maps
• Van support

Not included

• Admission to museums and archaeological sites
• Tickets for trains or any public transportation
• Wine or beverages
• Airfare
• Transfers to the starting point or from the finishing point unless specified; we can assist you in planning and arranging for any necessary shuttles
• Transport of bike case (for guests who bring their own bike)
• Personal expenses (laundry, personal supplies, phone calls, etc.)
• Gratuity

Self-guided option

This tour is also available as a self-guided optionat a cost of € 1.245 per person. This option includes:

• 7 Nights in 3 star hotels, all rooms with en suite bathroom
• 7 Breakfasts
• 2 Dinner
• Welcome meeting (tour explanation and bike fitting)
• Baggage transportation from hotel to hotel
• Detailed road book and maps
• 7 day telephone assistance

Tour code

UT

Day 1 – Welcome to Tuscany!

Arrive on your own in Siena. The hotel is centrally located and will make it easy to visit this very famous town and its superb square: Piazza del Campo.

Day 2 – Siena to Buonconvento (19 miles/32 km)

Today’s bike ride will take you through winding Tuscan roads. Luscious vineyards give way to the more linear cypress-crested hills of the “Crete.” Murlo is a nice little village on your way to the farm where you will spend the night. Summer months allow you to take a refreshing dip in the swimming pool. You may also enjoy a relaxing massage and a sauna.

Day 3 – Buonconvento Loop Ride (23 miles/38 km)

Today, a nice loop ride will allow a visit of one of the most imposing monasterys of central Italy : Monte Oliveto Maggiore with its frescoes by Luca Signorelli. Spend the night at the same farmhouse.

Day 4 – Buonconvento to Montalcino (19 miles/32 km)

Your route today takes you towards San Quirico d’Orcia, a lovely small town with many old churches. On to Bagno Vignoni, an ancient thermal town where the main square is a steaming pool. You will spend the night in a nice hotel in Montalcino, the home land of Brunello wine.

Day 5 – Sant’Antimo Abbey Loop Ride (20 miles/34 km)

Enjoy this fortified town where you will enjoy stunning views from all directions. The descending road leads you to the beautiful and peaceful church of Sant’Antimo Abbey where you may be able to listen to Gregorian chants. Come back to Montalcino by a different road.

Day 6 – Montalcino to Pienza and Montepulciano (27 miles/45 km)

A very full day beginning with a visit to Pienza, the renaissance jewel redesigned by Pope Pio the II to become a “liveable” town. This is also an agricultural center well known for pecorino cheese and truffle production. A dirt road will take you to Montichiello a nice little village immersed in the “Crete.” You can stop there for a nice lunch or just for a cappuccino before continuing to Montepulciano known for its “Nobile” wine.

Day 7 – Montepulciano to Cortona (25.4 miles/40.7 km)

Today’s route meanders through vineyards and cypress crowned hills then passes the Farneta Abbey before climbing to Cortona. It is more challenging at the end of the day, but it is worth it. This little town is full of charm.

Day 8 – Departure Day

End of the tour. Ciao!

Actual tour itinerary may vary slightly due to unforeseen circumstances.

Click on any photo to enlarge it.

 

 

Siciclando carefully chooses every aspect of a tour, including the accommodations.

Our choices are based on comfort and quality. We often choose hotels that are family-owned and operated because they provide a richer experience and because it is important to us to support the efforts of these individuals. We have developed relationships with many wonderful hotel operators. Here is a sample of the hotels on this tour.

• Montalcino
• Siena
• Cortona

Tour accommodations will be based on availability and the time of year. Once you have made your final payment for the tour, we will send you a confirmation letter that includes daily accommodations and contact information.

Level of difficulty: Easy

This tour is an easy one not only because of the total distance you’ll cover along the week (ony 87 miles!), but also because of the rest days you’ll enjoy on day 4 (option ride is available anyway) and day 6. Besides: the rest day more at the beginning of the tour allows you the possibility to have a gentle beginning of your holiday. The mix with the railway is another point which gives you an opportunity to have relaxing stops from the cycling and more opportunities to share your experience with the local people.

Travel Notes

The reference airports for the tour are Perugia, Pisa, or Rome.You can also find information about travel by train.

Books

• Under the Tuscan Sun by Frances Mayers

Movies

• Il Paziente inglese
• Ballo da sola

Group tour price

• 4-5 people € 2250 per person
• 6-7 people € 1950 per person
• 8+ people € 1790 per person

Pricing philosophy

Additional options

• Private room – € 275
• Hybrid Bike rental – € 100 (€ 18 each additional day), which includes 1 bike pannier per bike, helmets and a cycle computer.
• Road Bike rental – € 175 (€ 27 each additional day), which includes 1 bike pannier per bike, helmets and a cycle computer.
• Cooking class – € 80 per person
• GPS – € 35 Garmin E-Trex Venture HC
• Solo traveller (referred to Self guided option) – € 120,00

Included

• One English-speaking trip leader
• Seven nights in three-star hotels
• Seven breakfasts and three dinners
• Baggage transportation from hotel to hotel
• Detailed route information and maps
• Van support

Not included

• Admission to museums and archaeological sites
• Tickets for trains or any public transportation
• Wine or beverages
• Airfare
• Transfers to the starting point or from the finishing point unless specified; we can assist you in planning and arranging for any necessary shuttles
• Transport of bike case (for guests who bring their own bike)
• Personal expenses (laundry, personal supplies, phone calls, etc.)
• Gratuity

Self-guided option

This tour is also available as a self-guided optionat a cost of € 1225 per person. This option includes:

• Seven nights in three-star hotels
• Seven breakfasts and two dinners
• Welcome meeting (tour explanation)
• Baggage transportation from between hotels
• Detailed route information and maps
• Telephone assistance

Tour code

TE