Tuscany Umbria Spirit

The simple and the sacred.

Saints. Artists. Wines.

Tuscany is perfection and Umbria is peace, the two bring balance and depth to our Italian bike tour that is laced with spirit. Experience the simple ingredients of the life here and see how they become part of a deeper rhythm and an elevated lifestyle.  The wonderful wines of Montalcino, Montefalco, and Montepulciano.  The importance of Umbria’s favored olive oils.  And the care taken to produce artisanal cheeses, each with a unique character.  Bike the soul of Italy with Siciclando!


General Info


$ 4490


9 days/8 nights



Cycling Ability

Active Cyclists

Siciclando Equipment

Choose Your Bike!


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2018 Tour Dates

June 7

Open/awaiting reservations

September 1


September 18

Open/awaiting reservations

Do you have a different date in mind?

Email us the tour and dates that work for you.

Explore Tuscany’s wonderful red wine country – Brunello di Montalcino, Vino Nobile di Montepulciano, Chianti, and Sagrantino di Montefalco
Soak in the thermal waters of Bagno Vignoni Spa
Stay in the town of Cortona – Under the Tuscan Sun
Pair farm-made cheese and regional wine with our Italian wine expert
Explore the lovely town of Siena
Discover the olive oil of Umbria, considered one of the best in Italy

The Soul of Italy


Day 1 – Welcome to Umbria, Italy!

Arrive on your own to the town of Trevi, a sweet and peaceful town, located in Umbria, in the province of the Perugia. Trevi has very old Etruscan origins set among breathtaking views. It has a lovely medieval aspect, with the center of town well restored, quiet and enjoyable for a walk that takes you back in time. We will meet in the afternoon to say hello with a good glass of Italian wine! Dinner included at a nice trattoria in the central square.

Breakfast and dinner are included.


Day 2 – Loop ride around Trevi (36 miles/58 km)

Today a nice loop ride will take us to Spello, a neighboring town with interesting shops to explore. Consider a shop selling local products from the area – farro (a whole grain), a unique-variety of chickpeas, farro pasta, and honey.  Spello is a good place to try the traditional lentil soup.  This afternoon we will enjoy an olive oil tasting from a local producer.  He will help us understand what characteristics make a good olive oil and will explain the traditional production methods unique to Umbria. The olives of this region create a fresh, fruity, green olive oil.  A memorable experience.

Breakfast is included.


Day 3 – From Trevi to Tavernelle di Panicale (29 miles/46 km)

Enjoy the solitude of Umbria as we bike from Trevi to the quiet hamlet of Tavernelle di Panicale.  This lovely town is surrounded by picturesque valleys blanketed in olive groves and vineyards.  It also offers a lovely view of Lake Trasimeno — a large lake, slightly smaller than Lake Como. Our hotel offers a luxurious oasis renovated from a 1780’s villa with many original features and updated with today’s comforts including an outdoor pool and spa.

Breakfast and dinner included.


Day 4 – Rest day in Gubbio

No bikes today!  We shuttle to the ancient village of Gubbio and take our time to explore this lovely setting.  You will notice on arrival the beautiful layout of this Gothic city with narrow streets and grand stairs that zigzag back and forth among cathedrals, churches, and palaces.  Gubbio is known for its ceramic industry and we will introduce you to the Biagioli family whose creations have captivated the world over the decades.   Dinner is on your own tonight.

Breakfast included.


Day 5 – From Taernelle di Panicale to Cortona (34 miles/55 km)

Our route today offers wonderful views of the Umbrian countryside and a few more miles on the bike as we go into Tuscany. We will cycle along the Trasimeno Lake, where we’ll stop for a light lunch.  Enjoy the little villages of Mugnano and San Feliciano as you bike. We will end our day in Cortona, the magical town high up on the hills overlooking the Val di Chiana. Cortona is the setting for the famous book and film “Under the Tuscan Sun.”  Despite its fame, this lovely town has not lost its charm or authenticity and is well worth exploring.  Dinner tonight is at one of our favorite restaurants where the chef has worked with the Louvre in Paris as well as the British museum to find ancient Etruscan recipes and Umbrian customs on which he prepares unforgettable meals.  Plus, his handmade chocolates are the perfect dessert.

Breakfast and dinner included.


Day 6 – From Cortona to Montepulciano (30 miles/49 km)

From Cortona we’ll ride a lovely downhill first and then an enjoyable ride through the quiet countryside of Tuscany before arriving in the beautiful Montepulciano. This lovely medieval and Renaissance town is surrounded by its original protective wall.  Here Enrico will introduce his wines of the Tuscan tradition kept in his 600-year old wine cellar.  We will also have a chance to enjoy the Montepulciano Vino Nobile, among Italy’s best and most known red wines.  From here we will transfer to our spa hotel in Bagno Vignoni, a small medieval village famous since the Roman times for its thermal water.  Tonight dinner is on your own, a chance to explore.

Breakfast included.


Day 7 – Bagno Vignoni – Montalcino Loop (30 miles/48 km)

Today we have another great ride! We’ll enjoy a bike loop which will take us to Montalcino, one of the most famous towns of Tuscany. Once here we’ll see why this place is special, not only for the Brunello wine. We’ll cycle through charming villages and wonderful landscapes, along forests and among the typical countryside that makes Tuscany so famous. We return to Bagno Vignoni, where you can relax at the hotel spa.  A true piece of heaven.

Breakfast  included.


Day 8 – Bike to Siena (23 miles/37 km)

This is the last bike ride of the trip. Enjoy the beautiful ride to Siena with more spectacular landscapes along the way.   Once in Siena, after you refresh at the hotel, consider a slow walk, as the locals do.  There is so much to explore including the well-known oval shaped central plaza – the Piazza del Campo adorned with the Mangia Tower.  This is the gathering place for Siena and is the site for the Palio horse race that takes place twice a year; once in July and once in August.  Siena has several beautiful churches including the Siena Cathedral, a Romanesque-Gothic Duomo built in the 12th and 13th Century. Plus, you will enjoy the small boutiques and cafes along your walk.  Tonight we will have our farewell dinner together.

Breakfast and dinner included.

Day 9 – Siena – Departure Day

Breakfast and free time in Siena to visit the town before your departure. Ciao!

Breakfast is included.


Actual tour itinerary may vary slightly due to unforeseen circumstances.


Additional options

  • One English-speaking trip leader
  • Eight nights in three/four-star hotels, all rooms with en suite bathroom
  • Eight breakfasts
  • Three dinners
  • Three Pic Nic lunches
  • Wine tasting
  • Guided walking tour of Siena
  • Baggage transportation between hotels
  • Detailed route information and maps
  • Hybrid bike rental
  • 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

“LOVED IT! We are your #1 fans.”

Sally Ann and Jeff F
“Entirely enjoyable!  Best of the three bike trips we have taken with various tour companies.”Doreen and Bob

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 for the “guided” version (please, ask us the hotel list for the “self guided” version which, due to the logistic, may be different).

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.

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Along The
Meet The Team!
Daniele TarozziTour LeaderDaniele enjoys sharing his country and culture: the food, wine, art, a...