Italy Guided Bike Tour – Tuscany & Umbria

/Italy Guided Bike Tour – Tuscany & Umbria

Italy Guided Bike Tour – Tuscany & Umbria

Tour Dates: 9 Days, September 8 – 16, 2018

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This tour will be accompanied by Chuck & Judy Nichols

Welcome to biking in Italy with Nichols Expeditions! Our Tuscany and Umbria Bike Tour will take you to the Italy of your dreams. Beginning in Assisi, Umbria, this remarkable bicycle tour traverses a countryside rich in history and scenery. Quiet country roads pass through majestic vineyards and lead to beautiful medieval towns where history comes alive. As we enter Tuscany, the crete landscape lends a softness to the horizon and the stately hilltop towns give us commanding views of the vineyards and surrounding countryside.

We rate the Tuscany and Umbria Bike Tour moderately difficult. There are E-bikes, hybrids and road bikes for rent, and each day a support van travels with us for anyone wanting a lift. We will be riding well-planned routes on quiet roads and all breakfasts and dinners included.

Join us for an unforgettable Italian cycling experience in Tuscany and Umbria where each day is filled with exceptional cycling, incredible hilltop towns, amazing Renaissance art, boutique lodgings, great food and exceptional wine. We hope to see you in Italy!

2018 Price: €2,400 Euros
pp double occupancy

Single Supplement: €350 Euros Hybrid Bike Rental: €175 Euros Road Bike Rental: €200 Euros Electric Bike Rental: €250 Euros
Price Includes:
  • 8 nights lodging
  • all breakfasts and 8 dinners
  • luggage transfers and van support with local guide/driver
  • maps and route directions
  • Chuck and Judy Nichols will personally accompany this tour and be there to handle bike maintenance and logistics.
Price Does Not Include:

International flights, bike rentals (you may choose to bring your own bike), lunches, beverages

This unforgettable bicycle tour traverses Tuscany and Umbria, two of Italy’s most scenic regions where quiet country roads lead to historic medieval cities. Our tour features great riding, fantastic scenery, comfortable lodgings with all breakfasts & dinners included and luggage transfers.

Our tour begins in Assisi, Umbria, where the medieval flavor takes you back to the enchantment and mystery of the Middle Ages. The province of Umbria is known as the “Green Heart” of Italy and our route is surrounded by vineyard clad valleys and hillsides covered with olive trees. Ancient walled cities, Etruscan tombs and Renaissance art are a treat for the eye, and Baci, the world-famous chocolate covered hazelnuts from Perugia, are a delicious treat for the palate!

The classic charm of Tuscany is picture book perfect. The countryside is an exquisite patchwork of green fields and stately farmhouses silhouetted by Cyprus trees. Extensive vineyards and acres of sunflowers are bathed in pastel sunlight. Our route passes through several renowned wine regions and takes us to some of Tuscany’s most interesting hill top towns. Enjoy strolling centuries old streets that lead to magnificent cathedrals and grand plazas with charming shops and sidewalk cafes.

All of the accommodations were specially selected to reflect the warmth and hospitality of the region and provide a real sense of the living history of the region. The scrumptious meals served on the tour are made with local ingredients and seasoned with tasty olive oil and fresh herbs. You will have a chance to sample some of Italy’s best cheeses and most famous wines – the Brunellos from Montalcino and the bold Vino Noble from Montepulciano.

All riders will have a map and route directions, so you can choose to ride with the group or travel independently at your own pace. You will carry only what you need for the day on your bike and our van will be there for support when you need it. Chuck and Judy Nichols will accompany this tour.

Our Tuscany Bike Tour, with its fantastic riding, wonderful lodgings and gourmet meals, is your opportunity to experience the delightful countryside, charming towns and wonderful people of Italy. We hope you will join us in Tuscany!

Tour Difficulty

This is a moderately hilly bike tour that fit riders of all abilities will enjoy. Our routes follow winding secondary roads and average 45 – 65 kilometers per day, with more riding available for the hearty.

  • Difficulty: Moderately Hilly
  • Road Conditions: Smooth & Paved
  • Recommended Bike: Hybrid, Road or Electric

Tour Highlights

  • Europe’s newest cycling destination!
  • Pristine mountain valleys
  • Snowcapped peaks
  • Historical cities
  • Ride in the lovely seaside city of Sarande on the Ionian Sea
  • See the archaeological wonder of Butrint


Day 1: Arrival

We meet in Assisi for a mid afternoon orientation and bike fitting. Join us for a Welcome dinner. Airlines from a variety of European cities fly into Perugia and the airport is close to Assisi. Trains from Rome, Florence and Milan service Assisi. Overnight in Assisi.

Day 2: Assisi – Solomeo Ride: 52 Km

Our route through Umbria is highlighted by a visit to Deruta, a town famous for its ceramics.Overnight in Solomeo.

Day 3: Solomeo- Cortona Ride: 65 Km

A curvy road will lead us to Lake Trasimeno whose shores teem with migratory birds. We’ll cycle near beautiful olive groves to Cortona, the setting for Francis Mayes’s best seller, Under the Tuscan Sun. Overnight in Cortona.

Day 4: Cortona – Montepulciano Ride: 50 Km

Today we will enter Tuscany through the magnificent wine country of Montepulciano, one of Tuscany’s highest hilltop towns. Renowned for its Vino Nobile, Montepulciano also boasts a unique blend of Renaissance architecture and is perched on a narrow ridge of volcanic rock. We will spend 2 nights in our favorite villa in Italy! Overnight a few Kms from Montepulciano.

Day 5: Montepulciano Loop Ride: 50 Km

Today’s loop ride takes us to Montefollonico, a lovely 12th century hilltop town. We’ll also ride to Montepulciano where we’ll have time to visit the town and can also sample the Vino Noble wines in many of the local wine shops. We’ll return in time to enjoy an afternoon swim and relax in our amazing villa. We return to our same lodging near Montepulciano. Overnight in Montepulciano.

Day 6: Montepulciano – Bagno Vignoni Ride: 50 Km

Today we ride an amazing Cyprus lined downhill to Monticchiello, climb to Pienza for lunch, descend to San Quirico and continue to our lodging near Bagno Vignoni, a famous Roman spa town. Our lodging is a romantic country inn that is a finely restored 16th century horse and carriage station. Overnight in Bagno Vignoni.

Day 7: Bagno Vignoni to Montalcino: 30 Km

Our ride takes us to the gorgeous abbey of Saint Antimo, a well preserved 12th-century church that still echoes with Gregorian chants. We finish our ride among the vineyards en route to Montalcino, a 13th century paradise and the home of Brunello wine. Our ride is shorter today and we plan to arrive in Montalcino at lunch time, so you will have plenty of time today for shopping and sampling some of the fine Brunello wines. Overnight in Montalcino.

Day 8: Montalcino – Siena Ride: 53 Km

The road winds through hills and oak woods to Monte Oliveto Maggiore, the most impressive abbey in Italy. Then it’s on to Siena, our final destination. Siena is one of the most beautiful medieval cities in Italy. Its famous Piazza Del Campo is an open-air museum and architectural gem. Overnight in Siena.

Day 9: Departure

Your tour ends after breakfast. There are both train and bus stations in Siena with easy access to both Rome and Florence.