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Self-Guided Bike Tours in Tuscany and Umbria

Self-Guided Florence to Siena Bike Tour
Price: US$ 600, 3 Days/2 Nights
Self-Guided Florence to Siena CyclingThis cycling adventure shows you the quiet beauty of the wine making region known as Chianti as you slowly pedal from Renaissance Florence to Medieval Siena. You tour a winery in a 15th century villa, explore two medieval fortified villages and dine on classic Tuscan cuisine.

Self-Guided Florence to San Gimignano Bike Tour
Price: US$ 600, 3 Days/2 Nights
Self-Guided Florence to San GimignanoFrom the Renaissance splendors of Florence to the Medieval stone towers of San Gimignano, this three-day cycling adventure shows you the wonders of central Tuscany. Visit a winery and a fortified hilltop hamlet. Pedal through sun-drenched vineyards and olive groves on your way to Tuscany's prettiest hill town, San Gimignano.

Self-Guided Siena Bike Tour
Price: US$ 1,000, 5 Days/4 Nights
Self-Guided Siena Bike TourCycling from Florence to Siena you pedal through the heart of Chianti. Visit a 400-year old winery, explore a 13th Century castle, and tour the Renaissance gardens of an ancient abbey. This bike tour features beautiful cycling on Tuscany's prettiest back roads.

Self-Guided San Gimignano Bike Tour
Price: US$ 1,000, 5 Days/4 Nights
Self-Guided San Gimignano CyclingOn this tour you see some of the most beautiful hill towns in Tuscany, including San Gimignano and Volterra. Tour a 16th Century winery, stay overnight in a Medieval village, marvel at stone towers, and visit a Roman amphitheater. The roads are peaceful and the landscape is quintessential Tuscan.

Self-Guided Tuscan Coast Bike Tour
Price: US$ 1,300, 6 Days/5 Nights
Self-Guided Tuscan Coast Bike TourThis tour offers all of the beauty of central Tuscany but with easier hills and a day at the beach. Explore the Tuscan coast as you cycle between medieval hill towns. Swim in the Mediterranean, visit a castle, tour a winery, and explore Etruscan ruins.

Self-Guided Umbria Bike Tour
Price: US$ 1,400, 6 Days/5 Nights
Self-Guided Umbria Bike TourExplore Umbria, Tuscany's quieter less famous neighbor to the south. Marvel at the brilliantly colored frescoes in the Basilica of Saint Francis of Assisi. Savor a Sagrantino red or an Orvieto white. Pedal through vast vineyards on your way to the most beautiful hill towns in Umbria including Montefalco, Todi, and Orvieto.

Self-Guided Southern Tuscany Bike Tour
Price: US$ 1,550, 7 Days/6 Nights
Self-Guided Southern Tuscany CyclingWhen people think of Tuscany they think of Florence and its surroundings. Less touristy and equally beautiful is southern Tuscany. Stay overnight in the spectacular Tuscan hill towns of Montalcino and Pienza. Explore a castle, tour a winery, and soak in a thermal hot spring.

Self-Guided Eroica Dirt Roads Bike Tour
Price: US$ 1,700, 8 Days/7 Nights
Self-Guided Eroica Dirt Roads Bike Tour Discover Tuscany's hidden back roads. This tour is 143 miles (230 km) long, with 88 miles (142 km) of dirt roads. This 8-day bike trip follows the itinerary of the cycling event called the Eroica. Along the way you stay in some of Tuscany's most beautiful hill towns including Siena, Montalcino, Pienza, and Radda.

Self-Guided Tuscany Bike Tour
Price: US$ 1,700, 8 Days/7 Nights
Self-Guided Tuscany CyclingOur longest self-guided bike tour takes you from Renaissance Florence through Medieval Siena on your way to Etruscan Volterra. See the prettiest hill towns of Tuscany at your own pace. Tour includes two winery visits and a non-cycling day in Siena for sightseeing. Nine day option available.

Self-Guided Tuscany Bike Tour Fast
Price: US$ 1,000, 5 Days/4 Nights
Self-Guided Tuscany Cycling FastThis tour does the same itinerary as our Self-Guided Tuscany Bike Tour, but in half the time. Designed for more experienced cyclists who want to spend twice as much time on the bike. See the prettiest hill towns of Tuscany including Radda, Siena, San Gimignano, and Volterra.

Self-Guided Tuscany Challenge Bike Tour
Price: US$ 1,550, 6 Days/5 Nights
Self-Guided Tuscany Challenge This tour was created for advanced cyclists. On this trip you climb an average of 3,000 feet (900 meters) per day. You cover a lot of ground as you ride through Chianti and then turn west riding out to the coast. From vineyards to beaches you can see a lot of Tuscany in just six days.

You Choose the Dates
Start your self-guided bike tour in Italy any day you would like. You choose the date. We have complete flexibility with the starting dates.

Why Self-Guided?
Our self-guided bike tours in Italy are for those who want to explore Italy at their own pace. We provide detailed route notes, a cell phone, luggage transfers, great accommodations, restaurant suggestions, and sightseeing notes. You choose the dates. We take care of the details.

Without the guides and van the tour is more economical. On a self-guided tour you pay less and start when you want.