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Bicycle Tours — Italy

Self-guided Bike Tour of Tuscany - Cycling Holiday From Florence to Pisa

The best way to discover one of the most famous Italian regions, Tuscany, is to pedal through it. Famous for its earthy wines, its art cities and its welcoming people. Florence, Siena, San Gimignano, Pisa: the right combination of towns, sights and traditions connected by bicycle. From Piazza della Signoria in Florence to Piazza dei Miracoli in Pisa, through Siena, San Gimignano, and Volterra. This bicycle tour starts at the heart of Tuscany, along the "wine route", where you'll see the production of Chianti and other wines. Enjoy a wine tasting in one the numerous wine cellars of this area. After Siena our bicycle tour continues in Colle Val d' Elsa, the "Bohemia of Italy", before heading towards San Gimignano, famous for its adorning towers, and Volterra, the alabaster city. Lastly, you finish in Pisa, in front of the leaning tower. Join us and experience Tuscany by bicycle

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  • Day 1

    Arrive in Florence, fit bicycles

    Highlights: Renaissance Florence, Uffizi Gallery, and Ponte Vecchio Bridge

    Arrive in Florence today and take your time to visit its jewels: climb up Giotto's tower for a stunning view of the city and the Duomo; visit the Uffizi Gallery, or walk the Ponte Vecchio bridge for a different striking view of the city. Your hotel is in a nineteenth century villa a short distance from Florence magnificent downtown. We'll fit bicycle today and we suggest a number of restaurants for dinner.

  • Day 2

    Ride from Florence to Passo dei Pecorai in Chianti

    Highlights: The terracotta artworks of Impruneta, Chianti hills and vineyards, overnight in a typical farmhouse

    Today your adventure begins through the heart of the Tuscany, a land of art, scents, and traditions. You'll leave Florence to bike up to Impruneta, famous for terracotta art; here it is possible to visit the Basilica and many beautiful villas. After approximately 10 km you will reach Mercatale, small town surrounded by Chianti hills. You may want to visit the wine cellar of the Palagio Castle and taste the local wine varieties and other typical products of the area. Overnight and dinner in a typical farmhouse near Greve in Chianti. Daily Mileage: 32 km (20 miles).

  • Day 3

    Bicycle from Passo dei Pecorai to Radda in Chianti

    Highlights: The heart of Chianti and "the road of wines", the fortified medieval village of Montefioralle

    Before leaving today for your destination, take time to visit Greve in Chianti, and have a cappuccino in one of the bars under the porticos that surround the main square. You'll then ride across the fortified medieval village of Montefioralle that dominates Greve, and then, after biking through Panzano, you'll reach Radda in Chianti. Where you can visit its medieval remains before heading to your hotel just outside town with a great view over the hills. Enjoy dinner in the hotel restaurant tonight. Daily Mileage: 40 km (25 miles).

  • Day 4

    Bicycle from Radda in Chianti to Siena

    Highlights: The imposing Castle of Brolio, and the city of Siena

    Today the tour moves from Radda in Chianti to Siena. A first stop option is Meleto Castle, an ancient fortification transformed in the 18th Century into a magnificent typical Tuscan countryside villa. Riding across the fortified village of Castagnoli you'll reach another famous castle: the Castle of Brolio, own by Ricasoli barons. You can visit the castle and have a wine tasting in the castle's wine cellar. In the afternoon you'll reach Siena, the city of the famous horse race: the Palio. Visiting Siena you cannot miss the shell shaped Piazza del Campo, the Public Palace with the tower, and the stunning Duomo. Daily Mileage: 39 km (24 miles).

  • Day 5

    Bicycle from Siena to San Gimignano

    Highlights: The jewel village of Monteriggioni

    Leaving from Siena and cycling along gentle hills you'll reach Monteriggioni, definitely worth the climb up to visit the unique fortified village, whose surrounding walls measure less than 2000 feet in diameter and were built in 1213. If you are interested in glass you may want to stop in Colle val d'Elsa, town that had a great development from 1400 when the most flourishing production of glass began. Here you can visit a handicraft laboratory of crystal manufacture. After Colle val d'Elsa you'll reach San Gimignano, world famous for its medieval towers. Your hotel is in town, so you can enjoy the magical night atmosphere of this unique town. Daily Mileage: 41 km (25 miles}.

  • Day 6

    Bicycle from San Gimignano to Volterra

    Highlights: Volterra and its Etruscan heritage

    Today you'll leave San Gimignano to bike along the hills of "Vernaccia" (a famous white wine, typical of San Gimignano area). Many ups and downs will lead you to the final climb up to the beautiful city of Volterra, more than 3000 years old. Founded by the Etruscan, Volterra still preserves its Etruscan heritage in its walls and town-gates. Its very well preserved historical centre features also important Roman and medieval monuments. Walk around and enjoy its atmosphere before trying a delicious Tuscan soup or a plate of pappardelle with wild boar sauce. Daily Mileage: 34 km (21 miles).

  • Day 7

    Bicycle from Volterra to Pisa

    Highlights: Volterra and Pisa

    You'll have an easy start today while you ride downhill from Volterra, enjoying stunning views on the surrounding hills. You'll ride through Ghizzano surrounded by vineyards and centre of numerous wineries; and through Calcinaia, previously called Vico Vitri (glass place), because of the working of the glass pottery. Later the village changed name into Calcinaia in reference to the numerous lime furnaces. You'll soon reach Pontedera where you'll catch a train to get to Pisa. According with the train timetable and your final destination you may choose to spend more time in Volterra or have a early start to save time for visiting Pisa. Daily Mileage: 51 km (32 miles).

  • Day 8

    End of the Tour

    Highlights: Pisa and the leaning tower

    The Tour ends today after breakfast. Enjoy Pisa with the famous leaning Tower, the Cathedral, and the Baptistery or head for your next destination. Thanks for joining us and buon viaggio!

Includes 7 nights accommodation in 3-4 stars hotels or farmhouses; all breakfasts; 2 dinners; use of a high quality titanium racing or hybrid bicycle, bike delivery and collection; use of GPS with preloaded tracks; roadbook and map; luggage transfers
Countries Italy
Begin/End Florence/Pisa
Arrive/Depart Florence Airport (FLR) / Pisa Galileo Galilei Airport (PSA)
Total Distance 240 km (150 miles)
Daily Distance 30 - 50 km (18 - 31 miles)
Rating 201 to 301
About Tour Ratings »
Notes Tuscany at its best, vineyards and wineries, castles, medieval villages and the best renaissance cities in the region.
Terms Terms & Conditions
Dates Prices Single Supplement
Dates Departs on Saturdays between April 1 and October 31 .
Minimum 2 participants .
City taxes not included.

Electric bikes available at an extra price.
Prices €1460 Single Supplement €320
Next Step Request space on this Bicycle Tour »
  • We have thoroughly enjoyed our trip, your service, choice of hotels have been superb. The hotel staff have been really nice, bikes great. Your company have been fabulous.

    Viv H.
    New Zealand
    May 2013

  • Our cycling trip was a wonderful experience and a great way to see the countryside of Tuscany. Our accommodation was a good mix of country and city. The bike performed exceptionally well. Good strong bikes with excellent gearing to get us up those hills.Sarah from Bike Rentals Plus was lovely and gave us a lot of good information.

    Maria P.
    Australia
    May 2013

  • Our favorite experience on this trip? All of the rides through vineyards and fields of sunflowers were awesome.

    David D.
    Australia
    July 2012