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Your Cycling Holiday in Tuscany & Umbria

E-Bike | Siena and San Gimignano

Picture Tuscany in your imagination and chances are you are picturing the rolling hills, beautiful towns and spectacular colours that make this one of our most exciting new itineraries for 2020. Ride between the Chianti towns of Greve, Radda and Lecchi with ease atop one of our excellent e-bikes and take in the marvels of Siena, San Gimignano and Volterra en route. With so many memorable spots to stop at and explore, we’ve made sure that this trip has the perfect mix of saddle time and free time, to make sure you leave with a long list of vivid memories. 

What no to miss

  • Sit with a coffee and soak up the atmosphere of Siena’s famed piazza

  • Glide between picturesque hilltop towns with the assistance of a top of the range e-bike

  • Enjoy a leisurely last day in Volterra, including a visit to its Roman ruins

What’s Included

  • Delightful 3 and 4-star hotels 

  • Bed & Breakfast accommodation 

  • Fully serviced electric bikes with panniers, water bottle and repair kit 

  • Detailed route information with GPS navigation 

  • Expert on the spot support 

  • Luggage transferred between your hotels 

  • 100% financial security through ABTA and ATOL 

Your Cycling Holidays in Tuscany & Umbria

E-Bike | Siena and San Gimignano

Day 1 | Arrive at Perugia or Florence

Transfer to your hotel in Panzano in Chianti. Relax in the tranquillity of your 4-star hotel and meet one of the team for a welcome briefing and bike fitting. 

Day 2 | Optional Round Trip: Greve in Chianti | Distance: 13mi/20km

A short round trip route is recommended today as a great way to explore the Chianti vineyards and to get used to your Raleigh e-bikes. But before you hop in the saddle, you may wish to pay a visit to the Vignamaggio, which is rumored to have been the setting of Da Vinci’s Mona Lisa painting. From here, turn on the assistance as you ride up to Greve in Chianti, where we recommend taking a long lunch in the unusually shaped town square, perhaps indulging in a little of the local wine. After exploring some more of Greve, it’s a short ride back to Panzano for the night.

Day 3 | Panzano in Chianti to Castello di Tornano | Distance: 16mi/26km

As we wave goodbye to Panzano, we start today by calling in on another Chianti town, this time the tiny but breath-taking Radda in Chianti. Most will arrive here in late morning and we love taking a coffee break here before pressing on along the backroads to Lecchi in Chianti, arriving in time for a lunch with a view. You can enjoy the local delicacies without trepidation, safe in the knowledge that your hotel lies in San Sano, just a few kilometres away.

Day 4 | Castello di Tornano to Monteriggioni via Siena | Distance: 23mi/38km

Today is all about Siena, the jewel in Tuscany’s crown. Perched atop a hill sits the magnificent central piazza, known as Il Campo, where each summer the locals famously take part in the traditional Palio. The climb up to the piazza is steep enough to challenge anyone on a road bike, but your electric bikes will make light work of it. After taking your time to explore, and perhaps after a spot of lunch, you will hop back aboard your e-bike and glide through some pristine Tuscan countryside to your evening stopover at Monteriggioni.

Day 5 | Monteriggioni to San Gimignano | Distance: 23mi/37km

Pass under the ancient gates of Monteriggioni to start this ride and enter a landscape of berceuse fields. Be sure to stop and look back at where you have come from, as the setting is truly extraordinary. After a stretch of rural cycling, San Gimignano springs into view, and what a view it is. You’ll ride right into the heart of this world-famous town and with plenty of the afternoon left to explore it. Once the day trippers disappear, the character of the town transforms and the typically slow pace of life takes over once more.

Day 6 | San Gimignano to Volterra | Distance: 18mi/30km

This is one of the best rides of the whole tour, with vast vistas, a long freewheeling descent and a nice little hill to fly up in turbo mode at the end of the day. Your destination, Volterra, is a quiet and unassuming town, with a history stretching back to the 8th century BC. Whilst less heralded than Siena and San Gimignano, Volterra has it’s own charm and is just as spectacular, with the benefit of being considerably quieter.

Day 7 | Volterra | Rest Day

After a few good days of riding, most people like the chance to take a rest day in Volterra to soak up some sun, eat and drink to their hearts content and explore some of the towns many attractions.

Day 8 | Departure

We say arriverderci. Trip extensions are available upon request.

Your Cycling Holidays in Tuscany & Umbria

E-Bike | Siena and San Gimignano

  • Castello di Tornano

    Charming Guesthouse

    A spectacular castle hotel, in a building with an incredibly rich history. The castle is home to a number of luxurious bedrooms where you can relax and unwind after a day in the saddle. There is a great wine cellar and restaurant serving excellent Tuscan food and drink.

  • Hotel la Cisterna, San Gimignano

    3 star

    When looking for a hotel in San Gimignano, you will not find one with a better location than la Cisterna, which is sat right on the piazza in the heart of this stunning town. The hotel was once a stopping off point for religious pilgrims as far back as the 15th century. These days you’ll find a hotel with a mixture of traditional and modern rooms, a fantastic restaurant and some excellent views of the surrounding countryside.

  • Hotel Monteriggioni, Monteriggioni

    4 star

    Right in the heart of the walled village of Monteriggioni lies this excellent hotel, which has been included in a list of Europe’s 100 best hotels. It is the only hotel to lie within the walls of the village and is home to just 12 rooms, each of which feature traditional Tuscan décor.

  • Hotel San Lino, Volterra

    4 star

    Situated within the medieval walls of Volterra, the Hotel San Lino was originally constructed as a convent in 1480, remaining such until 1982, 500 years later, when it was turned into a gorgeous hotel. The hotel features traditional rooms, with teraccota tiles and Florentine wrought iron beds and comes complete with a fine restaurant, relaxing roof terrace and outdoor pool area.

  • La Pensione, Panzano in Chianti

    3 star

    A gorgeous place to start your tour. The old stone building is host to spacious rooms and has a modern but characterful décor throughout. The hotel is set on the hillside and has large, peaceful gardens, with swimming pool and a lovely grove of olive trees.

Your Cycling Holidays in Tuscany & Umbria

E-Bike | Siena and San Gimignano

Tour only | 2020

2020 Dates Nights Adult Tour Only Price  
1st April - 30th October 5 £1,185pp Enquire Now
1st April - 30th October 7 £1,515pp Enquire Now

Package Prices | 2020

2020 Dates Nights Adult Package Price  
1st April - 30th October 5 £1,645pp Enquire Now
1st April - 30th October 7 £1,795pp Enquire Now

Single supplement available on request

Tour only | 2021

2021 Dates Nights Adult Tour Only Price  
1st April - 30th October 5 £1,185pp Enquire Now
1st April - 30th October 7 £1,515pp Enquire Now

Package Prices | 2021

2021 Dates Nights Adult Package Price  
1st April - 30th October 5 £1,645pp Enquire Now
1st April - 30th October 7 £1,795pp Enquire Now

Single supplement available on request

*Where tour pricing is displayed in your local currency, please note this is for indicative purposes and your final holiday will be confirmed and transacted at the time of booking with our team in Pound Sterling.

Your Cycling Holidays in Tuscany & Umbria

E-Bike | Siena and San Gimignano

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