Tuscany - Siena to Florence Cycling Break

A short cycling break through the heart of Tuscany between historical Siena and Florence, birthplace of the Renaissance. Immerse yourself in the wonderful Tuscan countryside visiting timeless hilltop villages and tempting wineries.

The Tuscan countryside is every bit as stunning as postcards depict and what better way to enjoy it than from the saddle of a comfortable bike, pedalling the back roads and pathways of this delightful region.

Cycling through the Tuscan countryside

Siena is a beautiful, medieval city and the perfect starting place for your Tuscan cycling holiday. The narrow streets of the old town are delight to explore and the towns centrepiece, the Piazza del Campo is one of Italy’s most beautiful town squares. Browse the bustling market stalls, admire the magnificent Torre del Mangia, the second tallest tower in Tuscany, or simply sit and soak up the atmosphere at one of the many cafes.

The cycle route leads you out into the gently rolling hills of the Chianti countryside. The going is quite hilly at times but the scenery is truly sensational so stopping for a breather just gives you more time to appreciate your surroundings.

Along the way you will pass through and stay in gorgeous Tuscan towns and villages such as Radda in Chianti and Greve in Chanti. All the time you will be cycling through the famous Chianti wine region of Tuscany and there will of course be plenty of opportunities to sample this excellent local product during your tour.

The finale of this trip is Florence, the capital of Tuscany and birthplace of the Renaissance. Take a walk across the famous Ponte Vecchio, lined with tiny shops, visit the Santa Maria del Fiore cathedral, il duomo, tucked into Florence’s web of streets. We also recommend a visit to the famous Uffizi gallery, home to the world’s finest collection of Renaissance paintings and sculptures. Our tip is to book your tickets in advance as queues can be long. www.uffizi.org.

This cycle tour showcases many of Tuscany’s highlights and is the perfect way to get to know one of Italy's most beautiful regions.

The terrain on this tour is quite hilly and will suit cyclists who don’t mind regular climbs. 95% of the route is on paved roads with 5% on unpaved paths.

Tuscany - Siena to Florence Cycling Break

A short cycling break through the heart of Tuscany between historical Siena and Florence, birthplace of the Renaissance. Immerse yourself in the wonderful Tuscan countryside visiting timeless hilltop villages and tempting wineries.

The Tuscan countryside is every bit as stunning as postcards depict and what better way to enjoy it than from the saddle of a comfortable bike, pedalling the back roads and pathways of this delightful region.

Cycling through the Tuscan countryside

Siena is a beautiful, medieval city and the perfect starting place for your Tuscan cycling holiday. The narrow streets of the old town are delight to explore and the towns centrepiece, the Piazza del Campo is one of Italy’s most beautiful town squares. Browse the bustling market stalls, admire the magnificent Torre del Mangia, the second tallest tower in Tuscany, or simply sit and soak up the atmosphere at one of the many cafes.

The cycle route leads you out into the gently rolling hills of the Chianti countryside. The going is quite hilly at times but the scenery is truly sensational so stopping for a breather just gives you more time to appreciate your surroundings.

Along the way you will pass through and stay in gorgeous Tuscan towns and villages such as Radda in Chianti and Greve in Chanti. All the time you will be cycling through the famous Chianti wine region of Tuscany and there will of course be plenty of opportunities to sample this excellent local product during your tour.

The finale of this trip is Florence, the capital of Tuscany and birthplace of the Renaissance. Take a walk across the famous Ponte Vecchio, lined with tiny shops, visit the Santa Maria del Fiore cathedral, il duomo, tucked into Florence’s web of streets. We also recommend a visit to the famous Uffizi gallery, home to the world’s finest collection of Renaissance paintings and sculptures. Our tip is to book your tickets in advance as queues can be long. www.uffizi.org.

This cycle tour showcases many of Tuscany’s highlights and is the perfect way to get to know one of Italy's most beautiful regions.

The terrain on this tour is quite hilly and will suit cyclists who don’t mind regular climbs. 95% of the route is on paved roads with 5% on unpaved paths.

Itinerary

The terrain on this tour is undulating and will suit cyclists who don't mind regular climbs. 95% is on paved roads with 5% on unpaved paths.

Day 1 : Arrive in Siena

After arrive at your hotel the rest of the day is yours to explore this beautiful old town. Take a stroll along the ancient, flag-stoned streets to the impressive central square overlooked by the Gothic town hall and the slender Torre del Mangi bell tower. We recommend investing in the 400 step climb to enjoy a fabulous view over the city. In the nearby Piazza del Duomo you can visit the town's impressive cathedral and crypt. Of course, the simple pleasure of wandering the narrow twisting streets to see what's around the next corner should also not be underestimated.

Day 2 : Siena – Radda in Chianti
28 miles/45 kms

Your first ride leads you northwards through gorgeous rolling Tuscan countryside to the hilltop village of Radda in Chianti. This classic Chianti village sits on a hilltop surrounded by a sea of vineyards. Wines have been produced here for at least 1000 years and locals are justly proud of their delicious Chianti Classico, made with red Sangiovese grapes . The impressive fortifications surrounding the village hint at the significance this small hamlet held in the long-running feud between Florence to the north and Siena to the south in the 13th century.

Day 3 : Radda in Chianti – Greve
25 miles/40 kms

Today's ride is a delight. Vineyards, olive groves and cypress trees dot the tuscan countryside as you pedal northwards. The elevation changes are not too great so relax and enjoy the scenery as you make your way towards Greve. You'll pass some wineries along the way so you may wish to stop for a break to taste and possible purchase some wine. Greve is a pleasant little town and a hub for loacl wine production. A wine festival is held here every September.

Day 4 : Greve – Florence
25 miles/40 kms

Today’s route leads you further through the Chianti Classico wine region to Tuscany’s capital, Florence. Along the way you can stop at Impruneta, famous for its terracotta pottery, before reaching the UNESCO city and birthplace of the Renaissance. Florence boats many famous sights including the unique Ponte Vecchio, a bridge with its own covered market. The gorgeous Piazza della Signora should also not be missed and of course the city's iconic cathedral dominates the skyline. Our top tip however has to be watching the sunset over the city from the Piazzale Michelangelo. The view is sublime and well worth the walk.

Day 5 : Departure

After breakfast it's time to head for home or your next adventure.

Bikes

Regular bikes provided are modern alloy framed models with 27 speeds. The bikes come equipped with pannier, lock and a repair kit with pump.

Electric bikes are also available.

We suggest you bring your own helmet for safety and hygiene reasons, alternatively helmets for adults are available for rent at the time of booking.

Accommodation

The categories of accommodation available on this tour are shown below.

Comfort: Comfortable 3 and 4 star properties.

Local taxes: Some hotels have started to charge a local/tourist tax. These taxes are not included in the sale price of the tour and must be paid directly by you at check-in or checkout at the hotels. This fee varies and is ever changing but as a guide, you may be asked to pay between €1-€4 per person per night

Getting there

Fly to Florence or Pisa

Florence: Take the shuttle bus from the airport to Santa Maria Novella, the main train station in Florence. From here you can take a train or bus to Siena (journey time for both is around 1 hour 30 mins).

Pisa: Take the 8 minute shuttle bus journey to Pisa train station and from there catch a train to Siena ( there are two per hour). You will need to change once in the town of Empoli and the journey will take about 1 hour 50 mins.

Research flights from the UK here

Research trains in Italy here.

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