Tuscany: Cycle Siena & Chianti

8 days
From $366/day
$2,925
From: 
$3,949
4.7/5 Excellent
38 reviews  
Trip last updated: 1/1/2020
Trip type
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule
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Overview

Highlights

    • Explore the cultural cities of Siena and Florence
    • Enjoy Tuscan cuisine and wine
    • Visit some of the most beautiful hilltop towns in the region
    • Ride along the scenic country roads of classic Tuscany

What's this trip about?

    The Tuscan landscape is one of the most evocative and romantic in Europe, with cypress tree-lined roads, olive groves, vineyards, ancient hilltop towns and, of course, classic Renaissance cities. Our group cycling tour is carefully planned to take in the best of Tuscany without feeling rushed: part of the joy of the Italian lifestyle is sitting and watching the world go by with a glass of wine in your hand. We ride through historically diverse areas of Tuscany, such as the Chianti hills and beautiful countryside around Montepulciano. Riding north, we discover a wonderfully scenic region, home to some of Tuscany’s most beautiful towns and villages. We then enjoy the magnificent Piazza del Campo in Siena before biking past the towers of San Gimignano and on to our final destination in Florence. Following country roads wherever possible, we mix point-to-point and circular rides to make a perfect cycling tour of this region.Ride along the back roads of classic Tuscany­­
Itinerary focusClassic Highlights
Group sizeSmall Group - 24 max
Age range65+, 50 - 64, 36 - 49, 18 - 35, 12 - 17
Flights and transportAll internal ground transport included
Start CitySan Quirico D'Orcia or Pienza
End CityFlorence

Travel Themes

Activities

Trip includes

    • All breakfasts
    • All accommodation
    • All transport and listed activities
    • Tour leader throughout
    • Local bike hire
    • Group arrival and departure transfers available

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Itinerary

Travel Map

Day 1 Start at your hotel in the Orcia Valley

We start in the Orcia Valley, staying in one the local hilltop towns, San Quirico D'Orcia or Pienza. There’ll be a welcome briefing at the hotel, where we gather as a group to go over the trip ahead.

Day 2 Circular ride through classic Tuscan countryside via the wine town of Montepulciano and thermal spa village of Bagno Vignoni

Today we enjoy a circular ride in the Orcia Valley. Taking in Pienza and San Quirico d'Orcia, we cycle to the beautifully situated wine centre of Montepulciano, best known for producing vino nobile. We then head towards the medieval village of Monticchiello and on to the well known thermal bath of Bagno Vignoni, before making our way back to the hotel.

Day 3 Ride through vineyards and the walled town of Murlo to Siena

A classic day's riding, showing Tuscany at its most picturesque. Following back roads, we head out of San Quirico with a first stop at Montalcino. We then descend on the road to Buonconvento and ride back up to Murlo, passing by Bibbiano. From here, we ascend the shor...

Day 4 Free day in Siena to explore or relax

Siena is one of the best-preserved medieval towns in Italy and home to the grand Piazza del Campo. There is plenty to see in Siena and its sights are best explored on foot as the town is compact but hilly. There are many museums and buildings of interest to visit, such as the impressive duomo (cathedral). Alternatively, you may choose to head out for an unguided ride.

Day 5 Ride via Gaiole and Radda to Castellina in Chianti

From Siena, we head directly into the heart of Chianti. Our picturesque route takes us via some lovely small villages and hamlets, plus spectacular vineyards and castles, such as Castello di Brolio. Here there is the option to taste some of the finest regional wines. ...

Day 6 Circular ride through the Chianti hills via towers of San Gimignano and Monteriggioni

From Castellina, we ride through rolling countryside before taking a scenic descent into the lower valley. From Poggibonsi, we head towards the distant towers of San Gimignano, nestled between hills and small hamlets. The Unesco-recognised town, famous for its towers,...

Day 7 Cycle to Florence via Panzano and Greve in Chianti

Our final ride passes through Panzano towards the market town of Greve in Chianti. This is considered one of the most scenic roads in Tuscany, which links Florence to Siena via the Chianti hills. On arrival in Greve in Chianti, we have time to admire the triangular pi...

Day 8 End Florence.

The trip comes to an end after breakfast. However, if you’d like a little longer to explore this magnificent city, please speak to your sales representative.

Dates & Availability

Price from
$2,925
Price per day
$366

Tuscany: Cycle Siena & Chianti Reviews & Ratings

4.8/5  Excellent
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Anonymous

Jan 2018

Fantastic cycling in stunning Tuscany

A well organised wonderful cycling tour with a perfect balance of cappuccino/gelato and lunch breaks, often in charming ancient hill towns where there was always...

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Anonymous

Oct 2018

Lovely Hol

Second trip with Exodus. Lovely holiday cycling through Tuscany, finishing in Florence. Lots of clmb, but not too severe. Great weather, food & wine. Group we...

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Anonymous

Oct 2018

Excellent hol

Great weather. Lovely group of people. Superb tour leaders (Bex and David). Food and wine was great. Ditto scenery. Really sorry to come home. If you are reasonabl...

A

Anonymous

Aug 2016

Florence to Lucca

Wonderfully challenging and great routing. Good hotels and super guides Great views good roads and ability to push a little harder than expected with good results ...

A

Anonymous

Jul 2017

Tuscany cycle - Siena & Chianti

A fantastic trip - awe inspiring scenery, picturesque hill towns, wonderful historic cities, excellent guide & support & great cycling! What more could you...

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Tour Operator

Exodus Travels

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Details

Accommodation:

7 nights at 3 and 4 star hotels with en suite facilities
5 days cycling, average 58km/day
100% vehicle support (with limited seats)
85% tarmac, 15% easy gravel roads (most optional) You will spend seven nights in family-run and comfortable three-star hotels. All accommodations have been carefully selected for their welcoming atmosphere and all rooms have en suite facilities. Some hotels have a swimming pool where we can relax after the long cycling days. Examples of hotels used are: Orcia Valley: Wellness Hotel Casanova or Relais Chiostro di Pienza Siena: Hotel Minerva Castellina in Chianti: Hotel Il Colombaio or Hotel Casafrassi Florence: Hotel Classic We can arrange single rooms throughout the trip (subject to availability). Please check with your sales representative for availability and prices. Please note that during peak travelling periods or in case of last minute bookings, alternative hotels may be assigned on an individual basis and that supplements may apply.

Group size:

Small Group - 24 max

Maximum number of people in group:

16

Trip Excludes:

  • Travel insurance
  • Single accommodation (available on request)
  • Visas or vaccinations
  • Local taxes
  • E-bike hire

Meals included:

All breakfasts are included and are Continental in style, consisting of coffee or tea, cereals, cheese and cold meat, bread, pastries, yoghurt, jam and/or honey. Tuscan food is authentic and surprising – pizza and pasta are just the tip of the iceberg when it comes to the diverse cuisine on this trip. Starters may include antipasti of cured meats or a crostini di fegato made from toasted bread slices topped with chicken liver pâté . Soup options may include the classic bean dish of zuppa di fagioli or ribollita, a delicious, hearty vegetable and bread soup. For mains, you might try the truffle-infused pasta dish tagliatelle al tartufo or a mouth-watering T-bone steak delicacy known as bistecca alla Fiorentina. End your meal with cantucci biscuits dipped into a glass of the sweet dessert wine known as vin santo for a true taste of Tuscany. While Tuscan cuisine has a strong meat focus, vegetarians can be well catered for. Please inform us of any dietary requirements at the time of booking.

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