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Siena Self-Guided

Siena Self-Guided

Flag italy Italy

  • Region Region Tuscany
  • Tour Type Tour Type Self Guided (Open Departure)
  • Duration Duration 7 days
  • Bike Type Bike Types Road, Hybrid, Touring & e-bike

Core Route

306 Kilometres
2 (Moderate) Difficulty Level: 2 (Moderate)
Average Distance per Day: 51 km
0 100 km
Average Elevation Gain per Day: 709 km
0 1500 km

Extended Route

420 Kilometres
2 (Moderate) Difficulty Level: 2 (Moderate)
Average Distance per Day: 70 km
0 100 km
Average Elevation Gain per Day: 1120 km
0 1500 km
April - October from
€795
Next Steps

Siena is without doubt the showpiece province of Tuscany, and this self-guided cycle tour explores some of the most beautiful cycling routes in Siena Italy. The incomparable impressionist-style landscapes of lush vine and poppy bedecked hills and valleys just beg to be explored and enjoyed from the saddle of a bicycle.

You will begin your journey in Siena cycling to the green pasturelands of Le Crete where tiny roads wind through the fields and along hill crests to connect ancient farmhouses and tiny medieval villages. This area is a scenic delight of bare ridges, solitary cypresses and medieval farmhouses, and it abounds with ancient Roman and Etruscan archaeological sites. South from Le Crete lies the Val d’Orcia where the landscape is one of nature’s inspired works of art. Possibly no other region conjures up such classical images of Tuscany. ... the hamlets and hilltowns, terracotta rooftops, swaying cypress and golden valleys, vineyards and olive groves all contribute to the overall picture. Besides the beauty of the landscape, you will explore the fascinating and beautiful towns of Pienza, Montepulciano and Montalcino. Dropping down from Montepulciano you pedal through the the sunflower, tobacco and corn fields of the Val di Chiana to Monte San Savino before climbing to the spectacular city of Cortona. The final leg of the itinerary is a beautiful ride across the hills to the tranquil Arezzo.

This tour is Tuscany cycling at its very best. Perfect for those who want to experience a cycling holiday in Italy. Each core route is designed to allow time to enjoy the scenery, to explore the en route attractions and to have a leisurely lunch. The route extensions are for the more ambitious riders who want to challenge themselves. It is important to bear in mind that Tucscany is not flat – even on the core routes the terrain is largely rolling. Some of the riding on both core routes and extensions is on the strade bianche - the white dirt roads that are so characteristic of Tuscan landscapes.

Highlights

  • The views from Siena’s Torre del Mangia

  • Siena Cathedral

  • Sodoma’s frescoes in the Abbazia di Monte Oliveto Maggiore

  • The Etruscan museum in Murlo

  • The Castle of Gargonza

  • The Renaissance town of Pienza

  • The hot springs in Bagno Vignoni

  • Sampling a glass of Brunello wine in Montalcino’s Fortezza

  • The vista across the Val d’Orcia from Cortona’s heights

Day 1

Arrive into the stunning UNESCO World heritage Site city of Siena, where you will be checked into your hotel and met with your bikes, mapping and introductory talk

2

Siena-Montalcino (48km core)- Leaving behind the city, you pass through the rolling hills whcih surround Siena, passing through the quaint Radi, before climbing into Murlo, a stunning medieval village where you may wish to visit the Etsuscan Museum. From Murlo, you cycle the tiny lanes through typically beautiful Tuscan countyside, passing Buenconvento, where you may want to stop for lunch, before making the final climb of the day toward the scenic Montalcino.

Siena Montalcino elv

3

Montalcino-Montepulciano (48 core)- From Montalcino, you ride East through the Val d'Ocria, a rich, green nature reserve, which produces some of the best wines in the world. Each hilltop town you pass seems more beatiful than the last, with plenty of options for lunch stops or stunning vistas where you may decide to picnic. The final leg involves a steep climb into the breathtaking medieval town of Montepulciano.

Montalcinio Montepulciano elv

4

Montepulciano Loop Ride (36, 63, 74km)- We have plenty of options available to you on today, with varying distances and difficulty levels. You have the option to ride the famous Strade Bianche white gravel lanes, to visit the famous spa town with its hot springs in Bagno Vignoni, or smaller rides, allowing you the chance to sample some of the world famous red wines in the town and its immediate surroundings.

Montepulciano Loop elv

5

Montelpulciano- Cortona (45km core)- Dropping down from Montepulciano you pedal through the the sunflower, tobacco and corn fields of the Val di Chiana to Monte San Savino. The valley has plenty of wine and olive oil offerings in each of the medieval towns, as well as being dotted with the famous Chianina cows, one of the oldest breeds in the world. The last leg of the day is the short, steep, but worthwhile climb into Cortona, which boasts some of the best views anywhere in Italy.

Montepulciano Cortona elv

6

Cortona Loop (51km core)- There are again a couple of options on your loop ride down from Cortona. The loop takes you to the shoreline of Lake Trasimeno, as well as to the beautiful castle of Pierle, dating back to at least the 10th century. You may want to spend some of your day walking the cobbled streets and visiting the independent retailers which specialise in handmade crafts and gastronomic delights. Cortona was used extensively in filming for Under the Tuscan Sun.

Cortona loop elv

7

Cortona to Arezzo (40km core)- There are various options for your final leg of the trip. The core route is a flat, gentle ride through the valley. You have an option to ride some more of the famous white pebbled lanes, as well loner rides out toward Citta di Castello, as well as travelling along some of the well trodden St Francis Way. You final night is spend in the picturesque Arezzo, whose central piazza was used as the backdrop to Roberto Benigni's Oscar winning film Life is Beautiful.

Cortona Arezzo elv

Route Map

Accommodation

The standard accommodations for the self-guided itineraries are family run hotels. Generally, these have around 10 to 20 guest rooms and the owners live on the premises. Italian hotel are classified by a star rating system – from one to five stars – standards for each category may vary a little from region to region. Most of the hotels that we use fall into the three star category – though we occasionally use two and four star hotels when circumstances or availability dictate. In almost all cases the bathroom facilities are ensuite (self-contained within the room). Some of the smaller hotels do not have a restaurant, but there will always be several options close by, within easy walking distance.

The Italian breakfast is light – a cappuccino and a brioche (pastry). Most hotels serve a continental breakfast of orange juice, coffee, tea or hot chocolate, bread rolls and jam. There may also be yogurt, cheeses, cured meats, pastries and cakes.

When you book a tour, your pre-trip planner will have more details about the specific facilities and services provided by the accommodations.

Examples of our Tuscany hotels include;



Getting there

The Tuscan airports at Pisa and Florence mostly handle internal and short haul flights. Coming from abroad, Rome may be more convenient. Rome has two airports. Leonardo da Vinci Airport (at Fiumicino) is used by the major airlines, while Ciampino Airport is used by budget airlines such as Ryanair.

Getting to and from the trailheads (Siena, Sansepolcro, Florence) for the Tuscany itineraries involves travel from your arrival airport to the nearest mainline station or bus station for onward transport to the trailhead town.

Most inter-city trains leave Rome from Termini Station. Most inter-city buses leave from the main bus station outside Rome Tiburtina railway station. The Metro (line B) connects the two.

From Leonardo da Vinci Airport the most convenient way to get into Rome is to take the Leonardo Express, a direct train service to Termini (½ hr/every ½ hr).

From Ciampino Airport take a Terravision bus (¾ hr/ every hr) which to Termini. You can book online.

Pisa Airport has a railway station – trains run to Florence Santa Maria Novella Station (1½ hr/every hr). For Siena (2 hr/ every hr), change at Empoli.

Terravision buses run a regular service from Pisa Airport to Florence Santa Maria Novella Station (1¼ hr / every 1½ hr).

Terravision buses run a regular service from Florence Airport to Florence Santa Maria Novella Station (¼ hr/ every 1½ hr).

Siena

Note that the train station in Siena is located approximately 2 km from Siena's historical centre. It's a five minute bus ride from the city centre (Piazza del Sale) to the train station and buses run regularly in both directions.

  • From Rome Termini
    Train to Siena (3½ hr /every hr)

  • From Rome Tiburtina
    Sena Line Bus to Siena (3 hr / every 1½ hr)

  • From Pisa
    Train to Siena (change at Empoli)

  • From Florence
    Train to Siena


Climate

Tuscany is at its most beautiful in spring when the meadows and waysides are carpeted with wild flowers. Autumn is equally attractive when the beech and chestnut woods become clothed in a blaze of seasonal red and gold. The best months for avoiding the heat and the crowds are May, June, September and October. Easter should be avoided, as accommodation can be hard to come by. In August Tuscans head for the coasts for their annual vacation – and many shops, bars and restaurants are closed.

Tuscany is renowned for its light, which develops a clear golden quality as the days of high summer begin to shorten. Spring and autumn days are warm with plenty of hours of sunshine. July and August are the hottest, driest months, and you must to be comfortable cycling in very hot temperatures if you choose these months for your tour. October is also fine, but there is a greater chance of rainfall.

Core Tour Cost €795
Luggage Transfers €325 (per couple)
Hybrid Bike Rental €145
Touring Bike Rental €185
Carbon Road Bike Rental €275
E-Bike Rental €275
Single Supplement €295


€795 is the cost per person sharing. The cost includes the following (unless stated otherwise)

  • 7 nights' accommodation with breakfast
  • Pre-trip planner
  • Routes in the form of highlighted maps and cue sheets
  • Telephone support
  • Meet and greet (if you are renting bicycles)


Luggage Transfers

  • Luggage transfer charges are calculated as follows:

    The standard charge is based on one or two riders. A couple would therefore share the luggage transfer costs. There is then a small additional fee for the third and each additional person.
    For example:

    1. Total cost for one or two riders = 325 (162.50 per person based on two people sharing)
    2. Total cost for three riders = 325 + 25= 350 (117 per person)
    3. Total cost for four riders = 325+ 25+ 25= 375 (94 per person)

Note that the more riders in the group, the less expensive are the luggage transfers per rider.

Please note that whilst we will try our best to provide you with the exact bike as listed below, due to availability or sizing issues we may not always be able to. The bike you will receive will be of a very similar spec and always in very good condition.

Fuji Absolute Hybrid Bike

  • 5 frame sizes
  • FX Alpha Gold Aluminium
  • FX Alloy fork
  • 27 speed

Bring your own saddle and/or pedals if you wish and we will fit them to the bike. (You must be able to remove them yourself at the end of your trip).

Fitted with: Rear rack; platform pedals, bottle cage, fenders (mudguards)

Equipment provided: Handlebar bag; map case; spare tube; puncture repair kit; lock; mini pump; multitool.

Available on request: Panniers, helmet, odomoter, gps unit

Kona Touring Bike

  • Kona Cromoly Butted Frame
  • Disc brakes
  • Kona Cromoly Fork
  • 27 Speed.

Bring your own saddle and/or pedals if you wish and we will fit them to the bike. (You must be able to remove them yourself at the end of your trip)

Fitted with: Rear rack; platform pedals, bottle cage, fenders (mudguards)

Equipment provided: Handlebar bag; map case; spare tube; puncture repair kit; lock; mini pump; multitool.

Available on request: Panniers, helmet, odomoter, gps unit

Fondriest Carbon Road Bike

  • 7 frame sizes
  • Monocoque carbon frame
  • Reflex fork
  • Sleek Italian design

Bring your own saddle and/or pedals if you wish and we will fit them to the bike. (You must be able to remove them yourself at the end of your trip)

Fitted with: Platform pedals, bottle cage,

Equipment provided: map case; spare tube; puncture repair kit; lock; mini pump; multitool, frame bag

Available on request: Panniers, helmet, odomoter, gps unit

Fuji E-Traverse E-Bike

  • Suntour NEX disc fork
  • Bafang H400 rear hub motor
  • Bafang 5 mode LED display w/walk assist
  • Shimano Gearing

Bring your own saddle and/or pedals if you wish and we will fit them to the bike. (You must be able to remove them yourself at the end of your trip).

Fitted with: Rear rack; platform pedals, bottle cage, fenders (mudguards)

Equipment provided: Handlebar bag; map case; spare tube; puncture repair kit; lock; mini pump; multitool.

Available on request: Panniers, helmet, odomoter, gps unit

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