This is the ideal tour for those who want to experience Tuscan beauty and serenity, with a nice amount of 'easy-ish' cycling thrown into the mix. In essence, one can expect beautiful accommodations, some outstanding cuisine, among the most incredible Tuscan countryside that you can enjoy cycling through, while not offering too difficult or strenuous cycling days (we anticipate from 2 to 4 hours of cycling, per day). Therefore, this tour is truly recommended for those who want an excellent standard of cycle tour with the emphasis on the other aspects of fun, culture and relaxation rather than spending hours and hours on the bike!
Need To Know
Day 2 – Siena to Buonconvento: 32km / 20 miles
Starting the cycling sees a nice and easy first day’s riding along some winding Tuscan roads through diverse and changing landscapes, including the pretty little village of Murlo before rolling into an authentic Italian ‘agroturismo’ type hotel where you can finally relax by the pool in its incredible Tuscan setting.
Day 3 – Buonconvento ‘loop’ cycle: 38km / 24 miles
A lovely loop cycle ahead including chance to visit the famous Monte Oliveto monastery with its beautiful frescoes, enjoying your evening again in the Agriturismo.
Day 4 – Buonconvento to Montalcino: 32km / 20 miles
Today’s highlights include the pretty little village of San Quirico d’Orcia with its ancient churches before proceeding to the thermal town of Bagno Vignoni, before reaching the final point of Montalcino.
Day 5 – Montalcino ‘loop’ cycle: 34km / 21 miles
The cycle is all about the Sant’Antimo Abbey today, a stunning typically Italian ‘Fort’ town with its church home to Gregorian Monastery. The cycle road is a Tuscan cycling favourite and you’ll return via another road back to Montalcino again.
Day 6 – Montalcino to Montepulciano: 45km / 28 miles
A big today today! A bit more cycling than previous days, with lots of real highlights. The Renaissance and Papal town of Pope Pio II is a real jewel in the Tuscan crown, famous for its cheese and truffle production too. Next up is Montichello, another very pretty little village with a coffee or wine stop highly recommended! The end is not far away from here and what a great place to finish, the worldwide famous wine town of Montepulciano. Once off the bike, why not relax with a red and enjoy the town!
Day 7 – Montepulciano to Cortona: 45km / 28 miles
Cortona is the final spot for quite a tough, but truly rewarding day in the saddle! You’ll meander from Montepulciano through Tuscan vineyards, passing the Abbey Fartena, before that last, final climb up to Cortona. Congratulate yourself upon arrival there on a fun and fit week in the saddle across this stunning Tuscany area, with a lovely final night in charming town of Cortona to enjoy.
Day 8 – Cortona: Some free time in Cortona to visit the town before your departure after breakfast.
Hybrid bikes are provided and included in the cost of this tour, as they are ideal for the nature of the route and the terrain involved, as well as offering a reasonable level of comfort over the daily distances shown.
As for all of our tours, electric ‘E-Bikes’ are available with an additional supplement.
Bikes are provided fully equipped with helmets, pump and puncture repair kit, pannier bags, bike lock and bike computer, all included.
This is a SELF-GUIDED cycle tour, while comprehensive maps and route notes are provided. It is available from around mid-March to mid-October, while the months of July and August are of course the busier times and the weather can be very warm to cycle, however this does not mean it would not be enjoyable! We ask for 48 hours to confirm our tours, yet this may be slightly longer in the aforementioned peak July and August period.
The hotels and accommodations provided here are of an excellent standard, they are traditional Italian hotels and authentic 'agriturismo' farmhouses, offering a warm welcome. They are specifically selected as being ideal places to relax after a hard day's cycling while offering a taste of the local culture.
Of course, single rooms are available at a supplement on the main tour cost, while this can again vary dependent on the overall package, whilst not forgetting that extra nights are always available too.
Florence Airport is 79km / 80 miles and Rome Ciampino Airport is 246km / 152 miles from Siena. If you’re looking for international or domestic flights to Florence or Rome, please just ask and we will be happy to assist. Many international airlines will fly to both cities, especially the latter. To reach Siena from Florence Airport by train Siena takes around 2 hours, while there is an Airport
Bus Service taking only 1.5 hours. To reach Siena from Rome Ciampino Airport by train takes around 3-4 hours.
Our hotel is located in central Siena allowing both easy travel from the train station and local walking access to the town on the day of arrival.
Cortona is 128km / 80 miles from Florence Airport and 208km / 130 miles from Rome Ciampino Airport. To reach Florence Airport by train from Cortona takes around 2 hours. To reach Rome Ciampino Airport by train from Cortona takes around 2.5 hours. Again, for travel advice on any of the route options noted here, or alternatives, please do not hesitate to ask.
Most of our tours are available from early April until the end of October to enable you to make the most of the weather and scenery with some available year round. There is no ‘best’ time to go, this is really down to personal preference and your requirements however, peak summer months like July and August can be warm in southern Europe and busier so we would recommend these to sun worshippers. We would suggest that around May, June and September are the preferable months for comfortable and optimum cycling experience.
What clothing and kit should I bring?
Each individual tour provides slight variations in kit provided so we would always recommend checking your individual booking. In all cases bicycles are provided along with full puncture repair kit. In the majority of cases helmets will be provided and you will be given this information as part of the booking process. Where these are not provided there is the option to add this on or bring your own. Clothing is not provided but we would recommend suitable, comfortable clothing to cover all eventualities! Lycra and padded short are not mandatory but we would recommend these for your comfort. Breathable fabrics and light layers with a shower proof jacket will enhance your experience and we would also recommend comfortable footwear.
How do I carry this clothing and kit from A to B?
You don’t! Whilst we would recommend taking a small backpack or loading your panniers with daily essentials such as a light cycle jacket, water, snacks and your phone and camera the great news is your main luggage will be transported by ourselves between your accommodations allowing you to enjoy you day baggage free. We usually ask you to leave this the morning of the day you depart the particular hotel and should arrive by late afternoon at your next destination but we always aim to have this there before you.
How fit do I need to be to do the tours?
Every tour description gives an indication of the level of suitability along with details on the distances and terrains covered. However, the majority of our tours on Pedal & Break are open and suitable for all with a reasonable level of fitness and all age groups. As we say Lycra is optional and we actively encourage and truly welcome those on a first time cycling holiday. You also do not all need to be the same level to enjoy our holidays as a group. A basic level of cycling is a must in order to be confident on the roads and routes and we would recommend a good base level of fitness. Our routes are designed to enjoy the scenery at a leisurely pace with sightseeing and refreshment stops factored in, after all this is your holiday! The days should not be viewed as a leg of the Tour de France and don’t require you to cycle flat out from dawn till dusk. The e-bike is also an excellent option for those needing a ‘boost’. As a husband and wife partnership on our first holiday this worked perfectly for us and enabled us to enjoy our holiday together stress free.
What is an e-bike?
An e-bike is an electric bike and does not require a license and nor should it be confused with a moped or scooter! An e-bike will be available on most of our tours and is the perfect option for the slightly more apprehensive cyclist, simply as these bikes provide the ideal boost when the legs feel a little tired or when facing a hilly section. You are still required to pedal as the bike is a modified standard bicycle and the e-bike merely gives you a helping hand. The electric element can be turned on and off as you like but from personal experience having this at a low level throughout with an extra boost added for setting off at junctions and up hills enabled my wife to enjoy her first cycling tour alongside me throughout and gave her the confidence she needed.