Luxury Tuscany and Vineyards
The very best of Tuscany can be discovered when going beyond the guidebook.
Tuscany sets the senses on fire. The word alone evokes visions of the greatest art and literature, and the tastes and smells of the most exquisite food and wines. The touch of ancient stone carved and sun-bleached into some of the most beautiful buildings, towns and cities in the world is unforgettable – and the old towns at the heart of Florence, Siena, Pisa, Pienza, San Gimignano and Montecatini Terme are all World Heritage Sites. The landscapes? Magical, like something from a storybook or a daydream. There is no better way of experiencing this enchanted place than with friends and by bike.
Wine tasting
Walking tour of Siena
Truffle hunting
Non-rider welcomed
Guided rides
Transfers
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Activity level:
LEVEL 2 – Gentilissimo
- I ride my bike most weeks back home. - I enjoy chatting and stoping to take in the view when riding. - The best part of my ride is the coffee stop. - I can’t do a wheelie yet. - Duration: 7 days | 6 nights
- Dates 2023: Oct 10-16 | Oct 21-27
- Dates 2024: April 22-28 | May 02-08 | June 10-16 | June 20-26 | July 22-28 | Sep 03-09 | Sep 9-15 | Sep 23-29 | Oct 03-09 | Oct 9-15 | Oct 21-27
- Can't see the perfect one? Request dates here.
- Price from: €3799
- Single supplement €829
- Room upgrade available: Yes
- What's included?
The Perfect Cycling Holiday
Is this what I’m looking for?
- Are you interested in exploring Tuscany on and off the bike
- Have you dreamt about cycling the rolling hills around Siena
- Do you enjoy great food and fine wines in the company of interesting people
- Are you in search of a hassle free cycling holiday - which is guided and supported by world class staff
- Yes - we have E-Bikes for those that would like a little help along the way!
Magical & Unforgettable
What to look forward to?
- Fabulous accomodation and a warm Italian welcome.
- Daily rides to be enjoyed and not endured.
- Learn what makes truffle hunting so much fun
- Enjoy a fabulous vineyard tour and wine tasting overlooking the rolling Chianti hills.
- The very best coffee a man or women can ever wish for!
Stages of your Tour
Welcome to tuscany ride
25 km | 400 mt ElevAtion
We start with a welcome ride to fire your imagination for the coming days. The roads in this part of Tuscany were ancient even before the Etruscans came to these beautiful hills. Between stone farmhouses and elegant cypress trees, we will make our way to Greve in Chianti, set on a small, fast-flowing river and host of the annual Chianti Classico wine festival and the magnificent Villa Vignamaggio, built fourteenth-century by the Gherardini family, whose cousin Mona Lisa Gherardini was later portrayed by Leonardi Da Vinci in the world’s best-known painting.
Viagnamaggio - Greve in Chianti
castellina in Chianti
55km, 1200m elevation.
The promontories of the Chianti Hills are dotted with medieval towns still enclosed by their original 700-year-old walls. These stone military constructions somehow seem to us the most harmonious of buildings. Yet, in altogether less pacific times, the armies of warring Florence and Siena gathered here before the hostilities, and peace treaties were signed after them. After collecting our bikes, lovingly cleaned and serviced each evening by our staff, our morning coffee stop will allow us to contemplate the dreamy beauty of the Chianti Hills, the peaceful product of years of ancient strife.
Viagnamaggio - Greve in Chiantigaiole in chianti
66 km, 1150m elevation
From the fortified hilltop village of Radda in Chianti, we descend to gorgeous Gaiole in Chianti, home of the stunning Brolio castle and birthplace of the famous Strade Bianche race, which follows the rustic farm routes that crisscross the Tuscan panorama. Rivers too meander across the ancient battlegrounds. In his Divine Comedy, Italy’s greatest poet Dante Alighieri tells how one thirteenth-century conflict left one of the day’s rivers, the Arbia, running red with soldiers’ blood. When Siena comes into view, it is time to be overwhelmed by the medieval sublime.
La Certosa di Maggiano - SienaSan Gimignano
70 km, 1000m elevation.
Your Italy Bike Tours guides will lead you north-west from spellbinding Siena towards some of Tuscany’s most improbable attractions, like the astonishing, storybook castle of Monteriggioni where the Russell Crowe movie Gladiator was filmed – in reality, a entire fortified town that will take your breath away – or San Gimignano, where the noble families once competed among themselves to build the biggest tower. Now a UNESCO World Heritage Site, 72 towers rose above the town in the 13th century, creating a medieval Manhattan. Fourteen of them still remain. An astonishing, unforgettable day
La Certosa di Maggiano - Siena
Buonconvento
66 km, 950 m elevation.
For two million years, an ocean covered the Crete Senesi, literally the ‘clays of Siena,’ so today you will trek across an ancient seabed of grey-blue clay, chalk and rock salt, which some compare to the surface of the moon. Unsurprisingly, these scenes inspired a celebrated painting tradition. Passing solitary cypresses, isolated farms and eerie, low-lying forests, you will discover one walled village after another: Asciano, purchased in the thirteenth century by Siena and surrounded by walls, and Buonconvento, whose gallery hosts the works of the famous Siena landscape school
Il Miraggio - San Quirico d’Orcia
Montalcino
63 km, 1000 m elevation
The stunning hillside town of San Quirico d’Orcia is mentioned in the oldest book in Western Europe, the Liber Linteus Zagrabiensis (300 BC). Monumental Montalcino, a military outpost in medieval times, was serendipitously located in a fantastically productive grape area, making it the home of two world-class wines, Brunello and Rosso di Montalcino. Yet neither is the aesthetic high point today. When you glimpse the UNESCO World Heritage Site of Pienza, at the easternmost point of the itinerary, you will know that you have at last seen perfect beauty.
Il Miraggio - San Quirico d’Orcia
ARRIVEDERCI!
NO RIDE TODAY
Sadly, all good things must come to an end. We will be delighted to assist you with your onward travel, or should you wish, we would be happy to arrange more days of beautiful cycling in Italy.
BIKE HIRE
The perfect cycling holiday requires pedaling on the perfect bike. So should you not wish to bring your own bike with you we have a number of beautiful bikes that you can hire at very reasonable prices. If you are not sure what is the perfect bike for you then fire as a mail and we will be delighted give you some expert advice. You can find more information about our bikes below. And yes you can buy our bikes if you fall in love with them!
Colnago 3V - the perfect road bike to hire on our more challenging cycling holidays. Lightweight, aerodynamic and above and great handling.
COLNAGO V3
COMPONENTS:
- Shimano 105 12 Speed Di2 Drivetrain (50/34 Chainset and 11-34 Cassette)
- Fulcrum Racing 600 Wheelset
- Pirelli P7 Sport 28mm Tyres
- Shimano 105 Hydraulic Disc Brakes (160mm rotors)
- Selle Italia Novus Boost Evo Flow saddle
- (Sizes: XXS(42S), XS(45S), S(48S), M(50S), L(52S), XL(54S), XXL(56S), XXXL(58S))
3T Primo - in our opinion 3T make the worlds finest gravel bikes. The Primo offers clients the very best in handling and comfort. If you love riding gravel you will love the 3T Primo.
3T PRIMO GRAVEL
COMPONENTS:
- SRAM Rival Mechanical 1 x 11 Speed Drivetrain (42T Chainset and 11-42T Cassette)
- Fulcrum Rapid Red 900 Wheelset
- Pirelli Cinturato 35mm Gravel Tyres
- SRAM Rival Hydraulic Disc Brakes (160mm rotors)
- WTB SL8 saddle
- (Sizes: S, M, L, XL)
Guerciotti Brera Touring ION - the ideal bike for guest looking for a little assistance when riding. The flat handle bars perfect for clients looking for maximum comfort.
GUERCIOTTI BRERA TOURING ION
COMPONENTS:
- SRAM NX Mechanical 1 x 11 Speed Drivetrain (40T Chainset and 11-42T Cassette) URSUS Orion Disc Wheelset
- Challenge Gravel Grinder 42mm Tyres
- SRAM Guide Rival Hydraulic Levers and SRAM Rival Caliper Disc Brakes (160mm rotors)
- Electric Polini E-P3 250 watt motor, with 70 N/m maximum torque
- 500 wh battery with 220 km range in assist mode
- DPV Touring saddle
- (Sizes: S, M)
Guerciotti Navir ION - loved by clients that enjoy the challenge of riding some of our more challenging tours. Assistant road bikeS are a real ‘game changer’.
What’s included?
- 6-nights 4* or 5* accommodation
- Transfers
- All breakfasts
- 6 Dinners
- Experienced team of professionals
- Guided rides
- Siena walking tour
- Wine tasting and vineyard tour
- Truffle hunting
- City taxes
- Welcome gift bundle
What’s not included?
- Travel Insurance
- Flights
- Bike hire
- All beverages at meal time
- Lunches
The nuts and Bolts
Useful information about your holiday
Still Undecided?
A super, bespoke, guided holiday in Tuscany with ace guide Alberto and "Director Sportivo" Alberto's Dad at the wheel. Some challenging hills rewarded with breath taking views and great food. We enjoyed a variation of hotels, from super remote to town center, all clean and well appointed. Other activities wine tasting etc were really interesting and we are pleased to report that we beat the Aussies at Truffle hunting. Bikes provided were super quality and nothing too much trouble for Alberto in getting us fitted. Only home 24hrs and missing the trip already, can't wait to go again, maybe to tour the Italian lakes.
Jonathan | Tuscany 2022
| Where to meet? |
Please arrange to meet us at Florence Train Station (Santa Maria Novella) at 14:00. 24 hours before meeting we will contact you via WhatsApp to confirm the name of staff meeting you. Alternative transfers can be arranged but will incur a cost. |
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| Drop off Location? |
Following the conclusion of the tour we will assist you with planning and booking of onward travel. We will run one transfer to Florence airports leaving in the late morning. |
| Transfer Time |
Please consider eating lunch before we collect you from Florence. The transfer time from Florence to the Panzano in Chianti is 1hr. |
| Riding in Tuscany |
The general road conditions in Tuscany are good, mostly are quite with less traffic. The majority of roads in Tuscany are tarmac but we will also be riding on some gravel roads - that are in good condition and can be enjoyed on both a road, gravel or E-Bike. |
| Cuisine |
The food as one may expect in Tuscany is excellent, there are a lot of local specialities that you can look forward to enjoying. Restaurants now cater for both vegan and vegetarians. Homemade local wines and beer a must to try. |
| Hotel Facilities |
The hotels on this tour have pools so we recommend bringing swimming costumes. Hotels also have good wifi and bar service. All hotels have air conditioning. Hotels may charge extra for the use of these facilities. |
| Private Tours & Groups |
We welcome the opportunity to discuss with you a private tour should you be in a group of more than six people. The private tour allows you to choose dates and personalise the itinerary according to your requirements. |
| Weather |
The weather in Tuscany is excellent 9 months a year. It can be hot in July and August and those that prefer to ride in cooler conditions should consider joining us in April, May, September or October. Ride times maybe adjusted to take in to account extreme weather events. |
| What happens next? |
Are you thinking about joining us? You probably have some questions! There are a number of ways to contact us, email is best, we will reply within 24 hours. You can also find a contact form at the bottom of this page. |
Hotels
Vignamaggio
La Certosa di Maggiano
Miraggio Villa
Get In Touch
If you would prefer to give us a call and talk cycling and Italy please WhatsApp us on the number below and we will arrange a call back.
ITA: +39 320 638 4713
Or you can chat to us online also by clicking the button at bottom right of page.
Drop us a direct email to info@italybiketours.com
