Guided Leisure Cycling Holiday - A Taste of Tuscany

Cycling Holidays

Call us on +44 (0)191 265 1110 Open: 9am-5:30pm UK time (Mon-Fri)

or toll free USA and Canada 1-888-414-6437 info@skedaddle.com

+44 (0)191 265 1110 info@skedaddle.com

Holidays that move you

View Gallery Full Screen

Holiday Highlights

Visiting the famous towns of Volterra, San Gimignano, Monteriggioni, Asciano and Siena
Riding through wonderful landscapes, wide open fields, cypress-lined hills and vineyards
Tasting delicious regional culinary specialities
Sampling the best wines of Chianti, Montepulciano and Montalcino
Experiencing Italian culture at its finest
Having an afternoon aperitivo in Piazza Campo in Siena

View Holiday Schedule

Day	Description	Distance	Meals
1	Arrival into Pisa Airport - Transfer to Volterra
2	Volterra to San Gimignano	25 Miles / 40 Kms Approx.	B
3	San Gimignano to Monteriggioni	25 Miles / 40 Kms Approx.	B L
4	Monteriggioni to Buonconvento	37 Miles / 60 Kms Approx.	B L D
5	Buonconvento to Asciano	25 Miles / 40 Kms Approx.	B D
6	Asciano to Siena	31 Miles / 50 Kms Approx.	B L
7	Departure from Siena - Transfer to Pisa Airport		B

Meals: B = Breakfast L = Lunch D = Dinner | Please keep in mind the distances and ascent information provided are intended to be indicative and may vary from the actuals due to accommodation changes or when compared on different GPS devices and software

For more information download our trip notes

Holiday Information

This fantastic cycling holiday in Italy really showcases the beautiful Tuscan countryside. Rural Tuscany is synonymous with undulating green hills capped by medieval tile-roofed towns punctuated by cypresses, churches and stone farmhouses. The rolling green countryside will be the backdrop for most of our ride and we'll have the chance to explore the Crete Senesi and the Val d'Orcia which are among the most classic and beautiful areas in the whole of Tuscany.

As we cycle through Tuscany's natural beauty, we'll experience thrilling riding along steep valleys, dense forests, rivers and the legendary routes from Volterra to San Gimignano, Monteriggioni and on to Siena.

After arriving in Pisa we'll drive through the Tuscan landscape, arriving at our first accommodation in Volterra, one of the many historical towns we'll be visiting throughout the week. The subsequent days will see us following quiet roads, riding past picturesque farmhouses nestled amidst olive groves, vineyards and forests on our way to the medieval towns of Abbadia Isola, Monteriggioni, Buonconvento and Siena. Towns steeped in Italian Renaissance atmosphere, scattered with great restaurants, superb gelaterias and the excellent wines of Chianti and Montalcino, what better way to visit Tuscany?

Our Taste of Tuscany holiday is run as a fully guided tour with two set departures per year. However, if you enjoy a little more freedom and flexibility then we do have a slightly gentler, self-guided version of this holiday available.

For more information download our trip notes

Holiday Feedback

Really enjoyed every aspect of the holiday.

Great scenery, wonderful food, brilliant guides.

I cannot praise our guide highly enough. She was funny, kind, fun, spoke good English, arranged extra excursions, came out with us each evening etc. she is a very strong cyclist and make every day look easy and fun.

Sarah, West Yorkshire
This trip was excellent

The two guides made an excellent team and did all they could to make our trip enjoyable. They constantly adjusted for poor weather etc and ensured everything ran smoothly.They are a credit to Skeddadle. Thank you!

Jo, Sheffield
Excellent...

Both tour leaders / guides were extremely knowledgeable and helpful. They were always available.

It was a bit more expensive than my skiing holidays usually are, but the standard of the accommodation was better than I have come to expect on ski holidays, which makes up for it. It was my first cycling holiday, but it won’t be my last, and Skedaddle will definitely be top of my list.

Fred, Lancashire
I had a fantastic time in Tuscany

Excellent cycling, beautiful scenery and great company. There were a few cheeky climbs but the rewards were amazing views, great descents and a big sense of achievement. I also enjoyed sampling the local food and wine and with a great bunch of cyclists. The picnic lunches as always were fantastic too!

The team leader did an amazing job looking after everyone. She was always available to help with whatever we needed and always with a smile. This included extra rides for those that wanted it and lessons in speaking italian! An all round great host for our italian cycling adventure.

Jolene, Hampshire
Very good...

Our guide Cristina did a great job and made sure that everything went according to plan. Both Leif and Guiseppe were excellent guides too. Guiseppe in particular was very patient with the slower cyclists in the group and made getting up those hills a little more bearable.

Marianne, Hertfordshire
Thank you....

..to our Tour Leader Cristina for making our holiday so very enjoyable. She worked hard to ensure everyone was happy, going out of her way to deliver the riding we expected. Our other guides were very good-Leif has a vast wealth of historical and local knowledge and is an excellent and polite host. Guiseppi leads at a perfect pace. Thank you both, you made it fun!

Nick, Wiltshire
Very good...

Every day was made very enjoyable due to the people we met. Our tour leader Cristina was fantastic. Always a smile and good sense of humour. Took us on a lovely ride on the rest day. A real people person. She has recommended the Lakes of Lombardy….we well may be tempted!

Christine, Cumbria

Download Trip Notes

Book Now

Skedaddle News, Views and Holiday Stories

UNESCO Italy: Cycle through history…

History oozes from the very foundations of Italy, so we thought we’d catch up with our top cat here, Naomi Lindfield, to find out her favourite UNESCO-inspired cycling trips, for your chance to cycle through history… Think of Italy and aside from pizza,…