San Gimignano, Italy

€1300 (per person) / 8 nights / B&B

Holiday Details

Ride Grading

Grade 1: Moderate: generally easy routes, traffic free or on quiet roads or trails over short distances. MTB Grading: NA

Grade 2: Challenging: for new to cyclists wanting a challenge, with some rolling hills but no big climbs. MTB Grading: Green

Location

San Gimignano, Tuscany, Italy

Holiday Highlights

Gusto Cycling Offers a wide range of Tuscany cycling options to suit all tastes. Tuscany has it all, History, Art, Culture, amazing gastronomy and great wine! plus the added bonus of an enjoyable cycle through its varied countryside and medieval places which have hardly changed for over 600 years!

It’s no surprise that Tuscany is so popular and draws people from walkers and cyclists. Its undulating countryside, hilltop medieval towns with rewarding and far-reaching views is a satisfying end to great days cycling at your own leisurely pace.

It’s a relaxing holiday where you stop for a cappuccino when you like, have a relaxing lunch whenever you want, enjoy a wide variety of accommodation from agriturismos’ to fabulous villas and hotels to suit your budget. After a day of discovery enjoy a delicious local home-cooked cuisine and a glass of wine from one of the many vineyards dotted all over the countryside.

The emphasis is to discover, enjoy, and admire Tuscany and all its cultural treasures as you cycle along quiet country roads, some are undulating of course. A new feature is the introduction of electric hybrid bikes which has proved more and more popular for those who want to enjoy a cycle experience with their partner or friends and still keep fit!

There are 2 distinct Cycling Holidays to consider one is Tuscany North and the other Tuscany South, see below each detailed tour proposals and then decide which one is for you or if you wish to make any changes.

Remember the tour can start any day of the week and in any month, you have complete flexibility to decide when to visit Tuscany.

Holiday Itinerary

Tuscany South

Day 1 – Arrive in San Gimignano beautiful hilltop walled town UNESCO world heritage site

San Gimignano beautiful hilltop walled town (Unesco world heritage site) famous for the towers and stay 5km outside in a nearby family-owned agriturismo.

Day 2 – Cycle to the heart of Chianti region to Radda In Chianti

Cycle to Chianti one of Italy’s Most Famous Wines. Chianti wine is one of the most appreciated wines around the world. stay inside the medieval town of Radda in Chianti in the heart of Chianti and stay inside a fabulous 4-star hotel. 69km 1,179m Elevation, or shorter direct route 58km 940m Elevation.

Day 3 – Cycle around the Chianti area – visiting 3 different wine estates return to Radda in Chianti

Cycle around the Chianti area – visiting 3 different wine estates and Gaiole in Chianti, it’s not a long cycle day but a nice and fun day out to relax amongst the vineyards and enjoy lunch. 38km 658m Elevation.

Day 4 – Cycle through Crete Sinesi to an Agriturismo in Serre di Rapolano area

Heading south to the region of Crete Sinesi and Val d’Orcia UNESCO World Heritage Area staying in the Serre di Rapolano area staying in an Agriturismo or something a bit more special in a stunning castle. 68km 993m Elevation.

Day 5 – Cycle to Pienza, an exquisite Renaissance medieval small town

Cycle to Pienza, exquisite Renaissance medieval small town with stunning views of the countryside. Pienza is home to the world-famous pecorino cheese. Pienza is located in the heart of Val d’Orcia a region designated Unesco world heritage. 38km 831m Elevation.

Day 6 – Cycle to the imposing medieval hilltop town of Montepulciano Return to Pienza

Cycle to the imposing medieval hilltop town of Montepulciano, Italy. Surrounded by vineyards, it’s known for its Vino Nobile di Montepulciano red wine. 39km 758m Elevation.

Day 7 – Cycle to Montalcino and discover the beautiful medieval town

Cycle to Montalcino and discover the beautiful medieval town, one of the most evocative towns in the Val d’Orcia with stunning views of the countryside – Montalcino is home to the world-famous Brunello di Montalcino Wine that defines this tiny Tuscan outpost. 30km 607m Elevation or longer route if required 43km 922m Elevation or longer.

Day 8 – Check out of the hotel in Montalcino

Check out of the hotel, private transfers arranged for you to Buonconvento train station for your onward destination or airport.

Description of Accommodation

The accommodation varies from 3 and 4 stars hotels to family Agriturismo's all hand picked ny myself offering good location, good quality family cooked Tuscan food and knowing the owners of the property.

Remember I have been running these trips for 10 years and if you view Tripadvisor you can see my dedication to all matters of my clients cycling holiday matter to me so that my customers have a fun filled week of exciting cycling experience to really immerse yourself in getting to know Tuscany by bike.

https://www.tripadvisor.co.uk/Attraction_Review-g1186912-d5461412-Reviews-Gusto_Cycling-Pieve_a_Nievole_Montecatini_Terme_Province_of_Pistoia_Tuscany.html

Offers

Prices included For Tuscany South

• Choose any day of the year to start your holiday you have to compete flexibility.
• 7 nights accommodation on a bed and buffet breakfast basis, accommodation is personally chosen and known to me.
• Dinner included in San Gimignano & Serre du Rapolano Agriturismo’s
• Deliver 2 Hybrid Bikes to San Gimignano accommodation
• Rental of 2 Hybrid Bikes helmets and water bottle & puncture kit provided.
• Collect 2 Hybrid Bikes from Montalcino.
• Luggage service included x 4 times.
• Especially created GPS routes for each day which can be downloaded to your iPhone or Garmin with locations indicated for coffee and lunch stops and places of interest along the way.
• On the last day of checking out, private transfer arranged to take you to Buonconvento train station for your onward train journey.
• My knowledge and insight of the area to give you the best experience of a Tuscany bike holiday.
• Daily Contact with myself to see your progress.

Price from £1,169 per person based on 2 people sharing.

Extra Services Not included

• Upgrade to Carbon or Electric Bikes .
• Pisa or Florence Airport transfer to San Gimignano .
• Montalcino transfer to Pisa or Florence Airport.
• Additional days pre or post tour can be arranged


Tuscany Cycling Holidays

Both North and South Tuscany Tours offer a varied mix terrain of rolling hills, medieval towns, small villages with tree-lined cypress trees, vineyards, and olive trees, Tuscany south has more climbing it’s certainly not all flat in Tuscany….… choosing an electric bike would make the journey much easier and less stressful and would be recommended for Tuscany South if you feel you are not quite fit enough or capable of completing the distance.

In July and August, I would always recommend an electric bike in all cases just because the heat would tire you much quicker during the day.

Each tour will give you get the chance to see amazing hilltop medieval towns/villages, stunning views of the countryside, wine estates, historic towns, great food, and wine in a relaxed and enjoyable cycle day going at your own pace.

I hope the tours above give you a better idea of routes and keys places of interest each day Remember Tuscany offers for the cycling enthusiasts an ideal scenario for all levels to anyone just wishing to pedal calmly while enjoying the beauty of TUSCANY.