L'Eroica

Self-Guided Cycling Holiday in Eroica Tuscany

by

Gusto Cycling - UK

Gusto Cycling is a bespoke cycling tour operator specializing in immersive cycling experiences across Tuscany. Founded by Marco, whose passion for cycling and deep roots in Tuscany inspired the creation of the company, Gusto Cycling offers tailored itineraries that showcase the region's rich culture, stunning landscapes, and culinary delights.

Trip duration

7 days, 6 nights, 5 days biking

Accommodation level

RURAL GLAM

Formula

Self guided

Trip style

E-bike ready, Gravel, Roadbike

Diffculty level

★ ★ / ★ ★ ★

Total distance & elevation

205 km / up to 3000 m D+

Price from

1.750,00

from Siena to Montalcino 

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!

Embark on a self-guided cycling adventure through Southern Tuscany, a region celebrated for its rolling hills, medieval towns, and rich cultural heritage. This tour offers the flexibility to start on any day of the week, allowing you to tailor the experience to your schedule. With comprehensive support, including detailed route notes, GPS maps, and luggage transfers, you can focus on enjoying the ride and the breathtaking scenery.

Included

Package includes:

  • 5 nights' accommodation in selected 3-star hotels and agriturismos
  • Daily breakfast
  • Luggage transfers between accommodations
  • Detailed route notes and GPS maps
  • Emergency support

OPZIONI

  • Bicycle rental (road bikes, hybrids, or e-bikes)
  • Additional nights before or after the tour
  • Wine tastings and guided tours
  • Airport transfers

Not included

  • Flights or transportation to the starting point
  • Lunches and dinners
  • Bicycle rental (available upon request)
  • Travel insurance
  • Personal expenses

Daily program

The complete program consists of 5 days, 4 nights, and 3 days of cycling.

  • Day 1: Arrival in Siena Arrive in the historic city of Siena. After checking into your hotel, take the opportunity to explore the city's medieval streets, the famous Piazza del Campo, and the stunning Siena Cathedral. Overnight in Siena.
  • Day 2: Siena to Montalcino (Approx. 56 km) Begin your ride heading south through the Crete Senesi, characterized by its unique clay hills and panoramic views. En route, visit the charming village of Asciano before reaching Montalcino, renowned for its Brunello wine. Overnight in Montalcino.
  • Day 3: Montalcino to Pienza (Approx. 45 km) Cycle through the picturesque Val d'Orcia, a UNESCO World Heritage site, passing through San Quirico d'Orcia. Arrive in the Renaissance town of Pienza, known for its pecorino cheese and harmonious architecture. Overnight in Pienza.
  • Day 4: Pienza to Montepulciano (Approx. 50 km) Today's route takes you through rolling hills and vineyards to the hilltop town of Montepulciano, famous for its Vino Nobile wine. Explore the town's historic center and enjoy a wine tasting. Overnight in Montepulciano.
  • Day 5: Montepulciano to Cortona (Approx. 54 km) Ride towards the charming town of Cortona, offering panoramic views over the Val di Chiana. Explore its Etruscan heritage and vibrant arts scene. Overnight in Cortona. 
  • Day 6: Departure After breakfast, depart from Cortona. Optional transfers to nearby train stations or airports can be arranged upon request.

Accommodation level

RURAL GLAM: Stay in a selection of charming 3-star hotels and agriturismos, offering authentic Tuscan hospitality and comfort.

Formula

 

Rider level

LEVEL 2 - 3: Suitable for intermediate to experienced cyclists comfortable with daily rides of 50-70 km over undulating terrain. For those seeking a more relaxed experience, electric bikes are available upon request.

Dates and prices

all year long
Group guided
from € 1750
Listed periods don't fit? Ask for your own custom tour

What people say about us

Chianti landscape along Eroica route
Gravel, Eroica pure vintage style

INTIMATE EROICA, CYCLING SOLO IN THE MOST BEAUTIFUL PLACE IN THE WORLD!

I was alone, and cycling solo in those places is beautiful: you never get bored, just look up from the handlebars to realize that you are blessed and lucky to be there.

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Don't keep it to yourself, tell us your story and inspire others!

OK, I SHARE IT! EROICA STORIES

Thank you

THANK YOU "EROICO"

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Terra Eroica staff

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