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20+ YEARS OF UNFORGETTABLE ADVENTURES

Tour of Tuscany Cycling
5.0 ★★★★★ 168+ Google Reviews

Tour of Tuscany

Pisa. Florence. Siena. Three cities. Three days. Four thousand metres of Tuscan climbing.

3 Days
368km Distance
Challenging
10–200 Group Size
5.0 Google Rating

Trip Overview

A truly wonderful journey through the very best of rural and untouched Italy. Experience historical cities, stunning river valleys, winding roads and scenic hills during this awesome adventure. Oh, and the delicious Italian food, wine and hospitality isn't bad either!

Who is this for?

Challenging

Suited to strong leisure cyclists or regular club riders. The daily distances and climbing require solid fitness — you should be comfortable on hilly rides of 100km+. The stunning scenery makes the effort worthwhile.

Easy — No experience needed
Moderate — Some fitness required
Challenging — Good fitness essential
Extreme — Very high fitness required

Itinerary

All timings are approximate and subject to conditions.

Meet Adventure Café team and get bikes ready for riding.

via Lucca. Approx 132km / 1424m+

via the Chianti wine region. Approx 102km / 1709m+

via San Gimignano. Approx 134km / 1283m+

What's Included

Included

  • Hotel Accommodation - 3/4* standard, bed and breakfast
  • Pre-Event Planning & Communications
  • Bespoke Challenge Portal
  • Support Driver & Van
  • Experienced Ride Leader
  • Picnic-Style Lunches
  • First-aid trained staff and supplies
  • Ride Snacks
  • Access to training plans, kit lists, nutritional guides and more
  • GPX files

Common Questions

Yes, a valid passport is required for travel to Italy.
Very. Over 4,400m of total ascent across three days. Day 2 (Florence–Siena) is the hardest with 1,709m of climbing.
Tuscany is warm from May to October. Expect 20-30°C. Occasional rain is possible.
Yes, we schedule coffee stops in picturesque villages. Italian espresso is a highlight.
Yes, we can build in shuttle options for riders who want shorter days.
What Riders Say

Tour of Tuscany — Participant Stories

★★★★★

"Just on the train home from Bordeaux after the most incredible ride experience from Paris to Bordeaux. Wayne and Mike deserve a huge amount of credit, they've been fantastic."

Harriett Busby

Google Review

★★★★★

"This was my first time cycling with Adventure Cafe; first time riding from London to Paris and my first time riding this sort of distance over 3 days. Lots of preparation had gone into this from AC prior to departing London."

Melv

Google Review · Tour of Tuscany