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Tour of Tuscany Cycling
4.9 ★★★★★ 168+ Google Reviews

Tour of Tuscany

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

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

Trip Overview

The Tour of Tuscany is one of our most spectacular European cycling routes, taking in the Renaissance cities of Pisa, Florence, and Siena across three challenging but unforgettable days. With over 4,400m of climbing through the rolling Tuscan hills, vineyards, and olive groves, this is a ride that rewards every pedal stroke with jaw-dropping scenery. The route takes you along quiet roads through medieval hilltop towns, past cypress-lined drives, and through some of the most photographed landscapes in the world. Evenings are spent in characterful Italian hotels with world-class food. This is cycling as it should be — hard on the legs, easy on the soul.

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.

Through the Arno Valley and Tuscan hills to the Renaissance capital.

The queen stage. Rolling Chianti hills, vineyards, and the stunning approach into Siena.

Return through the Tuscan countryside to finish at the Leaning Tower of Pisa.

Route Map

Day 1 Day 2 Day 3 Day 4

Elevation Profile

DAY 1 DAY 2 DAY 3 DAY 4

Total Ascent

7,651 m+

Highest Point

619m

Total Distance

424 km

What's Included

Included

  • Expert cycling guides throughout
  • Full mechanical support vehicle
  • 2 nights accommodation (twin share)
  • All breakfasts and dinners
  • Energy station snacks & drinks
  • Luggage transfers each day
  • Finisher medal & certificate
  • Route GPS files & digital maps

Not Included

  • Flights or Eurostar travel
  • Bike hire (available as add-on)
  • Travel insurance
  • Lunches (purchased on route)
  • Personal spending money
  • Single room supplement

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.

Gallery

Photos from past participants. Your adventure awaits!

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