DAY 1 | Arrive Rome Italy

  • Our Staff will meet you at Rome Airport and you will be coached to our accommodation i Tuscany
  • After check in we will assemble bicycles and take a short ride to freshen the travel legs and ensure that the bikes are in great mechanical shape for the cycling ahead.
  • Tonight we will host you to a welcome dinner in the Hotel Gardens

DAY 2 | Towers of San Gimigagno, Italy

  • Distance: 50kms
  • Total Vertical Climb: 814m
  • Max slope: 6.77%
  • Estimated Time: 3 hrs
  • Today's Ride is Rated: Easy

Today’s ride is a fabulous introduction to the Tuscan Sun and provides a taste of things to come with picture postcard scenery culminating in our arrival at the medieval town of San Gimignano where we stop for brunch and an extended break for walking the streets and alleyways of this stunning Tuscan town famed world over for its towers.

DAY 3 | Chianti Heartland, Italy

  • Distance: 80kms
  • Total Vertical Climb: 1444 m
  • Max slope: 10.22%
  • Estimated Time: 5 hrs
  • Today's Ride is Rated: Moderate

Today we take a longer ride with a few more lumps as we head to Castellina and Greve in Chianti where we will take time out for coffee and a wander through this amazing town sampling local produce as we go. Then it is time to head home to a well-deserved dip in the Hotel pool perhaps.

DAY 4 | Radicondoli & Casole D'Elsa, Italy

  • Distance: 77kms
  • Total Vertical Climb: 979m
  • Max slope: 9.32%
  • Estimated Time: 4 hrs
  • Today's Ride is Rated: Moderate

Heading South from our base, our destination is the medieval hilltop village of Radicondoli. This beautiful medieval hamlet, a long way off the beaten path, is well worth a look around. It is also very scenic with sensational views from the top when we arrive. Coffee and sustenance before we head to Mensano and Casole D’Elsa before returning home once more.

DAY 5 | Rest Day

Time to treat yourself to the Cities of Tuscany. Both Florence and Siena are easily achievable and should not be missed.


DAY 6 | Volterra, Italy

  • Distance: 45km
  • Total Vertical Climb: 940m
  • Max slope: 13.93%
  • Estimated Time: 3 hrs
  • Today's Ride is Rated: Moderate

A later start today, our aim is Volterra which is a town of great architectural interest located 1770 feet above sea level between the rivers Bra and Cecina. Volterra boasts two fine castles and Etruscan remains. Perhaps more importantly the ambience of Volterra is amazing easily rivalling that of the more famous destination of San Gimignano. This then is the reason for our late departure – time to wander the streets and shop before we dine at a fabulous restaurant before being coached back to our Hotel.

DAY 7 | Castellina in Chianti & Monteriggioni

  • Distance: 50KMS
  • Total Vertical Climb: 776m
  • Max slope: 10.22%
  • Estimated Time: 4 hrs
  • Today's Ride is Rated: Moderate

Castellina in Chianti is a typical Tuscan wine village located atop a forested hillside.  Stopping here for coffee and sustenance before pressing on to Monteriggioni, which is without doubt, one of the most classical and best known Italian walled towns. Time again for a wander and perhaps some lunch here before heading home. Sadly this afternoon it is time to pack and prepare for our journeys home


 DAY 8 | Coach Transfer to the Veneto

Today we leave Tuscany behind and move to the beautiful region of the Veneto.

Approximate Travel Time 4 Hrs

DAY 9 | Marostica & Lusianna

  • Distance: 60kms
  • Total Vertical Climb: 888m
  • Max slope: 11.11%
  • Estimated Time: 3 hrs 30 MINS
  • Today's Ride is Rated: Easy

Our first venture on the Italian foothills takes us  first through the ancient Village of Marostica then upward via Breganze to the hillside Village  of Lusiana on some sharp climbs followed by some sharp descents back to our Villa.

DAY 10 | Monte Grappa

  • Distance: 50kms
  • Total Vertical Climb: 1589m
  • Max slope: 15.4%
  • Estimated Time: 5 hrs
  • Today's Ride is Rated: Difficult

Our legs well prepared by our miles in France, today we tackle the 3rd most difficult Mountain in Italy, Monte Grappa. With major climbs and major descents this is a ride to add to any cyclists belt.

DAY 11 | Rest day




DAY 12 | Brenta Valley Gorge, Arsie & Feltre

  • Distance: 101kms
  • Total Vertical Climb: 1518m
  • Max slope: 17.34%
  • Estimated Time: 5 hrs
  • Today's Ride is Rated: Difficult

A delightful road following the fast flowing Brenta along the Valley floor toward Trento before a climb to the Arsie Plateau and on to Feltre and home through Pederobba.

DAY 13 | The Asiago Plateau

  • Distance: 75 kms
  • Total Vertical Climb: 1468 m
  • Max slope: 16.42%
  • Estimated Time: 5 hrs
  • Today's Ride is Rated: Moderate

Again the climbing legs are required as we ride up the escarpment to the Asiago Plateau.  On top we savour some of the delights of Alpine Plateaus, Cheeses and rolling hills before some wonderful descents back to the Brenta Valley and on home to Bassano.



DAY 14 | Valdobbiadene

  • Distance: 77kms
  • Total Vertical Climb: 878m
  • Max slope:6.92%
  • Estimated Time: 5 hrs
  • Today's Ride is Rated: Moderate

Our journey today takes us toward the heart of the Prosecco wine region where we will ride among vineyards and rolling hills before turning back toward Bassano for the delightful ride to the charming Village of Asolo where we will aim to arrive for lunch.


DAY 15 | Mystery Day

On every tour, we have a dedicated day where options are provided and you get to shape our itinerary. Some options may include

  • White Water Rafting
  • Mountain Trek
  • Cooking Classes
  • Spa Treatments
  • An Additional Special Mountain Climb

Whatever we decide - tonight you should conclude your day with sunset drinks on the beautiful Ponte Vecchio.

About the Ponte Vecchio

The Ponte Vecchio or Ponte degli Alpini is the covered wooden pontoon bridge designed by the architect Andrea Palladio in 1569. 

It is considered one of the most characteristic bridges in Italy. Built entirely of wood it has undergone numerous interventions and reconstructions since its origin. During the First World War it was a major thoroughfare for troops defending the territories of the norther borders of Ital

Because of its strategic location it has been destroyed and rebuilt many times, the last time in World War II



N Bassano (8).jpg

DAY 16 | Coach Transfer to Venice

The Cycling done we now have 3 days of rest and Relaxation. An opportunity to wine, dine, shop and do the tourist trips to Venice andChioggio before our departure for Australia.


DAY 16 - 19 | Venice

In full summer, tourists can outnumber locals by two to one in Venice (which is why we never come in full summer). Despite this Venice is not to be misses and is truly an exquisite City that seems miraculously built on water.

If it does get too busy for you, remember that  you are never more than a bridge and an alley away from a more secluded city, full of secret (squares), beautiful  palazzi and jumping  wine bars. On a very hot day, Venice's churches are a fabulous spot to take a break, savour the cool air and reflect on your amazing holiday. 

And of course, every romantic should take a Gondola ride at least once in a lifetime.


DAY 19 | Departure

Today you will be coached to Venice airport for your departure.