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Europe
Italy

Tuscany

A cycling vacation between valleys and fine dining
Guided tour
The Guided Tour package is our turnkey solution. You choose your destination and we take care of the rest! Itineraries, accommodation, meals, roadside assistance—everything is planned, so all you have to do is ride. Best of all, you can ride at your own pace, leaving whenever you want. Our guide is there for you throughout the trip and will ensure that your days on the bike go perfectly.
Flight included

Starting from

6399$

per person

Duration

15 days

14 nights

Level

Level:

4 - Advanced - hilly and mountainous - 50 to 90 km

Dates and prices

Date*
Duration
Prices starting from
Note
Date*
September 11 to 26, 2026
Duration
15 days / 14 nights
Price starting at:
$6,399 per person
Guaranteed departure
( * Contact us to check availability. )

The dream life

Tuscany is the stuff of dreams! Life is good in this Italian region, where every kilometer you travel reveals a hamlet more ancient and picturesque than the last, and every bend in the road unveils a postcard-perfect landscape. Amidst vineyards, villages, and valleys, you will discover Tuscany from the heights of its pretty hilltop villages, before diving into its simple but delicious cuisine that showcases the quality of local ingredients.

From Montepulciano to San Vincenzo via Siena and Elba Island, wherever you look, art and history come together. There's no better way to discover them than on two wheels!

Package includes

air transportation of the passenger, their luggage, and their bicycle with Air Transat;

transfer between the airport and the hotel, at the destination, on arrival and departure;

the bus transfer scheduled for day 14;

14 nights in a three- or four-star hotel, double occupancy;

14 breakfasts and 3 dinners;

  • Transportation of luggage between each stage town (one per person, maximum 20 kg) as well as transportation of the bike box;
  • Route mapping by the guide and updating of GPX data via Ride with GPS before the group departs;
  • Supervision of a VQV guide;
  • Mechanical breakdown assistance and access to a support vehicle;
  • Sharing of GPX or Ride with GPS data, maps, and daily itineraries in electronic format 24 or 48 hours before departure;
  • Taxes;
  • Protection from the Travel Agents Customer Compensation Fund (FICAV) of $1 per $1,000, as well as the applicable discount.

 

Package includes

air transportation of the passenger, their luggage, and their bicycle with Air Transat;

transfer between the airport and the hotel, at the destination, on arrival and departure;

the bus transfer scheduled for day 14;

14 nights in a three- or four-star hotel, double occupancy;

14 breakfasts and 3 dinners;

  • Transportation of luggage between each stage town (one per person, maximum 20 kg) as well as transportation of the bike box;
  • Route mapping by the guide and updating of GPX data via Ride with GPS before the group departs;
  • Supervision of a VQV guide;
  • Mechanical breakdown assistance and access to a support vehicle;
  • Sharing of GPX or Ride with GPS data, maps, and daily itineraries in electronic format 24 or 48 hours before departure;
  • Taxes;
  • Protection from the Travel Agents Customer Compensation Fund (FICAV) of $1 per $1,000, as well as the applicable discount.

 

Package excluding

equipment, such as a bicycle

travel and cancellation insurance

 

 

Package excluding

equipment, such as a bicycle

travel and cancellation insurance

 

 

Other information

Departure/return

Montreal-Trudeau/Rome-Fiumicino

Rome-Fiumicino/Montreal-Trudeau

For groups of 12 or more cyclists, accompanied by our guide.

Route rating: 4
fairly difficult route;
hilly and mountainous;
relatively significant elevation changes; from 50 to 90 km.

Other information

Departure/return

Montreal-Trudeau/Rome-Fiumicino

Rome-Fiumicino/Montreal-Trudeau

For groups of 12 or more cyclists, accompanied by our guide.

Route rating: 4
fairly difficult route;
hilly and mountainous;
relatively significant elevation changes; from 50 to 90 km.

Check the elevation profiles

Discover the elevation changes along this route and plan your upcoming trip with all the necessary information. Please note that elevation changes are provided for informational purposes only and may not always reflect the actual conditions on the ground.

Day-by-day cycling itinerary

Short route: 304 km / Long route: 845 km
1

Day 1

Arrival in Rome and transfer to Arezzo (3.5 hours).

2

Day 2

Free day or loop via Palazzo del Pero, Castiglion Fiorentino, Rigutino. Option via Alpe di Poti, Passo di Monte Dogana, Santa Cristina, Colle Secco (28 to 46 miles).

3

Day 3

Arezzo, Monte San Savino, Lucignano, Foiano della Chiana, Camucia, Cortona. Loop via Castello di Gargonza (60 to 74 km).

4

Day 4

Cortona, Petrignano del Lago, Pozzuolo, Acquaviva, Montepulciano. Loop via Castiglione del Lago (25 or 38 miles).

5

Day 5

Free day or loop via Pienza, San Quirico d'Orcia, Monticchiello. Loop via Castelmuzio, San Giovanni d'Asso, Torrenieri (49 to 81 km).

6

Day 6

Montepulciano, Trequanda, Asciano, Vescona, Arbia, Siena. Loop via Chiuzure (68 to 86 km).

7

Day 7

Free day.

8

Day 8

Free day or loop via Quercegrossa, Castellina in Chianti, Radda in Chianti, Pianella, Ponte a Bozzone. Option via Gaiole in Chianti, Rietine, La Madonna di Brolio, Bossi (64 to 82 km).

9

Day 9

Siena, Volte Basse, Sovicille, Pievescola, Casole d’Elsa, Volterra (42 miles).

10

Day 10

Free day or loop via Castel San Gimignano, San Gimignano, Castagno, Prata d’Era (41 miles).

11

Day 11

Volterra, Volterra Salt Pans, Ponteginori, Guardistallo, Casale Marittimo, Bibbona, San Giusto, San Vincenzo (62 km).

12

Day 12

Free day or loop around Elba Island (ferry costs not included) (27 to 67 miles).

13

Day 13

Free day or loop via Castagneto Carducci, Sassetta, Suvereto, Cafaggio, Campiglia Marittima (53 km).

14

Day 14

Transfer from San Vincenzo to Rome (3.5 hours).

15

Day 15

Transfer to Rome airport and return to Montreal.

Contact us

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