Tuscany

Chianti and Brunello hills to the wild Maremma coastline

Ride from the rolling hills of Chianti through the timeless landscapes of Val d’Orcia and down to the wild beauty of the Tuscan Maremma. The route follows vineyard-covered hills, medieval villages, cypress roads, and open countryside, revealing the changing character of southern Tuscany through its landscapes, traditions, and wines; from Chianti Classico and Brunello di Montalcino to the bold coastal reds of Maremma. A journey by bike through some of Tuscany’s most authentic and diverse wine territories.
Total
distance
Total
ascent
Bike
excursion
Bike
recommended
EXPERT
7 DAYS / 5 BIKE DAYS
(270 KM / 170 ML) (4500 mt / 14500 ft) (3 - 4 h) Gravel & Road bike
CLASSIC
7 DAYS / 5 BIKE DAYS
(220 Km / 140 Ml) (3500 mt / 11500 ft) (2 - 3 h) Gravel bike, Road bike & E-bike
LEISURE
7 DAYS / 4 BIKE DAYS
(160 Km / 100 Ml) (2500 mt / 8000 ft) ( 2 - 3 h) E-bike
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Chianti and Brunello hills to the wild Maremma coastline

Tour details

Start: Chianti area

Finish: Maremma area

Wines:

Chianti Classico DOCG, Brunello di Montalcino DOCG, Rosso di Montalcino DOC, Nobile di Montepulciano DOCG, Rosso Montepulciano DOC, Orcia DOC, Morellino di Scansano DOCG, Bianco di Pitigliano DOC, Vermentino Maremma DOC

Where to stay

Day 1 – 2 Chianti area
(Barberino Val d’Elsa, Castellina in Chianti, Gaiole in Chianti, Radda in Chianti or Castelnuovo Berardenga area)
Day 3 – 4 – 5 Val d’Orcia area (Montalcino, San Quirico d’Orcia, Pienza area)
Day 6 – 7 Maremma area (Scansano, Saturnia or Pitigliano area)

Best time to ride

March, April, May, June, September, October, November

Nearest airport

Reccomended arrival airport: Florence airport 1 h Pisa airport 2 h
Reccomended departure airport: Pisa airport 2 h, Rome airport 2 h, Florence airport 2 h 30 min

✓ What's included

  • Expert Bike-Guide
  • Customized itineraries depending on the level selected
  • GPX tracks
  • Road Bikes, Gravel Bikes or E-bike
  • High-level mechanical support with bike fit upon arrival, daily bike maintenance and cleaning
  • Two Customized WINE RIDERS Cycling Kit
  • Water, bars, salts and Coffe breaks during the stage
  • Van to support and provided luggage service throughout the entire itinerary
  • Daily food and wine experience to selected wineries, local producers
  • Four typicals dinners included
  • Off Road wine tour in Chianti by Land Rover Defender

× What's not included

  • Hotel accommodation
  • Breakfasts, lunches, and dinners not included in the organized experiences
  • Travel insurance
  • Tips
  • Extra services on request
  • Anything not specifically mentioned under “Included”

Our itineraries include routes along secondary roads, mostly paved, with little traffic and set in open countryside.

The experiences we have selected will bring you into contact with the most authentic wineries in the region, including cellar visits and food & wine tastings.

Our team will be delighted to plan your vacation with you, whether you're a couple, a family, or a group of friends, for anywhere from a minimum of 2 to a maximum of 12 people. For further requests, do not hesitate to contact us

Chianti and Brunello hills to the wild Maremma coastline

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