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Bike tour, Tuscany, Italy (guided groups)

6 days
•
From Florence to Bologna
5.0 (4 reviews)
Bike tour, Tuscany, Italy (guided groups) - The Chain Gang Cycle Tours

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Plan your adventure:
Bicycle
Pedal through scenic landscapes on two wheels
Partially Guided
Independent travel, featuring selected guided excursions
Medium Intensity
Travelers should be comfortable with somewhat-demanding activities
Guided in English
Other languages on request: Italian, French
Group Size 4 - 15
Ages 12+

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Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Florence to San Gimignano

    Florence to San Gimignano
    Meals
    Dinner (Dinner with local Vernaccia di San Gimignano wine, with views across Chianti)
    Landmarks
    San Gimignano
    Itinerary Image 1Itinerary Image 2
  3. Day 2

    San Gimignano - Chianti

    San Gimignano - Chianti
    Meals
    Breakfast, Dinner

    Included Activities

    • Cycling through vineyards and cypress tree avenues in Chianti

    Optional Activities

    • Explore San Gimignano
    Landmarks
    San Gimignano
    Chianti
    Barberino
  4. Day 3

    Chianti - Vagliagli

    Chianti - Vagliagli
    Meals
    Breakfast, Dinner

    Included Activities

    • Visit cantine in Greve-in-Chianti
    • Wine tasting at Chianti Classico producers

    Optional Activities

    • Explore Greve-in-Chianti
    • Explore Radda-in-Chianti
    Landmarks
    Greve-in-Chianti
    Radda-in-Chianti
    Chianti Classico
  5. Day 4

    Chianti - Siena

    Chianti - Siena
    Meals
    Breakfast, Dinner

    Included Activities

    • Cycling through Siena

    Optional Activities

    • Visit Monteriggioni
    Landmarks
    Monteriggioni
    Siena
    Piazza del Campo
  6. Day 5

    Siena to Asciano

    Siena to Asciano
    Meals
    Breakfast, Dinner

    Included Activities

    • Cycling through le Crete countryside
    Landmarks
    le Crete
    Asciano
  7. Day 6

    Asciano - Montalcino

    Asciano - Montalcino
    Meals
    Breakfast, Dinner

    Included Activities

    • Visit Abbey of Monte Oliveto Maggiore
    • Wine tasting at Val di Suga estate
    • Cycling through Tuscan countryside

    Optional Activities

    • View frescoes of St Benedict at Abbey of Monte Oliveto Maggiore
    Landmarks
    Abbey of Monte Oliveto Maggiore
    Montalcino
  8. Day 7

    Montalcino - Montepulciano

    Montalcino - Montepulciano
    Meals
    Breakfast, Dinner

    Included Activities

    • Visit Abbey at Saint Antimo
    • Wine tasting at Avignonesi estate
    • Cycling through Tuscan countryside

    Optional Activities

    • Explore Pienza
    Landmarks
    Abbey at Saint Antimo
    Pienza
    Montepulciano
  9. Day 8

    Montepulciano to Florence - Pisa - Bologna

    Montepulciano to Florence - Pisa - Bologna
    Meals
    Breakfast

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Optional Extras

What's Not Included

  • Additional Services
Gold Operator
Rating
4.9 (39 reviews)
Response time
within 2 days
Response rate
100%
Cancellation policy
Learn more

Traveler Reviews

5.0
Overall rating based on 4 Reviews

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  • Paul5.0•February 2018
    Chain Gang focus on small group cycling holidays that take in stunning scenery (photo op delight!) and great local...
    Show more
    Traveled in September 2017
  • Paul5.0•February 2018
    In September 2017, our group of 4 cyclists did the Umbria bicycle tour with Chain Gang tours. There were other riders...
    Show more
    Traveled in September 2017
  • Mike5.0•January 2018
    Had a fabulous week cycling through beautiful countryside in Tuscany with The Chain Gang. CG owner Bernard was our...
    Show more
    Traveled in September 2017
  • David5.0•January 2018
    I have now completed two tours with The Chain Gang and both were excellent, with fine cuisine, very nice company and...
    Show more
    Traveled in September 2017

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Trip essentials

Good to know

Tour ID: 99288

The practical details for your trip across Italy: money, plugs and flexible ways to pay, all in one place.

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  • Deposit only

    Book now with just a 10% deposit. The remaining balance is due 30 days before departure.

  • € - Euro

    You’ll encounter Euro in Italy.

  • Plug type L

    You’ll need an adapter for these sockets in Italy.

  • Currency

    €
    Euro

    Italy

  • Plugs & adapters

    As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for type L.

    • Type L

      Used in Italy

  • Visa

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  • Payment information

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    A 10% deposit
    Balance due
    30 days before departure
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    USD
    Booking fee
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No departure dates available

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Videos

  • Western Europe Travel Guide
  • Bike tour in Tuscany, Italy.
Western Europe Travel Guide

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec