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Tuscany Bicycle Tours & Trips

Tuscany Bicycle Tours & Trips

Explore a wide diversity of tours through Tuscany. We have 30 tours that vary from 4 days to 11 days. With the greatest number of departures in May, this is also the most popular time of the year.

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Valentine's Week Sale

Whether you're looking for a romantic getaway or you just want to escape all those pink hearts, we can all appreciate a great deal.

ends on 19 Feb 2019
up to
$600
off

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Terms & Conditions

The Valentine's Week Sale starts on Thursday 14th of February 2018 at 9:00AM in Brisbane AEST and ends on Tuesday 19th of February 2019 at 11:59PM in San Francisco PDT. Unlock this saving with your personal email address and full name. Once unlocked, the saving will be applied automatically to all applicable tour listings and your booking upon check-out. All tours from AmaWaterways, Butterfield & Robinson, Cuban Adventures, Dragoman, Europamundo, Guide to Iceland, Hiking New Zealand, Monkey Adventures, Oasis Overland, Oku Japan, Stray Asia, Stray Travel, Sunway Safaris, The Dragon Trip, Wilderness Ireland, Wilderness Scotland, Take Me To Africa and Tucan Travel are excluded from this extra discounted offer. Moreover, bookings made in USD or CAD for tours operated by Cosmos, Globus and Monograms, as well as tours booked in GBP operated by Travel Talk. tours booked in USD operated by Contiki, Trafalgar, Insight Vacations, Luxury Gold, U by Uniworld & Uniworld, tours booked in NZD and EUR operated by Collette and tours booked in AUD, GBP, EUR and NZD operated by Intrepid, Geckos and Peregrine are excluded from this discounted offer. Current sale pricing, promotional codes and other special offers cannot be applied toward prior purchases. Discounts can be applied on top of participating Operators discounts, but cannot be combined with any existing TourRadar discounts (Friends with Benefits, Traveller's Credits, other TourRadar Promo codes). Refunds on item(s) purchased during a sale will be calculated based on the total basket value of the item(s) kept and any discount associated with the revised total amount. TourRadar reserves the right to terminate the advertised sale without notice. For full terms and conditions, please see here.

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Tuscany Bicycle Tours & Trips
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Tuscany Bicycle Tours & Trips

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  • Cycle Tuscany

    "Great time traveling with others, tour was organized but felt organic. Great restaurants..."
    Instant Booking
    destinations
    Florence, Vinci, Barga, Garfagnana, Lucca, Pisa+4 more
    starts/ ends in
    Florence / Pisa
    age range
    14 to 99 year olds
    accommodation
    Hotel
    transport
    Coach / Bus, Bicycle
    Country Region
    Central Italy, Tuscany
    operator
    Intrepid Travel
    -14%
    Duration
    8 days
    Price per day
    $212
    From
    $1,965
    US$1,698
    You save $267
    20 Apr 2019
    5 spaces left
    11 May 2019
    5 spaces left
    View tour
    More information
  • Self-Guided Cycling in Tuscany: Pisa to Florence

    "Enjoyed the tour except first day. Could not follow the instructions. Got lost and..."
    destinations
    Pisa, Lago di Massaciuccoli, Lucca, Collodi, Pescia, Montecatini, Vinci, Pistoia, Florence, Empoli+9 more
    starts/ ends in
    Pisa / Pisa
    age range
    12 to 99 year olds
    accommodation
    Hotel
    transport
    Bicycle
    Country Region
    Central Italy, Tuscany
    Travel style
    Bicycle
    operator
    Exodus Travels
    Duration
    8 days
    Price per day
    $164
    From
    US$1,310
    You save $55
    23 Mar 2019
    6 spaces left
    30 Mar 2019
    6 spaces left
    View tour
    More information
  • Tuscany Cycle Siena & Chianti

    8 day bicycle tour through Pisa, San Quirico D'orcia, Pienza and 19 other destinations in Italy

    Instant Booking
    destinations
    Pisa, San Quirico D'orcia, Pienza, Montepulciano, Monticchiello, Bagno Vignoni, Montalcino, Murlo, Siena, Gaiole in Chianti, Radda in Chianti, Castellina in Chianti, Poggibonsi, San Gimignano, Colle Val d'Elsa, Monteriggioni, San Donato In Poggio, Panzano, Montefioralle, Greve in Chianti, Impruneta, Florence+21 more
    starts/ ends in
    Pisa / Pisa
    age range
    16 to 99 year olds
    Country Region
    Central Italy, Tuscany
    operator
    Exodus Travels
    Duration
    8 days
    Price per day
    $214
    From
    US$1,714
    You save $71
    11 May 2019
    7 spaces left
    18 May 2019
    8 spaces left
    View tour
    More information
  • Cycling Southern Tuscany - Self Guided

    "Although the route was very hilly, we loved everything about our self-guided tour...."
    destinations
    Cortona, Lake Trasimeno, Montepulciano, Pienza, Monticchiello, Montalcino, Bagno Vignoni, Siena+7 more
    starts/ ends in
    Cortona / Siena
    age range
    3 to 90 year olds
    accommodation
    Hotel
    transport
    Bicycle
    Country Region
    Central Italy, Tuscany
    Travel style
    Self-Guided
    operator
    Cycle Europe
    Duration
    8 days
    Price per day
    $172
    From
    US$1,378
    You save $57
    2 Apr 2019
    10 spaces left
    9 Apr 2019
    10 spaces left
    View tour
    More information
  • Classic Tuscany - Self Guided

    8 day bicycle tour through Florence, Radda in Chianti, Siena and 4 other destinations in Italy

    destinations
    Florence, Radda in Chianti, Siena, San Gimignano, Vinci, Lucca, Pisa+6 more
    starts/ ends in
    Florence / Pisa
    age range
    3 to 90 year olds
    transport
    Bicycle
    Country Region
    Central Italy, Tuscany
    Travel style
    Self-Guided
    operator
    Cycle Europe
    Duration
    8 days
    Price per day
    $180
    From
    US$1,442
    You save $60
    4 Apr 2019
    10 spaces left
    11 Apr 2019
    10 spaces left
    View tour
    More information
  • Cycle Pisa to Florence

    8 day self-guided tour through Pisa, Lucca, Collodi and 4 other destinations in Italy

    destinations
    Pisa, Lucca, Collodi, Montecatini, Vinci, Florence, Empoli+4 more
    starts/ ends in
    Pisa / Pisa
    age range
    2 to 99 year olds
    accommodation
    Hotel
    Country Region
    Central Italy, Tuscany
    Travel style
    Bicycle, Discovery
    operator
    UTracks
    Duration
    8 days
    Price per day
    $139
    From
    US$1,114
    You save $46
    23 Mar 2019
    2 spaces left
    30 Mar 2019
    2 spaces left
    View tour
    More information
  • Italy - Tuscany Wine & History (from Pienza to Volterra)

    "The transportation was great we had some really fun nice men. They always loaded..."
    destinations
    Pienza, Montalcino, Siena, San Gimignano, Volterra+3 more
    starts/ ends in
    Pienza / Volterra
    age range
    18 to 99 year olds
    accommodation
    Hotel, Resort
    transport
    Bicycle
    Country Region
    Central Italy, Tuscany
    operator
    Pure Adventures
    Duration
    8 days
    Price per day
    $189
    From
    US$1,514
    You save $63
    15 Mar 2019
    10+ spaces left
    16 Mar 2019
    10+ spaces left
    View tour
    More information
  • Italy - Tuscany Cycling Escape

    "The biking was more challenging than I expected, in particular the off-road sections,..."
    destinations
    Pienza, Bagno Vignoni, Montepulciano, Montalcino, Siena+4 more
    starts/ ends in
    Pienza / Siena
    age range
    18 to 99 year olds
    accommodation
    Hotel, Resort
    transport
    Bicycle
    Country Region
    Central Italy, Tuscany
    Travel style
    Adventure
    operator
    Pure Adventures
    Duration
    5 days
    Price per day
    $213
    From
    US$1,064
    You save $44
    15 Mar 2019
    10+ spaces left
    16 Mar 2019
    10+ spaces left
    View tour
    More information
  • C+ Lucca Bike Tour

    7 day bicycle tour in Lucca, Italy

    Instant Booking
    destinations
    Lucca
    starts/ ends in
    Lucca / Lucca
    age range
    18 to 70 year olds
    accommodation
    Hotel
    transport
    Bicycle, Mini-coach
    Country Region
    Central Italy, Tuscany
    operator
    ChronoPlus
    Duration
    7 days
    Price per day
    $308
    From
    US$2,158
    You save $90
    25 Mar 2019
    4 spaces left
    1 Apr 2019
    8 spaces left
    View tour
    More information
  • Tuscan Challenge - Montalcino

    6 day bicycle tour in Pieve a Salti, Italy

    Instant Booking
    destinations
    Pieve a Salti
    starts/ ends in
    Pieve a Salti / Pieve a Salti
    age range
    35 to 65 year olds
    accommodation
    Hotel
    transport
    Bicycle
    Country Region
    Central Italy, Tuscany, New Italy tours for 2019+1 more
    operator
    Bike 'n Wine
    Duration
    6 days
    Price per day
    $552
    From
    US$3,312
    You save $138
    2 Jun 2019
    10+ spaces left
    View tour
    More information
  • Tuscany Coast Bike Tour

    7 day bicycle tour through Florence, Castagneto Carducci, Castiglione della Pescaia, Grosseto in Italy

    destinations
    Florence, Castagneto Carducci, Castiglione della Pescaia, Grosseto+3 more
    starts/ ends in
    Florence / Grosseto
    age range
    18 to 70 year olds
    accommodation
    Hotel, Guesthouse
    transport
    Bicycle
    Country Region
    Central Italy, Tuscany
    Travel style
    Adventure, Food & Culinary+1 more
    operator
    Custom Walks
    Duration
    7 days
    Price per day
    $542
    From
    US$3,796
    You save $158
    5 May 2019
    10+ spaces left
    19 May 2019
    10+ spaces left
    View tour
    More information
  • Tuscany Bike Tour – Chianti

    8 day bicycle tour through Florence, Radda in Chianti, Castellina in Chianti and 3 other destinations in Italy

    destinations
    Florence, Radda in Chianti, Castellina in Chianti, Asciano, SI, Pienza, Chiusi+5 more
    starts/ ends in
    Florence / Chiusi
    age range
    18 to 70 year olds
    accommodation
    Hotel
    transport
    Bicycle
    Country Region
    Central Italy, Tuscany
    Travel style
    Adventure, Food & Culinary+1 more
    operator
    Custom Walks
    Duration
    8 days
    Price per day
    $481
    From
    US$3,850
    You save $160
    5 May 2019
    10+ spaces left
    19 May 2019
    10+ spaces left
    View tour
    More information
  • Assaggio Toscana (from Montevarchi to Cortona)

    6 day bicycle tour through Montevarchi, Loro Ciuffenna, Reggello and 3 other destinations in Italy

    destinations
    Montevarchi, Loro Ciuffenna, Reggello, Arezzo, Cortona, Castiglione del Lago+5 more
    starts/ ends in
    Montevarchi / Cortona
    age range
    16 to 99 year olds
    accommodation
    Hotel
    transport
    Bicycle, Mini-coach
    Country Region
    Central Italy, Tuscany
    operator
    Ciclismo Classico
    Duration
    6 days
    Price per day
    $639
    From
    US$3,835
    You save $160
    14 Apr 2019
    10+ spaces left
    13 May 2019
    10+ spaces left
    View tour
    More information
  • Bike tour, Tuscany, Italy (guided groups)

    "I have now completed two tours with The Chain Gang and both were excellent, with..."
    Instant Booking
    destinations
    Florence, San Gimignano, Panzano, Greve in Chianti, Radda in Chianti, Vagliagli, Monteriggioni, Siena, Asciano, SI, Montalcino, Pienza, Montepulciano+11 more
    starts/ ends in
    Florence / Montepulciano
    age range
    12 to 80 year olds
    Country Region
    Central Italy, Tuscany
    Travel style
    In-depth Cultural, Wine tasting+1 more
    operator
    The Chain Gang Cycle Tours
    Duration
    6 days
    Price per day
    $242
    From
    US$1,454
    You save $61
    7 Sep 2019
    8 spaces left
    21 Sep 2019
    8 spaces left
    View tour
    More information
  • Tuscany Biking

    6 day bicycle tour through Florence, Montisi, Pienza and 3 other destinations in Italy

    destinations
    Florence, Montisi, Pienza, Siena, Radda in Chianti, Gaiole in Chianti+4 more
    starts/ ends in
    Florence / Florence
    age range
    18 to 80 year olds
    Country Region
    Central Italy, Tuscany
    operator
    Butterfield & Robinson
    Duration
    6 days
    Price per day
    $883
    From
    US$5,295
    26 May 2019
    4 spaces left
    30 Jun 2019
    2 spaces left
    View tour
    More information
Load more

Tuscany Bicycle Tour Reviews

  • "Great time traveling with others, tour was organized but felt organic. Great restaurants..."
    Cycle Tuscany
  • "Enjoyed the tour except first day. Could not follow the instructions. Got lost and..."
    Self-Guided Cycling in Tuscany: Pisa to Florence
  • "Although the route was very hilly, we loved everything about our self-guided tour...."
    Cycling Southern Tuscany - Self Guided
  • "The transportation was great we had some really fun nice men. They always loaded..."
    Italy - Tuscany Wine & History (from Pienza to Volterra)
  • "The biking was more challenging than I expected, in particular the off-road sections,..."
    Italy - Tuscany Cycling Escape
  • "I have now completed two tours with The Chain Gang and both were excellent, with..."
    Bike tour, Tuscany, Italy (guided groups)