2018 Tuscany 8-day guided cycling tour

  • 8days
  • Italy

Single bed room:
Twin bed room:
Double bed room:
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Cycling Tours

This leisurely cycling tour will meander through this beautiful land of vineyards, olive groves and stunning scenery with medieval villages in the distance shaping the landscape and mesmerising you to another time. Stopping for a picnic lunch or lunch at a local trattoria will energise the body for your onward journey. This tour combines your cycling passion with an authentic experience of the Tuscany highlights.


  • Accommodation for 7 nights’ in a self-contained apartment in a Tuscan villa
  • Bi-Lingual Hosts for the duration of your tour
  • 5 day tours to itinerary locations
  • All breakfasts (continental)
  • Welcome pack of local delicacies and seasonal fruit
  • Complimentary bottle of wine and Italian beer
  • 5 Light lunches (eg.pizza/panini/ salad); 7 dinners (from an open menu) at a local trattoria or restaurant with wine
  • Bikes and helmets for cycling days
  • Drink Stops for cycling days
  • Cooking Experience in Chianti
  • All travel to and from tour locations as detailed on itinerary, via a luxury vehicle
  • Ferry tickets for travel to Isola Maggiore
  • Wine tasting at selected vineyards/ establishments
  • Maps for all itinerary locations
  • Transfers to local train station or Cortona on tour free days
  • Transfers to and from the local train station on your arrival and departure days
  • Free access to Wi-Fi at the villa

Cyclists: on arrival at each location: remain as a group with tour leaders, alternatively explore independently and re-group at a pre-arranged time and location.

  • Day 1


    Transfer to your accommodation with time to settle in and familiarise yourself with your new surroundings which will be ‘home’ for the next 7 days. Dinner in Cortona

  • Day 2

    Cortona hillside cycling and township

    Spend the morning cycling the Hillside of the Medieval Cortona, the setting for the movie and book ‘Under the Tuscan Sun’. We will stop for lunch at a trattoria in Cortona to indulge in some regional dishes.

    After lunch, you will have some free time to explore and get to know this beautiful township. Visit the many boutiques, art galleries, stroll to the ‘high point’ and visit Chiesa di Santa Margherita, where the Saint's remains are encased high on the altar. Return to the villa by bike or car mid to late afternoon for a little relaxation by the pool. Dinner in Cortona

  • Day 3

    Siena and San Gimignano

    We travel to Siena, a visit to the spectacular Piazza del Campo, where the famous bareback horse-race is held. Visit Il Duomo and The Mangia Tower or simply stroll the streets and enjoy the ambience and the various delights Siena offers, from the little food stores with many tempting treats to the beautiful stores offering hand painted ceramics and leatherware.

    We visit San Gimignano for the afternoon. This is a beautiful medieval township, a step back in time. This township houses many stores which offer a very broad range of painted ceramics as well as leatherware and alabaster. Two wonderful piazzas where you can simply stroll, visit a museum or climb a tower for a breathtaking view of the Val d’Elsa or enjoy a delicious gelato. Dinner in Cortona

  • Day 4

    Cycle to Lake Trasimeno

    Spend the day exploring the beautiful Lake Trasimeno by bike. Departing from Cortona we will ride approx. 15 – 20km before arriving at our lunch spot. We will then explore the lake area before catching a ferry across to Isola Maggiore where we will spend a few hours. There will be the option to then ride back to Cortona or to be picked up by car. Dinner in Cortona

  • Day 5

    Tour Free Day

    Today you may choose to ‘stay in’ enjoy the pool and relax. Alternatively, you may choose to visit a local township where you can spend the day “exploring”. We will arrange transportation to and from our local train station. Dinner in Cortona

  • Day 6

    Chianti and cooking experience

    This morning we will head towards the Chianti area and spend the morning with Laura in a 15th century Italian Cottage where she will impart her knowledge and passion of cooking. During the day, we will interact with the winemakers of this family run establishment. Lunch will be enjoyed overlooking the spectacular undulating landscape of vineyards and olive groves. Location for dinner will be decided on the day

  • Day 7

    Cycle Montepulciano countryside

    Spend the day exploring the stunning countryside of Montepulciano in the Val d’Orcia. We will ride to a local Vineyard where we will meet the wine makers and enjoy a wine tasting and lunch. Return to the villa mid-afternoon. Dinner in Cortona

  • Day 8


    After a leisurely breakfast, we transfer you to the local train station for your departure.

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Tours marked with are special prices.

Start End Max. No. Guests Accommodation Price p.p.
May 26 2018 Jun 02 2018 - Single rooms 2,893€
Double rooms 2,698€
Jul 28 2018 Aug 04 2018 - Single rooms 2,893€
Double rooms 2,698€

Car rental in Italy

If you would like to drive yourself before or after your tour, ask us for a quote on any brand new Renault, Peugeot or Citroen vehicle for driving in Europe.

Pick up your vehicle from most capital cities in Europe and return it to your drop off destination. Top insurance cover. Email info@slowtours.com for a competitive quote

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