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Italy, Tuscany – Cycling Tuscany

From $4350pp

Please note that prices are indicative only, subject to availability for your travel dates and the exchange rate. Special Tip: Prices per person decrease significantly if you increase your travel party. Why not invite friends or family to join you? Special Tip: Prices per person decrease significantly if you increase your travel party. Why not invite friends or family to join you?
  • duration-trip
    Duration
    8 Days
  • trip-travelstyle
    Travel Style
    iconFood & Wine iconSmall Group iconVilla Stay
  • Product Code
    ITCORTACH

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Cycle the rolling hills surrounding Cortona for an unforgettable week long holiday in Tuscany. From your gorgeous villa, you will explore each day the nearby medieval villages, and make stops along your journey at delicious trattorias for sneaky little lunches. Indulge in a local cooking experience, and visit beautiful Lake Trasimeno. For the wine lovers, you'll be pleased to know that your cycle path takes you through Chianti and Montepulciano, complete with vineyard visits and tastings.

Arrival

Your Tuscan cycling adventure is about to begin. To ensure that you arrive at your villa safely, you’ll be met and transferred from the local station. There’ll you will be given a full afternoon to explore your local environment; with options to tour the traditional farmhouse villa, the pool area and immediate surroundings. Once you’re settled in and are ready to get things underway, it’s time to take you into the local town of Cortona for dinner, where you’ll enjoy a Tuscan-style dinner.

Overnight Cortona

Meals D

Cycle Cortona & Countryside

We’ll collect you from your accommodation and then embark on the next stage of your journey – travelling into Cortona and the surrounding countryside. The first part of your cycling tour will commence, with an adventurous exploration of the local scenery, across cycle paths and in a way that will allow you to take in all of the views.

You’re sure to have worked up an appetite, so at 1pm, we’ll head back into town to enjoy a spot of lunch.

You’ll then have the opportunity to enjoy a little free time, which you can use to shop, cycle around the area, or relax by one of the captivating landmarks in the region.

When you are ready, enjoy a leisurely bike ride back to the villa. The remainder of the day is free to relax by the pool, interact with your fellow tour-guests, or taking a pleasant walk.

Transfer into Cortona for a lovely dinner.

Overnight Cortona

Meals B, L, D

San Gimignano & Siena

San Gimignano is a town so iconic that you have to see it to truly believe it – and this is where we’ll be headed at 9am.

Upon arrival we’ll have a brief coffee break and you will be given an overview of the town and its rich history. Shortly after your introduction, you’ll have free time to explore, meet the locals and partake in activities at your own leisure.

We’ll then travel to Siena, where you’ll meet your tour guide who will fill you with knowledge, expose you to the traditional lifestyle and allow you to get to grips with the town first-hand. Enjoy the village with some free time before reconvening for your evening meal.

Dinner tonight will be in one of the local restaurants in Siena, where you’ll some delightful flavours of the region.

Overnight Cortona

Meals B, Coffee, D

Cycle to Lake Trasimeno & Cooking

Your day trip to Lake Trasimeno will begin with you being picked up and transported ready for the adventure ahead. The Lake is a beautiful natural area, with plenty of easy rides along and around it’s shores. It is also perfect for a dip if you need to cool off at any time.

You’re more than welcome to purchase and/or prepare your own lunches, which you can pack and eat at your leisure during the day.

At 3pm, we’ll transport you to the next destination; a fully equipped kitchen where you’ll learn to prepare your own 4 course Italian meal. Guided by a world-class Italian chef, your Traditional Tuscan Cooking Lesson will take place this afternoon, then you’ll get to enjoy the fruits of your labour with the chef once you’re finished cooking.

Transfer return to your villa after dinner.

Overnight Cortona

Meals B, D

Cycle Montepulciano

A full day of exciting cycling activities are on the agenda today. We’ll begin by picking you up and transporting you to your destination, which is the famous hilltop wine village of Montepulciano.

Spend your first hour or so cycling this stunning region. Take in the views of the beautiful rolling hills and the ancient village sitting atop one of the more prominent ones.

Lunch will be enjoyed in a local trattoria which focusses on the use of locally sourced ingredients.

Following lunch, you’ll have free time to explore the area.

You will then have the option of cycling back to the villa for 3pm, or we can transport you instead. Return to your villa for some free time, if this is your chosen option.

This evening you’ll have a fine dining experience at a local restaurant in Cortona.

Overnight Cortona

Meals B, L D

Chianti

This morning we have an exciting tour of Chianti on the cards. The Chianti region is famous around the world because of the very popular wines produced in the vineyards here – and because photos of Chianti are often used on calendars and travel brochures as being typical scenic Tuscany landscapes!

Chianti is a very enjoyable region to visit, with a landscape of rolling hills covered with vineyards and olive groves and lots of small ancient villages and castles, and quiet roads that have less tourists than many other regions of Tuscany which makes it perfect for cycling.

En-route there will be a stop in the atmospheric Castellina for a coffee and the opportunity to explore the medieval town and all it has to offer.

We then have an extended lunch and tasting session planed at an exquisite organic winery, where there will be the opportunity to meet the winemakers.

When it’s time, we return to the villa to enjoy free time for the remainder of the day.

Overnight Cortona

Meals B, Coffee, T (Wine), L

Tour Free Day

As your trip slowly comes to an end, we allocate this time for you to choose the types of activities that you’d like to partake in – from exploring the nearby area, to relaxing by the pool. Whatever you choose to do, we’ll ensure that you’re back in time for a traditional Italian Aperitivo, followed by a farewell dinner to mark your visit.

Overnight Cortona

Meals B, D

Departure

In the morning, we’ll take you back to the local station where you can commence your return journey with plenty of Tuscan memories to savour for a lifetime.

Included
Inclusions
  • Seven nights in a Tuscan villa

  • Bilingual hosts for the duration of the tour

  • Day tours to itinerary locations

  • Breakfast daily along with apartment provisions

  • Three lunches at local eateries

  • All dinners (a-la-carte) at a local trattoria or restaurant with traditional Italian wines

  • Full bike tours with a guide and helmets
    Option for eBike upgrade

  • Walking tours in Cortona and Siena

  • Cooking lesson with local chef – 4 course meal

  • Wine tasting experience at a local establishment

  • Tour free days include transport to local stations if needed

  • All travel to and from tour locations as detailed on itinerary

  • Arrival and departure transfers

hotel
Accommodation
  • Our various accommodations are nearby the historical centre of Cortona and set on wonderful grounds which include a swimming pool. The apartments within the villa comprise one/two/three bedrooms, living area, kitchen, bathroom and laundry facilities, comprising air-conditioning and WI-FI. Our accommodation options provide everything the traveller requires for a truly memorable Tuscan escape. Located in the valley approximately 10km from the historical centre of Cortona, the accommodations, which are restored Tuscan farmhouses with old world rustic charm, become home base for the duration of the tour, allowing the traveller to settle into their own private apartment and commence their Tuscan experience.

departure
Departure Dates

Available for commencement every Saturday from late March through to the end of October each year. Minimum two adults required for departure. Chat to us if you are looking to travel outside these dates.

Please note that prices are indicative only, subject to availability for your travel dates and the exchange rate.
money
Price
$4350 per person

based on twin or double

$450

single supplement

Please note that prices are indicative only, subject to availability for your travel dates and the exchange rate.
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