Trekking & Wine Tasting Chianti

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Trekking & wine tasting in Tuscany at its best. Tailored personalized hikes through vineyards in Chianti Classico. Discover our way of travelling the most iconic hits of Tuscany.

Small groups, MAX 7 people at the price of a big group.

Hike and wine tasting in Tuscany in the most important wine region near Florence. Enchanting rolling hills, vineyards, wines, castles and Tuscany all around. This exclusive Tuscany experience is designed to understand and feel the Chianti Classico wine region. If you’re looking for a small private group full immersion wine and trekking day experience, you nailed it.

Trekking & tasting wines

Chianti Classico Landscape
Chianti Classico Landscape, from the hike

It’s A must when you are in Florence or in Siena and you want to spend a day in one of the best wine regions that Tuscany can offer. This is an experience for Wine lovers, Extra virgin olive oil lovers, trek lovers, food lovers, awesome landscapes and for small groups only.

We hike and we stop in wineries tasting typical products of the area. Instead of those boring round trips you will have the feeling to cross the entire wine region of Chianti Classico experiencing a great lunch in a Winery, 3 different wineries, local delicacies in a fun learning day.

Embrace the future of tourism.:)

That’s way the name of The Great Chianti Classico Crossing © an Out of the Box Florence – Trekking & Wine © Experience

Olive freshly picked
Olives freshly picked
Sangiovese hike Chianti Classico
Hiking in Tuscany, Chianti Classico grape

You will walk between wineries and train your taste buds for a great adventure from Florence to Chianti Classico. Hiking or trekking in the best Tuscan landscape you can imagine, experiencing something unique and “out of the box” from Florence. https://www.chianticlassico.com/en/

Trekking & Wine in Chianti is fun, and a unique experience to try.

Salami and Cheese Tasting
Salami and Cheese Tasting with wine
Olive oil tasting and hand made cheese
Olive oil tasting and hand made cheese during the tour

This experience was tailored for those who wants to visit the great tuscan landscape, exploring by foot the beautiful Tuscany countryside made of rolling hills and vineyards.

Hiking from Winery to Winery in a slow quite day away from the busy and noisy streets of Florence. During Trekking & Wine tasting Chianti, you will have the chance to fully understand the wine making process and you will contribute to maintain this amazing incotaminated patches of vineyards. 

Visiting different local wineries and different approach to the wine making process, modern vs old techniques. It will be a FUN learnind day as well and If you are tired you can join our minivan and skip the hike.

Best way to Explore Tuscany

Stainless steel Vats
Modern Stainless Steel vats
Oak barreals for wine making
Oak barrels for wine making

Small group only, max 7 people for a day spent in nature Trekking & Wine. If you are tired than you just go straight to the nex winery and skip the trek.

Every winery will welcome us tasting their wines. The main wines tested in whole day will be red wine and especially Chianti Classico. https://www.outoftheboxflorence.com/2020/11/26/chianti-vs-chianti-classico-tuscany-wines/

The king of this wine region with its main grape, Sangiovese. https://en.wikipedia.org/wiki/Sangiovese

Our philoshopy

As a company we wanted to respect and give maximum freedom to the wineries so they can arrange the wine tasting as they preferred. Plus visiting small local wineries sometimes all products are not available and we believe it must be like this to have a true deep authentic experience.

wine tasting Chianti Classico
Wine tasting during the experience
Wine and oilve oil
Wine and olive oil tasting

We have organized this Trekking & wine experience in Tuscany, to promote and sustain local businesses. So taking part of this tour you will support and promote a sustainable tourism in Florence.

Chianti Classico Landscape
Chianti Classico Landscape
Sangiovese grapes
Sangiovese grapes

Come and join us. Don’t miss it!

Chianti Classico Landscape
Chianti Classico Landscape hike perspective

Trekking & Wine Chianti details

Prices

  • ADULTS (18+) 200€
  • YOUTH(from 18 to 26) 195€
  • No under 18 accepted

Highlights

  • Minivan transportation;
  • Easily-accessible paths;
  • Suitable for any skill levels;
  • 3 Organic wineries, 8 different wines;
  • Extra virgin olive oil;
  • Tasting of local delicacies;
  • Lunch;
  • Local fully licensed Guide/Sommelier for all day;
  • Fully understanding of the environment;
  • Low impact tourism;
  • Hikes distances are different. 4 km(2.5 miles)isch each one;

Accessibility

  • Not wheelchair accessible;
  • Near public transportation;
  • No children under 12;
  • Needs to have comfy walking shoes, to bring water and sunscreen lotions, hats or anything that normally uses for walking (like sticks);

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Trekking & Wine Tasting Chianti