Active Tuscany

Small Group Vacation - 3 Days 3 Nights
Per person 645


Discover Tuscany's rolling hills and off-the-beaten-path dust roads on foot and on an e-bike.

Fully take in the smells of forests and the fresh air and see vineyards and plants up close and enjoy a more active time in Tuscany by hiking and biking your way through the postcard-perfect landscape. Meet the locals and indulge in the renowned wines of the Chianti and Brunello wine regions.

All this, combined with a happy dose of Tuscan sunshine, assures an active and sensory three days filled with great views, many stories and memorable wines.

  • Enjoy an active approach by hiking and biking through Tuscany

  • Trek the historic route of the via Francigena or Frankish Way that served pilgrims and merchants over centuries

  • Visit the Medieval fortress of Monteriggioni and the Romanesque Abbey of Sant'Antimo (be rewarded with great wine!)

  • Explore the Chianti and Brunello producing wine regions and meet local producers

  • The company of professional and active, English speaking guides
This vacation will start with a minimum of 2 participants and needs to be booked 1 month in advance, we will contact you in case of modifications required due to availability and/or location/type of accommodation.
The itinerary may change a little according to availability but will maintain the same general imprint.

Day 1

Half day Guided Hike to Monteriggioni & Wine Tasting

A medieval walk in nature


  • Company of Expert local guide
  • Walk through hiking trails and countryside paths with no vehicular traffic
  • Guided organic wine tasting
  • Visit Castles and historical sites and cross vineyards and olive groves


  • Transport to starting point for the tour
  • Expert English speaking guide
  • Return public transport ticket to Siena
  • Map with Bus times and directions for return to Siena
Walking in Tuscany is an unforgettable experience, follow an ancient pilgrim's trail where mankind has lived in perfect harmony with nature and hidden monuments testify a past still surprisingly present.
Combine this with a wine tasting for a w
onderful morning in touch with nature, history and a good dose of the magnificent Tuscan sunshine.

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Day 2

Sant Antimo Hike & Brunello Wine tour

  • Tour of wine cellars
  • Visit to Montalcino
  • 6km Hike to Sant Antimo and Visit of Abbey
  • Personal and laid back tour and chance of making new friends
  • No rushed schedule
  • Small group of maximum 8 people
  • Brunello wine tastings
  • Relaxed lunch at a family run winery
  • Round trip transportation with Guide in air conditioned minivan
  • Expert English speaking Hiking/Guide
Enjoy a day of exploration and adventure among the vineyards of one of Italy’s finest wines and prettiest wine region, the Brunello di Montalcino area.
Tour the cellars, meet and have lunch with the producers. Visit the hill town of Montalcino and Hike to the Abbey of Sant'Antimo, nestled in breath-taking landscapes.

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Day 3

E-Bike Chianti Tour & Winery Lunch

A great Tuscan experience

  • The comfort of easy-to-use electric bikes and helmets
  • Explore a beautiful, historic Monastery rich in art
  • Enjoy the Monastery's Renaissance gardens and fully-frescoed chapel
  • Savour a Chianti Classico tasting with lunch at a family-run winery


  • English speaking professional driver and guide
  • Round-trip transfer from Siena train station
  • Use of electric bikes and helmets
  • Chianti Classico wine tasting and lunch
Bike through the picturesque Chianti hills on comfortable, easy to use electric bikes with a professional local guide. Visit a historic monastery rich in art and history.
Complete the day visiting family-run wineries and taste the renowned Chianti Classico wines accompanied by a lunch of local products.

More details

The vacation includes

  • 3 nights in 3 star hotel in Siena
  • Hike to the fortress of Monteriggioni followed by wine tasting
  • E-bike tour of Chianti with guide the cycles along with you
  • Cellar tour of Chianti winery with wine tasting and light lunch
  • Hike to Sant'Antimo Abbey with guide that hikes along with you
  • Wine tasting and lunch at family farm
  • Guided Brunello di Montalcino wine tasting
  • transportation in air conditioned vehicle
  • English speaking driver/guide

Not included

  • Dinners
  • Any extras not listed above
  • Pick up and drop offs than Siena centre or bus/train station (can be requested as an extra)

Personalize your itinerary


For all Vacations it is possible to change the budget range of your accommodation. You can either decide to increment the budget to include nights at 4 or 5 star Hotels and Resorts, or if you prefer to save on accommodation you may also decrease the budget to include more affordable B&B’s or Hostels.

You may also personalize your itinerary to include different locations for your accommodations for example, choose to stay in the countryside or self catered apartment, or split the nights between different hotels and accommodation types and locations.


The Vacations offered are just indications of a packaged tour, all packages can be customized to your specific needs ad can be either made to include more nights and additional activities or shortened to your liking.

If you are not planning on touring every day but plan to have some days off in your itinerary and would like for us to hold your hotel reservation for extra nights after your package with us or are arriving earlier and require accommodation you may lengthen or shorten you nights at chosen hotels to your requirements.

Start - End destination

Say for instance that you are going to be travelling from Florence to Rome, but would like to spend a few days in Tuscany on the way. You can change your private tours to transfer/tours that have different pick up and drop off locations.

If you have chosen a itinerary that is comprised mostly of shared tours with set start and end destinations, you may like to consider including private transfers between destinations to pick you up on arrival or transfer you to your next destination.