Arrive in Siena, check in to your accommodation and enjoy an Italian Style Aperitivo Dinner sampling local wines and savory and sweet bites at the Tuscan Wine School in Siena’s city center

* 2 hours, includes 4 wines and food

See more > Come to the Tuscan Wine School just paces from Siena’s Cathedral for an Italian-style Apritivo with vino and lots of bites of local cheeses, cold cuts and seasonal dishes. Enjoy different local white and red wines and local culinary delights in a pleasant atmosphere.

Explore the Chianti between the Provinces of Florence and Siena on this sight-seeing and wine tour between Florence and your Villa. Tour a hamlet and visit a family-run winery with guided visits of the cellars and enjoy a lunch with a pairing of the wines. Travel to the Villa and enjoy a Welcome dinner and event.

Arrive in Florence, meet the group at 11am and make your way to the first Chianti stop for sight-seeing. Enjoy a stroll through the typical historic hamlet and work up an appetite. Visit a family-run winery for a wholesome meal paired with the estate’s wines, and tour the vineyards and cellars for an introduction to the traditional production of wine in the area that has spanned the centuries. Following a scenic route, arrive at the Villa and explore the views. Rest or test the pool water before sitting down to a family style Italian meal with enough wine to make you forget your new travel buddies were ever strangers. Buon appetito!

Arrive in Siena, check in to your accommodation and enjoy an introductory Wine Tasting Class on the main wines of the region at the Tuscan Wine School in Siena’s city center with a local expert in a small

group

2 hours, includes 4 wines and food bites.

Come to the Tuscan Wine School just paces from Siena’s Cathedral for a fun and informative Tuscan Wine Tasting class. Learn about Tuscany's most important, traditional wines from an English-speaking local expert. Gain insight into Tuscany's wine production areas and wine- producing methods. Discover the history and legends behind Tuscany's most significant wines and learn to swirl, smell and sip your way through the different types and styles of wine. Comparing aromas, body, persistence and vintages! Explore Tuscany's different terroirs and grape varietals through the tasting of 4 different local wines to understand why the area has gained worldwide appreciation. The tasting of wines is enhanced by a series of different sample foods and food pairing tips will be discussed, leaving you able to make better choices when choosing from local names in the city's restaurants.

We offer a range of different tours and activities with different meeting points in Siena, so please check the meeting place and meeting time which will be clearly marked on your voucher.

For tours departing from San Domenico (Piazza San Domenico, Siena) meet your Guide under the large tree in front of the church steps of San Domenico. The exact meeting point for biking and hiking tours departing from Siena’s Train Station (Piazzale Rosselli, Siena) is in front of the pharmacy (next to the station’s main entrance). For other tours, the Guide will be meeting you at the Tuscan Wine School (via Stalloreggi 26, Siena).

Enjoy a full day exploring one of Tuscany’s main wine regions to the south of Siena on a Day Trip with an expert local guide in a small group of max. 8 participants

9 hours, includes winery tours and tastings, farm

lunch and sight-seeing opportunities, accommodationpick-up and drop-off.

Internationally recognized as one of Italy’s best reds, Brunello di Montalcino is a collectors’ favorite!

Travel south of Siena to discover the undisputed King of pure Sangiovese on the famous wine hill of Montalcino. Enjoy a first stop at a winery to walk the vineyards, explore the cellars and enjoy an introductory tasting of the famous Rosso and Brunello di Montalcino wines. Visit the hill town of Montalcino, marvel at the fortress walls where the brave soldiers of the Republic of Siena made their last stand against Florence and spend time visiting the town’s squares and streets. Be welcomed into a family-run winery, meet its owners, winemakers or workers and take a visit around the farm before sitting down to enjoy a traditional Tuscan meal accompanied by enough of the farm's delicious wines to forget that your travel companions were ever strangers. After lunch, enjoy a brief visit to the mystical Abbey of Sant'Antimo, a church that was once part of a large Benedictine monastery and explore its ancient spaces set in the postcard-perfect landscape. Visit a third Brunello producing winery and deepen your knowledge of the wine making processes and tools from the vineyard to bottling. Hear of the particular characteristics and philosophy that make this wine authentic and unique directly from the producer and sit down for another tasting of this nectar of the gods to savor its complexities and legendary aging potential.

Enjoy a full day exploring the Unesco-protected val d’Orcia to the south of Siena with stunning views, historic towns and the local culinary delights with an expert local guide in a small group *8 hours, includes visits to Pienza and Montepulciano, dairy farm lunch with wine, optional cellar tour and tasting, accommodation pick-up and drop-off.

See more > Travel south of Siena and see the characteristic moonscapes of the Crete Senesi and the UNESCO heritage site of the Val d’Orcia, enjoying brief stops in Tuscany’s most panoramic landscapes. Visit the beautiful town of Pienza, built by Pope Pius II, the Humanist pope who engaged the best Renaissance architects to renovate his native town. Spend your leisure time exploring the Cathedral and scenic routes overlooking the valleys and hills or browsing its many shops of local crafts and products. A wholesome and refreshing farm to table lunch at a dairy farm will include a tasting of the local pecorino sheep cheese and wine. The proud town of Montepulciano was under the dominance of medieval Siena and then became an ally to Renaissance Florence, allowing you to marvel at the influences of both Republics in its architecture and art. Visit the main square and explore one of the many old wineries carved out of the ground below the city to taste the Vino Nobile that was produced by the many important and noble families that once lived here.

An active morning in the Tuscan countryside with a truffle hunter and his dog searching out truffles. Enjoy a hands-on cooking class to learn how to make fresh pasta and enjoy it with your fresh truffle shavings. Enjoy the pool, a group activity and dinner at the Villa.

After yoga and breakfast, we'll head out into the Tuscan countryside and follow a local hunter and his dog into the forest to search out the world’s most elusive mushroom, the underground truffle. Take in the forest smells and learn about the flora and edible plants and herbs. Return to the Villa with your truffles and forage and engage in a fun and hand-on preparation of a Tuscan meal. The cooking class will teach you how to make fresh pasta, which you can enjoy dressed with freshly-shaved truffles, as well as the simplicity of Italian cuisine. Rest or lounge around the pool and engage in an optional group activity that will finish in time for a delicious group dinner at the Villa.

Aim to be at the designated meeting point about 10 minutes before the tour starting time. If you are driving into Siena, give yourself plenty of extra time particularly on Wednesday as it is market day. Then just a little more to be sure, to find and pay for parking. You can always have a quick coffee while you wait for the tour to start. Catching up to a tour that has already started is often impossible.

Accommodation pick up to enjoy a full day exploring one of Tuscany’s main wine regions to the north of Siena on a Day Trip with an expert local guide in a small group of max. 8 participants

8 hours, includes winery tours and tastings, farm lunch and sight-seeing opportunities, accommodation

Discover one of Italy’s most famous wine regions, the Chianti, with its rolling hills of vineyards and olive groves, impressive castles, medieval towns and renown wineries of course! Travel north into the ever contended hills between Siena and Florence and take in the beauty of dense oak wood forests and cypress trees, neat rows of vineyards and hill top towns and castles. Stop at the Castello di Brolio, a 12th century fortification where you can take a walk around the gardens and vineyards before your first tasting of Black Rooster Chianti wines. This is where the Baron, Bettino Ricasoli, first stimulated the renewal of the areas’ agriculture and experimented with different grape varietals and blends, leading to his precious formula for making the great Chianti wine, now famous the world over for great character and drinkability (as well as the straw flasks that are no longer in use!) Visit a typical fortified town perched on top of a Chianti hill, surrounded by magnificent views, to walk the cobbled streets, admire ancient architecture or browse the town’s shops and cafés. A traditional Tuscan lunch of local products will be served at a nearby Chianti estate accompanied by a tasting of the farm’s traditional and innovative wines. Visit another local wine producer and be shown around the estate to learn about the traditional wine-making, farm work and lifestyle that characterize the ‘Chianti folk’ before sitting down to savor a generous tasting of the farm’s great Chianti wines.

Visit Siena’s medieval centre on a Walking Tour with a local guide and discover the city’s fascinating history and traditions. Learn about the traditional Palio horse race and marvel at one of the oldest banks, the shell shaped Piazza del Campo and the Gothic masterpiece that is Siena’s Cathedral before ending your Vacation. *2 hours, includes local expert guide and entrance tickets to the Duomo.

See more > Visit the Basilica of San Domenico to admire its architecture and art and to learn more about Italy and Europe’s patron, Saint Catherine, who was born in Siena. Marvel at Siena’s medieval streets and squares and listen as your guide points out the most important historical buildings linked to the city’s main houses of power. Rocca Salimbeni houses the most ancient bank in the world, Monte dei Paschi, and the imposing Torre del Mangia is a symbol of the Town Hall’s pride. Admire the Piazza del Campo built in the shape of a shell, home to one of the most famous medieval tournaments, the Palio horse race, held twice a year by the city's Contrada neighborhoods. End the tour with a guided visit to one of the most spectacular cathedrals inItaly, the Siena Duomo with its rich interiors that span the centuries. Your guide will escort youinto this breathtaking monument to see impressive masterpieces by Donatello, Bernini andMichelangelo, exquisite Gothic architecture, an ancient pulpit and many side chapels.

Enjoy a creative morning painting a watercolor with the aid of a local artist, focusing on the unique colors of the Tuscan countryside. Enjoy a meal before exploring the many sights in Siena’s city center on a guided tour that will unravel its history and traditions. Enjoy some leisure time before spending the evening over an Aperitivo dinner of selected wines and delicious bites at the Tuscan Wine School.

Wake up and stretch those yoga positions until you smell the espresso. After breakfast, we'll try our hand at watercolor painting with a local artist. Learn the moves and depict the landscapes and colors that charm all visitors to Tuscany. After a wholesome lunch at the Villa, we drive out to Siena to enjoy a guided tour of the main sights of this majestic city, learning about its unique history and traditions. Discover the importance of the Palio, Siena’s medieval horserace, as you marvel the city’s main square. Follow your guide down secondary routes and get to know some of Siena’s secret corners. Enjoy some leisure time wandering the tiny streets, exploring the squares and medieval architecture or browsing the many shops of local products and crafts. Rendezvous at the Tuscan Wine School for an Italian Aperitivo dinner with a selection of local vino and delicious bites as the buildings begin to glow in the sunset light.

We recommend parking at the Stadium Parking facilities near the fortress in Siena, since this is very close to our San Domenico meeting point. Information regarding the facilities can be found here and you can follow road signs to STADIO upon arriving into Siena or type Artemio Franchi Stadium into google maps. Because spaces are sparse on Wednesday morning due to the weekly market, we recommend parking at the Santa Caterina parking facilities instead (via Esterna Fontebranda). Please give yourself extra time to reach our San Domenico meeting point.

If your tour departs from Siena train station, use the Train Stationparking facilities there. If you are going to the Tuscan Wine School, use the Duomo parking which can be accessed through the San Marco city gate. You will be given a ticket when you enter any of the above facilities which you can keep in your wallet, so that you can pay for parking at the designated payment machines (card or cash) when you collect your car, in exchange for a new ticket that will allow you to exit the facilities. There are payment parking spaces (blue lines) along some of Siena’s roads where you can leave your car, but make sure to pay at the nearest parcometer for the full duration and to display the ticket inside the front of the car where it is clearly visible. There are also some free parking spaces (white lines) but they may be marked ARU (residents only), may be available for a limited time (2h and you must indicate your arrival time) or may need to be left vacant for street cleaning. These restrictions will be indicated at the start of the road (and not necessarily close to the actual parking space) so we are always reluctant to use a presumed free space, since fines are dearer than payment parking facilities. Never park in spaces marked by yellow lines and never drive into an area marked ZTL (Limited Traffic Zone) which require a special permit to access. All of Siena’s payment parking facilities can be consulted here.

Please telephone us on +39 3890487652 as soon as you realize that you have to last minute cancel or re-schedule one of our activities.

If you have booked through and online platform you must cancel through the Portals in which the Tour was booked to obtain your refund.

Our cancelation policy provides a full refund for any cancelations that occur 48 hours prior to the start of the activity and no refund for last-minute cancelations and no shows. However,

we do our best to find alternative solutions

for all our customers, regardless of how or when they booked and how late they cancel.

Another active morning exploring secondary roads along Chianti’s vineyards, olive groves and shaded forests on the back of your E-bike adjusted to your level of difficulty, and follow your expert guide to a well-earned farm lunch. Be transferred to a family-run winery to learn all about the phases of production behind one of the world’s most renown and delicious wines: Chianti Classico. Return to your Villa for rest and restore your senses with an apertivo overlooking stunning views while eating hot pizza straight from a wood oven.

Head out to enjoy Tuscany’s stunning landscapes and sweeping views on a modern, assisted E-bike in the company of your experienced guide. Before heading off, familiarize yourself with the E-Bikes and equipment, which make biking in one of the world’s most famous cycling areas accessible to all! Easily set the difficulty of your ride and decide whether you would like the bike to do most of the work, or do the workout yourself. The silent electric motor allows you to enjoy the smells, sounds and tranquility of the Tuscan countryside throughout the 3 hour ride across neat rows of vineyards, olive groves, shaded forests, and sleepy villages. Stop to take in the views, take a picture and breathe the fresh Chianti air. Sit down to a wholesome farm meal and then visit a family run Chianti winery to learn all about all the phases of work behind the production of one of the world’s most renown and delicious wines: Chianti Classico. Return to the Villa for rest and be restored by an aperitivo overlooking stunning views and eat hot pizza straight from a wood oven.

Explore Siena’s Province to the north on a full day sight-seeing tour with an expert local guide. Visit the Chianti, learn about Tuscany’s history all the way back to the Etruscans, see its architecture and medieval towers and be immersed in the local culinary and crafts culture *8 hours, includes visits to Monteriggioni, San Gimignano and Volterra, saffron farm lunch with wine, visit to local craft workshop, accommodation pick-up and drop-off.

See more > Travel north of Siena and into the first Chianti hills and take a walk around Monteriggioni, a medieval and perfectly preserved fortress mentioned by Dante in his Divine Comedy: this was once Siena’s main bastion of defense against the armies of Florence. Visit one of the most characteristic hill towns of Tuscany, San Gimignano, with its many austere medieval towers that defiantly survived the centuries. Recognized as a UNESCO site of world heritage, a great testimony of medieval architecture and Via Francigena, the main route that took all travelersand pilgrims of Europe to Rome and the Holy See. Explore the bustling town’s artisanalboutiques of the local trades and stores. Enjoy a wholesome meal at a small family-run farmprepared using the farm's own grown saffron and seasonal products accompanied with the localVernaccia white wine. Marvel at the panoramic landscapes and reach Volterra, the ancient Velathri, a city that harmoniously combines Etruscan and Roman ruins with medieval and Renaissance architecture. Visit a small, artisanal workshop and meet the craftsmen that havebeen working the local alabaster for decades. Enjoy leisure time walking the streets, marvelingat the millennia old Etruscan arch and the Roman amphitheatre or the town’s more modernshops and cafés.

Make your way back to the Tuscan Wine School for a tour of Siena’s culinary delights. Learn about its history and traditions on a tasting tour with a local expert in a small group before ending your vacation with us.

​

2 hours, includes tastings of local food and wine and sight-seeing

Savor Siena is a Tasting Tour that will introduce you to the Tuscan food culture and Siena's most typical foods. Join us at the Tuscan Wine School for a short walk around Siena as well as a sit-down tasting to discover its best foods and practices. Learn to taste extra virgin olive oil and why the Tuscan bread is plain and used in many local recipes. Sample different Pecorino sheep cheeses, distinguish fresco from stagionato, together with cold cuts from cinta senese, an almost extinct pig that is unique to Siena. Hear of the history of the recipe behind Siena's medieval panforte and panpepato, the local pepper bread. Taste and learn about Tuscany’s wealth of foods with a particular focus on what's Sienese. See how the local foods tie into local Tuscan culture and history, and enjoy many delicious bites. Because the class is partly a tour external to the school, you will need to wear shoes that are comfortable to walk for around a mile.

All the farms are able to offer vegetarian or vegan options provided that they are informed beforehand. Most booking portals enable you to indicate dietary restrictions, but we appreciate a direct notification especially if it is a serious allergy. Gluten-free options are also available if previously requested, but those with Celiac Disease should consider bringing their own food since farms are unable to guarantee the lack of cross-contamination.

Set out on one of Tuscany’s most scenic routes across the UNESCO protected val d’Orcia and capture iconic landscapes. Visit an organic farm, see the animals and cheese laboratory and enjoy a tasting of the estate’s pecorino sheep cheese. Travel to the city of Pienza and learn about the Renaissance values that shaped it, enjoying some leisure time to explore its beauty and shops. Later in the afternoon, visit the nearby hill of Montalcino and meet producers of the famous Brunello wine. Tour the family-run vineyards and cellars and see the passion and patience behind these fascinating wines. Group dinner at the Villa.

After breakfast, make sure to take your camera as today we will follow one of Tuscany’s most scenic routes through stunning, landscapes and you will want to capture some iconic views. Soft rolling hills, solitary cypress trees and neat parcels of land shaped by man over the ages to create a harmony that even nature can’t beat. Tour an organic farm, say hello to the farm animals and see the bounty and variety that nature has to offer. Enjoy a guided visit of the cheese laboratory before sitting down to enjoy a goat and pecorino sheep cheese tasting. Enjoy a guided visit of the val d’Orcia’s jewel, Pienza, a town built by the humanist Pope Pius II embodying the philosophical and aesthetic values of the Renaissance. Wander the small streets, marvel and the grand architecture and enjoy sweeping views. Enjoy leisure time for lunch, shopping, or drink coffee and eat gelato while watching the world go by. In the afternoon, travel to the nearby Montalcino hill for an in-depth visit to a family run winery and see the passion and patience behind the fascinating Brunello wine. Enjoy a guided tasting of Rosso and Brunello with the producers and walk the streets of Montalcino, Siena’s last stronghold before losing its independence. Enjoy the scenic drive back to the Villa and enjoy a lovely dinner with the group.

Unfortunately, we only have a single ticket price for each seat or spot on tour, regardless of the age or condition of who occupies it, so the same price is applied to all persons. We Suggest Private tours for families as they are more adaptable.

Guided tour of San Gimignano and its unique, UNESCO protected tower houses before exploring the surrounding countryside in the footsteps of pilgrims and your trekking guide. Learn more about the rise and fall of trade, crafts and agricultural activity in and around San Gimignano and soak in the timeless values and beauty over an open-air picnic lunch. Tour a family-owned winery to learn about the historic Vernaccia wine, the only DOCG white wine of Tuscany and enjoy a guided tasting in the presence of the producers. Return to your Villa for a delicious evening meal.

Enjoy a guided tour of San Gimignano in the shade of its tower houses before the day’s bustle begins, taking many steps back in history among the cobble stone streets in town, through the squares and onto the fortress. Hear about the rise, fall and revival of the ancient pilgrim’s route, the Via Francigena, with its history and connection to the trading and crafts within the city walls and the agricultural activity in its surroundings. Follow in the steps of pilgrims, and your trekking guide, to enjoy secondary routes lined with cypress trees, vineyards and olive groves. San Gimignano and the surrounding landscape are both UNESCO protected world heritage sites, expressions of timeless values and beauty, the perfect backdrop to an open-air picnic lunch. Explore this wine growing region further by visiting a family-run winery to taste Tuscany’s only DOCG white wine and one of Italy’s most historic wines, the Vernaccia di San Gimignano. After a guided tour and tasting,

A slow morning and early Villa lunch before setting out to see the Crete Senesi, the rolling clay hills of Siena, and to learn about the liquid gold of the area, extra virgin olive oil. Continue to the proud old town of Montepulciano to wander its many streets, churches and palazzo and to indulge in a cellar tour and tasting of the Vino Nobile wine that is still made by noble families today. After some leisure time, return to the Chianti to enjoy a farewell, sunset dinner on a Chianti winery that has been passed down through generations, in the company of the estate’s best wines of course

Enjoy a slow morning and savor a lunch in Villa before driving out, today you’ll see the rolling clay hills of the Crete Senesi to the south east of Siena and learn about the precious liquid gold of the area, extra virgin olive oil. This labor-intensive staple preserves food and is a delicious and healthy dressing that is fascinating and often poorly understood. Learn about the different olive cultivars and enjoy a tasting of different, mild and spicy olive oils and continue to the proud town of Montepulciano. This city that is perched on the hill with its large churches and squares boasts some of the most elegant palazzi and we will visit an ancient wine cellar right in its center. Learn about this particular Sangiovese and taste the Vino Nobile that is still made by noble families in this old town.

Enjoy leisure time wandering the squares, churches and many craft shops before returning towards the Chianti for a guided tour of a family-run farm that has been passed down over many generations. Explore the estate’s gardens and wine cellars before sitting down to a charming farewell dinner in the company of the changing sunset colors and the farm’s best wines.

Even though we love our friends with paws, they would not be allowed to enter many of the public and private facilities that we visit on our tours and experiences and according to Italian law, we cannot transport them safely in our vans (since animals must be secured within transport cages) so unfortunately the answer is no.

A last breakfast at the Villa and return to Florence connected with a new way of life, having made new friends and created new memories to take home and share with everyone.

Shared Tours and Experiences have set itineraries and it’s not always possible to make adjustments or changes, but we welcome special requests and do our best to satisfy them whenever possible.

Private itineraries and activities can be customized, so please communicate any preferences or special requests that you may have during the booking process, so that specific locations or venues can that included into the itinerary. The availability and any extra costs that may incur will be confirmed in writing via email. Guides can include specific monuments during guided city visits provided that these are communicated ahead of time. Admission tickets are not included in the price of the service and will need to be paid directly by the customer(s).

Any private itinerary or activity can be customized, so the duration and difficulty can be decided on during the booking process. On average we choose accessible itineraries that are easily managed and not overly tiresom. On muscular bikes a good level of athletic preparation is required to navigate the steep slopes, on the other hand difficulty level can be set on E-Bike, so i is suffient to know how to ride a bicycle.

Yes, we can certainly rent a regular bike instead of an assisted e-bike for any of the biking itineraries that we offer. We tend to recommend e-bikes over regular bikes merely because the level of assistance can be adjusted, which is extremely useful towards the end. If you wish to enjoy a regular bike or your own bike, please contact us directly, especially since the changes in elevation and heat here in Tuscany can be factors that make covering the same distance much more strenuous compared to other sites elsewhere.

Private itineraries include pick up and drop off directly from and to your accommodation, so please communicate your hotel or accommodation address to us during the booking process (or as soon as you have finalized where you will be staying). City tours can be started from designated meeting points or you can arrange to have your Guide pick you up from your hotel or accommodation. The exact meeting point and time for any Private Tour or service can be decided on during the booking process.

It is possible to change the starting time of any Private Itinerary, Activity, Service or Guided City Service by contacting us directly. The necessary adjustments will be made according to availability.

It is possible to change the request to have any Private Itinerary, Activity, Service or Guided City Service rescheduled by contacting us directly. Whenever possible the necessary adjustments will be made according to the availability of vehicles and guides or cancelation policy.

It is possible to book a Private Itinerary that includes a service (e.g. a guided city tour) for only part of the group members. Any special requests should be communicated during the booking process and we should be notified of any necessary last-minute changes as soon as possible so that adjustments can be made.