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Book your dream getaway with our custom vacations in Central Tuscany. Enjoy a stress-free experience with all-inclusive options tailored to your preferences. Start planning your personalized Tuscan adventure today! Request a Private Vacation Lead Traveler Name and Surname Email Number of Participants? Preferred tour date * required Vacation Package * Hill Towns of Tuscany 5 Days 4 Nights Bacchus in Tuscany 4 Days 3 Nights Northern Wines 5 Days 4 Nights E-Bike Tuscany 7 Days 6 Nights Custom Package Telephone Pick up location Anything to Add? I agree to the Terms and Conditions Thank you for your request Send Request

Hiking and Biking Guides: enjoy hikes across neat farmlands and wild forests and stop to rest in historical sites and scenic spots. Hiking and Biking Guides 1. Get away from the crowds into the Tuscan countryside 2. Immerse in a diverse nature full of history and beauty 3. Learn from your guide about the land and its traditions Hire a professional excursionist for an adventurous outdoor activity among Tuscany’s rolling hills. Enjoy hikes across neat farmlands and wild forests and stop to rest in historical sites and scenic spots. Bike tours are a great way to immerse yourself in the landscape of rolling hills, follow your guide along the best secondary, panoramic routes away from traffic and breathe in the clean air of one of the world’s most beautiful areas. Treks and bike rides can be either; half day (3 hour) or full day (6 hour) experiences. Chianti Area The Chianti area between Siena and Florence is not only a land of vines, olive groves, medieval castles and old monasteries. The Chianti is also dense forests, a nature that is a real pleasure to behold. The slow traveler to this seemingly remote rural world is always accompanied and surprised by historic sites, hamlets and old farms, Renaissance Villas and other remnants of a long forgotten past. The Chianti gives its best in autumn when the heat has receded and the trekking and biking happens among changing colors (late September, October and early November). Val d’Orcia Area The UNESCO protected valley of the Orcia river, crossed by the old Roman road of the Cassia is guarded by medieval castles and embelished by renaissance hill towns. This area offers some of the most photographed and iconic landscapes of Tuscany. Surround yourself with cypress trees that crown the rolling hills of wheat fields, and follow country roads between neat rows of vineyards just paces from Montalcino and Montepulciano the hill top towns that produce some the best wines in the world such as the Brunello and Nobile. Crete Senesi The Crete Senesi are a soothing landscape to look at, with their basic and harmonious formations. They are the rolling clay hills, friable and sensitive to the erosion of wind and rain that have shaped them, over the centuries, like dunes or sea waves with mere pockets of towns and hamlets. The hills offer pastures for sheep farming, underground truffles can be unearthed from the wooded areas and old travertine and marble is quarried near the thermal waters that spring from its depths. Itineraries here are best enjoyed in the lush green of spring and in the arid and bare winter. Montagnola Senese The Montagnola is a hill and area of great naturalistic heritage, one of Tuscany’s great hot spots of biodiversity, with important quarries for the extraction of natural stone and marble like the precious Giallo di Siena which can be found inside the Duomo. Many paths in this area lead to uncontaminated landscapes and woodlands around forgotten Romanesque churches, medieval castles and hamlets, and the shaded woodlands, sleepy towns and historical sites usually show their best in the heat of summer. Val di Merse and Val di Farma The valleys of the Merse and Farma rivers are evocative regions for the continuity of their forests, interrupted only by the ancient, fortified villages, hermitages and monasteries, like the Abbey of San Galgano with its Sword in the Stone. The wealth of these areas derived from their waterways and mills. Along the banks of the Farma you can find the ancient Petriolo hot springs, thermal waters that have been appreciated since the Romans for their healing properties. Itineraries here are enjoyable all year and the adventurous may bathe in the rivers and baths. Request your Hiking or Biking Itinerary Lead Traveler Name and Surname Country Preferred tour date * required Preferred Activity Do you need to rent a bike? No, I have my own bikes Yes, I would like regular bikes Yes, I would like E-bikes Participant Heights for Bike Rental Would you like a support vehicle? Email Telephone Preferred Duration Number of Participants Choice of Area Chianti Area Val d'Orcia Area Crete Senesi Montagnola Senese Val di Merse and Farma Would you like a transfer service? Pick up location for the transfer Anything to Add? Accept terms and conditions Your form has been sent! Send Request

This Vacation isn’t just about discovering wine; it's about immersing yourself in the soul of Tuscany, where every vineyard has a tale to tell, and every glass whispers the secrets of the land.

Piena Montepulciano Tour: travel south out of town on one of the most panoramic roads of Tuscany, through the characteristic moonscapes of the Crete Senesi.

Siena Experiences: don't forget to have a look at our day trips to the main attractions around Siena Siena Experiences 1. Just one language so no lenghthy translations 2. Enjoy Exploring the Countryside and Touring City Centers 3. Take part in Wine and Food Activities in Town Check to see if the activity is available during your visit on our Activities Calendar Shared Experiences Guided by local Guides Siena and Duomo City Tour Tour the medieval city center of Siena. Skip the line Duomo cathedral tickets. Expert local guide for both €40,00 2 Hours, Duomo tickets included Book Now Tuscan Classics Wine Class Crash class teaching the fundamentals of Tuscan wines. Accompany your wine flight with bites of local products €60,00 2 hours, includes 6 wines and food bites Book Now Savor Siena Food Tour Part tasting, part tour. Taste Siena's products. Tour the center and visit small food stores €60,00 2 hours, includes tastings of local food and wine Book Now Monteriggioni and the Via Francigena Hiking Leisurely 3 hour hike on a pilgrim route in the morning. Visit the beautifully preserved fortress of Monteriggioni. Taste local organic wines €60,00 includes transportation and wine tasting Book Now E-Bike Chianti Tour Hum through panoramic empty roads in the Chianti on E-Bikes. Active bike ride in nature with a farm lunch and wine tasting €190,00 7 hours, includes farm lunch Book Now Don't forget to have a look at our day trips to the main attractions around Siena Find out more Need a guide for somewhere else? Hire a private guide Find out more

Sunset San Gimignano Tour: visit this beautiful and romantic Town of Towers at a leisurely pace, enjoying personal time to see the Collegiata church with its chapel dedicated to the local Saint Fina, or marvel at Sienese and Florentine art in the Civic museum.

Customize Tour in Tuscan: need something specific? Let us know what you desire and we can see to make it happen! Need something specific? Let us know what you desire and we can see to make it happen! Customize Your Tour in Tuscan Lead Traveler Name and Surname Country Preferred tour date * required Do you need transportation? YES NO Pick up location Choice of Tour Guide What would you like to do? Visit wineries and taste wines Be taken to chosen destinations Taste the food and visit farms Include a farm or winery meal to your itinerary Visit a museum or city centre with a private guide Hike through the Tuscan hills Bike or E-Bike along country roads Email Telephone How many participants? Suggest itinerary according to my location Drop off location Must see on tour San Gimignano Siena Volterra Chianti Florence Montalcino Montepulciano Pienza Cortona Tell us more... Wine regions Chianti Classico Brunello di Montalcino Nobile di Montepulciano Vernaccia di San Gimignano Accept terms and conditions Send We will be in touch soon

San Gimignano and Volterra Tour: travel north into the first Chianti hills and take a walk around Monteriggioni, a medieval and perfectly preserved fortress with a complete ring of city walls and turrets built in the 13th century and mentioned by Dante in his Divine Comedy.

Wine Tours in Tusany: take a walk through the vineyards, enjoy a guided cellar tour and savor a tasting of wine in the company of the passionate local expert who produced it. Wine Tours Tuscany’s pivotal produce is the local vino, and there’s no better experience to help you uncork its secrets than a wine tour. Take a walk through vineyards, enjoy a guided cellar tour and savor a tasting of wine in the company of the passionate local wine expert. 1. Full day private transportation and local expert guide 2. Small, sustainable and family-run wineries 3. Plentiful, multiple wine tastings and farm lunch Brunello di Montalcino Wine Tour Internationally recognized as one of Italy’s best reds, Brunello is a collectors’ favorite! Discover the undisputed King of pure Sangiovese from around the Montalcino hill directly from wineries on different sides of the hill. Tour the vineyards and cellars with the wine producers and learn the unique characteristics of this region and wine. Included Transportation with expert wine guide Winery lunch with wine Cellar tours and tastings of Chianti and Supertuscan wines Visit to Chianti villages and sights Travel south to the picturesque hills surrounding Montalcino, where the landscape is adorned with sweeping vineyards, ancient olive groves, and cypress-lined roads. This Brunello wine tour immerses you in the world of Tuscany’s most celebrated red wine. Begin your day with a winery, exploring the cellars and learning about the meticulous process of crafting Brunello. Stroll through the vines and capture stunning views before enjoying your first tasting. Continue to a second estate, where the passion of the winemakers shines through as they guide you through their historic property and pour their finest vintages. A highlight of the day is a leisurely Tuscan lunch at a wine estate, paired with their selection of wines. In the afternoon, visit a third winery for another memorable tasting experience, before stopping in the charming hilltop town of Montalcino. Wander its cobblestone streets, admire panoramic views, and soak in the timeless allure of this Tuscan treasure. Book it Download Chianti Classico Wine Tour Take in the beauty of the ever contended hills between Siena and Florence. With its rolling hills of vineyards and olive groves, impressive castles and medieval towns, the Chianti is one of Italy’s most famous wine regions. Discover the history of the Black Rooster area and its wines, by touring vineyards and wine cellars to see and hear the wine making procedures and passions directly from the producers. Included Transportation with expert wine guide Winery lunch with wine Cellar tours and tastings of Chianti and Supertuscan wines Visit to Chianti villages and sights Travel north-east into the Chianti hills, an area rich with dense oak wood forests and cypress trees, neat rows of vineyards and olive groves. Stop and take a little time to walk into the vineyards and have a closer look at the soil and vines, capturing some great pictures. Visit a first winery for tasting of the Black Rooster Chianti Classico wine and tour the cellars, Chianti wine has witnessed a qualitative jump in taste and complexity over the last decade. A traditional Tuscan lunch will be served at a Chianti estate accompanied by a tasting of the farm’s wines. Visit a second winery where we are introduced to the local producer and shown around the estate. Tour old cellars to learn about the traditional wine making and farm work and lifestyle that characterize the ‘Chianti folk’ is a must before sitting down to savor a tasting of the farm’s great Chianti wines. Book it Download San Gimignano Vernaccia & Chianti Wine Tour The unique hill town of towers, San Gimignano, is also a wine growing region home to Tuscany’s only DOCG white wine and one of Italy’s most historic wines. Thanks to the area’s unique conditions, the Vernaccia di San Gimignano can only be made here. Tour a winery of the area as well as another in the Chianti and enjoy a seasonal lunch at an organic farm. Walk the cobblestone streets of this must-see medieval town. Included Transportation with expert wine guide Winery lunch with wine Cellar tours and tastings of Vernaccia and Chianti wines. Visit to the hill town of San Gimignano Begin your day with a visit to the enchanting town of San Gimignano, known as the "Town of Fine Towers." Wander its medieval streets, marvel at the skyline of soaring stone towers, and take in breathtaking views of the Tuscan countryside. Explore artisan shops and immerse yourself in the charm of this UNESCO World Heritage gem. For lunch, journey to a Vernaccia di San Gimignano producer, where you’ll savor a delicious Tuscan meal paired with the crisp, elegant flavors of Vernaccia wine. Discover the rich history of this celebrated white wine as you tour the estate and vineyards. In the afternoon, venture into the rolling hills of Chianti to visit a renowned winery. Learn about the traditions behind Chianti’s bold reds, tour the cellars, and enjoy a guided tasting of their exceptional wines. This tour offers a perfect blend of history, flavors, and the stunning beauty of Tuscany. Book it Download Nobile di Montepulciano Wine Tour Nobile wine is made around the hill that is crowned by the town of Montepulciano, which is not to be confused with the Montepulciano grape varietal predominantly growing along the Adriatic coast. The Vino Nobile is produced with a local clone of the Sangiovese grape called Prugnolo and has a proud history. Explore wineries of the area and taste the Rosso and Nobile wines from inside old cellars within the medieval city walls, just paces from the town’s main square. Included Transportation with expert wine guide Lunch on farm/winery Tastings at Nobile di Montepulciano and Brunello di Montalcino wineries Sight-seeing opportunities in val d’Orcia, including the towns of Montepulciano and Montalcino Experience the allure of Montepulciano, a town where history, beauty, and world-class wine come together. This tour takes you on a journey to explore the renowned Vino Nobile di Montepulciano, visiting three exceptional wineries both within the medieval town and in the surrounding countryside. Start your day in Montepulciano itself, where you’ll visit a historic winery tucked beneath ancient streets. Tour the atmospheric cellars and taste wines steeped in tradition. From there, venture to a second estate in the rolling hills nearby, where the passion of the winemakers shines through in every sip of their exquisite Nobile wines. Pause midday to enjoy a traditional Tuscan lunch at a picturesque wine estate, savoring seasonal dishes perfectly paired with their vintages. The day continues with a visit to a third winery, offering stunning views and the chance to sample their unique interpretations of Vino Nobile. This tour is a perfect blend of history, culture, and the finest Tuscan flavors. Book it Download Our Pick VAL D’ORCIA’S BEST Brunello & Nobile Wine Tour Visit the hill town of Montepulciano and sample a selection of its Nobile wines. Enjoy the stunning landscapes of the Unesco protected Orcia Valley and a traditional Tuscan lunch on a family-run farm. Take in the sights and smells of Montalcino and experience an in-depth tour of a Brunello producing winery from the vineyards to the cellars before savoring a tasting of its prestigious wines. Included Transportation with expert wine guide Lunch on farm/winery Tastings at Nobile di Montepulciano and Brunello di Montalcino wineries Sight-seeing opportunities in val d’Orcia, including the towns of Montepulciano and Montalcino Embark on a journey through Tuscany’s most iconic wine regions with a tour blending the bold flavors of Brunello di Montalcino and Vino Nobile di Montepulciano. Begin your day in the heart of Brunello country, visiting a prestigious winery nestled among the rolling hills. Tour the vineyards and cellars, learning about the craftsmanship behind this world-renowned wine before indulging in a guided tasting. Midday, savor a traditional Tuscan lunch at a farm in the breathtaking Val d’Orcia, a UNESCO World Heritage landscape of golden fields, cypress-lined roads, and timeless charm. Enjoy farm-to-table dishes paired with local wines, soaking in the tranquility of the countryside. In the afternoon, head to the historic town of Montepulciano to visit a winery within its ancient walls. Wander through atmospheric cellars carved into stone and sample their exceptional Nobile wines, each sip capturing the essence of this storied town. This tour offers a perfect harmony of flavors, landscapes, and cultural treasures. Book it Download Discounts for Low Season Bookings (November to April) Wish to visit a defferent wine region or would like a special itinerary: Book Private Wine Tour Book Your Private Wine Tour

Active Tours in Tuscany: step away from the bustle of town and immerse yourself in Tuscany’s amazing landscapes with its colors and smells from up close. Active Tours 1. Dedicated and experienced guides 2. Round trip private transportation 3. Moderate physical activity suitable for all Step away from the bustle of town and immerse yourself in Tuscany’s amazing landscapes with its colors and smells up close. Hike part of the via Francigena like pilgrims have done throughout the ages, follow a truffle hunter and his dog into the woods or enjoy a modern e-bike to cycle through the vineyards and olive groves of the Tuscan hills. Cooking Class & Volterra Family tour Bring back new ideas, memories and recipes to impress your friends, learn how to prepare a simple and tasty meal that will forever remind you of your adventures in Tuscany! Travel scenic routes to Volterra to marvel at an alabaster craftsman in his workshop and the town’s historic sites and beautiful views. Hands on cooking class preparing a full Tuscan meal with a local Indulge in the lunch you have prepared served with local wines Visit to alabaster workshop and Volterra town center Make Request Download Truffle hunt & Chianti Wine tour Follow a hunter and his dog into the forest and search out the most elusive of mushrooms, the underground truffle. Take in the forest smells and bring back the foraged truffles and herbs to enjoy with your fresh and tasty farm meal with wine. Travel into the rolling hills of the Chianti to learn the secrets behind the production of this historic wine directly from the producer. Walk the vineyards, tour the cellars, and savor a tasting of the winery’s best bottles. Explore the local forest with a truffle hunter and his dog Enjoy a farm meal with your foraged truffles Visit a Chianti winery with cellar tour and tasting Make Request Download E-Bike Val d'Orcia & Brunello Wine Tour Begin the day with a brief visit to San Quirico d’Orcia, a picturesque town on the Francigena pilgrims’ route and ride your E-bike in the company of your guide through the stunning landscape and sweeping views of the Unesco-protected val d’Orcia. Sit down for a wholesome farm meal and drive on to Montalcino, a hill town made famous by its Brunello wine. Visit a family-run winery, tour their cellars and sit down for a guided tasting of these world-renown, delicious wines. 3 hours of cycling through stunning landscapes on assisted bikes Farm lunch with wine Visit of Montalcino and Brunello Winery with tour and tasting Make Request Download Our Pick Francigena Hike, Picnic & San Gimignano Stride along the via Francigena pilgrims’ route in the company of your guide and marvel at the landscape of vineyards, olive groves, forest and farms. Enjoy a picnic of fresh, seasonal products at a scenic spot with wine. Visit the enchanting San Gimignano for some leisure time in this Unesco- protected medieval Town of Towers with its many stores and attractions. 3h hike on the via Francigena pilgrims’ route in the countryside Picnic lunch of fresh seasonal produce with wine Visit of Unesco-protected San Gimignano Book Active Tour Ready to make your Active tour request? Lead Traveler Name and Surname Country Preferred tour date * required Pick up location Anything to add? Email Telephone Number of Participants? Choice of tour Treasure Hunting in Siena & San Gimignano Cooking Class & Volterra Truffle hunt with tasting and Chianti Wine Tour E-Bike Val d'Orcia & Brunello Wine Tour Francigena Hike, Picnic Lunch & San Gimignano (our Pick) Accept terms and conditions Your form has been sent! Send