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. Pienza and Montepulciano Tour 8 hours Lunch at countryside farm with great views Visit the iconic Val d'Orcia area Small group of 8 ensures personal experience Visit the hill towns of Pienza and Montepulciano. Drive through panoramic UNESCO landscapes in the Val d'Orcia and enjoy a wholesome lunch at a local farm and optional wine tasting in historic wine cellar. Description: Meet your guide in front of the church of San Domenico in Siena at 9:30am, easy to find even if you are arriving from out of town with your own car, as there is parking in the vicinity. Travel south out of town on one of the most panoramic roads of Tuscany, through the characteristic moonscapes of the Crete Senesi. Enjoy brief stops along the way for photo opportunities before visiting a quaint, non touristic medieval hamlet. Continue along this stunning landscape and reach the UNESCO heritage site of the Val d’Orcia, where you come across some of Tuscany’s most iconic postcard pictures. Arrive to the beautiful, utopian renaissance town of Pienza, one of the first towns to be entirely planned out on paper by important architects of the time. These were called upon by Pope Pius II, the humanist pope who wanted to renovate his native town and bring it new splendor. Spend your leisure time exploring the Romanesque church of Corsignano or the ideal, Renaissance Cathedral and walk along the scenic route overlooking the valleys and hills beyond. Browse the pretty streets of this gem of a town or some of its many shops of local crafts and products. Visit a local farm for a wholesome and refreshing lunch based mainly on the fresh ingredients produced on the farm. In the afternoon, visit one of the biggest and proudest of the Tuscan hill towns, Montepulciano. This town was first under the dominance of medieval Siena and then became an ally to renaissance Florence: here you can recognize the influences of both Republics in its architecture and art. Located on a steep hill, you can look over the ledge at the the Tuscany - Umbrian border. Visit the main square, Piazza Grande, and explore one of the many old wineries carved out of the ground below the city, taste the Vino Nobile that is produced by the many important and noble families live here. After a short walk around town with your guide, enjoy some free time in town or go for a guided cellar tour with your guide. Details: Included Round trip transportation, farm lunch, visit to Tuscan village and the towns of Pienza and Montepulciano. Tour of wine cellar and wine tasting in Montepulciano (Optional) Not included Gratuities Participants From 2 to 8 Participants Requirements Please communicate any dietary allergies or restrictions for the lunch. Book Now per person €180 Meeting Point: Meet your guide under the large tree that is in front of the Basilica in Piazza San Domenico in Siena at 9:30am Address: Piazza San Domenico, Siena, Province of Siena, Italy Parking: Parking is available in the nearby Stadio and Fortezza parking lots Train Stations & Bus Stops: Piazza Antonio Gramsci bus station, the train station is a taxi ride away Related Products from €780 Private Sunset Val d'Orcia Drive through the scenic Crete Senesi and visit a Monastery. Enjoy leisure time in the thermal town of Bagno Vignoni and Pienza and enjoy a sunset dinner on a farm View More from €40 Siena and Duomo Tour Tour the historical city center of Siena with an expert local guide. See all the main sights of town and skip the line at the Duomo cathedral to visit the rich, art-filled interiors. View More from €180 San Gimignano and Volterra Visit the beautiful towns of San Gimignano and Volterra. Savor lunch at a small Saffron farm. Visit an alabaster sculptor with demonstration. View More

Explore Tuscany with a day trip to Cortona and Arezzo from Siena. Visit Cortona from Siena to admire its charm and history, and visit Arezzo to discover its artistic treasures. Cortona and Arezzo Tour 8 hours Visit the towns of Arezzo and Cortona Enjoy a fresh farm lunch with wine Small group of 8 participants ensures a personal experience Explore the medieval charm of Lucignano and visiting Cortona, a hilltop gem with breathtaking views and ancient history. Enjoy a farm-fresh Tuscan lunch with wine before visiting the artistic treasures of Arezzo. all guided by an expert in the region’s culture and heritage. Description: Start your journey in Siena at 9:30 AM and head to the enchanting medieval hamlet of Lucignano in the province of Arezzo. Stroll through its charming concentric streets, a unique design that has earned it the nickname "the town of the golden tree," and soak in its romantic atmosphere and historic allure. Continue to the hilltop town of Cortona, famously depicted in Under the Tuscan Sun. Meander through its steep, picturesque streets, discover ancient Etruscan roots, and enjoy breathtaking views over the Valdichiana and Lake Trasimeno. After sightseeing, retreat to the tranquility of a countryside farm for a wholesome Tuscan lunch featuring fresh, local ingredients and paired with delightful wines. Here, you’ll savor the flavors of the region in a warm and welcoming setting. Next, continue to the vibrant city of Arezzo, a treasure trove of art, history, and architecture. Explore its stunning Piazza Grande, framed by medieval towers and Renaissance elegance. Marvel at Piero della Francesca's fresco cycle in the Basilica of San Francesco, and admire the intricate craftsmanship of Giorgio Vasari’s House. Arezzo’s rich history and artistic heritage will captivate you at every turn. Return to Siena after approximately 8 hours, enriched by the insights of your knowledgeable guide. With a small group of no more than 8 participants, this intimate tour offers a perfect blend of history, culture, and culinary delights. Details: Included Round trip transportation, farm lunch, visit to Tuscan village and the towns of Arezzo and Cortona. Not included Gratuities Participants From 2 to 8 Participants Requirements Please communicate any dietary allergies or restrictions for the lunch. Book Now per person €180 Meeting Point: Meet your guide under the large tree that is in front of the Basilica in Piazza San Domenico in Siena at 9:30am Address: Piazza San Domenico, Siena, Province of Siena, Italy Parking: Parking is available in the nearby Stadio and Fortezza parking lots Train Stations & Bus Stops: Piazza Antonio Gramsci bus station, the train station is a taxi ride away Related Products from €780 Private Siena & San Gimignano Sightseeing tour Guided 2 hour group tour of Siena and its Duomo, lunch on farm and afternoon visit to San Gimignano View More from €40 Siena and Duomo Tour Tour the historical city center of Siena with an expert local guide. See all the main sights of town and skip the line at the Duomo cathedral to visit the rich, art-filled interiors. View More from €180 Pienza and Montepulciano Tour Tour the hill towns of Pienza and Montepulciano. Drive through panoramic unesco landscapes in the Val d'Orcia. Enjoy Wholesome lunch at organic farm View More

Experience the essence of Tuscany with this vacation package, designed to immerse you in the region's timeless beauty. The Vacation includes a collection of handpicked experiences, each uniquely showcasing the charm of Tuscany. Hill Towns of Tuscany 5 Days 4 Nights Discover the Heart of Tuscany: A Timeless Escape Immerse yourself in Tuscany’s charm with our carefully crafted vacation package. From rolling vineyards to historic hilltop towns, each experience celebrates the region’s beauty and culture. Chianti & San Gimignano: Enjoy a private tour, a farm-to-table lunch, and a wine tasting at a renowned cellar. Cooking in Certaldo: Master Tuscan cuisine and savor local wines during a hands-on cooking class. Historic Volterra & Siena: Explore alabaster artistry in Volterra and take a guided tour of Siena's majestic Duomo. Val d’Orcia Finale: Visit Montalcino and Pienza, dine at a dairy farm, and toast with Brunello wine. Day 1 Discovering the Chianti and San Gimignano This first day of your vacation package promises a beautiful blend of scenic beauty, cultural immersion, and gastronomic delights, setting the tone for a truly memorable Tuscan escape. 11 AM: Morning: Departure from Florence Your Tuscan adventure begins with a pick-up from your chosen location in Florence. As you leave the city behind, prepare to be mesmerized by the panoramic vistas of the Chianti Classico route. The journey takes you through the picturesque landscapes of Tuscany, where rolling hills and vineyards paint a scene straight out of a Renaissance masterpiece. 12:30 PM: Authentic Tuscan Experience at a Family-Run Winery Around midday, you'll arrive at a charming, family-run winery nestled in the heart of Chianti. Here, you'll be welcomed by the wine-making family, offering you a unique glimpse into the local way of life. Enjoy a fresh, seasonal lunch that perfectly complements the array of Chianti wines. This meal is not just about savoring delicious food and wine; it's an opportunity to engage with the traditions and stories behind Tuscany's celebrated culinary culture. 2:30 PM: Exploring Montefioralle and Greve in Chianti Continue your journey to the medieval hamlet of Montefioralle. This enchanting village, with its cobblestone streets and stone houses, is a hidden gem in the Chianti region. Wander through the narrow lanes and soak in the atmosphere of a bygone era. Next, visit the Chianti town of Greve in Chianti. Known as the gateway to the Chianti region, Greve boasts a charming piazza, artisan shops, and quaint cafés, making it a delightful place to explore and absorb the local vibe. 5 PM: Arrival and Leisure Time in San Gimignano Your first day culminates with a 5 pm arrival in San Gimignano, the iconic UNESCO-listed hill town famed for its medieval towers. Check into your centrally located accommodation and take the evening to relax and explore at your own pace. As the day-trip crowds dissipate, San Gimignano's true enchantment comes alive. Stroll through its historic streets, admire the stunning views of the Tuscan countryside, and choose from one of the many renowned restaurants to enjoy a tasty Tuscan meal. The tranquility of the evening in this beautiful town offers the perfect setting to unwind and reflect on the day's experiences. Day 2 Discovering the Chianti and San Gimignano This first day of your vacation package promises a beautiful blend of scenic beauty, cultural immersion, and gastronomic delights, setting the tone for a truly memorable Tuscan escape. 11 AM: Morning: Departure from Florence Your Tuscan adventure begins with a pick-up from your chosen location in Florence. As you leave the city behind, prepare to be mesmerized by the panoramic vistas of the Chianti Classico route. The journey takes you through the picturesque landscapes of Tuscany, where rolling hills and vineyards paint a scene straight out of a Renaissance masterpiece. 12:30 PM: Authentic Tuscan Experience at a Family-Run Winery Around midday, you'll arrive at a charming, family-run winery nestled in the heart of Chianti. Here, you'll be welcomed by the wine-making family, offering you a unique glimpse into the local way of life. Enjoy a fresh, seasonal lunch that perfectly complements the array of Chianti wines. This meal is not just about savoring delicious food and wine; it's an opportunity to engage with the traditions and stories behind Tuscany's celebrated culinary culture. 2:30 PM: Exploring Montefioralle and Greve in Chianti Continue your journey to the medieval hamlet of Montefioralle. This enchanting village, with its cobblestone streets and stone houses, is a hidden gem in the Chianti region. Wander through the narrow lanes and soak in the atmosphere of a bygone era. Next, visit the Chianti town of Greve in Chianti. Known as the gateway to the Chianti region, Greve boasts a charming piazza, artisan shops, and quaint cafés, making it a delightful place to explore and absorb the local vibe. 5 PM: Arrival and Leisure Time in San Gimignano Your first day culminates with a 5 pm arrival in San Gimignano, the iconic UNESCO-listed hill town famed for its medieval towers. Check into your centrally located accommodation and take the evening to relax and explore at your own pace. As the day-trip crowds dissipate, San Gimignano's true enchantment comes alive. Stroll through its historic streets, admire the stunning views of the Tuscan countryside, and choose from one of the many renowned restaurants to enjoy a tasty Tuscan meal. The tranquility of the evening in this beautiful town offers the perfect setting to unwind and reflect on the day's experiences. Day 1 Discovering the Chianti & San Gimignano 11 AM: Morning: Departure from Florence Your Tuscan adventure begins with a pick-up from your chosen location in Florence. As you leave the city behind, prepare to be mesmerized by the panoramic vistas of the Chianti Classico route. The journey takes you through the picturesque landscapes of Tuscany, where rolling hills and vineyards paint a scene straight out of a Renaissance masterpiece. 12:30 PM: Authentic Tuscan Experience at a Family-Run Winery Around midday, you'll arrive at a charming, family-run winery nestled in the heart of Chianti. Here, you'll be welcomed by the wine-making family, offering you a unique glimpse into the local way of life. Enjoy a fresh, seasonal lunch that perfectly complements the array of Chianti wines. This meal is not just about savoring delicious food and wine; it's an opportunity to engage with the traditions and stories behind Tuscany's celebrated culinary culture. 2:30 PM: Exploring Montefioralle and Greve in Chianti Continue your journey to the medieval hamlet of Montefioralle. This enchanting village, with its cobblestone streets and stone houses, is a hidden gem in the Chianti region. Wander through the narrow lanes and soak in the atmosphere of a bygone era. Next, visit the Chianti town of Greve in Chianti. Known as the gateway to the Chianti region, Greve boasts a charming piazza, artisan shops, and quaint cafés, making it a delightful place to explore and absorb the local vibe. 5 PM: Arrival and Leisure Time in San Gimignano Your first day culminates with a 5 pm arrival in San Gimignano, the iconic UNESCO-listed hill town famed for its medieval towers. Check into your centrally located accommodation and take the evening to relax and explore at your own pace. As the day-trip crowds dissipate, San Gimignano's true enchantment comes alive. Stroll through its historic streets, admire the stunning views of the Tuscan countryside, and choose from one of the many renowned restaurants to enjoy a tasty Tuscan meal. The tranquility of the evening in this beautiful town offers the perfect setting to unwind and reflect on the day's experiences. This first day of your vacation package promises a beautiful blend of scenic beauty, cultural immersion, and gastronomic delights, setting the tone for a truly memorable Tuscan escape. Day 2 Culinary Delights and Historical Exploration in Certaldo and Volterra 9:30 AM: Authentic Tuscan Cooking Class Your day begins with a 10 AM departure from your San Gimignano accommodation, whisking you away to the picturesque town of Certaldo. Here, you'll dive into the heart of Tuscan cuisine with an authentic cooking class. This hands-on experience is a culinary journey, where you will learn to prepare a full Tuscan meal, including the art of making fresh pasta. Under the guidance of local chefs, you'll discover the secrets behind traditional recipes and the importance of fresh, local ingredients. The cooking class isn't just about food; it's a gateway to understanding Tuscan culture and history through its flavors. 3 PM: Discovering Volterra's Rich Heritage Your journey continues to the historic hill town of Volterra. This town is a treasure trove of history, boasting Etruscan, medieval, and Roman influences. As you stroll through its ancient streets, you'll be captivated by the sweeping views and the town's rich architectural tapestry. Enjoy some leisure time exploring the town, perhaps visiting its well-preserved ruins or browsing local shops. A highlight of your visit to Volterra will be stopping at an authentic artisanal workshop. Here, you'll witness a local craftsman at work, sculpting alabaster – a translucent stone that has been carved into intricate artworks for centuries in this region. This visit offers a rare glimpse into an ancient craft, allowing you to appreciate the skill and tradition that goes into every piece. 5 PM: Return to San Gimignano As the afternoon fades, a return to San Gimignano awaits you. Spend another night in this medieval gem, where the towers and historic ambiance create a perfect backdrop for an evening at leisure. Explore the town further, perhaps visiting sites you missed the day before, or simply relax and enjoy the unique atmosphere. For dinner, choose from a variety of local restaurants offering delightful Tuscan cuisine, the perfect way to conclude your day of culinary and historical discoveries. Day 2 of your Tuscan getaway is designed to blend the joys of cooking and the pleasure of discovery, offering an intimate connection with the region's culinary heritage and its storied past. Day 3 Historic Exploration in Siena and Leisure Time Morning: Journey to Siena and Private City Tour 9:30 AM checkout from your accommodation in San Gimignano, marking the beginning of your journey to the captivating city of Siena. Upon arrival, embark on a private 2.5-hour tour of this renowned Tuscan city, known for its rich medieval history and stunning architecture. Your expert guide will lead you through the winding streets of the city center, unveiling the stories and secrets that each corner holds. The highlight of this tour is a visit to the magnificent Duomo cathedral, a masterpiece of Italian Romanesque-Gothic architecture. This tour is not just a visual feast; it's an insightful journey into the heart of Sienese culture and history. Afternoon: Check-In to Hotel and Leisure Time in Siena After the tour, proceed to check into your centrally located Siena hotel, which will be your base for the next two nights. From 1 PM onwards, the day is yours to enjoy at your leisure. Siena, a UNESCO World Heritage Site, offers a wealth of experiences. You might choose to delve deeper into its historical treasures, relax in one of the city's charming cafés, or explore its bustling piazzas. For those seeking more structured activities, optional services can be arranged. Whether you're interested in further exploring Sienese art and culture, enjoying a wine tasting experience, or simply wandering through the local markets, Siena has plenty to offer. This time is an opportunity for you to soak in the ambiance of this historic hill town at your own pace, creating memories that resonate with your personal travel aspirations. Day 3 of your Tuscan escape is designed to balance structured exploration with personal leisure, offering you the freedom to discover the many facets of Siena in your own unique way. Day 4 Scenic Drives, Brunello Wines and the Enchanting Pienza 9:30 AM: Panoramic Drive Through Crete Senesi Pick-up from your accommodation in Siena, setting out on a panoramic drive through the Crete Senesi. This region is renowned for its idyllic landscapes, characterized by rolling hills, ancient oak trees, and quaint farmhouses. The drive itself is a serene experience, offering a chance to admire the picturesque beauty of the Tuscan countryside. 11 AM: Visit to Monte Oliveto Maggiore Monastery Arrive at the serene Benedictine monastery of Monte Oliveto Maggiore. Here, you can stroll through the frescoed cloister, marveling at the stunning artwork that adorns its walls. Explore the monastery's rich collection of ancient books and art, providing a glimpse into the religious and cultural history of the region. A visit to the centuries-old pharmacy is a unique experience, showcasing natural remedies and liquors that have been produced by the monks for generations. 1 PM: Brunello Wine Experience near Montalcino Your journey continues with a visit to a renowned Brunello-producing winery near Montalcino. Enjoy a tour of the estate, learning about the meticulous process of creating Brunello, one of Italy's most prestigious wines. Following the tour, indulge in a delightful lunch paired with Brunello wines, an experience that perfectly combines gastronomic excellence with vinicultural expertise. 4 PM: Exploring Pienza Arrive in Pienza, the iconic Renaissance town known for its architectural beauty and breathtaking views of the Val d'Orcia valley. Take your time to stroll through the picturesque streets, admiring the harmonious layout designed by Pope Pius II. The town offers a perfect blend of historical significance and natural beauty, making it a must-visit destination in Tuscany. 6:30 PM: Return to Siena Conclude your day with a return to your accommodation in Siena. The evening is yours to relax and enjoy at your leisure. Whether you prefer a quiet night in or exploring the vibrant streets of Siena, this day offers the perfect balance of guided exploration and personal downtime, wrapping up another memorable day of your Tuscan adventure. Day 5 Farewell to Siena and Departure 10 AM: Checkout and Farewells As your Tuscan journey comes to a close, day five begins with a leisurely morning in Siena. After breakfast, prepare for checkout from your accommodation, taking a moment to reflect on the unforgettable experiences and memories you've gathered over the past days. Departure: Optional Transfer to Next Destination As you bid farewell to the enchanting city of Siena, we understand that your journey may take you further. To facilitate a seamless transition to your next destination, we offer an optional transfer service upon request. Whether you're headed to another Italian city, returning to the airport, or continuing your adventure elsewhere, we are here to ensure a smooth and hassle-free departure. End of Tour This marks the end of your exquisite Tuscan escapade with us. As you move forward to your next destination, we hope that the beauty, culture, and flavors of Tuscany linger in your heart, inspiring future travels and stories to share. Arrivederci, and may your travels always be filled with such enriching and delightful experiences! PACKAGE INCLUDES: Activities 1 Day Trip of the Chianti with winery visit 1 Hand On Cooking Class with lunch and wine 1 Day Trip to Certaldo and Volterra 1 Visit to Alabaster Sculptor's workshop 1 Private 2.5 Hours Siena Walking tour and Duomo entrance tickets 1 Full Day Val d'Orcia Day Trip 1 Visit to Brunello Winery with Tasting 1 Visit to Benedictine Monastery with entrance tickets Accommodation 2 Nights in Hotel in Center of San Gimignano 2 Nights in Hotel in Siena Center Accommodation in Double or Twin Room, Single Room Supplement available Meals 4 Breakfasts in Hotels Lunch With Wine at Chianti Producer Lunch with Wine at Cooking Class Lunch With Wine Brunello Winery Transportation Transportation in Comfortable 8 Seater Vehicle with AC All Transfers and day trip transportation All Motorway and Transportation Fees Guides Comapany of Experienced English Speaking guide for the day trips Authorized City Guide for Siena Walking Tour Shared Tour Dates 16 - 21 June 2024 10 - 25 October 2024 SIGN UP € 1,350 per person * * tour will depart with minimum of 4 persons Book Private Vacation Flexible Dates and Itinerary Price According to number of Persons and Chosen Accommodation Request Private Vacation

Experience exclusive private tours from Siena with Tuscan Escapes. Enjoy seamless transfer tours and personalized guided services tailored to your needs, exploring the best of Tuscany in comfort and style. Your bespoke journey awaits! Private Services 1. Private and Exclusive Transportation and Guide 2. City and Nature Guides in Language of Choice 3. Catering and Events in Private Villas Day Trips Exclusive tours with private transportation Throughout Central Tuscany Wine Tours Take a walk through the vineyards, enjoy a guided cellar tours and tastings of wine in the company of the passionate local experts who produced them. Visit world famous Tuscan wine regions Tour cellars and taste delicious wines Tasty lunches at wineries and farms See Tours Sightseeing Tours Let yourself be guided through historic fortresses, abbeys and town centers and meet local artisans for a truly Tuscan cultural experience. Visits of famous towns and city centers Tour farms and taste local products See the beauty of Tuscany See Tours Transfer Tours Travelling between destinations and want to make the most of sights and stops en route? Enjoy a comfortable transfer tour to your next destination with stops along the way. Travel between destinations Stop to visit towns and sights Include lunches and tastings en-route See Tours Active Tours Hike through nature or cycle on bikes and e-bikes in Tuscany's iconic countryside. Enjoy an active day with transport and the company of an excurionist guide. Trek and bike in Tuscany Family fun activities and adventures Balance your day with winery tours and farm lunches See Tours Private Guides Authorized guides for town centers and hikes Available in various languages City Guides Discover the art in museums and churches and learn about the local culture and legends from a local guide in your preferred language. Enrich your stay with a deeper dive into the wealth of history and traditions of the area on half day and full day private activities. Museum and City Center visits Request a guide in your language Privately led by expert official guides Book City Guide Nature Guides Hire a professional excursionist for an adventurous outdoor activity among Tuscany’s rolling hills. Enjoy hikes and biking guides for a great way to immerse yourself in the landscape of rolling hills. Trek or bike with a local nature guide Take in the beauty of Tuscany up close Customize your tour to the preferred level of physical activity Book Nature Guide Services Villa Services, Logistics for Large Groups and Planning Assistance Enrich your Tuscan Stay Our services can cater to your Villa food, beverage and entertainment requirements. Receive assistance for your group transportation and activities when planning your stay. Book Service Private tours are available in: Book Private Service Can't find what you are looking for? Request a custom tour Customize

"Discover the best day trips from Siena and unforgettable vacations in Tuscany with Tuscan Escapes. Explore charming hill towns, indulge in authentic wine tours and experiences in Siena, and immerse yourself in the beauty and culture of Tuscany. Plan your perfect getaway today!" Day Trips Discover central Tuscany with our daily small-group tours departing from Siena, limited to just 8 participants for a truly personal experience. Led by our friendly and deeply knowledgeable guides, you'll explore the region’s renowned wine areas and picturesque hill towns at a leisurely pace. Enjoy visits to top wineries, where you'll taste exquisite local wines, and savor delicious farm-to-table lunches. Our expert guides combine an informal, welcoming style with rich insights into the history, culture, and flavors of Tuscany, ensuring an unforgettable day immersed in its beauty and traditions. VIEW DAY TRIPS Experiences Immerse yourself in the best of Siena and its surrounding countryside with a range of enriching experiences. Led by our friendly and deeply knowledgeable guides, you'll explore the region’s renowned wine areas and picturesque hill towns at a leisurely pace. Enjoy visits to top wineries, where you'll taste exquisite local wines, and savor delicious farm-to-table lunches. Our expert guides combine an informal, welcoming style with rich insights into the history, culture, and flavors of Tuscany, ensuring an unforgettable day immersed in its beauty and traditions. VIEW EXPERIENCES All Tours Schedule Prefer to go Private? Need exclusive or custom experience? we have made it easy for you to find what you need. City Guide Hire a city guide for museums and city center tours Request a guide in your language Privately led by expert official guides Nature Guide Book a Hiking or Biking Guide Customize your outing to the preferred level of physical activity Day Tour private transportation and expert local driver-guide Tour wineries and farms Visit historical centers and hill towns Transfer Tour Transport between destinations Stop for lunch and visit towns and sights en-route Villa Service When staying in a Private Villa or apartment in Tuscany and you would like an activity or special meal provided for you, make your specific request. We love challenges and catering to different requests. We are based out of Siena, so we only cater to villas situated in the vicinity of Siena (50km Radius) Some of the activities we provide, include. Chef hire for meal preparation, wine and food guided tastings, arts and crafts workshop, live music and entertainment. Book Private Service Vacations All inclusive packages meticulously crafted to offer an enchanting blend of adventure, indulgence, and relaxation. SEE VACATIONS and More... Online Wine Shop Purchase your favorite wines from a selection of Tuscan wineries and ship direct to your accommodation. Learn of the faces behind the labels and buy wines directly from the producers at discounted rates. ToscanaVino.com Tuscan Wine School Located in the center of Siena the Tuscan Wine School and Bar offers short crash classes on Tuscan wines and wine flights, light lunches and a relaxing location where you can come to enjoy great wines and a chat. TuscanWineSchool.com Newletter Sign up and to our newsletter and stay up to date with news about Tuscany and its wines and receive discount vouchers for wine cases and Tuscan Escapes tours and Experiences. Sign Up Social Media Stay connected on our diverse Tuscan Escapes social media channels or follow ToscanaVino on Youtube for regular interviews and presentations of Tuscan wineries. What people say about us Tuscan Escapes has won the hearts of travelers from around the world, gathering glowing reviews across every online platform and on our own website.

Monteriggioni Francigena Hike: give your mind a peaceful rest from the noise of the crowded towns, follow your expert guide on a pleasant walk along the Via Francigena. Monteriggioni Hike from Siena 4 hours Walk on hiking trails and countryside paths with no vehicular traffic Company of Expert local guide who illustrates the sights Guided organic wine tasting Leisurely 3.5 hour hike on Francigena pilgrim footpath in the morning. Visit the beautifully preserved fortress of Monteriggioni. Tasting of local organic wines Description: Your meeting point for the start of the tour is from the Siena train station (in front of pharmacy) at 9:00am. Give your mind a peaceful rest from the noise of the crowded towns, follow your expert guide on a pleasant walk along the Via Francigena, an ancient pilgrim route for the first time plotted down by the Arcbishop ‘Sigeric the serious’ of Cantebury on his return from Rome in the 9th century and considered the main artery to Rome throughout the middle ages. This route, that has for centuries been a highway of men and emotions, a spiritual pilgrimage and a wealthy trade route, has been forgotten and almost entirely relegated to history by the modern paved car roads. Only recently the route has been brought back from the grip of modernity and is today enjoyed by many pilgrims and hikers alike. Experience the beauty of the mixture between the Tuscan countryside and the glory of its medieval past, still present in its wonderfully preserved castles, villages and ruins. See the Tuscany you would never want to miss before returning home, pass through forests and fields, vineyards and olive groves from Siena to the imposing fortress of Monteriggioni. A medieval walled town located on a natural hillock, built by the Sienese in the thirteenth century as a bastion of defense in their wars against Florence. It withstood many attacks from both the Florentines and the forces of the Bishop of Volterra until in an act of reconciliation with the Medicis, the town’s captain simply handed the keys of the town over to the Medicean forces - considered a "great betrayal" by the town's people. Once in Monteriggioni, you will enjoy a guided tasting of local organic wines before saying goodbye to your guide for the end of the tour. Feel free to explore the village and the surrounding area at your own pace. You will be given a bus ticket to return to Siena. Buses leave on the hour (every hour) and can be taken at whatever time you prefer from the nearby bus stop. The hiking tour is suitable for anyone in good physical condition and with experience in long walks. It is highly recommended you wear comfortable clothes and shoes, to bring water, a hat and in summer, sun cream and rain coat in case of light rain (Tour will be cancelled/postponed in case of severe weather). Details: Included Morning transport to starting point for guided hike to Monteriggioni. Wine tasting in the fortress. Return bus tickets to Siena with instructions for returning in your own time. Not included Gratuities Participants The tour takes place with 2 to 16 participants Requirements Comfortable shoes, Water bottle. Book Now per person €55 Meeting Point: Meet your guide in front of the Pharmacy outside the Siena Train Station at 9:00am Address: Stazione Ferroviaria di Siena, Piazzale Rosselli, 3, 53100 Siena SI Parking: At the Train station and Shopping mall "Porta Siena" Train Stations & Bus Stops: Siena Train Station and Bus stop Stazione Related Products from €60 Savor Siena Food Tour Part tasting, part city tour. Learn about and taste Siena's local products. Tour the center and taste the meats, cheeses and desserts of town with wine tasting. View More from €60 Tuscan Classics Wine Class Learn about and taste wines. Crash class teaching the fundamentals of Tuscan wines. Accompany your wine flight with bites of local products View More from €160 Private Hiking Guide Hike a private nature guide for a hike through one of Tuscany's many stunning landscapes. Walk on footpaths and in nature reserves and take in the breathtaking views View More

Savor Siena Food Tour: learn about local wine production and taste a typical local white and red wine. Learn to taste extra virgin olive oil and why the Tuscan bread is plain and used in many local recipes. Savor Siena Food Tour 2 hours Visit the city center with your guide Taste Siena's main local products Sample choice Tuscan wines Tasting of local products: 3 different wines, extra virgin olive oil, local cheeses, cured meats, sweets and more. Guided visit of Siena with culinary explanations and stops. Description: Tuscans revel in their culinary heritage, and food is a central part of everyday life in Italy. The Savor Siena Tour will introduce you to the Tuscan food culture and Siena's most typical foods, so join us at the Tuscan Wine School for a walk around Siena as well as a sit down tasting to discover its best foods and practices. Learn about local wine production and taste a typical local white and red wine. Learn to taste extra virgin olive oil, why the Tuscan bread is plain and used in many local recipes. Sample different Pecorino sheep cheeses, distinguish fresco from stagionato with different local jams and honeys. Taste the rare cinta senese, an almost extinct pig that is unique to Siena. Hear of the history of the recipe behind Siena's medieval fruitcake and panpepato, the local pepperbread. Savor Siena offers a chance to not only taste, but to learn about Siena and its wealth of foods. Visit the medieval center and beautiful Piazza del Campo square with your guide, learn of the traditions of history of the town and also how it ties in to the local food and wine. Details: Included Tasting of local products: 3 different wines, extra virgin olive oil, local cheeses, cured meats, sweets and more. Guided visit of Siena with culinary explanations and stops. Not included Gratuities Participants The tour takes place with 4 to 14 participants Requirements Alcohol will only be served to people over the age of 18. Children are welcome and can choose alternative beverages. Book Now per person €60 Meeting Point: Meet at the Tuscan Wine School in Siena (near to the Duomo) at 12:00pm Address: Via Stalloreggi, 26, 53100 Siena SI Parking: Closest paid parking is Duomo and Campo Parking lots (10 minute walk to the School) Train Stations & Bus Stops: Antonio Gramsci Bus Terminal and the Siena Train Station are 20-25 Minute walk or short Taxi ride Related Products from €180 San Gimignano and Volterra Visit the beautiful towns of San Gimignano and Volterra. Savor lunch at a small Saffron farm. Visit an alabaster sculptor with demonstration. View More from €60 Tuscan Classics Wine Class Learn about and taste wines. Crash class teaching the fundamentals of Tuscan wines. Accompany your wine flight with bites of local products View More from €55 Monteriggioni Hike Leisurely 3 hour hike on a pilgrim route in the morning. Visit the beautifully preserved fortress of Monteriggioni and taste local organic wines View More

Guided City Tours in Siena: be guided by a professional City Guide during your visits to Florence, Siena, or any of the other main hill towns of Central Tuscany. Guided City Tours 1. Private official guide 2. Half or full day tours 3. Available in more languages Be guided by a professional City Guide during your visits to Florence, Siena, or any of the other main hill towns of Central Tuscany. Be sure not to miss the important city sights and monuments and to appreciate their historic significance. Discover the art in museums and churches and learn about the local culture and legends from a local guide in your preferred language. Enrich your stay with a deeper dive into the wealth of history and traditions of the area on half day and full day private activities. Classic Siena Siena is densely packed with historic wonders, architectural monuments, squares and churches that come alive with old stories and long-standing traditions. Let yourself be guided back through the centuries to discover its medieval glory on a classic itinerary that includes all the main sights and topics. Classic Siena is a walking itinerary that doesn’t include any paid admissions, but a visit to the Duomo Cathedral can be included on tour (excluding ticket price). Visit Siena’s main sights, architectural wonders and museums Cover the classic itinerary and topics with your local guide Learn about Siena’s history, contrada neighbourhoods and local traditions Half Day Tour €280 3 hours Group of up to 14 persons Muesum and Monument tickets not included Full Day Tour €450 3 hours in AM and 3 Hours in PM Group of up to 14 persons Muesum and Monument tickets not included Secret Siena Discover Siena’s lesser known treasures by stepping away from the crowded tourist areas to see its hidden corners, secondary monuments and exceptional works of art that are rarely found by chance. Follow an expert local guide on an itinerary that unravels Siena’s golden age, tales and community for second-time visitors and the truly curious. Visit Siena’s secondary sights and medieval center Cover an exceptional itinerary with hidden treasures In-depth exploration of Siena’s history, art and local traditions €280 3 hours Group of up to 14 persons Muesum and Monument tickets not included Classic Florence Tuscany's capital is an open-air museum of architecture and art, once the epicenter of culture and birthplace of the Renaissance and its Fine Art. Florence cannot be reduced to a single symbol: Michelangelo’s sculpture of David at the Accademia, the abundance of art at the Uffizi, the picturesque Ponte Vecchio and Brunelleschi’s Cupola over the Duomo are all worthy of a closer visit. A classic walking itinerary will give you a glimpse of them all, allowing an informed choice on which museum or monument to visit in detail next. Classic Florence is a walking itinerary that doesn’t include any paid admissions, but a visit to Santa Croce or S. Maria Novella can be included on tour (excluding ticket price). Visit Florence’s main sights and architectural wonders Cover the Florentine classics with your local guide Learn about Florence’s history and main attractions Half Day Tour €280 3 hours Group of up to 14 persons Muesum and Monument tickets not included Full Day Tour €450 3 hours in AM and 3 Hours in PM Group of up to 14 persons Muesum and Monument tickets not included San Gimignano Tour The Manhattan of the Middle Ages, San Gimignano, is a Unesco world heritage site for its testament to medieval architecture, and its imposing towers, cobblestone streets, squares and churches are indeed historic wonders. But this town’s bustle came from its geographical position and famous products; take a guided tour to step back in time and discover the social norms and trades that gave rise to such a rich and historical hill town. Visit the medieval San Gimignano with an experienced local guide Touch on all the main sites and learn about the town’s rich history and famous products Visit some of the town’s secondary sights and quieter corners €210 2 hours – price per group Museum tickets not included Siena Cathedral Complex Take an in-depth visit of Siena’s cathedral complex to see not just the majesty of Siena’s Cathedral with its mosaic floor, but to continue into its undercroft or Crypt to view Italy’s oldest frescoes and on to the Baptistery. Climb the façade of its unfinished new cathedral for a scenic view over the whole city and surrounding countryside and marvel at the museum’s masterpieces inside. The tour visits all the sites valid on the cumulative ticket OPA SI PASS which can be purchased skip-the-line together with your guide (excluding ticket prices). Visit Siena’s Cathedral and Cathedral Complex See Siena’s Baptistery and Crypt or undercroft with Italy’s oldest frescoes Tour the Opera Museum and climb to the top of its façade €230 2 hours – price per group (admission tickets not included €8-15 per person) This tour can be combined with a Classic or Secret Siena Tour for a full-day experience. Our Pick Request your Guided City Tour Lead Traveler Name and Surname Country Preferred tour date Language of Choice Choice of guided tours Classic Siena 3h Secret Siena 3h San Gimignano Tour 1.5h Classic Florence 3h Florence Museums 3h Siena Cathedral Complex 2h Suggest tour according to my interests Email Telephone Preferred tour time Number of Participants Let us know your Interests? Accept terms and conditions Send Request Your form has been sent!

Chianti Castels Wine Tour: 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, landscapes shaped into works of art by the combined action of nature and man. Chianti Classico Wine Tour 8 hours Tour wine cellars and taste Chianti wines Visit the Medieval castle of Brolio Small group ensures a personal experience Wine tasting at Chianti wineries with tours and tastings. Traditional Tuscan lunch with guided tasting and ticket to the Castle of Brolio gardens with amazing views. Description: Meet your guide in front of the church of San Domenico in Siena at 9:30am, easy to find even if you are arriving from out of town with your own car, as there is parking in the vicinity. 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 below the imposing walls of Castello di Brolio, where you can take a little time to walk into the vineyards and have a closer look at the soil and vines, capturing some great pictures. The 12th century fortification is where the Baron, Bettino Ricasoli, first stimulated the renewal of the areas’ agriculture and experimenting with different grape varietals and the best possible blends. It was in the 19th Century that he released his precious formula for making the great Chianti wine, now famous the world over for character and drinkability (as well as the straw flasks that are no longer in use!) We then make our way to the Castles’ gardens; visiting the grounds to learn the history of the area and its renowned wines before enjoying a first introductory tasting of the Black Rooster Chianti Classico wine at the Castle cellars, a wine that has witnessed a qualitative jump in taste and complexity. 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. Details: Included Round trip transportation, winery lunch with wine, visit to another winery with tour and tastings. Ticket to the gardens of the castle of Brolio followed by tasting of Brolio wine. Not included Gratuities Participants From 2 to 8 Participants Requirements Please communicate any dietary allergies or restrictions for the lunch. Book Now per person €180 Meeting Point: Meet your guide under the large tree that is in front of the Basilica in Piazza San Domenico in Siena Address: Piazza San Domenico, Siena, Province of Siena, Italy Parking: Parking is available in the nearby Stadio and Fortezza parking lots Train Stations & Bus Stops: Piazza Antonio Gramsci bus station, the train station is a taxi ride away Related Products from €40 Siena&Duomo Tour Tour the historical city center of Siena with an expert local guide. See all the main sights of town and skip the line at the Duomo cathedral to visit the rich, art-filled interiors. View More from €780 Private Chianti Tour Visit three different Brunello wineries with cellar tours and tastings, winery lunch and sightseeing time in Montalcino and the Abbey of Sant'Antimo. View More from €180 Brunello Wine Tour Wine tasting at Chianti wineries with tours and tastings. Traditional Tuscan lunch with guided tasting and ticket to the Castle of Brolio gardens with amazing views. View More

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. San Gimignano and Volterra Tour 8 hours Visit the town centers of San Gimignano and Volterra Fresh lunch served on family run farm with wine Small group ensures a personal experience Tour the beautiful towns of San Gimignano and Volterra. Savor a fresh lunch at a family run farm. Visit an alabaster sculptor with demonstration and see the beautiful hill towns and the fortress of Monteriggioni Description: Meet your guide in front of the church of San Domenico in Siena at 9:30am, easy to find even if you are arriving from out of town with your own car, as there is parking in the vicinity. 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: this was once Siena’s main bastion of defense against the armies of Florence. Enjoy its quiet and charming atmosphere browsing the alleys and shops of local crafts and products, or lighting a candle in the local church as the pilgrim's once did. Continue to the fascinating town of San Gimignano, one of the most characteristic hilltop towns of Tuscany, with its many austere medieval towers that defiantly survived the centuries and are still proudly standing today. Recognized as a UNESCO site of world heritage, this city is a great testimony of medieval architecture. Walk along the ancient route of the Via Francigena, the main route that took all travelers and pilgrims of Europe to Rome and the Holy See. The bustling San Gimignano flourishes with artisanal boutiques of the local trades and stores, selling the towns famous ‘red gold’ or saffron spice as well as the Vernaccia white wine, so traditional and old that Dante mentions it in the 13th century. After working up an appetite browsing squares, streets, churches and stores, visit a small family-run farm and enjoy a traditional Tuscan lunch prepared using the farm's own seasonal products. During lunch you will taste dishes prepared with saffron accompanied by the refreshing Vernaccia white wine.After lunch. Travel on on panoramic roads towards Volterra, the ancient Velathri, a city that harmoniously combines Etruscan and Roman ruins with medieval and Renaissance architecture, with the unavoidable modern buildings and furnishings. Visit a small, artisanal workshop and meet the craftsmen that have been working the local alabaster for decades. Witness this ancient art of sculpting this stone into precious masterpieces. Enjoy leisure time walking along the streets of the historical centre, visiting the town’s famous Etruscan museum or simply marveling at the millennia old Etruscan arch, the Roman theatre or the more modern monuments and shops in town. Details: Included Round trip transportation, farm lunch with wine. Visit to Albaster workshop with demonstration. Leisure time for visiting the towns of San Gimignano and Volterra. Not included Gratuities Participants From 2 to 8 Participants Requirements Please communicate any dietary allergies or restrictions for the lunch. Book Now per person €180 Meeting Point: Meet your guide under the large tree that is in front of the Basilica in Piazza San Domenico in Siena at 9:30am Address: Piazza San Domenico, Siena, Province of Siena, Italy Parking: Parking is available in the nearby Stadio and Fortezza parking lots Train Stations & Bus Stops: Piazza Antonio Gramsci bus station, the train station is a taxi ride away Related Products from €780 Private Siena & San Gimignano Sightseeing tour Guided 2 hour group tour of Siena and its Duomo, lunch on farm and afternoon visit to San Gimignano View More from €40 Siena and Duomo Tour Tour the historical city center of Siena with an expert local guide. See all the main sights of town and skip the line at the Duomo cathedral to visit the rich, art-filled interiors. View More from €180 Pienza and Montepulciano Tour Tour the hill towns of Pienza and Montepulciano. Drive through panoramic unesco landscapes in the Val d'Orcia. Enjoy Wholesome lunch at organic farm View More

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 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

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 Touting 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 Learn about and taste wines. 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. Learn about and taste Siena's food 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 €55,00 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 €180,00 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