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 the ultimate getaway with our vacation packages, offering a blend of holiday bliss and the rustic charm of Tuscany. Explore vineyards, historic towns, and indulge in local cuisine for an unforgettable Tuscan adventure. All Inclusive Vacations 1. We take care of everything, No Planning Required 2. Enjoy the Best that Central Tuscany has to offer 3. Customize your Vacation to fit your Needs and Desires Immerse yourself in the charm of central Tuscany with our all-inclusive vacation packages, thoughtfully designed to weave together the magic of adventure, the pleasure of indulgence, and the serenity of relaxation. Every moment is an invitation to experience the true essence of Tuscan living. Siena and History 4 Days 3 Nights Shared Activities from €625 From the heart of Siena to the sun-drenched hills of Val d'Orcia, this Tuscan vacation invites you to immerse yourself in timeless beauty and rich traditions. Stay in the comfort of a Siena central hotel, perfectly located for exploring the city’s treasures. Wander through the medieval streets of San Gimignano and Volterra, discovering their storied pasts and artisan crafts. Then, journey to the rolling landscapes of Val d'Orcia, where Pienza’s elegance and Montepulciano’s renowned wines await. Top it off with a guided walking tour of Siena’s historic center, revealing its secrets, charm, and centuries of heritage. Book Now Siena and Wine Shared Activities 4 Days 3 Nights from € 650 Experience the essence of Tuscany with a vacation that blends fine wines, breathtaking landscapes, and timeless history. Begin with a wine class in Siena, where expert guidance deepens your appreciation for Tuscan vintages. Venture to the Brunello region for an unforgettable tour of world-class cellars and idyllic countryside. As the sun sets, embark on a magical journey through Chianti’s vineyards and olive groves, culminating in the medieval charm of San Gimignano. Every moment is a toast to Tuscany’s beauty and flavors. Book Now

Tuscan Escapes is not new on the scene, Established in 2010, we have been operating daily tours out of Siena visiting and tasting at wineries and farms we like to call family and discovering the many wonders, beautiful landscapes and hill towns that surround Siena. Our Philosophy For us, traveling is not only visiting a new place. What matters most is the journey itself and what it gifts us, the emotions we feel and the memories we bring back. Going on holiday is not just choosing a destination and a hotel. It is about stretching your horizons, meeting the foreign, the stranger, the new and witnessing the passions, flavors and traditions of the place you visit. We welcome you to Tuscany where we live and work to provide you your very own Tuscan Escape. The Company We are based in the old town of Siena, in the medieval district of the Panther, just next to their fountain. The place is called the Tuscan Wine School , a historic location, famous for short, crash classes on Tuscan Wines. Tuscan Escapes Online is also not new on the scene. Established in 2010, we have since been operating daily tours out of Siena, visiting wineries and farms we like to call family, and enjoying the many wonders, beautiful landscapes and hill towns that surround us. We really do feel blessed for the opportunity you give us to have fun in beautiful Tuscany with newly made friends, everyday... It's a tough job we have ;-) Our Team Dedication. Expertise. Passion. The team at Tuscan Escapes is a close-knit group of passionate and dedicated professionals who make every effort to ensure their guests feel cared for and inspired. With a deep love for Tuscany and a commitment to authenticity, they go beyond the surface to create unforgettable experiences that immerse visitors in the region's rich culture, history, and landscapes. Whether guiding you through rolling vineyards, medieval villages, or culinary delights, their genuine enthusiasm and attention to detail promise a truly memorable journey through the heart of Tuscany.

Tuscan Villa Services, activities and catering: Our services can cater to your Villa food, beverage and entertainment requirements if planning a special evening or event and we can assist you with transport and activities when planning a larger group stay. Services 1. Passionate local Professionals 2. Villa wine tastings, cooking courses, painting sessions 3. Meal catering, live music bands, group planning Engage in a guided wine tasting of local wines, try your hand at painting a watercolor of the surrounding landscape or learn to make a complete Tuscan meal with a fun and hands-on cooking class. Our services can cater to your Villa food, beverage and entertainment requirements if planning a special evening or event and we can assist you with transport and activities when planning a larger group stay. Villa Cooking Class Have fun with your friends and family making fresh pasta and preparing a delicious meal in the company of a local. Learn about the Tuscan cuisine, the Italian love for seasonal, fresh and simple dishes and bring back memorable recipes to impress. The class is held in the kitchen of your Villa and can be organized for either lunch or dinner, with a duration of about 3-4 hours. Learn to make a full Tuscan meal Engage in a hands-on class using fresh produce Bring home recipes to remember and impress friends Villa Wine Tasting Have a wine professional bring a variety of local and tasty wines for a guided tasting that illustrates their qualities. Learn more about some of the production methods and characteristics of Tuscany’s famous wines. The tasting can be held anywhere within your villa and includes a tasting of typical local cheeses and cold cuts. The duration of the tasting is about 2-3 hours and will include 6 different local wines that you may also repurchase and/or ship home. Learn about 6 local Tuscan wines Engage in a fun and informative guided wine tasting paired with local bites Repurchase your favorite wines to enjoy at the villa or back home Villa Painting Class Enjoy an informal painting class held by a local artist. Try your hand at watercolor painting and have fun depicting Tuscany’s magical nature and charming architecture. The class can be held at your villa or surrounding countryside and the artist will bring all the equipment necessary and provide useful tips and local stories. Learn to make a watercolor painting Engage in the fun activity of depicting Tuscany Bring home the picture of a memorable experience Villa Catering and Events Hire a professional chef to prepare a mouth watering meal for you and your group. S/he will bring all the necessary ingredients and special equipments and prepare a full, four-course Italian meal in the kitchen of your Villa for lunch or dinner. The supplementary service of the meal, a selection of local wines and after meal clean up can also be included, as can entertainment such as a live music band. Enjoy a fresh, full course meal or Pizza prepared at your Villa Have a local chef cater to your special evening or event Include additional assistance, local wine selection or live music entertainment Large Groups (accommodation, transfers, reservations) We can lend our support for many of the myriad options and considerations of group travel, from accommodation to transfers, logistics and entertainments. Vacation Planning Receive our planning support to accommodate your group in a Tuscan villa, to arrange transfer services or hire buses, to plan events or team building activities. With a broad range of services, your group can indulge in local sight-seeing experiences or in house food and wine activities. Request Your Service Lead Traveler Name and Surname Country Preferred tour date * Preferred Time Tell us more... Email Telephone How many participants? Choice of Service Villa Cooking Class Villa Wine Tasting Villa Painting Class Villa Meal or Event Catering Large Group Support Vacation Planning Your form has been sent! Send

"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. Wine Shop 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.

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.

Sightseeing and Food Tours: explore Siena’s medieval city centre as your guide points out the main sights and unveils the history, traditions and folklore of the city and its famous horserace, the Palio. Sightseeing & Food Tours 1. Full day private transportation and local expert guide 2. Guided visits of historical centers and hill towns 3. Visit to farms for tastings and lunches Tuscany’s natural beauty was shaped over centuries by its people and history, giving rise to the unique architecture, art and artisanal products that span the centuries, sometimes millennia. Let yourself be guided through historic fortresses, abbeys and town centers and meet local food and craft artisans for a truly Tuscan cultural experience. Siena & San Gimignano Sightseeing Tour Explore Siena’s medieval city centre as your guide points out the main sights and unveils the history, traditions and folklore of the city and its famous horserace, the Palio. Marvel at one of the most spectacular squares in Italy, il Campo, with its imposing bell tower. Continue to a nearby farm or winery for a wholesome lunch of local products. Visit the Unesco-protected San Gimignano, also known as the Town of Towers. Stroll along the alleys and look up at the austere medieval towers that defiantly survived the centuries. Included Transportation with expert guide Lunch with wine on a farm Shared guided Siena walking tour with Duomo entrance tickets Visits to the fortress of Monteriggioni and the hill town of San Gimignano Experience the essence of Tuscany with a day filled with history, culture, and breathtaking landscapes. Begin your journey in Siena, where a guided two-hour tour unveils the city’s rich medieval heritage. Stroll through its enchanting streets, admire the iconic Piazza del Campo, and visit the stunning Siena Duomo with included entrance tickets to explore its intricate interiors and magnificent artwork. After your Siena adventure, head to the countryside for a leisurely lunch at a picturesque farm. Indulge in a traditional Tuscan meal made with fresh, local ingredients, paired with the farm’s own wines, and soak in the serene rural setting. In the afternoon, visit the fortress of Monteriggioni, a perfectly preserved medieval castle offering panoramic views and a glimpse into Tuscany’s storied past. Conclude the day in the hill town of San Gimignano, known for its soaring towers and medieval charm. Wander its cobblestone streets, browse artisan shops, and enjoy stunning views of the surrounding countryside. This tour offers the perfect blend of history, culture, and Tuscan flavors. Book it Download Montepulciano & Cortona Sightseeing Tour Visit the proud and panoramic hill town of Montepulciano with your guide. Choose to visit the main square and cathedral or tour an old wine cellar carved out from under Renaissance palaces and savor a guided wine tasting of Nobile wine before enjoying your own leisure time around town. Head out to the countryside for a Tuscan lunch on a farm with local wine. Arrive to Cortona, the beautiful hill town made famous by the movie Under the Tuscan Sun, take a short guided visit of the town's main attractions followed by leisure time. Included Transportation with expert guide Lunch with wine on farm Visits to the hill towns of Montepulciano and Cortona Entrance tickets to the Temple of San Biagio Begin your day with a visit to the serene Monastery of Monte Oliveto Maggiore, a spiritual haven nestled in the Crete Senesi. Explore its stunning frescoed cloisters, admire centuries-old art, and experience the peaceful ambiance of this remarkable Benedictine abbey. Continue to Montepulciano, where you’ll explore its historic center and visit the magnificent Temple of San Biagio. With your entrance tickets, marvel at this Renaissance architectural gem surrounded by lush vineyards. For lunch, head to a countryside farm set amidst rolling hills. Enjoy a traditional Tuscan meal crafted with fresh, local ingredients, paired with the farm’s own wines, and relax in the tranquil rural setting. In the afternoon, journey to the hilltop town of Cortona, made famous by *Under the Tuscan Sun*. Stroll its ancient streets, admire sweeping views of the Val di Chiana, and soak in the timeless charm of this enchanting town. This tour offers a harmonious blend of art, history, stunning landscapes, and Tuscan flavors. Book it Download San Galgano & Montagnola Secret Tuscany Travel off the beaten path and be captivated by the mysterious roofless Abbey of San Galgano, its Sword in the Stone and the history and legends of knights, saints and monks that inhabited these isolated hills. Explore Tuscany’s hidden gems and the wilder Montagnola hill, indulge in the local and seasonal products of a farm and visit medieval hamlets and a castle to learn more about the lives of merchants, pilgrims and farmers over the Ages. Included Transportation with expert guide Lunch with wine on farm Entrance tickets to the Abbey of San Galgano Visits to less knows medieval villages and towns Embark on a journey through the Sienese Montagnola, a hidden gem of Tuscany filled with history, legends, and breathtaking landscapes. Begin the day with a visit to the Abbey of San Galgano, an awe-inspiring medieval ruin steeped in mysticism. Explore the open-air abbey and the legendary "Sword in the Rock," a tale of chivalry and faith that continues to captivate visitors. En route, stop to explore medieval hamlets and ancient fortifications scattered across the Montagnola hills. These lesser-known gems offer a glimpse into the region’s rich history and serene beauty, perfect for capturing memorable moments. After visiting the abbey, enjoy a traditional Tuscan lunch at a countryside farm. Relish fresh, local dishes paired with the farm’s wines while soaking in the tranquil surroundings. In the afternoon, delve deeper into the Montagnola with visits to a historic castle and more secluded hamlets. Discover their unique stories, timeless architecture, and untouched charm, making this tour a perfect blend of history, legend, and the flavors of Tuscany away from the main tourist routes and crowds. This tour showcases a beautiful and often overlooked side of Tuscany, with a rich history evidenced by its many castles and waterways that reflect the heritage of central Tuscany. Book it Download San Gimignano & Food Tour Visit the countryside, tour a farm and sample Tuscany’s much loved pecorino sheep cheese, other dairy products and local wine. Discover the local history and traditions of San Gimignano as you walk the medieval, cobblestone streets and marvel at its imposing towers. Taste its historic Vernaccia white wine as you enjoy a wholesome meal prepared with its Red Gold , the saffron spice that has been grown here since the Middle Ages, as well as the more modern artisanal gelato ice-cream. Included Transportation with expert guide Lunch with wine on farm/winery Visit to a dairy farm for tasting of local cheeses Visit the hill town of San Gimignano Embark on a delightful journey through the flavors and charm of San Gimignano and its surrounding countryside. Begin the day with a visit to a local dairy farm, where you’ll savor a tasting of Pecorino and other artisanal cheeses while learning about traditional cheese-making methods. Along the way, stop to visit scenic sights and hidden gems, immersing yourself in the beauty and history of the region. Midday, enjoy a leisurely lunch at a local winery, where you’ll indulge in a traditional Tuscan meal paired with a guided tasting of the estate’s wines. In the afternoon, head to the enchanting town of San Gimignano, known for its iconic towers and medieval allure. Spend your time exploring its many food and craft shops, sampling local delicacies, and discovering unique artisan creations. This tour offers a perfect blend of Tuscany’s culinary treasures, stunning landscapes, and the timeless charm of San Gimignano. Book it Download Our Pick Sunset Val d'Orcia Food Tour Drive through the panoramic landscapes of the Crete Senesi and visit a working Benedictine Monastery to marvel at the beautifully frescoed cloister and church. Stop at a local farm for a guided tour and tasting of local products and olive oil. Walk around the thermal town of Bagno Vignoni and the stunning town of Pienza, rightly considered the Gem of the Renaissance within the UNESCO protected Orcia Valley. Finally, enjoy a Sunset dinner at an organic dairy farm with cheese tasting from a panoramic terrace (weather permitting) Included Transportation with expert guide Lunch with wine on farm/winery Visit to a dairy farm for tasting of local cheeses Visit the hill towns of Pienza and Bagno Vignoni 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 Sightseeing Tour Book Your Private Sightseeing Tour

Book private tours from Siena. Hire a guide for city visits or book day trips with private transportation and expert guides in your language of choice. Book a Private Tour or Service Select a Tour from our most popular itineraries or request a Custom Tour tailored to your needs and desires or choose from one of our special Itineraries , Experiences or Services

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

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.

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.

Transfer Tours in Tuscany: enjoy a comfortable transfer tour to your next destination with stops along the way, sight-seeing opportunities at cultural sites and hill towns and indulging in meals on farms and wine tastings to make the most of your travel to and from Tuscany. Transfer Tours 1. Private transportation between destinations 2. Expert driver/guide to entertain you throughout 3. Make the most of your travel between destinations 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, sight-seeing opportunities at cultural sites and hill towns and indulging in meals on farms and wine tastings to make the most of your travel to and from Tuscany. Siena/Florence via Chianti & San Gimignano Travel between Siena and Florence with en route stops to marvel at the medieval hill town of San Gimignano with its imposing towers and many attractions and visit Monteriggioni fortress. Savor a seasonal lunch at a family-run local farm or Chianti Classico winery and tour a wine cellar with guided tasting of this world famous wine. Visit San Gimignano the Town of Towers and the Monteriggioni fortress Farm lunch with wine Guided Chianti Wine Tasting Make Request Download Siena/Florence via Chianti Wine Enjoy the beauty of Tuscany as you travel between Siena and Florence on our Chianti Transfer Tour, where a simple journey becomes a memorable experience. Wind through the rolling Chianti hills, dotted with vineyards, olive groves, and medieval villages, and stop at local estates to taste renowned Chianti wines and, if desired, enjoy a traditional Tuscan lunch. Visit Greve in Chianti and other sightseeing stops Cellar tours and wine tastings Optional winery lunch paired with wines Make Request Download Siena/Venice via Verona & Padua/Modena Travel between Siena and Venice with en route stops at the enchanting cities of Verona and Padua or Modena. Enjoy leisure time exploring the Arena, Piazza Bra, Juliet’s Balcony or the Adige river in Verona and taste the local cuisine. Stretch your legs again to see the city of Padua or Modena for some memorable sights en route to your destination. Visit the city of Verona and see the Arena and main sights Leisure time for lunch Walk the streets of Padua or Modena Make Request Download Siena/Cinque Terre via Lucca & Monteriggioni Travel between Siena and Cinque Terre and enjoy a stop in Lucca. Walk its thick city walls, see its amphitheatre square or climb its tower. Enjoy Lucca’s ancient history and explore the local cuisine. En route to your destination, enjoy another brief stop for coffee, sight-seeing and wine tasting. Visit the city of Lucca and see the main sights Leisure time for lunch Brief stop for sightseeing and wine tasting Make Request Download Siena/Rome via Orvieto and Cortona or Montepulciano Travel between Siena and Rome while discovering some of central Italy’s most enchanting hilltop towns. Enjoy a scenic stop in Orvieto, famous for its magnificent Gothic cathedral and sweeping countryside views, before continuing to either Cortona, with its charming medieval streets and panoramas over Lake Trasimeno, or Montepulciano, renowned for its elegant Renaissance architecture and celebrated Vino Nobile wine. Visit the city of Orvieto for sight-seeing and shopping opportunities Leisure time for lunch Walk the streets of Cortona or Montepulciano Make Request Download Our Pick Siena/Rome via Brunello Wine Travel between Siena and Rome and enjoy picturesque landscapes to the hill town of Montalcino. Tour a wine cellar, meet with the passionate producers and learn more about their work before having lunch to savor the world renown Brunello wine. Visit the town of Montalcino Lunch at Brunello producing winery Tour of two different wineries with wine tasting. Request your Transfer Tour Lead Traveler Name and Surname Country Preferred tour date Pick up location Choice of transfer tour Siena/Florence via Chianti & San Gimignano Siena/Florence via Chianti Siena and Venice via Verona & Padua/Modena Siena and Cinque Terre via Lucca & Monteriggioni Siena and Rome via Orvieto & Cortona or Montepulciano Siena and Rome via Brunello Wine (Our Pick!) Email Telephone Number of Participants? Drop off location Anything to add? Accept terms and conditions Your form has been sent! Send Book Transfer Tour