Visit the famous Val d'Orcia and the Hill Towns of Pienza and Montepulciano. Tour the city center of Siena and its gothic Duomo and explore the towns of San Gimignano and the Etruscan Volterra.

Shared Group Tours Calendar departing daily from Siena, day trips are in small groups of maximum 8 participants, city guides and activities held in one language only. Book Shared Tours and Experiences Experiences Discover unforgettable experiences in Siena and its stunning surroundings. From a guided Siena city tour through its medieval streets and iconic landmarks like the Duomo and Piazza del Campo to exploring the rolling vineyards of Chianti or e-bikes , every moment is steeped in charm. Unearth hidden hill towns, savor world-class Tuscan wines , or wander scenic countryside trails for a taste of authentic Tuscany. Day Trips Embark on captivating day trips with vehicle and guide from Siena to Tuscany's enchanting hill towns and wine regions. Travel comfortably to iconic destinations like Montalcino , Montepulciano, and San Gimignano , uncovering their rich history and charm. Delight in exclusive visits to renowned wineries , tasting exceptional Tuscan wines, or soak in the breathtaking landscapes of rolling hills and cypress-lined roads. A guided journey ensures every moment is seamless and unforgettable. Departures Calendar Explore our daily departures from Siena calendar for day trips and experiences across Siena and Tuscany.

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

Siena and Duomo City Tour: visit the main sights of the city centre. Small group ensures a more personalized experience. Siena and Duomo City Tour 2 hours Visit the main sights of the city center Tour in English only prevents lengthy waits for translations Skip the line Duomo entrance tickets and tour of interiors 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. Description: Meet your guide in front of the church of San Domenico in Siena at 10:30am, easy to find even if you are arriving from out of town with your own car, as there is parking in the vicinity. We begin by taking a look at the magnificent Basilica of San Domenico to admire its architecture and art, as well as the important relic that it contains, of the patron Saint of Italy and Europe: Saint Catherine, who was born in Siena. Continue to explore Siena’s medieval streets and squares and listen as your guide points out the most important historical buildings linked to the city’s main houses of power. Marvel at Rocca Salimbeni, housing the most ancient bank in the world, Monte dei Paschi, home to the main offices and an impressive collection of archives and works of art. Walk with us to Palazzo Tolomei, which is said to be the oldest private palace in Siena and see the imposing stone tower of Palazzo Chigi Saracini, a mid-12th century palazzo built by the powerful Marescotti family. Currently, this building is the seat of the prestigious Accademia Musicale Chigiana, a music school founded in 1923.Admire one of Italy's most beautiful piazzas, the Piazza del Campo built in the shape of a shell, with the impressive Palazzo Comunale or Town Hall with its imposing bell tower, the Torre del Magia. This is the square that enjoys one of the most famous medieval tournaments, the Palio horse race, held twice a year by the city's Contrada neighborhoods and is to this day, the heart and soul of this magnificent medieval city.End the tour with a guided visit to one of the most spectacular cathedrals in Italy, the Siena Duomo (Cathedral), with its rich interiors that span the centuries. Your guide will escort you into this breathtaking monument to see impressive masterpieces by Donatello, Bernini and Michelangelo. Admire the exquisite Gothic architecture, the ancient pulpit, and visit the chapels. Walk below the naves and marvel at the Renaissance busts of popes and the intricate marble decorations and stained-glass windows. Details: Included Guided city tour and skip the line Duomo cathedral tickets with tour of Interiors. Earphones for groups larger than 12 persons will be provided Not included Gratuities Participants The tour takes place with 4 to 30 participants Requirements The tour takes place regardless of the weather. Please bring your umbrella or rain-gear in case of rain Book Now per person €40 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 €280 Private Siena Classic Tour Visit Siena’s main sights. Cover the classic itinerary and topics with your local guide. Learn about Siena’s history, contrada neighbourhoods and local traditions 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

An all-inclusive e-biking adventure through the heart of Tuscany, where rolling hills and charming landscapes await. Immerse yourself in the essence of this iconic region. E-Bike Tuscany Vacation 7 Days 6 Nights Embark on an extraordinary 7-day, 6-night all-inclusive e-biking vacation, meticulously crafted to offer you an immersive exploration of the enchanting landscapes and rich cultural tapestry of central Tuscany. Our e-bikes, known for their friendliness and ease of use, provide the perfect means to traverse the undulating hills and charming countryside that define this iconic Italian region. This meticulously curated itinerary promises an authentic and enriching experience. Venture off the beaten path as you visit family-run farms and wineries, gaining insight into the traditional agricultural practices that have shaped Tuscany's renowned food and wine culture. Each night, unwind in carefully chosen resorts and hotels, reflecting the warmth and hospitality for which Tuscany is celebrated. Indulge your senses in the heart of the Chianti and Montalcino wine regions, sampling world-class wines amid the picturesque vineyards. Explore the historic center of Siena, a UNESCO World Heritage site, where medieval charm and architectural wonders await at every turn. Immerse yourself in Tuscan culinary delights with a cooking class, mastering the art of crafting local specialties. The e-bikes allow you to traverse secondary roads with minimal traffic, offering a serene and easy ride through Tuscany's breathtaking scenery. Revel in the tranquility and immerse yourself in the beauty of the region, enhanced by the silent hum of your e-bike. Your journey is expertly guided by a knowledgeable local biking guide, ensuring you uncover hidden gems and cultural nuances along the way. With the support of a dedicated vehicle, this adventure becomes accessible to all, regardless of biking experience. Whether you're a seasoned cyclist or a novice, this all-inclusive e-biking vacation promises an up-close encounter with Tuscany's timeless allure, creating memories that linger long after your wheels have come to a rest Day 1 Discovering Chianti's Tranquil Beauty 11:30 am - Departure from Florence: Your e-biking escapade commences with a pick-up from the heart of Florence. As you leave the city behind, anticipation builds for the adventures that await in the serene landscapes of Tuscany. 12:30 pm - Arrival at Le Mandrie Di Ripalta: Immerse yourself in the heart of the Chianti region as you arrive at the charming Le Mandrie Di Ripalta, a farmhouse holiday resort near Montespertoli. Nestled in the rolling hills, this hidden gem comprises two historical country houses dating back to 1725. The careful renovations seamlessly blend modern comforts with the authentic charm of a typical Tuscan country farmhouse. 1:00 pm - Light Lunch at On-site Restaurant: Savor a delightful light lunch at the accommodation's own on-site restaurant, a culinary haven serving Tuscan specialties. Relish the flavors of the region, setting the tone for the gastronomic delights that await you throughout your stay. 3:30 pm - E-bike Familiarization and Exploration: Embark on a captivating adventure, as you familiarize yourself with the capabilities of your e-bike. Our experienced guides will guide you through the intricacies, ensuring you feel confident and at ease on your electric steed. The exploration begins with a 2.5-hour ride through the enchanting hills, vineyards, and panoramic views that surround your accommodation. 6:00 pm - Return to Accommodation: As the day's exploration comes to an end, return to the welcoming embrace of Le Mandrie Di Ripalta. Take in the tranquility and breathtaking scenery as you relax after a day of discovery. 7:30 pm - Dinner in the Garden: As evening descends, gather in the cool air of the garden (particularly delightful in the summer months) for a delectable dinner. Admire the spectacular views of three castles nestled in the hills surrounding the property as you savor the authentic flavors of Tuscan cuisine. This culinary experience under the stars is the perfect conclusion to your first day in Chianti. Day 2 Biking the Enchanting Hills of Chianti Fiorentino 9:00 am - Departure for a Full Day of Biking: Awake to the promise of another day filled with exploration as you depart for a full-day biking extravaganza. Today's adventure unfolds in the captivating hills of Chianti Fiorentino, where open views and meticulously tended landscapes of vines, olive groves, and medieval castles await. 12:30 pm - Light Lunch at a Local Farm: Pause to indulge in a light lunch featuring seasonal products at a farm nestled in the heart of the area. Delight your taste buds with the freshest flavors of the region, a perfect interlude before continuing your two-wheeled journey. Resume your biking adventure, navigating the picturesque terrain that Chianti Fiorentino offers. The afternoon is a symphony of rolling hills and panoramic vistas, providing the perfect backdrop for an unforgettable cycling experience. 4:40 pm - Wine Cellar Visit and Chianti Tasting: Immerse yourself in the rich viticultural heritage of the region. Stop to visit a renowned wine cellar and partake in a tasting of Chianti wines. Let the nuances of the wines tantalize your palate as you gain insights into the artistry behind these celebrated vintages. 6:00 pm - Return to Accommodation: As the afternoon's adventures draw to a close, pedal back to the comfort of your accommodation at 6:00 pm. The journey back allows for reflection on the day's discoveries and a sense of fulfillment from the landscapes traversed. 7:30 pm - Dinner at the Accommodation: Relax and rejuvenate as you return to your accommodations. At 7:30 pm, gather for a sumptuous dinner served at the heart of Le Mandrie Di Ripalta. Allow the day's flavors, scents, and sights to linger as you share stories with fellow adventurers, anticipating the wonders that the following days in Tuscany hold. Day 3 Exploring San Gimignano's Medieval Charm 8:30 am - Departure for San Gimignano: The day kicks off with departure for the medieval gem of San Gimignano. Saddle up for another invigorating bike ride through tranquil hills, reveling in the captivating views of San Gimignano and its iconic skyline adorned with medieval towers. 1:00 pm - Lunch at a Tuscan Farm: By lunchtime, you'll find yourself at a small bucolic Tuscan farm, a hidden treasure producing saffron and olive oil. Indulge in a delectable, freshly prepared lunch featuring seasonal dishes crafted from the farm's own produce. Immerse yourself in the authentic flavors of the region, connecting with the essence of Tuscan agriculture. 3:30 pm - Arrival at New Accommodation: Arrive at your new accommodation, where a blend of comfort and tranquility awaits. Take some time to settle in, refresh, and unwind. The hotel beckons with its spa facilities, offering a perfect respite for relaxation. 7:00 pm - Transfer to San Gimignano: As the evening approaches, at 7:00 pm, embark on a comfortable van transfer to the medieval hill town of San Gimignano. Experience an Italian aperitivo, included in your journey, in the charming setting of this historic town. Enjoy leisure time as the day's crowds disperse, and San Gimignano transforms into a quaint and idyllic haven. Evening - Dinner in San Gimignano or Return to Hotel: The evening unfolds with choices – relish dinner in one of the many inviting restaurants in San Gimignano, savoring the unique ambiance of the town, or opt for a return to the hotel for a tranquil dinner and rest. (Dinner in town not included.) 10:00 pm - Return to Accommodation: As the night settles in, conclude your day's adventures with a comfortable return to your accommodation. Let the day's experiences linger as you prepare for another day of exploration in the heart of Tuscany. Day 4 Journey through Chianti Classico to the Splendors of Siena 8:30 am - Departure from San Gimignano: Departure from the medieval charm of San Gimignano. Set your sights on the picturesque Chianti Classico as you embark on a scenic journey through the neat countryside adorned with olive groves and vineyards. Transition into the more forested hills of Chianti Classico, where nature unfolds in all its glory. 12:30 pm - Lunch at a Family-Run Estate: By midday, pause at a family-run estate nestled in the heart of Chianti Classico. Delight in a light lunch crafted from seasonal products, each dish a testament to the farm's dedication to authentic flavors. Immerse yourself in the agricultural richness with a tour of the estate, gaining insights into the time-honored traditions that define Tuscan farming. 2:00 pm - Journey to Siena: Resume your journey, making your way to the captivating city of Siena. Check into your accommodation conveniently located near the city center. Enjoy leisure time to rest, freshen up, or explore the immediate surroundings. 7:00 pm - Transfer to Siena's Historical Center: As evening descends, embark on a transfer to Siena's historical center. Indulge in a gastronomic adventure at a typical Tuscan trattoria, where the renowned dishes of the area are paired with the famous wines of Tuscany. Savor the flavors and ambiance of this unique dining experience. 10:00 pm - Return Transfer to Accommodation: Wrap up the evening's festivities with a return transfer to your nearby accommodation. Allow the echoes of Siena's historical charm and the day's culinary delights to accompany you as you prepare for more enchanting discoveries in the days ahead. Day 5 Savoring the Richness of Siena 10:00 am - Guided Walking Tour: Meet up with a knowledgeable local guide at 10:00 am for a captivating walking tour of Siena's main sights. Wander through the historic streets, marvel at architectural wonders, and delve into the rich history that permeates every corner of this medieval gem. 11:30 am - Leisure Time or Return to Accommodation: Following the walking tour, at 11:30 am, the day unfolds with leisure time in Siena. Explore the town at your own pace, reveling in its charm and cultural significance. Alternatively, return to your accommodation for some well-deserved rest and relaxation. 4:00 pm - Wine Class and Tasting at the Tuscan Wine School: Reconvene for a delightful interlude at the Tuscan Wine School. Engage in a short wine class, delving into the intricacies of local wines, followed by a tasting session. Enhance your understanding and appreciation of the region's winemaking traditions. 6:00 pm - Hands-On Cooking Class and Dinner: As the evening approaches, at 6:00 pm, participate in a hands-on cooking class. Immerse yourself in the art of Tuscan cuisine, preparing a full meal under the guidance of skilled chefs. Enjoy the fruits of your labor as you sit down to dinner in the convivial atmosphere of the cooking school. 9:30 pm - Return to Accommodation: Cap off this culinary and cultural journey and return to your accommodation. Let the experiences of the day linger as you rest and recharge, preparing for the remaining adventures that Tuscany has in store for you. Day 6 Culminating the Cycling Odyssey in Montalcino 8:30 am - Panoramic Ride to Montalcino: Embark on the final day of your cycling adventure with a panoramic ride south of Siena, tracing the scenic contours of the Val d'Arbia. Pedal along the ancient pilgrim route of the Via Francigena, directing your wheels toward the renowned town of Montalcino. 2:00 pm - Lunch and Brunello Wine Tasting: Find yourself at a family-run Montalcino winery, a welcoming haven surrounded by vineyards. Delight in a leisurely lunch, featuring local delights paired with the prestigious Brunello wines. Let the flavors of Montalcino envelop your senses during an enriching wine tasting experience. 4:00 pm - Arrival at Montalcino Accommodation: Reach your accommodation in Montalcino, a place of comfort and tranquility. Enjoy leisure time to freshen up and savor the serene atmosphere of this historic town. 7:30 pm - Final Tuscan Feast: As evening descends, relish a final full Tuscan meal in a renowned restaurant within the heart of Montalcino. Indulge in the rich flavors of the dishes, thoughtfully paired with the exquisite wines of Montalcino and Tuscany. This culinary experience serves as a grand farewell to your cycling odyssey. 9:30 pm - Return to Accommodation: Conclude your last evening in Montalcino with a return to your accommodation. Let the day's experiences settle as you prepare for a well-earned night of rest, cherishing the memories of your remarkable journey through the enchanting landscapes of Tuscany. Day 7 Farewell to Montalcino Morning - Rise at Your Own Pace: Wake up to the leisurely pace of Montalcino on your final day. Enjoy the luxury of rising at your own pace, allowing the tranquil atmosphere of this charming town to embrace you. Savor a delightful breakfast, perhaps accompanied by the panoramic views that have become a familiar backdrop during your stay. 10:30 am - Transfer to Your Onward Destination: Comfortable transfer back to your chosen destination, be it the historic city of Siena, the art-filled Florence, or the eternal city of Rome. Reflect on the memories of your e-biking vacation in Tuscany as you journey through the scenic landscapes that have become a part of your story. As you return to your chosen destination, carry with you the vibrant experiences, the flavors of Tuscan cuisine, the aromas of its vineyards, and the echoes of ancient paths explored on your e-bike. Your cycling adventure may conclude, but the timeless allure of Tuscany will linger, inviting you to return and create new memories in this captivating region. PACKAGE INCLUDES: Activities 6 Days of Fully catered E-Bike Trips 1 Chianti Winery visit and Tasting 1 Guided Siena Walking Tour 1 Wine Class in Siena 1 Cooking Class in Siena 1 Brunello Winery visit with Tasting Accommodation 2 Nights in Chianti Resort 1 Night Hotel and SPA near San Gimignano 2 Nights in Siena Hotel 1 Night in Montalcino Bed and Breakfast Accommodation in Double or Twin Room, Single Room Supplement Available Meals 6 Breakfasts in Hotels 1 Light Lunch at Chianti Resort 4 Lunches on Farm/Winery 4 Dinners 1 Cooking Class Dinner Transportation Transportation in Comfortable 8 Seater Vehicle with AC Assisting Vehicle available throught the E-Bike tours and throughout the 7 days Rental of Comfortable E-Bikes (Mountain Bikes) Transfer to and from Hotels for evenings in town Guides Comapny of Experiences English Speaking Escurtionist Guide and a Second Guide driving the support vehicle Authorized City Guides for Siena Tour * tour will depart with minimum of 4 persons 18 - 24 May 2024 € 2,900 per person * SIGN UP Shared Tour Dates Book Private Flexible Dates and Itinerary Price According to number of Persons and chosen Accommodation Request Private Vacation

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

Experience the charm of Tuscany with a 5-day vacation exploring its iconic hill towns. Enjoy a San Gimignano stay, a visit to Siena center, and a stress-free all-inclusive package. Your perfect Tuscan escape awaits!

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

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

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 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/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 Cortona and Orvieto 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 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 and Florence via Chianti & San Gimignano Siena and Rome via Orvieto & Civita di Bagnoregio Siena and Venice via Verona & Padua/Modena Siena and Cinque Terre via Lucca & Monteriggioni Siena and Rome via Brunello Wine (Our Pick!) Suggest itinerary according to my locations Email Telephone Number of Participants? Drop off location Anything to add? Accept terms and conditions Your form has been sent! Send Book Transfer Tour