Day Trips from Tuscany to Siena

Check out the must-see towns of Tuscany on a day trip to San Gimignano, Siena, and Chianti from Montecatini Terme. Travel with a tour leader so you get the lowdown on the towns’ history, then explore each one. Hear tales of the Palio di Siena horse race and visit Piazza del Campo, walk amid the medieval San Gimignano towers, and savor Chianti wine and pecorino cheese at an authentic Tuscan wine estate. It's a great way to experience Tuscany with minimum fuss.

Discover the heart of Chianti on this private 7-hour tour filled with wine and history. Visit a family-owned winery for an insightful guided tour of the vineyard and cellar, where you’ll learn about traditional wine production methods. Enjoy a delightful wine tasting featuring the iconic Chianti Classico and a traditional Tuscan lunch made with local ingredients **Lunch is not included in the tour price, an additional €60 per person will be charged from the winery** Explore charming medieval villages like Greve,Castellina, and Panzano, each offering stunning views and rich cultural heritage. This tour is perfect for wine enthusiasts and history lovers alike, providing an intimate experience of the beautiful Chianti region. - 7-hour private tour exploring Chianti's wineries and villages - Guided tour of a family-owned winery with wine tasting and a traditional Tuscan Lunch**not included in the price** - Visit picturesque villages with rich history and incredible views

Discover the charm, history, and flavors of Tuscany on this private full-day tour by luxury minivan, led by a licensed English-speaking driver-guide with deep local knowledge. Visit two UNESCO World Heritage sites—Siena, with its stunning Gothic cathedral and famous Piazza del Campo, and San Gimignano, known for its medieval towers and artisan shops. Enhance your experience with an optional wine tasting and full Tuscan lunch at a family-run winery (not included, but highly recommended). Enjoy a fully customizable itinerary with convenient pickup and drop-off from your accommodation in Florence. Highlights: -Private full-day tour for up to 7 travelers -Explore Siena and San Gimignano, both UNESCO World Heritage Sites -Travel in comfort with a luxury minivan with Wi-Fi and licensed English-speaking driver-guide -Optional wine tasting and lunch at a local winery (not included, but highly recommended) -Hassle-free pickup and drop-off from Florence

Discover the heart of Tuscany with a private wine tour in Chianti, tailored to your group's preferences. Your private driver picks you up at your door in a comfortable Mercedes V-Class and stays with you for the whole day. We'll take you to Poggio Amorelli, our family winery, where you can enjoy a homemade lunch and a guided tasting of Chianti Classico wines (lunch and tasting are paid directly at the winery). Explore medieval villages and scenic vineyards at your own pace, with a flexible itinerary built around your interests. Included: -Private Mercedes V-Class with driver for up to 7 guests, full day -Door-to-door pick-up and drop-off -Flexible itinerary with stops at villages and historical sites -Bottled water on board Not included (paid on site): -Lunch at Poggio Amorelli -Wine tastings -Entrance fees

Explore the enchanting Chianti Classico wine region on a thrilling expedition aboard a classic Land Rover Series III. Choose between a morning or late afternoon tour, where you’ll wind through ancient hilltop villages and visit two charming family-run wineries. Indulge in exquisite wine and olive oil tastings, complemented by a light Tuscan lunch or antipasto platter. This intimate experience, with a maximum of six guests, ensures personalized attention and a deeper connection to the local culture and flavors. - Morning tour includes two winery visits and a light lunch of local specialties - Afternoon tour features a guided winery visit and antipasto tasting - Maximum group size of six for a personalized experience - Departures from Hotel Villa Bordoni in Greve in Chianti, with options for public transport arrangements

Take a break from the crowds in Siena, and spend an afternoon in the wine town of Montalcino on this group tour. Don't worry about hiring a car to get there, with transportation all sorted. Learn about Brunello di Montalcino wine and its production, along with wine tastings paired with local snacks. Admire views of the Tuscan countryside from this hill town as you discover the region’s generations-old winemaking traditions.

Avoid the hassle of planning routes between scattered wine towns and booking separate tastings on your own with a guided day trip from Siena. This experience connects the flavors of Montepulciano and Pienza with the scenic landscapes of Val d'Orcia, letting you move easily between villages without logistics stress. Spend your time enjoying wine, local food, and countryside views at a relaxed pace.

Avoid the hassle of organizing transport and winery visits in Tuscany on your own. This small-group experience simplifies a day in Chianti, combining scenic travel with curated tastings at local wineries and time to explore Monteriggioni’s medieval charm. Enjoy a relaxed, well-paced outing that lets you focus on the region’s flavors and landscapes rather than the logistics.

Explore Tuscany outside Siena on this small-group day trip, visiting San Gimignano and Montalcino. Don't worry about hiring a car, as all transportation is arranged. Take a break from the city as you discover medieval architecture and scenic views of Tuscany, with ample free time in each of the hill towns. The tour also includes a visit to a Montalcino winery, with the opportunity to sample Chianti and Brunello di Montalcino.

Visit two renowned wineries—and enjoy two separate tastings—during this full-day, small-group wine lovers’ tour of Tuscany’s Chianti region. Head to scenic, medieval-era Castellina In Chianti to enjoy Chiani wines paired with traditional cured meats. Then, head to Fattoria Lornano for a chance to sample even more local vintages along with extra virgin olive oil.

Tuscany is Italy’s gastronomic heart and this full-day tour from San Gimignano is the ideal introduction for traveling foodies. Sample regional wines and Tuscan specialties at a Montalcino winery; enjoy a self-guided tour of Montalcino fortress; taste regional delicacies such as Pecorino cheese in Pienza; and discover the famous Nobile di Montepulciano wine at a Montepulciano winery.

Discover three of Tuscany’s most iconic destinations all in one day—and benefit from hassle-free transit—on this time-saving four from Florence. Snap photos of the famous Leaning Tower and Piazza dei Miracoli in Pisa, stroll through the UNESCO-listed hill town of San Gimignano, and step inside Siena’s cathedral. This tour also includes bonus experiences, such a wine tasting in Chianti and a traditional Tuscan lunch.

Maximize time spent in Tuscany with this full-day small-group tour of Pisa and Lucca departing from Florence. Learn about Renaissance architecture from your guide and taste Tuscan wines in a small wine shop. Climb Pisa’s famous Leaning Tower (entry is included) and explore the city independently with free time before continuing on to Lucca to see the old town center on foot.

Explore the beautiful Tuscan countryside like a real Italian on the back of an authentic Vespa scooter. Zip along hillside roads past historic villas, medieval villages, olive groves, and vineyards. Stop at a local farm and winery for a fresh Tuscan lunch and a tasting of Chianti wines. Drive your own Vespa, or ride with an experienced guide if you prefer.

Spend a memorable day exploring Tuscany’s most famous landmarks and landscapes on a relaxed and well-balanced itinerary from Siena. Your journey begins with a comfortable transfer by air-conditioned coach through the rolling hills of the Tuscan countryside. Reach Pisa, where you will have free time to explore the stunning Piazza dei Miracoli, a UNESCO World Heritage Site. Admire the world-famous Leaning Tower, the Cathedral, and the Baptistery from the outside, and take your time capturing unforgettable photos. Continue your experience with a stop in the heart of Chianti, where you will enjoy a traditional Tuscan lunch paired with a guided wine tasting at a local winery. In the afternoon, arrive in San Gimignano, one of Tuscany’s best-preserved medieval towns. On the way back from Pisa, you’ll pass through Florence before returning to Siena. This allows for a smooth and well-organized route across Tuscany.

Discover the beauty of Tuscany on an unforgettable e-bike adventure through rolling hills, vineyards, olive groves, and postcard-perfect countryside roads. Choose between a guided e-bike tour led by a local expert or enjoy the flexibility of an independent e-bike rental, perfect for exploring at your own pace. Ride along an easy and scenic route connecting San Gimignano with charming Tuscan villages and hidden corners of the countryside rarely reached by traditional tours. Whether guided or self-guided, you’ll experience authentic Tuscany in a fun, relaxing, and eco-friendly way. During the experience, stop at a traditional Tuscan winery and enjoy a delicious local lunch featuring bruschetta, handmade pasta, local cheeses, and a tasting of three red wines. Take in breathtaking vineyard views while savoring regional flavors and the warm atmosphere of rural Tuscany.

Chianti is one of Tuscany's most prestigious wine-producing areas, but getting around the countryside to visit wineries on your own can be a hassle. On this wine tour, leave the driving to an expert and relax on board an air-conditioned coach or minivan while you take in the views. Visit two wineries to sample up to seven different wines, plus olive oil, balsamic vinegar, and other regional specialties

Break from the hustle and bustle of Florence for a tour into the heart of the Tuscan countryside. On this small-group excursion, visit the villages of Certaldo and Monteriggioni, learn to make authentic Tuscan dishes during a cooking class, and sample several Chianti wines during a guided tasting and lunch. This tour includes a balanced mix of guided exploration with free time at each destination.

Chianti is home to the scenic wine country and notable cellars, but getting there on unfamiliar rural roads on your own can be challenging. This group wine tour takes you to two different wineries in the Tuscan hills to explore the vineyards and their cellars, as well as relax over guided tastings. Sip local reds and whites, plus sample balsamic vinegar and extra-virgin olive oil, while enjoying views over the Chianti countryside.

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in Chianti and enjoy exclusive wine tastings at renowned estates. This tour is tailored for wine lovers and nature enthusiasts, offering a rich cultural experience through Tuscany's famous landscapes. With expert multilingual guides, savor the essence of Chianti’s rich heritage and take in the stunning scenery that has inspired countless artists and wine aficionados.

See more of Tuscany in less time on this expertly curated small-group tour from Florence. Travel through the region’s most iconic destinations—Pisa, Siena, and San Gimignano—without the hassle of organizing transport or logistics. Capture unforgettable photos of the Leaning Tower in Pisa, enjoy a traditional Tuscan lunch and wine tasting at a local winery, and explore Siena’s historic center with a guided visit. Finally, wander through the medieval streets of San Gimignano, famous for its skyline of towers and award-winning gelato. Combining culture, scenery, and authentic flavors, this tour offers a complete Tuscan experience—ideal for first-time visitors and those short on time. Note:Wine tastings take place in English, with your tour leader providing translation support when needed. A moderate amount of stairs and walking is involved During special events, opening times can change The tour itinerary may change, but all tour stops will be visited

Have a special night in Chianti's vineyards, enjoying dinner under the stars. Visit the farm's wineries for wine tastings, and savor local dishes in a cozy setting with candles. Have a BBQ with fresh farm food and taste Chianti's red wine. Allow the warmth of the barbecue, the fragrances in the air, and the essence of the grapevines to elevate your dining experience. The charming rural setting ensures a relaxing evening in the vineyards located in the stunning Chianti region.

Discover the countryside and towns of Tuscany on a day trip from Florence, and see more of the region than you could manage alone. You’ll travel with a guide in a small group of no more than 12 people, and enjoy a mix of guided tours, free time, and tastings for an in-depth visit. Highlights include Siena, San Gimignano, the Leaning Tower of Pisa, and lunch at a Tuscan winery.

Soak up the charm of the Tuscan countryside on a half-day trip to San Gimignano from Florence. Follow your multilingual guide around the UNESCO-listed medieval town to learn about its history and culture and enjoy free time to wander its scenic streets or take in the sweeping view from its hillside vantage point. End the experience with a picnic among the vineyards, savoring local Tuscan specialties paired with regional wine.