Day Trips from Siena? Don't miss out on what it has to offer. Join one of our city tours or experiences to get the most from your stay... Day Trips From Siena 1. Travel in small groups of maximum 8 participants and ensure a personal experience 2. Visit wine regions and the main hill towns of Tuscany, tour wineries and enjoy lunches on farms 3. Leisurely pace throughout the day for a relaxing and fun day trip Daily departures from Siena. Have a look at our tour departures by date on our Activities Calendar . Brunello Wine Tour Tour 3 Brunello wineries and meet producers. Visit Montalcino and the Abbey of Sant Antimo. Enjoy lunch at family run winery € 18 0,00 per person 9 Hours Book Now Chianti Classico Visit castles and wineries of the Chianti. Tour cellars and taste wine tasting 3 estates. Enjoy a Traditional Tuscan farm lunch € 18 0,00 per person 8 Hours Book Now Pienza and Montepulciano Tour the hill towns of Pienza and Montepulciano. Drive through panoramic unesco landscapes in the Val d'Orcia. Enjoy Wholesome lunch at organic farm €180,00 per person 9 Hours Book Now San Gimignano and Volterra Visit the beautiful towns of San Gimignano and Volterra. Savor lunch at a small Saffron farm. Visit an alabaster sculptor with demonstration €180,00 per person 8 Hours Book Now Sunset Wine Tour Tour Chianti estate with wine tasting. Arrive to San Gimignano after the crowds. Full many course dinner on farm with wine. €180,00 per person 9 Hours Book Now Arezzo and Cortona Visit the picturesque hill town of Cortona and the medieval City of Arezzo and enjoy a fresh lunch on a farm €180,00 per person 8 Hours Book Now Visiting Siena? Don't miss out on what it has to offer. Join one of our city tours or experiences to get the most from your stay... Find out more Thinking of going private? Choose from one of our itineraries or request your own, and we can get it done! Find out more

Savor Siena Food Tour: learn about local wine production and taste a typical local white and red wine. Learn to taste extra virgin olive oil and why the Tuscan bread is plain and used in many local recipes.

Siena and Duomo City Tour: visit the main sights of the city centre. Small group ensures a more personalized experience.

Tuscan Classics Wine Class: are you a curious and thirsty traveler looking to uncork some of Tuscany's wine secrets? Come to the Tuscan Wine School for a fun class to learn about Tuscany's most important, traditional wines in an informative and informal setting.

E-Bike Chianti Tour: explore a beautiful, historic Monastery rich with art. The comfort of easy-to-use electric bikes and helmets.

Monteriggioni Francigena Hike: give your mind a peaceful rest from the noise of the crowded towns, follow your expert guide on a pleasant walk along the Via Francigena.

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.

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.

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.

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.

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

"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.