Day trips from Siena
215 bookable experiences
The best day out of Siena is usually the one someone else drives. These trips handle the transfers, the timings and the tickets, and have you back by evening.
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Skip the Line: Siena Duomo and City Walking Tour
Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and visit the stunning Siena Duomo (Siena…

Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia
The hot air balloon tour is a magical experience, a true adventure carried out in total safety by flight professionals. Our pilots, all with great experience, are ENAC certified commercial pilots. They will guide you…

Small-Group Montepulciano and Pienza Day Trip from Siena
Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected…

Siena: Chianti Sunset Tour with Dinner & Wine Tasting
There are many ways to spend an evening in Tuscany, but few allow you to experience it from the inside. Just a few minutes from Siena, between Chianti and the Crete Senesi, this experience takes you through vineyards,…

Hot Air Balloon Flight Over Tuscany from Siena
Admire the stunning landscapes of Tuscany from above on an approximately 1-hour hot air balloon flight over the hills of Siena. This is both a peaceful and exciting experience — a gentle journey through the sky, guided…

Discover the Medieval Charm of Siena on a Private Walking Tour
Decide with your guide if you want to have a 2 or 3 hours tour! Discover the treasures of one of the most beautiful cities in the world through the eyes of a local and immerse yourself in its art, culture and traditions…

San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting
Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore the UNESCO historic center of San…

Siena: A Wine Tour and Tasting Experience
In the hills of the gorgeous Tuscan countryside, just 2kms away from the medieval center of Siena, this Educational Wine Tour and Tasting 'Vine, Wine and Life' is a 3-hour tour held in an organic winery. Learn about the…

Siena Street Food Tour With 4 or more Tastings
Indulge in Siena's culinary treasures on a private tour designed to delight your palate, led by an expert local guide. Stroll through charming cobblestone streets, where the enticing aromas from bustling food stalls…

From Siena Best of Tuscany Wines and Lunch in Montepulciano
Experience the highlights of southern Tuscany on a full-day tour from Siena through the rolling landscapes of the Val d’Orcia. Travel in comfort and enjoy a perfect blend of food, wine, history, and scenery. Your first…

Guided Winery Tour and Wine Tasting in Siena
Winery Tour and Wine Tasting in Siena with Afternoon Meal. Immersed in the magical atmosphere of rural Tuscany, just a stone's throw from the old town of medieval Siena, the experience is a journey into the history,…

Chianti and Castles Tour from Siena Small Group
Discover the picturesque wine region of Chianti on a half-day excursion from Siena. Enjoy the Tuscan scenery of gently undulating hills and vineyards while tasting Chianti wines. A day journey from Siena to the Chianti…

San Gimignano, Chianti, and Montalcino Day Trip from Siena
Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards of Chianti, taste the famed Brunello di…

Hidden Castles & Chianti Wine Experience– Small Group
Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta, salami, cheese, and extra virgin olive oil. Between…

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles
Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and contemplative way, an area rich in food and wine…

Siena: Chianti Wine Tour with Wine Tasting and Lunch
Just a few minutes from Siena, San Giorgio a Lapi offers an authentic experience in the heart of Tuscany, in a unique location between Chianti Classico and Chianti Colli Senesi. What makes this tour special is the…

Siena Underground Wine tasting in a Medieval Cave
For real wine lovers, This is a wine tasting experience hosted by a Sommelier. This tour offers you an exclusive wine tasting in a Medieval cave dating back to Etruscan period, 600 BC. This place is private and the only…

Truffle Hunting Experience Siena Tartufi
Ciao, I’m Alessandro, the owner of Siena Tartufi. I’m a truffle hunter from 25 years. I have 3 dogs, Moka and Freddie a Lagotto Romagnolo and Pepita, a black Labrador. I really love going outside with my dogs looking…

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano
Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and Montepulciano, known for its prestigious Nobile wine. Travel…

Siena Private Highlights and Hidden Gems Walking Tour
This walking tour offers a truly local take on Siena, far beyond the postcard views. With your host, you’ll explore hidden chapels, medieval backstreets, peaceful gardens, and the living traditions of the Palio and…

Siena : Siena Guided Tour with Duomo or Museum
Splendid Classic Siena Tour with guaranteed departure from Via di Città at 11am in English and at 12.15pm in Italian. An expert local Guide will introduce you, in an interesting and pleasant way, to the history of…

Wine Tasting ATV tour in Tuscan countryside
ATV Excursion in the hearth of Tuscany, in province of Siena, in Crete Senesi UNESCO heritage, between Chianti and Val d'Orcia

PRIVATE TOUR: Savor Exquisite Wines: Brunello & Nobile Wine Tour
A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location (hotel, B&B or private apartment) and take you on a drive through the sweet…

Siena: Val d’Orcia Wine Tour with Lunch & Brunello
Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion of rich history and flourishing…
Prices and availability last checked 2026-09-13. Both are confirmed on Viator before you pay.