Top Siena Self-guided Tours

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Siena Scavenger Hunt & Highlights Self-Guided Walking Tour

The Best Way to Discover Siena: Scavenger Hunt & Self-Guided Tour. Play, learn, and walk! Explore at your own pace with a 100% self-guided activity. Start anytime (24/7) with no guides or schedules. Pause for a traditional Ricciarelli almond cookie in a local pastry shop or enjoy the medieval atmosphere of the Piazza del Campo and resume whenever you're ready—even the next day. This unique team-building activity is perfect for couples, families, and groups. The "Complete City" Package - Everything you need in one app: Interactive Game: Solve puzzles and discover 10+ major attractions, plus hidden gems revealed along the way. Cultural Context: Read the history and legends of each site as you explore. Insider Tips: Access hand-picked local restaurant and shop recommendations. What you will visit: Pinacoteca Nazionale, Baptistery of St John, Palazzo Piccolomini, Loggia del Papa, Tower of Mangia, Pubblico Palace, Fonte Gaia, Santa Maria della Scala, Facciatone, and the Duomo di Siena.

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Siena Scavenger Hunt & Highlights Self-Guided Walking Tour

2 hoursFree Cancellation

Price varies by group size

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Siena Self-Guided City Walking Tour & Scavenger Hunt

The city of the Palio runs on rivalry — ideal conditions for a scavenger hunt. This app-led scavenger hunt takes you through Siena on foot, using phone-based riddles to guide you from one landmark to the next. No guide, no fixed start time. • Decode the marble stories of the Battistero di San Giovanni • Sweep into Piazza del Campo, the shell-shaped stage of the Palio • Stand before the striped magnificence of Siena's Duomo Available in 24 languages including English, French, German, Spanish, Italian — see the full list when booking and choose yours when you start the game in the app. Around 2 hours - any group size. Seventeen contrade, one leaderboard.

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Siena Self-Guided City Walking Tour & Scavenger Hunt

2 hoursFree Cancellation

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E-Bike rental in Tuscany

1 dayFree Cancellation

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Become a pilgrim of sorts and take a scenic hike on the historic Via Francigena, an old pilgrimage route that stretched from Canterbury in England to Rome. The rural route takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the medieval village of Monteriggioni you're rewarded with a wine tasting. At the end, head back to Siena via train.

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Tuscany Hiking Tour from Siena Including Wine Tasting

4 hoursFree Cancellation

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Hidden Castles & Chianti Wine Experience– Small Group

5 hoursFree Cancellation

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Visit San Gimignano and Volterra the easy way from Siena, on an intimate small-grop tour. Head to the hilltop town of Monteriggioni, then stop for a while in UNESCO World Heritage–listed San Gimignano, with its medieval towers and views over the Tuscan countryside. Drop into an alabaster workshop in Volterra, then indulge in a rustic lunch at a Tuscan farm. Learn about local history and culture along the way.

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Small-Group San Gimignano and Volterra Day Trip from Siena

8 hoursFree Cancellation

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Private Tour: Siena Walking Tour

2 hoursFree Cancellation

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Private Tour: Secret Siena Walking Tour

3 hoursFree Cancellation

Member Pricing

Tuscany is known for its excellent vintages, but the world of Tuscan wine can be overwhelming for a novice. With this informal wine class, you’ll get your bearings and learn to recognize the most important and storied wines of Tuscany. Delve into the history of Tuscany’s wine production, discover the different wine-producing areas and grapes, and sample a number of reds and whites from the region.

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Wine Class - Tuscan Classics

2 hoursFree Cancellation

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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.

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San Gimignano, Chianti, and Montalcino Day Trip from Siena

11 hoursFree Cancellation

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Avoid the stress of navigating winding country roads or unfamiliar public transit on your own and instead discover the fine wines and rich historical heritage of Chianti on this full-day trip from Siena. Travel through the Tuscan countryside to Castello di Brolio in the heart of the Chianti wine country for guided tasting sessions and a traditional Italian lunch. Enjoy the intimate atmosphere of a small group capped at only eight people.

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Small-Group Chianti Trip with Wine Tasting from Siena

8 hoursFree Cancellation

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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.

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Signature Brunello di Montalcino Wine Tour from Siena

5 hours 30 minutesFree Cancellation

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Experience a side of Italy rarely available to visitors when you take a cooking class in the Chianti wine region. During your private session, discover the secrets of Tuscan cuisine, from sauces to tiramisu. After dining on the food you just learned to make, continue on to a vineyard for a complimentary wine tasting and pairing lesson. Round-trip transport from Siena is included for your convenience.

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Private Cooking Class in Chianti from Siena

5 hoursFree Cancellation

Price varies by group size

Member Pricing

Cesarine: Typical Dining & Cooking Demo at Local's Home in Siena

2 hours 30 minutesFree Cancellation

Must-Dos in Siena

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The magnificent Gothic and Romanesque structure of Siena Cathedral (Duomo).

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Top Siena Self-guided Tours

14 results

Must-Dos in Siena

Montalcino

Siena Historic Center (Siena Centro Storico)

Mangia Tower (Torre del Mangia)

Monteriggioni

Siena Cathedral (Duomo di Siena)

Piazza del Campo

Montalcino

Siena Historic Center (Siena Centro Storico)

Mangia Tower (Torre del Mangia)

Monteriggioni

Siena Cathedral (Duomo di Siena)

Piazza del Campo

Montalcino

Siena Historic Center (Siena Centro Storico)

Mangia Tower (Torre del Mangia)

Monteriggioni