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Siena

Neighborhood Tours

Our most recommended Siena Neighborhood Tours

Siena: 2-Hour Food and Wine Tour

1. Siena: 2-Hour Food and Wine Tour

Walk around Siena and discover its best foods while meeting local vendors. Learn about the region's wine production and taste a typical white and red wine. Taste extra virgin olive oil and sample different Pecorino sheep cheeses, from fresh to seasonal, together with different local kinds of honey. As you tour the town, hear fascinating details about the rare Cinta Senese, an almost extinct pig that is unique to Siena. Then, you will learn how local truffles are found. Follow your guide and discover why the Tuscan bread is plain and how it is used in recipes. Hear the history of the recipe behind Siena's medieval cakes and bread. During the tour will taste local cold cuts and other typical Sienese products

Antinori Winery & Brolio's Castle: Private Tour

2. Antinori Winery & Brolio's Castle: Private Tour

Start your day at the office of the local partner, perfectly positioned in the city center. You will meet your personal driver with an exclusive car and your local private guide as well as wine expert. Leaving the city center, the first stop of your visit to Chianti will be Antinori's cellar in Bargino, a wonderfully innovative winery located in the green Chianti hills. Inside the cellar you can taste different types of wine, listening to stories and anecdotes about the Antinori family told by the guide who will accompany you on this wonderful journey. After this visit, you will have lunch in a typical Tuscan restaurant "La Cantinetta di Rignana", halfway between the Antinori vineyard and Brolio's Castle. Here you can taste local salami, cheeses, Tuscan crostini, extra virgin olive oil, pasta or meat dishes, accompanied by wines and local products. Ending the lunch, you can enjoy some free time inside the restaurant, which is also a farmhouse. The last stop of the visit will be the Castle of Brolio and the Barone Ricasoli vineyard. Here, you will privately visit the castle and the vineyard, discovering the cellars and the finest quality wines, tasting most of the local production, tasting every single glass, accompanied by the guide's explanation. When you're ready, you will return to Florence in your exclusive car.

From Rome: Siena, Chianti, Wine Tasting and Lunch

3. From Rome: Siena, Chianti, Wine Tasting and Lunch

This tour has been designed to showcase the very best of Tuscany in just one-day and is perfect for travelers who only have a short amount of time. The day begins with departure from Rome at 6:45am on a fast speed train to Florence. Upon arrival in Florence, head to the meeting point sent to your email to meet your guide and set out on your sightseeing adventure. The first stop of the day is the historic city of Siena, which is bursting with rich architectural styles, best showcased at the cathedral and the old palace. After a brief guided walking tour of Siena, enjoy free time to explore on your own. Wander around the quaint streets of this magical town, have a traditional Italian lunch at one of the many cafés, or shop for handmade crafts and souvenirs. Continue the tour to the walled town of Monteriggioni next, which was the filming location of the blockbuster movie, Gladiator. Arrive at the UNESCO World Heritage Listed San Gimignano next, which is the most famous walled medieval town in Tuscany, and nicknamed the ‘Manhattan of Tuscany’ due to its many towers. Armed with tips and recommendations from your guide, head out on your own adventure in the town and visit the sights and attractions that interest you most. Don’t forget to stop by the store of the world-champion gelato maker, and treat yourself to a seriously sweet treat. During the day, ride through the rolling countryside of Chianti and soak up the charming scenic views on the way to an authentic Tuscan winery. Against the backdrop of luscious vineyards and olive groves, enjoy a spectacular lunch with a wine and olive oil tasting session. At the end of a truly unforgettable day, head back to Rome, arriving at approximately 8 PM.

Siena: Private Tour Ideal for Families with Children

4. Siena: Private Tour Ideal for Families with Children

Enjoy a private tour that takes into account children’s attention spans, not one where the young are dragged by their parents on exhausting journeys. With the help of a local guide, keep your children’s attention alive with language that is colorful and lively, and where history is mixed with art, legends, and traditions. By encouraging children to make observations, answer questions, and solve riddles, your guide will reveal the history and secrets of Siena’s monuments in a pleasant way that is sure to prevent children becoming impatient, bored, and complaining. From the meeting point in front of the Basilica Cateriniana San Domenico, you’ll learn about the traditions of the Palio di Siena horse race and admire the magnificent front of the Duomo di Siena cathedral. Next, walk the Via Banchi di Sopra — the former route of pilgrimage to Rome — that will you lead to Piazza del Campo, the principal public space of the historic center of Siena where the tour will end with a souvenir and great memories.

Tuscany: Siena & San Gimignano Full–Day Wine Tour from Rome

5. Tuscany: Siena & San Gimignano Full–Day Wine Tour from Rome

Travel through Italy on a full-day journey from Rome, through the hills of Chianti, to visit the cities of San Gimignano and Siena. San Gimignano, a UNESCO World Heritage Site, is known as the city of the hundred towers, and it still maintains its original features and timeless charm. Furthermore, the name San Gimignano is linked to one of the most historical Tuscan wines, La Vernaccia di San Gimignano. Arriving in San Gimignano, explore its charming medieval streets, visit the old center of this wonderful city where the famous Chianti wine is produced. Stop for Tuscan food and wine tasting. Then continue to Siena, a beautiful medieval city in Italy. Visit the heart of Siena and the central square, Piazza del Campo, known worldwide for the famous Palio, a horse race around the square in a medieval style, twice each summer. Siena is famous not only for its wine but also for its sweets, the Panpepato, Panforte, and Ricciarelli. Stop for a good Italian coffee and taste a typical sweet of Siena. Depart to return to Rome at 5:00 PM.

Florence/Siena: 3 Wineries Experience with Lunch

6. Florence/Siena: 3 Wineries Experience with Lunch

After pickup from your accommodation in Florence or Siena, enjoy a tour and tasting session at a historic winery in the Chianti region. On the property set in the heart of vineyards, be greeted by the owners and enjoy an appetizing plate of snacks, home-produced olive oil and balsamic vinegar. Sample some of the best wines from the region, including Chianti, Riserva, and Super Tuscans. Continue with a visit to San Gimignano, known as the medieval Manhattan. The village features thirteen original 12th-century towers and is definitely the most beautiful place in the region. Visit the town center to browse the artisanal shops, and walk along the picturesque streets. Later, enjoy a delicious lunch in a boutique local winery, famous for its hospitality. Taste the traditional Tuscan food such ribollita soup, lasagna with truffle olive oil, and local almond biscuits called cantucci. All this will be paired with different wines, including Chianti, Vernaccia di San Gimignano, and Super Tuscans.

From Florence: Siena & San Gimignano Day Trip with Lunch

7. From Florence: Siena & San Gimignano Day Trip with Lunch

Meet your driver and tour leader in your hotel lobby to embark on a full-day trip to Siena and San Gimignano. Hop aboard a private vehicle for a scenic drive through the rolling hills of the Chianti region, covered with vineyards and olive groves. First up, make your way to the town of Siena, stopping at the Basilica of San Domenico. Inside the church are the relics of Saint Catherine, the patron saint of Siena. Take a stroll to the Piazza del Campo to see the political center of town where the famous horse race Il Palio is held twice a year. From there, meander towards the Gothic Cathedral, which boasts an impressive collection of artworks by Michelangelo, Donatello and Bernini. Along the way, pass by a delicatessen that sells wild boar salami. If you fancy it, you can step inside for a tasting. Then, it’s onward to lunch at a boutique winery surrounded by the Chianti hills and vineyards. Taste the wine and the famous extra virgin olive oil with seasonal produce. Make your second stop at the walled town of San Gimignano, a UNESCO World Heritage site. See the 13 towers that dominate the skyline as you drive towards it. Learn how San Gimignano gained importance during the Middle Ages as a stop on the pilgrim route between Italy and France, known as Via Francigena (the road to France). The townsfolk produced silk and cultivated saffron that still grows around its foothills. Another industry that still exists here is that of Vernaccia di San Gimginano, a white wine. Learn about the region's history and where to find the best artisanal stores, coffee shops and gelato spots from your guide. Check out a selection of artisan stores selling locally made products. Stroll the winding streets, admiring spectacular views of the valley beyond. Afterward, meet your chauffeur for the transfer back to your accommodation in Florence. On the way, stop for one last magnificent panorama at Piazzale Michelangelo, and gaze upon views of the city. Before you leave, don’t forget to ask your local guide for tips on what else to see, do and eat during your stay in Florence.

Frequently asked questions about Siena Neighborhood Tours

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Other Sightseeing Options in Siena

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What people are saying about Siena

Overall rating

4.1 / 5

based on 5 reviews

This was a fantastic experience for our family! Sylvia was a very knowledgeable and engaging tour guide. She tried to connect with our kids, asking them questions along the way. We visited eight different cities on our trip to Italy, and our children liked Siena the best because of the tour we had with Sylvia. Highly recommend this tour for families with kids, you will all learn a lot and enjoy seeing this beautiful city!

Very good tour, interesting especially with children, very nice and friendly guide, Sylvia. She explains very well, knows all about Siena and its history. Special attention for kids. Searching for a simular tour for Florence!

Excellent visit which lasted + - 1 hour thank you to our guide who taught us a lot of things in such a short time