All Siena Tours &amp; Excursions in 2026 - page 13

Guided Hiking Tour of the Lost City of Vitozza

2 to 3 hoursFree Cancellation

Price varies by group size

from $99

Tour with Priority Entrance in Tuscany Abbey and Tasting

2 to 3 hoursFree Cancellation

from $164

⭐ Experience Highlights — What’s Included Historic Tour Explore our 1810 cellar, family chapel, and ancient olive press. Immerse yourself in Montechiaro’s heritage. Wine Tasting 3 organic wines: Chianti & Super Tuscans. Sommelier-led pairing with local specialties. Fresh & Organic Ingredients Garden-grown vegetables Extra virgin olive oil & organic jams Local cheeses (fresh & aged) Traditional Tuscan Flavors Bruschetta with tomato & basil, Artisanal cured meats Truffle sauces Notes Reservation required Dietary preferences/intolerances accommodated ✨ Taste Tuscany, sip tradition, and enjoy an unforgettable experience! ✨

Tuscan Brunch & Organic Wines

2 hoursFree Cancellation

Hit the shops on an independent shopping excursion from Siena. With round-trip transport included, this trip takes you to three major shopping outlets in Tuscany: the Fashion Valley Outlet, Dolce & Gabbana Outlet and Il Leccio, where The Mall and the Luxury Prada Outlet can be found. Enjoy discounts of up to 50 percent as you shop for Versace, Fendi, Valentino, Gucci and other big-name Italian brands. The group size is restricted to eight passengers to ensure comfort as you travel.

from $70

From Siena: San Gimignano, Wine Tasting & Cooking Class

From Siena: San Gimignano, Wine Tasting & Cooking Class

11 hoursFree Cancellation

Immerse yourself in the heart of Tuscany with a hands-on cooking class that brings farm-fresh ingredients directly to your table. Guided by expert instructors, you'll learn to craft handmade pasta, prepare a rich aglione sauce, and create a delightful fruit tart using homemade preserves. Each step is carefully explained, making it accessible for all skill levels. Enjoy the fruits of your labor with a lunch featuring local delicacies and a tasting of five exquisite wines. This is more than just cooking; it's about savoring the authentic flavors and traditions of Tuscany in a warm, friendly atmosphere.

(1)

from $209

Tuscany Farm to Table Cooking Class

2 hours 30 minutesFree Cancellation

Discover the medieval charm of Monteriggioni on a private luxury e-bike experience, ride scenic Tuscan roads, enjoy a curated lunch paired with fine wines, and end with an exclusive winery visit scheduled just for your group. More than a bike tour, this is a curated Tuscan experience for couples, families, and small groups seeking an authentic, relaxed, and elevated way to explore. Led by a professional local cycling guide, far from crowded routes, your ride is tailored to your pace, allowing you to fully enjoy the landscape and timeless atmosphere. Premium e-bikes ensure a smooth, accessible ride with minimal effort. The experience concludes with a refined lunch and wine pairing in a carefully selected winery, featuring a private dining room reserved for you and a private cellar visit without overlapping guests. A seamless Tuscan day blending cycling, culture, landscape, and fine wine — designed for comfort, privacy, and authenticity.

from $175

MONTERIGGIONI: Private Luxury E-Bike Tour with Lunch&Wine Pairing

MONTERIGGIONI: Private Luxury E-Bike Tour with Lunch&Wine Pairing

4 to 5 hoursFree Cancellation

from $521

Visit to the Farm and walk with the Alpacas

1 hour 30 minutesFree Cancellation

4.5

from $52

Tasting between Sangiovese and Chianti Classico

What makes the experience unique is the authenticity and passion of a family-run farm, nestled in the Chianti Classico hills, just a few minutes from Siena. Guests can walk through the vineyards, discover the secrets of Sangiovese and learn about the philosophy that Guides each stage of cultivation. The guided tasting offers wines accompanied by extra virgin olive oil and typical local products, enhancing the flavors and characteristics of the territory. Each glass tells a story of tradition and care, for a genuine, convivial experience immersed in the beauty and scents of Tuscany.

Tasting between Sangiovese and Chianti Classico

1 hourFree Cancellation

from $52

Private Guided Tour of Siena Highlights for Kids and Families

Discover the secrets of Siena on an incredible kid-friendly private tour of its best highlights! Your family will be captured by the beauty and the rich heritage of this city. We will take a leisurely walk through the historical center, which is part of the UNESCO World Heritage, and learn about art and history in a fun way! Our guide will keep your little ones engaged thanks to trivia, quizzes and interactive games: the past will come to life on this thrilling adventure! Among the landmarks you are going to see there are the Duomo of Siena, the Piccolomini Library with its stunning artifacts and the peculiar Piazza del Campo. Siena is waiting for you!

Private Guided Tour of Siena Highlights for Kids and Families

2 hours 30 minutes

from $305

Price varies by group size

Discovering the essence of Tuscany through a tasting of five craft beers is an authentic and engaging experience. Inside a real farm, surrounded by vineyards and olive groves of the Valdichiana, participants are accompanied on a guided tour through aromas, stories and local traditions. An Expert introduces each beer telling its characteristics, ingredients and curiosities, while the flavors are enhanced by a generous platter of cheeses, cold cuts and typical products of the territory. Each tasting is designed to create a balance between taste and conviviality, transforming the tasting into a moment of discovery and pleasure. It is the perfect experience for those who want to experience the most authentic Tuscany, away from the crowded tourist circuits and in direct contact with the local gastronomic culture.

Tasting of Craft Beers in Tuscany

1 hour 30 minutesFree Cancellation

The Chianti hills in Tuscany are known for their traditional Chianti Classico and modern Super Tuscan wines. Sample both in a single tasting and learn about their production and history with this winery tour and tasting. Visit a historic, family-run cellar just outside of Siena and sample the most recent vintage directly from the barrel, plus four Chianti and Super Tuscan wines during a guided sit-down tasting.

from $52

1 hour 30 minutesFree Cancellation

Wine & Cheese Experience

We offer a truly unique and immersive culinary experience. Our pop-up pizzeria transforms any venue into a vibrant Italian piazza, allowing guests to witness the magic of pizza-making firsthand. With customizable menus and a focus on authentic Italian flavors, we create unforgettable moments that leave a lasting impression for every occasion. Perfect for corporate events, weddings, and private parties.

(3)

from $70

Pizza Party Experience with Private Pizza Chef in Tuscany

Pizza Party Experience with Private Pizza Chef in Tuscany

3 hours

from $1,399

Per group

E-bike tour that takes 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 traditions, cradle of the famous Chianti Classico wine and proud of its tradition and culture linked to the long rivalry between Siena and Florence. In addition to it, this tour has an Arts footprint. We'll lead you through some hidden sculptures, located throughout the landscape, as a warm up to our stop at the Chianti Sculpture Park, where you'll visit some contemporary sculptures and installations. We'll build on to the arts experience by stopping at the hamlet of Scopeto, where the film "Letters to Juliet" has been shot. Least, but not last, it will be wine time right after at the Scopeto Winery, where you can further develop your reconnaissance of the territory by tasting one of its maximum expression: the Chianti Classico. We then, climb back to our comfortable ebikes to return to Siena

By Ebike: Visit an Art Park and Wine Taste in the Classic Chianti

5 hours 20 minutesFree Cancellation

Price varies by group size

(2)

from $282

Special Offer

Immerse yourself in a 60-minute yoga class designed to meet your every need, whether you are a Traveler looking for relaxation, part of a bachelorette party group or a bride-to-be. Set against the beautiful backdrop of the Tuscan hills, this session offers a peaceful escape where you can move at your own pace, guided by your breath. All necessary equipment is provided, including mats and props, allowing you to focus exclusively on your well-being. Give yourself or a loved one this magical hour of rejuvenation that promises to restore both body and mind.

Yoga class in the Tuscan hills

1 hourFree Cancellation

from

$82

$73

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Top Attractions in Siena

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

Attractions

What are people saying about Siena

Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner

Diana_S, Jun 2026

Excellent and highly recommended!

The class was very well organized, easy step-by-step processes for an outstanding 4 course meal (made by us)! We used all simple ingredients that are available everywhere so we can reproduce the recipes. Chef Francesco answered all questions with patience and great knowledge! It was one of the highlights of our trip! Highly recommended!

Small-Group Montepulciano and Pienza Day Trip from Siena

Jennifer_H, Jun 2026

Our time in Montepulciano...

Our time in Montepulciano was one of our favorite days in Italy. Giovanni was an exceptional guide and he taught us so much about the wine and the area. We highly recommend Tuscan Wine Tours as they book small wineries. Our delicious lunch was at a dairy farm where we overlooked the gorgeous Tuscan region.

Siena: Pasta and Tiramisu Small Group Cooking Class with Wine

lisa_s, Jun 2026

Great family fun in Siena

This was such a fun experience! Our instructor was amazing, personable and knowledgeable and we learned some great tips and techniques. The cooking space was light, bright and wonderful. It was so fun to eat our pasta and tiramisu at dinner afterwards. Our family of 7 adults had a great time. We highly recommend this class!

Skip the Line: Siena Duomo and City Walking Tour

Kevan_A, Jun 2026

Siena Duomo and walking tour

A very enjoyable two hours spent walking through Siena and the Duomo. Elio, our guide had an extensive knowledge of the history of Siena, its customs and people. With his wonderful sense of humour he kept all of us entertained with his stories. The Duomo was very busy and partially closed due to Republic Day but we were able to see and hear enough about this magnificent building to make the tour very worthwhile.

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Donna_N, May 2026

Must do tour!

Absolutely amazing experience in the Tuscan countryside. Our tour guide Paulo was so much fun and so knowledgeable of the area and the history of Siena and the region. All three wineries offered fantastic tasting experiences and were so welcoming. Lunch with the wine maker at his home was a highlight. This tour is an absolute must!

Tuscan, Italian, tiramisu cooking class and tasting 3 wines

Karen_G, May 2026

Fun and informative cooking class!

We gathered for a glass of prosecco and introductions to start. First we learned how to make and assemble tiramisu - simple yet precise. Then we made and kneaded pasta dough. We stretched the dough through a pasta machine then made 3 shapes - ravioli, tortellone, and tagliatelle. Our instructor, Joanna, was fun, energetic and positive. She gave great tips throughout and praised us, even when our shapes didn't turn out quite right. 😄 We enjoyed a hearty lunch of each pasta with a complimentary sauce. The wine tasting option was great, as we tasted new varieties of wines that paired well with the pastas. Overall an excellent experience - highly recommend!

Siena: A Wine Tour and Tasting Experience

Joseph_M, May 2026

A wonderful wine experience

Cristian was a fantastic host/guide! He was very knowledgeable about the wine growing, harvesting, and distillation processes. There was a great assortment of wines, perfectly paired with food & dessert. He and the staff also helped with getting taxis back to Siena train station, which was very kind and helpful. It was a great way to spend the day in Siena, have great food, and learn about wine.

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Desmond_R, May 2026

Awesome experience

It is a small bit of everything you'd want to experience at a vineyard ☺️. The guide and her team are friendly, helpful and happy that you are their guests. We enjoyed the small tour of history and the 3-course meal was a light delight. The wines were delicious 😋. Lovely experience for the price at hand.👌🏾

Discover the Medieval Charm of Siena on a Private Walking Tour

Jeffrey_G, Apr 2026

Siena tour - Not to be Missed!

Highly recommend this tour! Barbara was a wonderful tour guide! Very knowledgeable about Siena, having grown up in the area. It’s a fabulous city not to be missed! And the surprise at the end made us all fall in love with Siena that much more! Spectacular view! Thank you, Barbara!!

Hot Air Balloon Flight Over Tuscany from Siena

Marita_L, Oct 2025

Absolutely an experience not to miss

They do a great job in making sure that the flight will be safe, gauging the weather and letting you know if it has to be canceled or moved to a new location. While a new location can be inconvenient it is for your safety. I appreciate the care they take. The experience was extraordinary. The staff was very helpful and they treat you with kindness and respect.

Hidden Castles & Chianti Wine Experience– Small Group

Jeremy_P, Oct 2025

Tour host was extremly...

Tour host was extremly knowledgeable and created a friendly atmosphere on the mini-bus. The 2 wine tasting experiences were excellent, but contrasting. One being more of a family vine yard located on an old Tuscan farm in the hills, the other being a dedicated tasting / function venue, hosted by a charismatic Sommelier. Quality of wine superb and from my hazy memory exceeded the 7 glasses advertised! Only down side was disorganised pick-up at station. Having a wine tour notice on bus and having host there at stated meet time, 15 mins before departure. Italian speaking driver turned several clients away before host arrived. Still a 5-Star tour though, as rest of afternoon made up for this.