Top 10 Walking Tours in Tuscany

Destination: Florence.
Unlock centuries of Italian genius with an exclusive private tour of Florence’s legendary Uffizi Gallery — home to some of the most extraordinary masterpieces ever created. Accompanied by an expert guide, you’ll journey through the stories and passions that shaped the world of art forever. Stand face-to-face with Botticelli’s “Primavera” and “The Birth of Venus,” two icons of beauty that continue to captivate hearts centuries later. Uncover the mystery behind Michelangelo’s only panel painting — and why he ultimately chose marble over canvas. Marvel at Leonardo da Vinci’s “Annunciation” and hear the tale of his “Adoration of the Magi.” As you wander through this maze of masterpieces, your guide will bring to life the saga of the powerful Medici family — the patrons who made Florence the cradle of the Renaissance. This isn’t just a museum visit — it’s a journey through time, passion, and genius. Experience art as it was meant to be seen: up close, personal, and unforgettable.
Known For: Florence Walking Tours, Florence Art Tours, Florence Historical Tours, Florence Excellent Quality, Florence Private Sightseeing Tours.
Duration: Around 2 hours.

Destination: Arezzo.
I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where they will call you by name and not by number.... Private experience for real. My English is quite good which will maximize your experience and that is very important. Also this tour as all of my tour are fully CUSTOMIZABLE..... is your tour..
Known For: Arezzo Excellent Quality, Arezzo Wine Tours, Arezzo Half-day Tours, Arezzo Walking Tours, Arezzo Private and Luxury, Arezzo Private Sightseeing Tours, Arezzo Food & Drink, Arezzo Spring Break, Arezzo Wine Tastings, Arezzo Top Product, Arezzo 4WD Tours.
Duration: Around 4 hours.

Destination: Florence.
Maximize your time in Florence with a combo tour to visit Florence’s must-see attractions, including the Accademia with Michelangelo's David, and the Uffizi Gallery. This 5.5 hour semi-private (8 guest maximum) guided museum & walking tour will explore the Tuscan capital and all of its most important marvels.
Known For: Florence Historical Tours, Florence Small Group, Florence Likely To Sell Out, Florence Walking Tours, Florence Likely to Sell Out, Florence Excellent Quality, Florence City Tours, Florence Art Tours, Florence Private and Luxury, Florence Half-day Tours.
Duration: Around 5 hours and a half.
Normal Price: 286.48 USD.
Current Price: 272.15 USD.

Destination: Florence.
This isn’t a rigid itinerary—it’s a flexible walking experience through Florence, crafted entirely around what excites you. Whether you're drawn to Renaissance architecture, artisan studios, local food markets, or peaceful piazzas, your host designs a route that reflects your interests. After booking, you’ll complete a short online questionnaire so we can match you with a local host who shares your passions. You’ll work together to shape an immersive, relaxed, and tailored experience—filled with hidden corners, cultural insights, and moments that reveal the real Florence beyond the crowds.
Known For: Florence Likely To Sell Out, Florence Walking Tours, Florence Nature Walks, Florence Best Conversion, Florence Excellent Quality, Florence Likely to Sell Out, Florence Private Sightseeing Tours, Florence Cultural Tours, Florence Private and Luxury, Florence City Tours.

Destination: Siena.
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 for truffles . In every season there are different types of truffle that will be collected and you can do it with us... My hobby is my job and my passion!
Known For: Siena Small Group, Siena Nature and Wildlife Tours, Siena Dining Experiences, Siena Food & Drink, Siena Breakfast, Siena Brunch, Siena Top Product, Siena Walking Tours, Siena Wildlife Watching.
Duration: Around 2 hours.

Destination: Florence.
We have selected 4 local chefs. Those are the best choice for guests who want to enjoy and learn how to cook tasty dishes from the Mugello Valley and from Tuscany. Besides their unquestionable cooking pedigree we have chosen those chefs as they shares its mission of giving guests the most authentic sustainable cooking experience without overlooking quality and comfort. Location: We have chosen an organic agritourism both for its beauty and for the passion of its owner, Laura, who will make you feel at home.
Known For: Florence Food & Drink, Florence Small Group, Florence Lunch, Florence Dining Experiences, Florence Cooking Classes, Florence Walking Tours.
Duration: Around 5 hours.

Destination: 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, culture, tradition, and science that give life to every bottle of our organic wine. During the winery tour we will analyze together the characteristics of the vineyard agro-ecosystem and the techniques used to preserve and regenerate rural resources. In our old wine cellar, we will take you through the fascinating world of winemaking and the secrets behind crafting quality wine. The tour will end in our tasting room, where you will grasp all the organoleptic nuances of our young and vintage wines. Each glass will be paired with the best seasonal Tuscan products, to delight your palate and nourish your soul.
Known For: Siena Likely to Sell Out, Siena New Product, Siena Spring Break, Siena Wine Tours, Siena Wine Tastings, Siena Walking Tours, Siena Small Group, Siena Top Product, Siena Likely To Sell Out, Siena Excellent Quality, Siena Food & Drink.
Duration: Around 2 hours and a half.

Destination: Florence.
Embark on a captivating journey through Michelangelo's timeless masterpiece, David, and the Accademia Gallery with a top-rated guide. Your intimate group, limited to just six individuals, will have the privilege of being among the first to marvel at this breathtaking collection, away from the bustling crowds of daytime visitors. Marvel at the awe-inspiring David, sculpted over 500 years ago from a single block of Carrara marble by the young Michelangelo. Hear the fascinating stories behind the statue, its political significance, and insights into Michelangelo's life and artistic process, including his use of handmade tools and the original gold leaf decorations on the base, eroded over centuries of outdoor exposure. Explore the Accademia's other masterpieces This enlightening one-hour tour concludes in time for a delightful breakfast and a taste of Florentine cappuccino, allowing you to bid farewell to the awaiting crowds with cheerful waves as you depart the Accademia Gallery.
Known For: Florence Cultural Tours, Florence Excellent Quality, Florence Walking Tours, Florence New Product, Florence Small Group, Florence Private and Luxury, Florence Historical Tours, Florence Best Conversion.
Duration: Around 1 hour.

Destination: Siena.
Siena, 'the pearl of the Gothic style,' is a charming medieval town in the center of Tuscany. Come and discover the hidden treasures of this medieval town and the surroundings with a professional tour guide.
Known For: Siena Private Sightseeing Tours, Siena Culture, Siena Walking Tours, Siena Cultural Tours, Siena City Tours, Siena Best Conversion.
Duration: Around 2 hours.

Destination: Florence.
It’s the history that made the city today. During this private tour, it’s time to discover Florence through the Renaissance. Embark on a storytelling journey that will keep you entertained while at the same time giving you insights you can’t find in a history book. Delve deep into the subject with highlights and landmarks like Piazza della Signoria, Medici Palace and the Vasari Corridor. Connect their relevance to this historical event and the effects it had from past to present in Florence. Thanks to your local guide, it will be as if you just took a trip back in time! Withlocals History City Tour™ is one of Withlocals' signature tours available in major cities worldwide. We work with passionate local guides who earn a fair fee. We support local economies by only offering local products and prevent over-tourism with only small non-intrusive groups. Our tours are carbon-neutral and away from the standard tourist routes.
Known For: Florence Half-day Tours, Florence Walking Tours, Florence City Tours, Florence Historical Tours, Florence Private Sightseeing Tours, Florence Excellent Quality.
Duration: Around 3 hours.