Top Tuscany Hiking Tours

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.

Discover the masterpieces of the Accademia Gallery on this intimate, small-group tour in Florence. Led by an expert guide, marvel at Michelangelo's beautiful David, and gain deeper insights into the techniques and stories behind Renaissance art. With a personalized experience and plenty of opportunities for discussion, this tour offers a rich and engaging journey through one of Florence's most treasured collections.

Fall for the charm of the Cinque Terre, a coastal region of cliff-clinging villages and dramatic seaside views. On this full-day small-group tour, experience the scenic parts of the region with a driver-guide and learn about the UNESCO-listed region’s history. Take a boat ride between Manarola and Vernazza and get free time to explore both locations on foot. Make stops in local wine bars and restaurants to sip some regional varietals and eat a traditional Italian lunch (both at own expense).

Escape far from the crowds and traffic—and enjoy an immersive way to explore the iconic Chianti countryside that few other visitors get to experience—on this small-group, full-day hiking tour from Florence. Ramble for 4 miles (7 kilometers) on trails through vineyards and olive groves to really soak up the scenery. Along the way, visit three wineries to sample up to 10 wines, and enjoy Tuscan specialties for lunch.

- San Miniato is internationally recognized as the truffle capital — this is geography and history, not marketing - Francesca is a professional truffle hunter by trade, not a tour guide with a borrowed dog - The truffles you taste are found during your experience — fresh, not preserved - Small group (max 10 guests) or private option: no crowds, no tour buses 1. **Hunt** for truffle in the forests of San Miniato with a professional truffle hunter and her trained dog — the variety changes with the season 2. **Learn** the secrets of the search: truffle biology, seasons, how to read a productive woodland 3. **Taste** fresh truffles collected during your own experience, paired with local farm produce and wine 4. **Explore** a historic 16th-century estate at the heart of the world's truffle capital 5. **Experience** a small group outing (max 10 guests) or private format — no crowds, no rush 6. **Take home** the memory of a morning in the Tuscan forest

Go beyond the boring group walking tours and head straight for the good stuff: the dark side. On this walking tour, you’ll meet up with your local guide and explore Florence’s lurid past, hearing tales of ghosts, scandalous murders, wild betrayals, and strange curiosities, all connected to gorgeous spots around the city. No guidebooks here—and yet every story will be 100% true.

Discover Tuscany's natural beauty with a small-group hike along ancient trails near Florence. Follow in the footsteps of Leonardo Da Vinci, visiting the stunning Monte Ceceri and its famous square. Enjoy breathtaking views of the Duomo and surrounding Tuscan hills. Pause for a delicious lunch with wine at a local farm run by an aristocratic family. This easy 8km hike offers a unique perspective of Florence and the surrounding countryside. A sustainable and personalized experience awaits!

Let's go hiking through the vineyards of our estate! You will discover fields, vines, about the oil and wine production.

The experience begins at 10 : 00 in the morning. We will meet at our farm, where we will have a brief introduction to our small family business. Guests will be accompanied by an environmental Guide who will explain the route and provide information on the history, characteristics and peculiarities of the territory, as well as the different animal and plant species we will encounter along the way (if the season allows, we will collect edible wild plants for lunch). We will find a corner in the woods, perfect for a picnic, where we will taste a glass of wine from our company with cheeses and cold cuts. We will resume the journey back to our farm, where a three-course lunch of seasonal agricultural products will be served, including a tasting of our wines and extra virgin olive oil. The planned route is of medium-low difficulty with duration 2 - 2.5 hours.

This hiking tour leads you into the heart of the Val d’Orcia, considered the most picturesque area of Tuscany, famous for its rolling hills, cypress-lined roads, and timeless countryside. A UNESCO World Heritage Site, this landscape represents the iconic Tuscan postcard known worldwide. What truly sets this experience apart is the chance to walk the same paths made famous by Ridley Scott’s movie Gladiator. The unforgettable scenes of Russell Crowe walking through golden grain fields were filmed just outside the village of Pienza, a detail still unknown to many travelers. During an easy and scenic hike, suitable for most fitness levels, you will enjoy authentic Tuscan views far from the crowds, while learning about the land and local traditions. The tour also includes time in Pienza, the ideal Renaissance city created by Pope Pius II, where art, architecture, and local flavors—especially the famous Pecorino di Pienza cheese—complete a unique blend of nature, cinema, and Tuscan culture.

The Cinque Terre is one of the most unforgettable day trips from Florence, but the logistics of getting to and around these coastal villages are daunting. Enjoy a seamless experience on this private excursion that includes round-trip transportation directly from Florence plus a full-day guide to help you navigate the area trails, trains, and ferries. Customize the pace and itinerary with a dedicated guide and save time with pre-booked tickets for trail and transit access.

DEPENDING ON THE WEATHER AND MARINE CONDITIONS, THE GUIDE RESERVES THE RIGHT TO DECIDE AT THE TIME OF THE EXCURSION WHETHER TO TAKE THE TOUR TO "GALENZANA" OR "FONZA" (ANOTHER TOUR OPTION ORGANIZED BY US). If you want to experience a unique active holiday you must be part of one of the excursions on the Island of Elba by SUP and CANOE. You will live an unforgettable experience. Experience the island between its crystal clear sea and its wild coast, unique places accompanied by experts in the field. We will touch wonderful corners and hidden glimpses of the island and enjoy the view from a unique perspective. After this experience you will feel happy, relaxed and want to live your holiday with more desire. Ideal for both adults and children and those who have no experience. ON SATURDAYS AND SUNDAYS THERE IS NO GUIDE SERVICE IN English.

Guarantee your entry to Florence's famed Uffizi Gallery and save waiting time with a timed entry ticket. Explore at your own pace independently, or upgrade to see the Renaissance masterpieces with a guide. In a small group, see highlights including Botticelli’s "Birth of Venus" with added insights from an expert.

Immerse yourself in Florence’s rich history, art, and architecture on this comprehensive small-group walking tour. Gain access to the Uffizi Gallery and skip-the-line tickets to the Accademia Gallery to marvel at masterpieces like Michelangelo’s "David" and Renaissance paintings. Stroll through Florence’s historic streets with your guide, visiting landmarks like the Duomo, Ponte Vecchio, and Piazza della Signoria, while uncovering the stories that make the city unforgettable.

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore Piazza del Campo, famous for the Palio di Siena horse race, admire the breathtaking Duomo (Cathedral), and wander through the charming, narrow streets of the historic center. Wine Tasting & Light Lunch Next, we’ll head to a renowned winery for a light lunch paired with an amazing wine tasting experience. A sommelier will guide you through five exceptional wines, plus an olive oil tasting. After lunch, we’ll continue our journey with a spectacular drive through the rolling Vernaccia di San Gimignano vineyards, home to Tuscany’s most famous white wine. Stop in San Gimignano you’ll have free time to explore this medieval gem, known for its 14 towers dating back to the 13th century. The town’s atmosphere will transport you back to the Middle Ages! And of course, you can’t miss the world’s best gelato at Gelateria Dondoli.

The city of Livorno is unique and interesting. With our cultural association you will live a real local experience of personal connection as true friends, unforgettable and you will feel like one of us. Our old town is extensive, we walk at your pace do not worry and take the local bus if necessary, this is also culture. Livorno has a magical light thanks to its location. Our climate is one of the best in Italy. The smell of the sea is the smell of the skin of every person who lives here. Come and live this experience with those who love Livorno and you will never want to leave. We prefer small groups of 2 to 6 people to establish a personal experience, customizable to welcome you as you deserve and as we wish. The price is a donation to our association. WE ARE NOT GUIDES and WE DO NOT TAKE GUIDED TOURS OF THE CITY. We are a small non-profit association and we just want to convey our love for Livorno.

The truffle is one of the world's most elusive ingredients, difficult to find without an expert. Maximize your chances of finding one on this small-group truffle-hunting tour from Florence. Join expert guides and trained dogs to uncover truffle treasures, learn the art of truffle hunting, and indulge in a delicious 4-course meal paired with local wine.

Escape the crowds and enjoy an enchanting evening of renowned Italian opera arias at the Santa Monaca Church in Florence. Delight in performances by talented professional singers, showcasing pieces from beloved operas like 'The Marriage of Figaro,' 'Tosca,' 'The Barber of Seville,' 'Madame Butterfly,' 'La Bohème' and 'La Traviata.' All this takes place in the ambiance of a beautifully preserved 15th-century church, adding a touch of historical charm to your experience.

Skip the research and guidebook, and uncover Florence's rich history and iconic landmarks on a group guided walking tour that brings the “Cradle of the Renaissance” to life. Stroll from the Basilica di San Lorenzo to the Ponte Vecchio, explore historic piazzas, and admire Medici splendor. Hear captivating tales of Dante's neighborhood, lively stories, and fascinating insights from your guide.

Make the most of your time in Italy by booking this stress-free private tour that takes your group from the Port of Livorno to both Florence and Pisa. First explore the beauty of Pisa, including the leaning tower, Piazza del Duomo, and more. Then head to Florence and explore the main hub of Tuscany. Take photos on the Ponte Vecchio before returning to the Port of Livorno.

The Uffizi Gallery is home to hundreds of Renaissance-era masterworks, including pieces from Michelangelo, Botticelli, and Caravaggio. Enjoy an intimate introduction to the iconic collection in a group of a maximum of fifteen people during this small-group guided tour, which includes fast-track admission tickets and audio headsets, so you can move freely without missing a word.

Explore Florence’s historic Oltrarno district with a tailor-made shopping experience, brought to you by Florence Food Tastings. Visit renowned artisan workshops where masters of gold, leather, paper, and more create stunning, one-of-a-kind pieces before your eyes. For a delicious finale, you can also stop at a gourmet food shop to pick up some local delicacies to take home.

Explore Cinque Terre and see the Leaning Tower of Pisa in just one day, without the logistical overwhelm, on this trip from Florence. Relax knowing the day's transportation and activities are all sorted, meaning you can fully immerse yourself in the experience. Enjoy an itinerary that includes the UNESCO-listed coastline and its five villages, an easy hike between the villages, a boat ride (weather permitting), and Pisa.