Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is set in Cortona; the protagonist immediately falls in love with the town, its people, and villa Bramasole that she purchases and fixes up.

Cortona Private Guided Tour

2022 and 2025 EUROPEAN TRAVEL AWARD WINNER - Our photography journey offers a unique opportunity to explore and capture the most captivating landscapes of Tuscany, from early morning light to sunset and dusk. It is a truly life-changing experience, revealing the breathtaking beauty and hidden secrets. During the Tour, you will be immersed in nature and in the authentic Tuscan culture and lifestyle, where history and art blend with outstanding food and wine.
Guided by Marco Bulgarelli, an award-winning photographer, you will photograph both iconic views and lesser-known locations: magical landscapes, charming churches, vineyards, rolling green hills, and medieval hill towns and villages. The tour focuses on the finest viewpoints of Val d'Orcia and its surroundings, Crete Senesi, Montepulciano, Chianti, and Montalcino. We will always be in the right place at the right time.
Participants will improve their photography skills and take home unforgettable images.

Private Tuscany Photo Tours

Discover Arezzo your way with Ciceru's self-guided walking tour—audio and text in 7 languages, right on your phone. No app, no hassle—just press play and explore!

Walking through the streets of Arezzo is like stepping back in time. Be enchanted by the frescoes of Piero della Francesca, the grandeur and splendour of the Duomo and the wonder of Piazza Grande. Arezzo is the ideal destination for a short trip between nature, art and good food!

Arezzo Interactive City Tour

Discover the iconic Tuscan town of Cortona (made famous in the book by Frances Mayes "Under The Tuscan Sun"). Located between Florence and Rome, Cortona is rich in Etruscan roots. Cortona is an easy city for everyone to really love. This is because of its atmosphere, its Etruscan past, its delightful medieval old town and also its splendid panoramas.

Cortona private walking Tour

Everyone loves Cortona, because it is an authentic and fascinating place. 
Village of Etruscan origin with stone houses, which stands in the center of an impeccable countryside, hand-sculpted in every corner, pampered by man in every detail. 
All around there are cypresses, vineyards, olive trees, oaks and fruit trees. 
Frances Mayes, the very famous writer, made Cortona famous in the eyes of the world thanks to her novel "Under the Tuscan Sun" and the beautiful film based on her novel. 
So what will we see in this treasure chest of wonders?
 1) The Palace of the Captain of the People and the Town Hall, buildings from the medieval era 
2) Piazza Signorelli, which owes its name to the famous Renaissance painter who was a friend of Leonardo da Vinci.
 3) Piazza del Duomo with its fourteenth-century gothic cathedral
4) the Girifalco Fortress 
5) The ancient walls of Cortona with the Porta Bifora, the oldest, as it is of Etruscan origin
Enjoy strolling through magic Cortona! 

Cortona Private walking Tour under the Tuscan sun 

Sitting on top of a hill at the junction of the 4 valleys that compose its province, Arezzo was a great Etruscan and Roman city. In the Middle Ages Guido Tarlati, important Bishop in the XIV century, turned the city into a great cultural and artistic centre.

Arezzo Private Tour with Official Guide

In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different locations present, from the "Garden" to the "Barricaia", to the "Wine Rooms". The wine cellar and the garden atmosphere will guarantee the wine enthusiast a special experience.

Private Tasting of Organic Wines in the Cellar in Mugliano

During this 2-hour private tour, your expert guide will lead you through the most important and interesting sites of the beautiful city of Arezzo.
You will be able to admire the medieval city and visit its historic shops.

Arezzo Private walking tour

During our visit we will discover everything about the past of this wonderful town, known as the "ideal city". We will talk about its origins and the way it was turned into a beautiful Renaissance city, mostly thanks to the efforts of the Pope Pius II. Not only will we discover every secret (Is the shape of the main square trying to send a hidden message? What happens twice a year?), but we will also go and look for the best corners and panoramic spots where to take great pictures. Last but not least, we won't leave Pienza without tasting its typical and super tasty Pecorino cheese!

IMPORTANT: the tour schedule in the system is 10am and 15pm, but the tour times can be arranged directly with the guide upon request.

Private Walking Tour of Pienza with Licensed Tour Guide

Born from a "dream of love and an idea of beauty", Pienza, the ideal city of the Italian Renaissance, is still today an intact testimony of an illustrious architectural project, commissioned by Pope Pius II Piccolomini and made concrete by the great Florentine architect Bernardo Rossellino.

Built in a very limited period of time (1459-1462), the city of Pio is the result of a single master plan marked, by the will of the great humanist pope who gave it the name, by design criteria of harmony and aesthetic perfection still today. clearly visible in the small urban center that was Corsignano in the Middle Ages.

Private Guided Tour of Pienza on Foot

Explore the charming Tuscan village of Lucignano on an exhilarating eBike tour that takes you through picturesque landscapes and hidden gems only locals know. Visit historic landmarks, lush vineyards, and stunning viewpoints, all while enjoying the ease and fun of electric biking. Afterward, immerse yourself in the rich culinary traditions of the region with a hands-on cooking class led by a local chef. Learn how to make the most famous shape of pasta in the area: PICI!
Perfect for adventure seekers, food enthusiasts, and families, this tour offers a unique blend of outdoor adventure and authentic cultural experiences that will leave you with unforgettable memories of Tuscany.

Around Lucignano Private ebike tour and Cooking Class

Once the tour is booked, you can come to our rental point to collect the bikes. A specialized instructor will welcome you and provide a briefing on the bike, the route, and how our app works, to ensure a safe start with our virtual guide supporting you step by step.

Start: a smooth hilly loop of about 25 km (2.5-3 hours including stops), with a rolling profile of short climbs and flowing descents on scenic secondary roads.

Surface and riding: mixed route on asphalt and white roads.

Highlights: pass through the Gladiator filming area and stops near Bagno Vignoni and San Quirico d Orcia, with a very scenic return to Pienza on white roads.

Useful notes: this is a tour to enjoy at a steady pace, ideal for a relaxed half day. In the quieter sections, it is a good idea to bring water, a snack, and a charged phone to enjoy the ride with peace of mind.

Val d'Orcia: eBike Tour Virtual-guided

Once booked, come to our rental point to collect the bikes. A specialized instructor will give you a short briefing on the bike, route, and app, so you can start safely and follow the virtual guide.

This 16 km e-bike tour starts in the center of Florence and combines city charm with panoramic hillside riding. After the first urban sections, the route climbs towards Pian dei Giullari, among villas, olive groves, and beautiful views over the city.

The tour then reaches Piazzale Michelangelo, with spectacular views over Florence, the Arno, and its main monuments, before continuing towards the quieter area of Santa Maria a Montici.

The final part follows the Lungarni back towards the center, with water views and historic surroundings, before descending to San Niccolo, one of Florence's most characteristic districts.

It is an ideal tour for discovering Florence by e-bike in a relaxed yet dynamic way, with manageable climbs, iconic views, and pleasant urban sections.

Florence Countryside: eBike Tour Virtual-guided

This experience follows the same high-level luxury format offered in Cortona, reimagined in Montepulciano and the Chiana Valley. Set among Tuscany's rolling hills, the journey unfolds at a relaxed, immersive pace. Premium Trek e-bikes carry you through vineyards, olive groves, and medieval villages. While Cortona shows refined hilltown elegance, this experience reveals Tuscany's authentic, expansive soul—quiet country roads, hidden corners, and timeless rhythms. Discover Tuscany's hidden gems, panoramic vineyards, and medieval villages on a private, immersive tour designed for lasting memories. Led by a certified guide, you explore not just the landscape, but its history, traditions, and soul. As in every Hero-format experience, the journey concludes with a carefully selected lunch, a moment of reward, connection, and authentic Tuscan hospitality. Private, seamless, and deeply personal—where luxury is measured in meaning, not excess, and every ride becomes a lasting memory.

PRIVATE Hero E-Bike Experience - Cortona and Montepulciano Valley

This e-bike tour starts from the historic center of Citta' di Castello, to reach Montone classified among "Most Beautiful Villages in Italy". The approximately 45 km long route can be tackled by all people with basic level of supported training of our pedal assisted bikes. We will follow the banks of the Tiber river a totally traffic-free path until we climb the gentle hills that lead to Montone. Here you leave your bikes we will discover the medieval village with a suggestive view of the Tiber Valley. On request it will be possible to visit the Montone Museum inside the magnificent Cloister of San Francesco where paintings and art objects from the history of Umbria are kept.
After the visit we will take the Tiber cycle path back to the starting point in Citta' di Castello

E-Bike tour in Montone with visit to the medieval village

Discover the charm of Pienza at your own pace with a self-guided walking tour that combines exploration, learning, and interactive fun. This 1-hour tour covers a scenic 1.5 km route through the historic center, a UNESCO World Heritage Site, starting from the iconic Pienza Cathedral. Engage with the city's fascinating history through audio guides and quizzes, making learning enjoyable and competitive. Whether you're solo or with friends, Pienza's beautiful streets and rich stories await you. No need for a group; enjoy the freedom to explore when you want.

- Self-guided tour allows for a flexible schedule
- 1.5 km walking route with a duration of about 1 hour
- Interactive quizzes to enhance your experience
- Available daily in multiple languages, suitable for all ages

Pienza Self-Guided Interactive Walking Tour with Quizzes

A private professional photo and video experience in the Val d'Orcia, designed for elegant and authentic visual memories.
I personally guide you through the most iconic locations starting from Pienza, selecting the best light and cinematic angles to create natural, high-quality photos and videos.
What's included:
– 30 professionally edited photos
– 1 cinematic video trailer (approx. 2 minutes) with professional editing and color grading
– Video delivered in both 16:9 and 9:16 formats
– Professional equipment and aerial drone footage (where permitted)
– Digital delivery via email within 3 days

Private Luxury Photo and Video Shoot in Val d'Orcia

Explore the enchanting city of Arezzo on our private kid-friendly tour designed to captivate the imagination of the whole family! Our adventure begins at the picturesque Piazza Grande, the heart of Arezzo, where you will be amazed by the medieval architecture and the lively atmosphere. Next, we will marvel at the imposing Medici Fortress and the Duomo from the outside.

One of the highlights of our tour is the entrance to the Archaeological Museum of Gaius Mecenas and the adjacent Roman Amphitheater. Here, kids will have the chance to uncover the mysteries of ancient Rome through interactive exhibits. Additionally, fans of the beloved movie "La Vita è Bella" will delight in spotting the iconic filming locations throughout the city, adding a touch of cinematic magic to our journey.

Join us for an unforgettable 2.5-hour adventure in Arezzo, where history, culture, and fun come together to create lasting memories for the entire family!

Kid-Friendly Arezzo Private Guided Tour for Families

Tasting with the senses: a sensory experience that will accompany enthusiasts to the cellar to learn about how our Syrah is born and to savor its peculiarities. An all-round gustatory embrace that leads us to welcome, by reservation, small groups of enthusiasts, from two up to a maximum of eight people.

Wine Tasting: a SYRAH that makes you fall in love

A true paradise nestled in the Tuscan hills where once stood a temple dedicated to the mythological hero Hercules.
We are in Val di Chiana, a production area of Chianti, a land of excellence that offers scenic wonders, where the winemaking tradition is expressed at the highest levels.
We produce wines with a Tuscan soul, thanks to the passion for wine and the love for our territory that accompany the entire production process.
We offer exclusive packages to visit our estate with expert guides and live a unique experience.
The strategic position of Camperchi, just 5 minutes from the A1 Monte San Savino motorway exit, offers the opportunity to discover the wonders that Tuscany and Umbria offer

Tasting with Private Walk in a Cellar in Tuscany

Explore the enchanting landscapes of Pienza on our e-bike tour, featuring visits to iconic attractions such as the picturesque streets of Pienza and the rolling hills of Val d'Orcia. What makes this tour truly special is the immersive cultural experience it offers, including a cheese-tasting and lunch at one of the area's best cheese farms. Led by knowledgeable local guides, you'll gain insider insights into the region's rich history and traditions. Perfect for adventure seekers and families with children, this tour combines stunning scenery with a taste of Tuscany's renowned culinary heritage, ensuring a memorable and enriching experience for all participants. Enjoy the perfect blend of adventure, culture, and gastronomy in the heart of Tuscany.

Private Valdorcia Ebike Tour with Tuscan Pecorino Cheese Tasting

Book for an unforgettable cycling experience in Tuscany — carefully designed routes, top-quality equipment, and private tastings in authentic local settings.

Tuscany Multi Day Bike Tour History Wine and Local Flavors

Arezzo is famous because Giorgio Vasari was born here, the disciple of Michelangelo, who designed the famous Uffizi and the Vasari Corridor in Florence on behalf of Grand Duke Cosimo I De' Medici.

Our tour's principal stops are as follows:

The city's center square, Piazza Grande, is uniquely typical with its porticoes dating from the sixteenth century.

Piazza del Duomo: this stunning medieval structure, dominating the plaza, houses priceless artwork by Donatello and Piero della Francesca. Arezzo's ancient lanes and streets, where the ambiance of the old goldsmith shops is still palpable.

The most well-known painting by 15th-century painter Piero della Francesca is located in the Basilica of San Francesco, Cappella Bacci. Based on the advice of Dominican priest Jacopo da Voragine, these frescoes tell the story of the True Cross!

How could anyone possibly miss a tour this thorough? Now let's move!

Arezzo: Private tour with the Legend of the True Cross

Arezzo Digital Detox is to rediscover the beauty of living an experience while remaining 100 percent present, without the distractions caused by unnecessary notifications and messages.

An itinerary of about two hours, at the beginning of which each participant will be provided with a kit complete with accessories and documents to be used during the journey. The kit will include, among other things, a map of the route, a notebook with all the necessary information, trivia and tips on how to best approach your walk among the city streets

Please note, this activity does not include a tour leader or an accompanied service. 

 2 Hours Free Arezzo tour - Smartphone free

A tour where you can appreciate the beauty of the Umbrian High Tiber and its traditions. You will have at your disposal brand new e-bikes with which you can reach a local winery specialized in the production of "vinosanto". A licensed National Guide will lead the tour in Italian or English presenting the most interesting aspects of the historical and natural heritage of the valley. We will cross the historic center of Citta 'di Castello to follow the pleasant cycle path of the Tiber river until we arrive in the countryside where the winery is located where we will taste the "Vinosanto".

Tour in and bike in Alta Umbria and tasting in the cellar

Ride through the rolling hills of Pienza's countryside on a private e-bike experience, discovering charming landscapes and historic villages.

After the ride, step by step, visit a working mill where your guide will show the journey from wheat to fresh pasta, sharing local stories, traditions, and insights into Tuscan culture, wine, gastronomy, and the region's vineyards.
Glide through vineyards and golden fields in the heart of UNESCO-listed Val d'Orcia, near Montalcino, enjoying cinematic views, iconic cypress-lined roads, and hidden gems beyond usual sights. With TREK e-bikes and carefully chosen routes, the journey unfolds at a relaxed pace, letting you explore far from crowds.

The tour concludes with a light Tuscan lunch in a special setting beside a castle, offering a final gastronomic moment highlighting the region's culture, flavors, beauty, and local craftsmanship — an immersive Tuscan journey for travelers seeking authenticity, refinement, and true Tuscan elegance.

PIENZA Countryside E-Bike and Exclusive Mill Journey

Discover the charm of Cortona on our kid-friendly tour designed to engage and entertain the entire family! This enchanting adventure begins with a visit to the Basilica of Santa Margherita to admire the stunning architecture and frescoes.

Next, we head to the Belvedere, offering breathtaking views of the surrounding Tuscan landscape that will captivate both young and old. It's the perfect spot for family photos and a moment of awe. Our journey continues to Piazza della Repubblica, the vibrant heart of Cortona's old town. We will then explore the charming old town, wandering through its picturesque streets and uncovering hidden gems along the way. The tour includes an external view of the magnificent Cathedral of Santa Maria Assunta, an architectural marvel that adds to the town's rich historical tapestry.

Book an unforgettable 2-hour family adventure in Cortona, where history, culture, and fun combine to create lasting memories for everyone!

Kid Friendly Cortona Private Guided Tour for Families 

Discover Lake Trasimeno on a 5-hour guided e-bike tour, perfect for nature and culture lovers. Ride along a cycle path nestled among centuries-old olive groves and woods, reaching the picturesque San Feliciano pier for a short boat ride to Polvese Island. Here, explore the 13th century Castle and the ruins of the monastery. Relax on one of the equipped beaches, enjoying the traditional Torta al testo and a good local wine.

 - Guided tour of 56 km, suitable for groups of 4 - 8 people
 - Includes e-bike and helmet rental
 - Possibility of Wine Tasting and Typical Products by Reservation

Private Sightseeing Tours in Arezzo