Siena
Medieval Tuscany at its most intense—the Palio, the Duomo, and the shell-shaped piazza.






Meet the Local Experts
Your on-the-ground insiders. The ones who know the enduring favourites, the quiet corners and what’s worth your time.

Sebastiano
Genoa, Portofino +8
I’m originally from Italy and have spent years helping travellers plan their trips across the country through my instagram page @friendinitaly - from iconic destinations like Rome, Florence, and the Amalfi Coast to lesser-known places that most tourists completely miss. After moving to the United States four years ago, I realized how difficult it can be to truly understand how to travel in Italy without local insight. That’s why I started helping people plan smarter, more authentic trips - not just following generic itineraries, but creating experiences that actually fit their travel style. I’ve helped hundreds of travellers with practical advice on transportation, timing, hidden spots, and how to avoid common mistakes that can ruin a trip. I also guide people on how to move efficiently between cities, how many days to spend in each destination, and which cities to choose for a first trip to Italy. Whether you're visiting Italy for the first time or coming back for something deeper, I can help you make the most of your time.

Renata
Florence, Siena +2
I am an expert local guide in Tuscany, half Italian half Brazilian with a great passion for Art! Throughout my life I have done numerous courses about art history, painters, theatre and music. I love going to museums, concerts, art galleries, theatres but also walking in the nature and relaxing on the beach. I love being around people from different cultures. I graduated in Art and Drama and I concluded a Master and a Doctorate Degree in these areas. Professionally, I've been working for 20 years as a touristic guide, a teacher and an actress. I've been living in Florence for 12 years. During this period I have taken people from all over the world to see the gorgeous landscapes in Tuscany and to visit the beautiful medieval cities such as Florence, Siena, San Gimignano, Val D'orcia, Chianti, Pisa, Lucca, Volterra and many more. Visiting the historical buildings, the museums, squares and parks with so much history is a unique experience!

Rosa
Florence, Pisa +13
Hi, I’m Rosa - your local Italy travel planner based in Florence. I live in Florence, in the heart of Tuscany. Italy is not just where I live, it's what I love sharing with others. Over the years, I've explored many cities like Bologna, Milan, Venice, Rome Naples, Sicily, Sardinia, Puglia and many more. Each region has its own flow, flavors and traditions, and understanding these differeces is what makes a trip truly special. I help travelers experience Italy beyond the typical tourist path. From selecting the perfect area to stay, to reccomending authentic restaurants, wineries and hidden villages. I desing trips that feel personal and deeply Italian. If you want to experience Italy with local insight and thoughtful planning, I’ll help you create a journey you’ll never forget.

Maria
Florence, Siena +1
I design personalized journeys in Florence and throughout Tuscany for travelers who want to experience Italy with depth, beauty, and ease. From handpicked boutique hotels and exceptional restaurants to private cultural experiences and seamless logistics, every detail is thoughtfully curated around your style and rhythm. Whether it’s exploring masterpieces at the Uffizi Gallery, admiring the Duomo di Firenze, or escaping to the Tuscan countryside, I craft experiences that feel authentic, elevated, and effortlessly Italian. Florence is my home — designing meaningful stays here is my passion. Let’s create your unforgettable Italy. MARIA