Tuscany

Rolling hills, Renaissance art, world-class wines, and medieval towns like Florence, Siena, and Pisa make this Italy's most iconic region.

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About Tuscany

Tuscany is a masterpiece you can live in. It's the cypress-lined driveways, the hilltop towns glowing at golden hour, and the long lunches that effortlessly turn into dinners. But beyond the postcard views of Val d'Orcia that everyone posts on Instagram, there's a wilder, quieter Tuscany. It's found in the secret agriturismi (farm stays), the village artisan workshops, and the family-run trattorie where nonna is still in charge. Forget the overcrowded bus tours and generic wine tastings; let a local show you their Tuscany.

Best Time to Visit

Late spring (May-June) for lush green hills and perfect temperatures, or early autumn (Sept-Oct) for the grape harvest, olive oil pressing, and vibrant food festivals.

Local Tips

  1. Rethink Chianti. The main Chianti road is a traffic jam. A local will route you through lesser-known (but equally world-class) wine regions like Montecucco or Bolgheri for Super Tuscans without the crowds.
  2. Go beyond Siena. Everyone flocks to Siena's main square. Ask a local about the "Crete Senesi" region just south—a surreal, lunar-like landscape of clay hills with stunning, quiet hilltop towns.
  3. Taste at the source. Don't just buy pecorino in a shop. A local can connect you with a shepherd for a tasting on the actual farm where the cheese is made. That's the difference between tourism and travel.

City Highlights

9 Local

Ready to show you around

Best Time to Visit

Late spring or early autumn

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Experiences with 4.8+ rating

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Meet the local experts

Your trip planning insiders, who know that secret spot, hidden gem or long-time favourite before it was cool (and the ones that aren't). Locals are the heart of every town. Get the tips before you get there.

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Manuela

Manuela
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Palermo, Florence +13

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Born and raised in Rome, with family roots in Sardinia, I developed a deep appreciation for Italy’s regional diversity and cultural identity from an early age. For years, I have accompanied my guests across Italy, gaining hands-on knowledge of the country’s landscapes, traditions, and local communities. My approach is rooted in authenticity, meaningful connections, and a true understanding of how Italy works beyond the surface.

Maria

Maria

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Florence, Siena +1

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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

Francesca

Francesca
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Palermo, Catania +13

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My name is Francesca, and I’m an Art Historian and photographer based in Rome, specializing in Roman archaeology, as well as Renaissance and Baroque art. With Rome as my home and main source of inspiration, I design experiences that reveal the country through its art, history, culture, and everyday life, shaping each itinerary around my clients’ interests, pace, and travel style. My approach is rooted in thoughtful exploration: I craft journeys that immerse travelers in local traditions and hidden places, connecting them with experiences shaped by the people who live there. As a passionate lover of nature-focused travel, I also curate recommendations for natural parks, secluded beaches, and immersive hiking trails, offering a deeper connection to Italy’s landscapes beyond its cities. Italy offers an extraordinary cultural and culinary heritage, and stepping off the beaten path opens the door to rare and meaningful encounters—moments untouched by mass tourism and rich in character.  I’m here to help you experience Italy in a more genuine, memorable, and personal way.

Rosa

Rosa
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Florence, Pisa +13

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Hi, I’m Rosa - your local Italy travel planner based in Florence. I'm 26 and 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.