Your Perfect Tuscany: Tailor Made Itineraries
When folks ask me about Tuscany itineraries, I always start with one key question: “WHERE in Tuscany?” It’s a region of surprising diversity, where iconic landscapes meet hidden corners waiting to be explored.
Are you dreaming of those picture-perfect rolling hills, dotted with cypress trees and charming villages? Or perhaps you’re drawn to the rugged coastline, with its secluded beaches and crystal-clear waters? Maybe you’d prefer to wander through vineyards, explore ancient Etruscan ruins, or lose yourself in the vibrant energy of Renaissance cities?
Let’s find the perfect fit for your bespoke Tuscany experience!
Crafting Your Dream Trip: How it works
1. Share Your Vision: First things first, I need to get to know you! Fill out our quick and easy form to provide us with some basic information about your travel dates, group size, and interests. This helps us get a sense of what you’re looking for in your Tuscan adventure.
2. Let’s Chat: Once I have your basic info, we’ll schedule a consultation to dive deeper into your travel style and preferences. What kind of experience are you hoping for? Are you a foodie, a history buff, an art lover, or an outdoor enthusiast? Do you prefer bustling cities or quiet countryside? Tell me everything!
3. Planning and Design: Based on your input, we’ll craft a personalized itinerary that perfectly matches your needs and desires. We’ll suggest hidden gems, local experiences, and must-see attractions, ensuring you get the most out of your time in Tuscany. Whether you’re dreaming of exploring the vineyards of Montepulciano, hiking in the Maremma, or soaking up the culture in Siena, we’ve got you covered.
4. Booking and Support: Once you’re happy with the itinerary, we’ll take care of all the details, from booking accommodations and transportation to arranging tours and activities. And we’ll be there to support you throughout your journey, ensuring a smooth and unforgettable experience.

Where Will Your Tuscan Story Unfold? A Glimpse of Diverse Landscapes
Val d'Orcia, Montepulciano, and More: Discovering Tuscany's Highlights
Some dream of those iconic rolling hills, bathed in golden sunlight. That’s the Val d’Orcia, south of Siena, where you’ll find charming towns like Pienza and Montalcino, and the stark beauty of the Crete Senesi. Maybe you’ve seen “Gladiator” or “Under the Tuscan Sun”? That classic Tuscan scenery is between Siena and Arezzo, between Pienza, Montepulciano and Cortona.
Of course, Tuscany is also home to incredible cities. Florence, Siena, and Lucca are must-sees, but don’t overlook Pisa and Arezzo.
And speaking of art, Pienza and Montepulciano are masterpieces of Renaissance architecture. Pienza is even a double UNESCO World Heritage Site (for the historic center and for the landscape)! Montepulciano, known as “The Pearl of the 1500s,” is a personal favorite. Its historic center is a joy to explore, and the views from the town walls are simply breathtaking.
Beaches, Promontories, and Ancient History: a different side of Tuscany
…And then there’s the Tuscan coast. Stretching from Livorno to Grosseto, it boasts stunning locations like the Argentario peninsula, perfect for a seaside escape. And don’t forget the islands! Elba and Giglio offer beautiful beaches and crystal-clear waters. For a truly off-the-beaten-path adventure, consider the smaller islands of Pianosa and Capraia, a paradise for wildlife enthusiasts.
If you’re looking for something a bit wilder, the Maremma region in southern Tuscany is calling. Rich in Etruscan history, it’s a land of rugged landscapes, ancient ruins, and hidden gems. Or perhaps you’d prefer the mountains? The Casentino, Mugello, and Garfagnana regions offer stunning scenery, hiking trails, and charming villages.