Best Private Tours in Tuscany: Wine, Food & Culture

Tailor-made Tuscany Tours

Private, tailor-made tours led by Fabrizio, your local Tuscan guide.

Each day is built around what you love—wine, food, culture, history, or scenery—with family-run wineries, hill towns, and real local traditions.

Book a Tailor-Made Tuscany Tour

Tailor-Made Tuscany Tours (Private & Fully Customized)

Every tour is private and customized to your interests, pace, and schedule. Tell me what you want to experience, and I’ll create a tailor-made itinerary—wine tastings, truffle hunting near Montepulciano, cooking classes, historic cities, and hidden villages.

See how custom Tuscany tours work →

How to Book Your Private Tuscany Tour

  1. Tell me your dates + interests
  2. I suggest the best itinerary options
  3. You confirm — and I reserve the day

Ready? Book your tour!

Exclusive 2026 Tuscan Tours

Tell Me What You Want to See (I’ll Build Your Itinerary)→

⭐ Fabrizio’s Ultimate Tuscan Tour — Signature Best-of-Tuscany Day

A tailor-made, full-day private tour led by a local guide, designed for travelers who want a complete Tuscany experience. Visit historic hill towns, family-owned wineries, and scenic countryside locations, ending with a private dinner at Fabrizio’s home in Montepulciano. Ideal for first-time visitors who want to see, taste, and experience Tuscany in one unforgettable day.

Discover Fabrizio's Ultimate Tuscan Tour

Private Truffle Hunting Tour Near Montepulciano

Join a local truffle hunter and trained dog for a guided walk through the Tuscan countryside, learning how truffles are found and harvested. This private experience is perfect for food lovers who want a hands-on, authentic activity, followed by a traditional meal and local wine tasting in the Montepulciano area.

Learn More About the Truffle Hunting Experience

Private Dinner Experience in a Historic Home in Montepulciano

Enjoy an intimate, home-hosted dining experience in the heart of Montepulciano. This private evening includes a traditional Tuscan meal prepared in front of you by Fabrizio, paired with local wines and stories about regional food traditions. Ideal for couples and small groups seeking a personal, cultural experience rather than a restaurant setting.

Reserve Your Private Dinner in Montepulciano

Top-Rated Tuscany Tours – Unforgettable Experiences

Private Wine Tour of Family-Owned Wineries in Tuscany

Visit small, family-run wineries with a local guide and learn directly from the people who produce Tuscany’s most celebrated wines. This private tour focuses on tastings, vineyard walks, and nearby villages, making it perfect for travelers who want to understand the culture and craft behind Italian wine, not just sample it.

Learn More about my Private Wine Tours In Tuscany

Private Tuscan Cooking Class in a Local Home

Learn how to make fresh pasta and traditional Tuscan dishes in a real home kitchen using seasonal, local ingredients. This hands-on cooking experience is ideal for travelers who want to bring a piece of Tuscany back with them through authentic recipes and family food traditions.

Learn More About Making Pasta in my Tuscan Cooking Class

Fully Customized Private Tours Across Tuscany

Design a tailor-made itinerary based on your interests, schedule, and travel style. Whether you want to focus on food, wine, historic cities, countryside views, or hidden villages, this private tour option allows you to build your perfect Tuscany experience with a local guide.

Learn More About Designing your Perfect Custom Tuscany Tour

Private Tour of Pienza & Montepulciano Hill Towns

Explore two of Tuscany’s most scenic hill towns on a private guided tour. Walk historic streets, visit ancient wine cellars, and enjoy panoramic countryside views. Ideal for travelers interested in local history, architecture, and small-town Italian life.

Learn More about touring Pienza & Montepulciano

Private Walking Tour of Siena with a Local Guide

Discover Siena’s medieval streets, hidden landmarks, and the traditions behind the famous Palio horse race. This private tour is perfect for travelers who want a deeper cultural and historical understanding of one of Tuscany’s most iconic cities.

Learn More About the Secrets of Siena with this Tour

Private Vespa Tour Through Tuscany’s Countryside

Ride an authentic Vespa along scenic backroads, vineyard-lined hills, and quiet villages with a local guide. This experience is ideal for travelers looking for a fun, active way to explore the Tuscan landscape beyond the main tourist routes.

Learn More About Riding a Vespa in Tuscany

Private Tour of San Gimignano & Monteriggioni (Two Iconic Medieval Towns)

Step into Tuscany’s medieval past on a private guided tour of San Gimignano and Monteriggioni. Explore San Gimignano’s famous towers, enjoy panoramic countryside views, and walk the fortified walls of Monteriggioni — a beautifully preserved hilltop village. Ideal for travelers who love history, photography, and charming towns with a story behind every street.

Learn More about touring San Gimignano & Monteriggioni

Private Tour of Mount Amiata (Tuscany’s Hidden Mountain Escape)

Discover a side of Tuscany most visitors never see with a private tour to Mount Amiata. Visit historic monasteries, scenic mountain villages, and panoramic viewpoints — with time to explore at a relaxed pace. This experience is perfect for travelers who want cooler air, nature, and authentic local life beyond the typical wine routes and crowded hotspots.

Learn More About Tuscany's Hidden Gem Mount Amiata

Private Florence Tour with a Local Guide (Renaissance Art & History)

Explore Florence on a private tour designed around your interests — from Renaissance masterpieces and iconic landmarks to quieter streets and hidden corners locals love. Ideal for first-time visitors who want a smart, efficient introduction to the city, or returning travelers who want a deeper, more personalized experience of Florence’s art, history, and culture.

Learn More About Art & History by Touring Florence

Ready to book a private, tailor-made Tuscany tour? Tell me what you’d love to experience and I’ll build the perfect itinerary.

Frequently Asked Questions About My Private Tuscan Tour

Here are a few common questions travelers ask before booking a private tour. If you have something specific in mind, please feel free to contact me here.

Yes. Every tour is fully private and designed only for you and your travel companions, guided personally by Fabrizio.

Tours are available across Tuscany, including Montepulciano, Val d’Orcia, Siena, Florence, Pienza, and surrounding countryside.

Simply fill out the booking form or Contact Fabrizio directly or WhatsApp to check availability and start planning your itinerary.

Yes. Every tour is tailor-made based on your interests, schedule, and travel style.

Most full-day tours last between 6 and 8 hours, depending on the route and experiences you choose.

Fabrizio’s Ultimate Tuscan Tour is the signature experience, combining wine, food, hill towns, and a private dinner into one complete day.

Booking 4–6 weeks in advance is recommended, especially during spring and summer travel seasons.