Culinary & Wine: Small Group Journey Through the Chianti Region

Discover the heart of Tuscany on this immersive Chianti culinary and wine experience, where rolling vineyards, medieval villages, and age-old traditions create the perfect setting for an unforgettable journey. Guests will learn to prepare classic Italian dishes in a hands-on cooking class, visit renowned Chianti wineries, explore a traditional cheese farm, and stroll through medieval villages steeped in history.

It’s time you knocked this dream Tuscany villa vacation off your bucket list!


Tour Overview

  • 8 days, 7 nights in an ancient villa

  • Group size: 6-12 guests

  • Couples, friends and solo travelers

  • Included: breakfast, drivers, activities, chef-prepared dinners, guides

  • All inclusive itinerary with private drivers

  • Single rooms from $4,625 pp

  • Double shared rooms from $4,025 pp

  • Not included: gratuities, wine and alcohol outside of the villa dinners

Here’s What You’ll Experience

  • Culture

    Imagine the townspeople gathered in these ancient villages centuries ago. Step back in time as you wander through hidden hamlets. Explore iconic landmarks and soak in the rich cultural heritage.

  • Cuisine

    Use your hands to create delicious Italian dishes in cooking classes with experienced chefs. Savor the meals prepared by other culinary artisans, including your very own in-villa chef.

  • Tastings

    Sample select wines, cheeses, and olive oil from both world-famous, as well as small, organic, family-run venues. Learn how to pair the wine, cheese, and olive oil with each other and with local cuisine.

  • Experiences

    Observe the beauty that surrounds you. Visit the village markets as if you were a local. Watch how olive oil, cheese, and wine are made. Appreciate a local artisan’s creative talents.

Here’s Where You’ll Stay: San Casciano Val di Pesa

Why we love this villa:

  • Its charm, its history, its proximity to Florence

  • Short walk into town

  • Expansive areas to gather

  • On-site winery

  • The amazing views!

This beautifully restored 400-year-old farmhouse comes with a private swimming pool and stocked with Principe Corsini wine. Some mornings you may even catch a glimpse of the hot air balloons in flight!

Note: Due to the old, historic nature of the villa, it contains many sets of uneven stairs. Guests must be comfortable walking up and down uneven stairs and carrying their own luggage to their rooms.

Here’s Where You’ll Sleep