Tuscany Journey

Chianti & Siena - The Tuscan Life, Lived Like a Local

Nestled in Radda in Chianti, our carefully selected properties give you an authentic base for a truly Tuscan experience. Wake up to vineyard views, step outside into one of Tuscany's most celebrated wine regions, and have Siena - one of Italy's most magnificent medieval cities - just twenty minutes away.

Our properties accommodate couples, small families, and groups of close friends - sleeping anywhere from 2 to 6 guests. Whether you choose an intimate retreat for two or a gathering of friends, you will live Tuscany exactly as the locals do.our private property is your base for an authentic Tuscan experience. Wake up to vineyard views, step outside into one of Tuscany's most celebrated wine regions, and have Siena, one of Italy's most magnificent medieval cities, just twenty minutes away.

The property comfortably accommodates up to 6 guests, making it ideal for couples, small families, or a group of close friends looking to experience Tuscany like a local, not a tourist.

Your Home in the Heart of Chianti

Build Your Perfect Tuscany Journey

Every Tuscany Journey is yours to design. Choose from:

Wine & Tastings

  • Chianti Wine Tour

  • Brunello Wine Tour

  • Sunset Wine Tour

  • Tuscan Classics Wine Class

  • Private cellar visits — one, two, or as many as you like

Food & Culture

  • Cooking lessons at our Chianti property

  • Agriturismo — farms, wineries & olive oil mills

  • Siena & Duomo City Tour

  • Siena City & Food Tour

Day Trips

  • Montepulciano & Pienza

  • San Gimignano & Volterra

  • Monteriggioni Hike

Adventure & Exploration

  • Horseback riding through the Chianti hills

  • E-Bike Tour

  • Vespa rentals

  • Daily transportation

Wine & Tastings

Food & Culture

Day Trips

Adventure & Exploration