Escape the crowds and experience Tuscany the way it was meant to be—slow, rich, and deeply authentic. This handcrafted 8-day itinerary takes you beyond the postcards, weaving together hidden hill towns, vineyard sunsets, artisan encounters, and unforgettable meals shared with locals.

From your arrival in Florence’s artisan-filled Oltrarno district to winding through the cypress-lined roads of the Val d’Orcia, you’ll savor moments that feel timeless—sipping wine with small-scale winemakers, soaking in ancient thermal springs, and exploring cobblestone villages where life moves at a gentler pace.

Trip Highlights:

• Stay in charming mid-range hotels and agriturismos full of character and comfort

• Visit boutique wineries and meet the makers behind Tuscany’s most soulful vintages

• Explore hamlets like Monticchiello, Sant’Angelo in Colle, and Montefioralle—places most tourists miss

• Share authentic Tuscan dinners with local families and farmers

• Balance iconic sights with hidden gems and quiet moments

Perfect For: Travelers seeking connection, culture, and beauty without the rush—whether traveling solo or with a friend.

What’s Included:

• Day-by-day itinerary with detailed activities and insider tips

• Recommended accommodations with booking links

• Local dining suggestions from beloved trattorias to farm-to-table feasts

• Contact details for winemakers, guides, and artisans

Why This Trip is Different: This is not a “checklist” Tuscany. It’s a journey that invites you to slow down, breathe deeply, and let the land, the people, and the flavors sink in. You’ll return home not just with photos, but with stories, connections, and a piece of Tuscany in your heart.