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Overview

The Hidden Heart of Tuscany
53026 Pienza, Province of Siena, Italy
Apr 9 - 16, 2026
Crush Wine Experiences image
Crush Wine Experiences
$4,300
Deposit: $1,260

About your trip

A tour of quiet villages, exquisite wines, and timeless traditions, with a Sommelier and expert local guide. Visit Pienza, Montalcino, Montepulciano, Florence, Chianti, Siena, and Lucca. Discover the delights of the region throughout 8 days/7 nights.

Overview:

 Tuscany has a way of seducing you quietly. It’s not always the postcard moments—though there are plenty of those. It’s the way the late afternoon light spills across a vineyard. The sound of footsteps on centuries-old cobblestones. A conversation with someone who’s been making wine or artisanal food the same way for generations.

This 8-day, 7-night journey doesn’t stick to the usual routes. Instead, it takes you off the beaten path—to places you wouldn’t find on your own, and experiences you didn’t know you were missing. You’ll stay in family-run inns and rustic-luxe Agriturismo, where breakfast comes with homemade jam and a view of rolling hills. You’ll sip Brunello in a medieval castle. Learn to roll pasta with someone’s Nonna. And walk the backstreets of Florence, Siena, and Lucca with locals who make the history feel alive.

There are no checklists here—just great food, wine, and culture -- and the time to savor it all.

What's included

Arrival transfer

Transfer from Florence airport (FLR) to Pienza

Lodging

4-star hotels, plus country farm house lodging

Ground Transportation

Local transportation each day in private vehicle

Full-time Guide

Tour Manager for 8 days (fully-escorted tour and 24h assistance while on tour)

Meals

14 meals and aperitivos

Cooking Class

Hands-on class with a Tuscan cook, followed by lunch on site

Cheese farm visit

Tour, tasting, wines, and lunch

Wine tastings

3 DOCG winery visits, lunches, and tastings

Local tour

Guided walking tour of Siena with a local guide, headsets included

Attractions

Contrada Museum tickets in Siena

Local tour

Guided walking tour of Lucca with a local guide

Local tour

Guided walking tour of Florence with a local guide, headsets included

Hotel

3 nights at Hotel Corsignano in Pienza

Hotel

2 nights at Agriturismo il Piastrino in Vinci, in the Tuscan countryside

Hotel

2 nights at Hotel Horto Convento in Florence

What's not included

Airfare

Flights to/from Italy

Travel Insurance

Highly recommended

Gratuities

For local guides and coach drivers

Location

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1. 53026 Pienza, Province of Siena, Italy

53026 Pienza, Province of Siena, Italy

About your organizer

Experience small group, multi-day tours off the beaten path. Our food, wine, and cultural excursions span the world's most interesting regions, and include an American wine host/Sommelier along with charismatic local guides.

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