Chianti Journey From Florence to Boutique Wineries

Florence , Italy

Chianti Journey From Florence to Boutique Wineries

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About this experience

Explore the enchanting Chianti region with a private tour that offers personalized wine tastings at family-run wineries and cultural experiences in historic towns. The tour provides a unique opportunity to visit two secluded vineyards, learn about the winemaking process, and enjoy a delicious lunch featuring local cuisine. With a knowledgeable driver, gain insider access to the best sights and hidden gems of Tuscany, ensuring an unforgettable experience tailored to your interests. Perfect for wine enthusiasts and culture lovers alike, this tour promises comfort and authenticity in every aspect.

- Private wine tastings at charming family-owned wineries
- Enjoy a local lunch at one of the vineyards
- Flexible itineraries designed to suit your preferences

Available options

Tour with Wine Tasting

Pickup included

Chianti Journey From Florence to Boutique Wineries

Pickup included

What's included

Private transportation

Admission fee

Detailed itinerary

Savor an intimate, guided tasting at La Sala del Torriano, a boutique winery in San Casciano in Val di Pesa (Chianti Classico), just outside Florence. Stroll the vineyards, tour the cellar, and taste a curated flight of estate wines—with a drizzle of house extra-virgin olive oil to finish.

Highlights

Boutique Chianti Classico estate near Florence

Guided tasting (4 labels) with cellar intro

Vineyard overview: Sangiovese and local terroir

Sample of estate extra-virgin olive oil

Small groups, relaxed and educational

Overview
Perched above the Chianti hills, La Capanna del Gallo serves high-quality Tuscan cuisine with a breathtaking panorama. Expect seasonal, house-made dishes—grilled meats, fresh pasta, garden vegetables—paired with Villa S. Andrea wines for a seamless, local tasting journey.

Why it’s special

Stunning hilltop views over vineyards and cypress-lined ridges

Refined Tuscan classics, sourced seasonally

Wine pairings from Villa S. Andrea (curated per course)

Professional hospitality

Step inside the 11th-century underground cellars of Villa S. Andrea in the hamlet of Fabbrica (San Casciano in Val di Pesa). A hosted walkthrough reveals medieval architecture, aging rooms, and the evolution of Chianti winemaking—without a wine tasting.

Highlights

Guided visit to 11th-century historic cellars

Architectural and cultural insight into Chianti winemaking

Located in the stone hamlet of Fabbrica, near Florence

No tasting included (pure heritage/production focus)

Perched on a cypress-lined ridge in the heart of Chianti Classico, Badia a Passignano is a tiny stone hamlet wrapped around a medieval abbey—the Abbey of San Michele Arcangelo (Vallombrosan order, documented since the 10th–11th century). Expect cloistered walls, crenellated towers added in later restorations, and panoramic vineyard views.
Wikipedia

What you’ll see (outside & village):

The scenic approach through cypress avenues and Sangiovese vineyards (Antinori’s historic Badia a Passignano estate lies below the hamlet).

The Romanesque church of San Michele Arcangelo by the abbey walls and the nearby parish church of San Biagio just outside the gate—both part of the area’s layered medieval fabric.

Narrow lanes, stone archways, and postcard-ready viewpoints over Chianti’s rolling hills

What's not included

The lunch you'll pay directly to the restaurant, depending on what you order.

Available languages

Guide guide

EN IT ES

Important information

Infants and small children can ride in a pram or stroller

Public transportation options are available nearby

Specialized infant seats are available

Travelers should have at least a moderate level of physical fitness

About Florence

Florence, the capital of Italy's Tuscany region, is a treasure trove of art, architecture, and history. Known as the birthplace of the Renaissance, it's home to iconic masterpieces, stunning cathedrals, and a rich cultural heritage that continues to captivate visitors from around the world.

Top Attractions

Duomo

The Florence Cathedral, known as the Duomo, is a masterpiece of Renaissance architecture. Its iconic dome, designed by Brunelleschi, offers panoramic views of the city.

Architecture/Religious 2-3 hours Free to enter the cathedral, €18 for the climb to the dome

Uffizi Gallery

One of the world's most famous art museums, the Uffizi Gallery houses works by Botticelli, Michelangelo, and Leonardo da Vinci.

Museum/Art 2-3 hours €20

Ponte Vecchio

A medieval stone bridge famous for its jewelry shops. It's one of the most iconic landmarks in Florence.

Architecture 30 minutes to 1 hour Free

Piazzale Michelangelo

A panoramic terrace offering breathtaking views of Florence. It's a perfect spot for sunset and photography.

Scenic Viewpoint 1-2 hours Free

Accademia Gallery

Home to Michelangelo's famous statue of David, the Accademia Gallery is a must-visit for art lovers.

Museum/Art 1-2 hours €16

Must-Try Local Dishes

Bistecca alla Fiorentina

A thick-cut, grilled T-bone steak, seasoned simply with salt and pepper. It's a must-try for meat lovers.

Dinner Contains beef, not suitable for vegetarians or vegans

Ribollita

A hearty vegetable and bread soup, traditionally made with leftover bread and vegetables. It's a classic Florentine dish.

Lunch/Dinner Vegetarian, can be made vegan

Lampredotto

A Florentine street food made from the fourth and final stomach of a cow. It's typically served in a sandwich.

Lunch Contains beef, not suitable for vegetarians or vegans

Cantucci

Almond biscotti traditionally served with Vin Santo, a sweet Tuscan wine. They are crunchy and perfect for dipping.

Dessert Contains almonds, can be made gluten-free

Popular Activities

Hiking in the Tuscan countryside Cycling tours Hot air balloon rides Wine tasting tours Spa day at a luxury hotel Strolling through the gardens of Villa medici Visiting museums and art galleries Attending opera or concerts

Best Time to Visit

April to June, September to October

These months offer pleasant weather and fewer crowds compared to the summer peak. Ideal for sightseeing and outdoor activities.

15-28°C 59-82°F

Practical Information

Language

Official: Italian
Widely spoken: English, French, Spanish
English: Moderately spoken

Currency

Euro (EUR)

Time Zone

GMT+1 (CET), GMT+2 (CEST during daylight saving time)

Electricity

230VV, 50HzHz

Safety Information

Overall Safety Rating: Generally safe

Florence is generally safe for tourists, but pickpocketing and petty theft can occur, especially in crowded areas. Be aware of your surroundings and take precautions to protect your belongings.

Important Precautions:

• Keep valuables secure and out of sight
• Be cautious of your surroundings, especially in crowded areas
• Use licensed taxis or ride-sharing apps

Getting there

By air

Florence Airport • 5 km from city center
Pisa International Airport • 85 km from city center

By train

Santa Maria Novella Station

By bus

Villa Costanza Bus Station, Florence Airport Bus Terminal

Getting around

Public transport

The bus network covers the entire city and is the primary mode of public transport. Buses are frequent and reliable.

Taxis

Available • Apps: MyTaxi, FreeNow

Rentals

Car, Bike, Scooter

Neighborhoods

Santa Maria Novella Oltrarno San Lorenzo Santa Croce

Day trips

Siena

70 km from Florence • Half day to full day

A medieval city known for its stunning Piazza del Campo and the Palio, a traditional horse race held twice a year.

Pisa

85 km from Florence • Half day

Home to the iconic Leaning Tower of Pisa, this city offers a mix of historic sites and scenic views.

Chianti Wine Region

30-50 km from Florence • Full day

A picturesque wine region known for its rolling hills, vineyards, and charming villages.

Festivals

Festa di San Giovanni • June 24 Calcio Storico Fiorentino • June (dates vary) Firenze dei Fiori • April to June

Pro tips

Visit major attractions early in the morning or late in the afternoon to avoid crowds
Book tickets for popular attractions in advance to save time and avoid long queues
Explore the city's hidden gems, such as the Oltrarno neighborhood and the secret passages of the Palazzo Vecchio
Try local specialties like Bistecca alla Fiorentina, Ribollita, and Lampredotto
Learn a few basic Italian phrases to enhance your experience and connect with locals