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THE STORY

Why Tuscan Wines Are Special

In 1968, Marchese Mario Incisa della Rocchetta released the first vintage of Sassicaia — a wine made with French grape varietals in Italian soil. It broke every rule of Italian winemaking and couldn’t even receive official classification.

Then it beat Bordeaux’s finest in blind tastings.

“Today, Bolgheri is where Italy’s most prestigious wines are born. Sassicaia. Ornellaia. Masseto. They come from this tiny coastal region between the Tuscan hills and the Mediterranean.”

Chicca and Tuscan food and wine tour guests in front of Guado al Tasso vineyards
Chicca and guests tasting red and white wine acompanied by food served at Chiappini Winery (Bio)

THE ROUTE

The Bolgheri Wine Road

Through the Heart of Wine Country

The legendary Bolgheri Wine Road winds through olive groves and vineyards, connecting villages and estates. Cypress-lined avenues. Historic wine estates. Small family wineries.

The landscape tells the wine story: proximity to the sea, hillside exposures, the concentration of excellence in a small area. Arnaud and Chicca know these stories — which properties make exceptional wine, which families have been here for generations, which are new pioneers.

EXCLUSIVE ACCESS

The Access You Can't Arrange Independently

Twenty years in Bolgheri have built relationships that open doors. These aren’t public tasting rooms — these are working estates and family wineries that require connections and personal introductions.

You’re not checking boxes or rushing through tastings. You’re living in wine country for five days — where wine is part of the table, part of conversation, part of hospitality, part of daily beauty.

The Legendary Estates — Sassicaia & Ornellaia

These names put Bolgheri on the world wine map and command $200–$800+ per bottle. Most wine lovers know them. Few taste them at their source. Through our wine community relationships, you’ll understand the story and taste wines that define Bolgheri excellence.

The Pioneering Biodynamic Wineries

Small world-class winemakers pushing boundaries — organic viticulture, biodynamic practices, exceptional small-production wines. A new generation carrying the rebel tradition forward.

THE COMPLETE EXPERIENCE

Beyond the Tasting Room

Chicca and Tuscan food and wine tour guests in front of Guado al Tasso vineyards

Walk the Tuscan Vineyards

Your feet will touch the soil that feeds the vines. Walk between rows of Cabernet Sauvignon, understand vine training, feel the gravelly soil that concentrates flavor. The vineyard isn’t backdrop — it’s where the story starts.

Tour guests walking along the wine production stainless steel tanks at Castello di Bolgheri Estate

See the Wine Production

Walk through fermentation rooms. Explore barrel rooms lined with hundreds of French oak barrels — the smell of wine, oak, and stone creates lasting memories. Learn why they age in oak and how winemakers create consistency across vintages.

Winemaker feeling and smelling the crushed grapes from the first harvest

Meet the Winemakers

Not tour guides reading scripts — the actual people making decisions. Hear why they chose biodynamic viticulture, their philosophy on winemaking, what terroir means to them, and stories of challenging vintages.

Guests at Castello Di Bolgheri Estate for a private wine tasting experience

Learn How to Experience the Wine

Your local vineyard friends — winemakers you’ll meet — guide these tastings with expertise and warmth. No pretension. Just genuine passion for sharing what they love. By the end of five days, you’ll taste wine differently forever.

EVERY MEAL MATTERS

Wine Integrated Throughout

Wine in Italy isn’t separate from food. It’s woven into daily life. Every dinner features carefully selected local wines — you’ll understand pairings, why combinations work, and taste wine as part of life, not separate from it.

01
Dinner at the Wine Shop

After Marina’s winery, dine at a cozy wine shop where locals discover new bottles. The owner knows every producer personally — an intimate, authentic evening.

02
Dinner at a Wine Estate

Refined Tuscan cuisine paired with exceptional local wines at an elegant estate along the Bolgheri Wine Road. An evening you won’t forget.

03
Sassicaia Family Restaurant

Your farewell dinner takes place at the elegant restaurant owned by the family behind Sassicaia — Tenuta San Guido. Where the family dines, experiencing their legendary wines.

AFTER FIVE DAYS

What You Will Bring Back Home

Relationships with fellow wine enthusiasts — maximum 8 people — often continue beyond the tour. You’ll exchange recommendations, share bottles, and have friends who understand why that particular Bolgheri red means something special.

Purchasing Opportunities
At wineries, you can purchase wines at estate prices — often bottles unavailable in your country. We receive no commissions. Many guests ship cases home or select special bottles to mark the occasion.

Knowledge That Lasts

Understand Super Tuscans
What they are, why they exist, how they’re made — and why they shook the wine world.

Recognise Quality

Identify oak aging, assess balance, know what to look for in the glass.

Taste with Confidence

Analyse wine, articulate what you experience, trust your palate.

Appreciate Context

Every bottle connects to places you’ve been, people you’ve met, stories you’ve heard.

WHAT OUR GUESTS SAY

Voices from the Road

We did the Bolgheri Food Tour — this village is stunning! We tasted delicious local food and amazing wines. We learnt a lot about history, wine culture and traditional recipes from our fun and knowledgeable guide. Don’t miss it!

Kylee T.
Indianapolis, IN

We sampled several traditional Tuscan recipes paired with great wines from the area. Lots of food! Our guide was great and told us stories about ancient history and local life as we toured in Castagneto. I learnt a lot and had fun!

Jacqueline C.
New York, NY

Treat yourself to a wonderful experience with Chicca — taste delicious pasta, gelato, and many other local specialties. It’s an unforgettable immersion in Tuscan culture, and we felt like locals!

Sally & Rowe
Australia

2026 SCHEDULE

Tuscan Wine & Food Tour Dates

SPRING TOURS

 Apr 14 – 18    Spring Edition — Bolgheri in bloom

 May 5 – 9    Spring Edition — Peak season

FALL TOURS

 Oct 5 – 9    Harvest Edition — Grape harvest season

 Oct 13 – 17    Harvest Edition — Grape harvest season

Tours fill quickly due to our intimate group size — maximum 8 guests.

ALL-INCLUSIVE RATE

€4,280

per person · double or twin occupancy

Five days immersed in wine country — all meals, estate visits, expert guides & boutique accommodation included.

Can’t find dates that work?
Contact us about private tours or future dates.

Chicca and Arnaud treading the harvest grapes the traditional way, Castagneto Carducci, Tuscany

YOUR HOSTS

Chicca & Arnaud : A Journey Built on Friendship

Every trip we organise is, above all, a human adventure. We keep our groups intentionally small — never more than eight guests — because we believe that’s when the real magic happens: a conversation that lingers over a second glass, a winemaker who decides to open something special, a moment that simply couldn’t exist in a crowd.

No two tours are ever quite the same. If you have a passion for natural wines, a curiosity about olive oil, a love of cooking, or a wish to spend an afternoon with a local ceramicist — tell us. We will weave it in. These five days are yours, and we shape them around who you are.

We’ve lived and worked in this corner of Tuscany for over twenty years. The winemakers are our neighbours. The chefs are our friends. When you travel with us, you’re not joining a tour — you’re joining our world for a little while.

“We don’t just show you Tuscany.
We share it with you.”
Chicca & Arnaud

Discover the Full Experience

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