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The Ultimate Chianti Experience — Wine, Food, and the Soul of Tuscany

Private
Duration 9 hrs
Starting from  Livorno
Reviews 5.0 Stars on 5
  • 100% Private Tour
  • Fully Customizable Itinerary
  • Exclusively for Your Group
  • Wine and Lunch Experience
  • Port Pickup and Drop-Off
  • Worry-Free Shore Excursion
From:
$902.37
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  • FLEXIBLE CANCELLATION
  • BEST PRICE GUARANTEED
  • NO HIDDEN FEES

Why book this tour

  • Discover the heart of Chianti Classico — rolling vineyards, hilltop villages, and timeless Tuscan landscapes
  • Meet local winemakers and experience authentic wineries off the beaten path
  • Enjoy wine tastings at two selected wineries with unique and high-quality local productions
  • Savor a traditional Tuscan lunch in a peaceful countryside setting — a true highlight of your day
  • Travel in comfort and style with a private Mercedes vehicle and professional English-speaking driver

What to Expect

We offer a private Mercedes vehicle and an English-speaking driver for the duration of the day, ensuring a smooth and comfortable experience. Your driver will be waiting for you at your port of arrival, holding a sign with your name on it.

Spend the day exploring Chianti, one of Tuscany’s most iconic and enchanting regions — where landscapes, flavors, and traditions come together in perfect harmony.

Chianti is more than just wine — it is about slowing down, avoiding the crowds, and embracing the true rhythm of the Tuscan countryside.

Drive through rolling vineyards, olive groves, and cypress-lined hills, where every turn reveals breathtaking views dotted with castles, historic estates, and timeless landscapes that seem untouched by time.

Discover the heart of the Chianti Classico region, also known as the land of the Black Rooster, as you pass through charming hilltop towns such as Radda in Chianti and Gaiole in Chianti, and explore the hidden village of San Gusmè, a small medieval hamlet where life moves slowly and every corner tells a story.

During the day, enjoy exclusive stops at two carefully selected local wineries, often family-owned and off the beaten path, where you will meet passionate winemakers and experience the true essence of Chianti.

Here, it’s not just about tasting wine — it’s about getting to know the people behind it, hearing their stories, and understanding the tradition and dedication that goes into every bottle.

Take time to relax and enjoy a traditional Tuscan lunch, prepared with fresh, local ingredients and served in a peaceful countryside setting. Simple dishes, authentic flavors, and perfectly paired wines come together to create a moment that is often remembered as one of the highlights of the entire trip.

This is not just a tour — it is a journey into a way of life, where every moment invites you to slow down, connect, and truly experience Tuscany.

Throughout the day, your itinerary remains flexible, allowing you to explore at your own pace and focus on what interests you most — whether it’s wine, scenery, culture, or simply enjoying the beauty around you.

At the end of your experience, relax on the drive back to your port, taking with you unforgettable memories of Chianti and the true essence of Tuscany.

What’s included

  • 9-Hour Private Mercedes Vehicle with English-Speaking Driver
  • All City Taxes, Parking, Tolls and Gasoline
  • Wine tasting (Optional)
  • Light Lunch (Optional)

Not included

  • Food and Drinks
  • Wine tasting: €20 per person, to be paid in cash on the spot
  • Light lunch: €30–€40 per person, to be paid on the spot

Additional Options

Elevate your day with a customized winery selection, tailored to your preferences for wine style, setting, and atmosphere.

Your dedicated expert driver will accompany you throughout the journey, sharing engaging storytelling, cultural insight, and authentic local perspective — revealing the true character of each destination.

With a private driver, your tour becomes more than a visit — it becomes a personalized and enriching experience designed around you.

For a deeper experience, additional stops or extended time at wineries can be arranged upon request.

For groups of 9–24 guests, multiple minivans will be arranged to ensure maximum comfort and seamless access to both the port and the destinations.

Know Before You Go

  • We recommend sunscreen, sunglasses, and light, comfortable clothing, especially during the warmer months
  • Comfortable walking shoes are recommended
  • Wine tastings and lunch are not included and are paid directly at the wineries
  • Please inform us of any dietary restrictions in advance
  • This is a private tour, fully customizable based on your preferences

 

Our Commitment to Responsible Travel

At Mondo Guide, every private tour and transfer is designed with sustainability in mind. We aim to create meaningful experiences with minimal environmental impact while supporting local communities and businesses in every destination. Discover how we promote responsible travel and how you can be part of it, click here: https://greenstep.ca/industries/tourism-and-hospitality/

Booking & Cancellation Policy

Reservations are confirmed with a 20% deposit, payable on our website.
The remaining 80% balance is due 15 days prior to the scheduled service.
Cancellations must be submitted in writing via email and are valid from the date received: up to 15 days before with no penalty; 14–8 days before, 20% fee; 7 days or less, 100% non-refundable.

Meeting and Pickup

Your driver will be waiting for you directly at the Livorno cruise port as you disembark, holding a sign with your name.
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End point

This activity ends back at the meeting point.

What our customers say

WhatsApp +39 338 584 1795