Bolgheri Private Wine Tour from Florence

Bolgheri, Sassicaia country and the Super Tuscan coast.

Tour Overview

Bolgheri is the ultimate wine tour destination for Super Tuscan wine lovers. This is where the Tuscan wine revolution began in the late 1960s and early ’70s, with winery pioneers like Tenuta San Guido Sassicaia leading the way towards a more open-minded, ultra-high-quality approach to winemaking in the region. Today, the Bolgheri wine appellation (Bolgheri DOC, which encompasses wineries in both the village of Bolgheri and the adjacent wine hamlet of Castagneto Carducci) is synonymous with fine wine. Virtually all of the cellars here are exceptional and make award-winning collectible wines. Big names, of course, include Tenuta San Guido Sassicaia, Guado al Tasso, Ornellaia, and Angelo Gaja´s Ca` Marcanda, and smaller cult wine cellars include Michele Satta, Le Macchiole, Podere Sapaio, Grattamacco, and Poggio al Tesoro. The area is beautiful with medieval hamlets and lush countryside, lined with cypress trees and olive groves. The weather is also fabulous due to its proximity to the coast in Southern Tuscany.
We have designed this unique day excursion in the Bolgheri wine country for guests in Florence, but it can be easily adapted to commence with guests in Livorno by cruise or staying in Pisa, as it is an easy one-hour drive from either. You will enjoy VIP winery visits and vineyard tours at two acclaimed estates, followed by an outstanding lunch at the mythical Tenuta San Guido/Sassicaia estate restaurant. Lunch will be a relaxing affair with various courses paired with fine Sassicaia wines. If you are looking for a luxurious food and wine day out in the Bolgheri wine country, contact us for more information on this tour!
Best for
Bolgheri, Sassicaia, Ornellaia, Super Tuscans, coastal Tuscany
Tour style
Full-day private wine tour
Suggested duration
1 day (ideal from Florence)

Signature journey

Signature Bolgheri Wine Tour Itinerary

Highlights include Private Wine Tours in Bolgheri & Castagneto Carducci, Boutique Cellars, Michelin Starred Gourmet Lunch, and Luxury Chauffeured Mercedes.

  1. Day 1Florence - Bolgheri - Florence

    Le Macchiole winery

    Private Bolgheri Wine Tour

    Le Macchiole winery

    • None
    • Lunch with wines
    • Private Chauffeured Mercedes

    Morning: Your elegant driver and luxurious Mercedes will collect you at your cruise or hotel and will sweep you away to the wine roads of the “Etruscan Coast.” Drive south for one hour to the medieval village of Bolgheri, crowned with a fairy tale castle. Your first VIP winery visit today is at Le Macchiole, a prestigious and stunning estate. Enjoy a private tour of the property and follow with a tasting of flagship wines such as the Merlot-based Messorio, the Cabernet Franc-based Paleoand the single-vineyard Syrah Scrio. Le Macchiole’s is indeed considered to be one of the best wines in the entire Bolgheri region. You will receive a gift bottle to take home.

    Lunch: Enjoy a stellar Tuscan lunch at the Sassicaia wine estate, Tenuta San Guido, fabulous. Buon appetito! Carry on to your next wine tour of the day, at the mythical Ornellaia Estate. You will receive a VIP private visit, enjoy a vineyard walk and cellar tour, and then indulge in a phenomenal wine tasting.

    Evening: Finally, concluding an extraordinary day of wine tasting and gourmet dining, your driver will transfer you back to your hotel. We hope you enjoyed this unforgettable wine tour of Bolgheri in Northern Maremma!

What's Included?

Cellar Tours private itineraries include chauffeur-led transportation, carefully selected hotels, winery appointments, restaurant planning, and practical support before and during your journey.

Depending on the destination and proposal, your tour may also include private guides, tastings, special experiences, cultural visits, regional transfers, and dining reservations.

Your custom proposal will clearly show what is included, what is optional, and what is not included.

Read our private wine tour planning guide

Frequently Asked Questions

What is included in a private wine tour?

Our custom itineraries include chauffeur-led transportation, carefully selected hotels, private winery appointments & tastings, restaurant planning, and support before and during your travel.

What is not included?

International flights, travel insurance, personal expenses, optional spa treatments, gratuities and meals or tastings not listed in your itinerary are usually not included unless specifically stated.

Are the winery visits private?

All itineraries are private and pre-arranged for your party.

Can the itinerary be adjusted for mobility or dietary needs?

Yes, 100%. Share mobility considerations, allergies, dietary preferences, and pacing needs early so we can adapt hotels, transport, restaurants, and visits wherever possible.

  • Trusted local partners Handpicked for quality and authenticity.
  • Flexible by design Itineraries tailored to your interests.
  • Support every step Before, during, and after your journey.
  • Authentic experiences Access wineries, traditions, and places not open to all.

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