Bolgheri Private Wine Tour from Florence

Bolgheri, Sassicaia country and the Super Tuscan coast.

Private Bolgheri Wine Tour from Florence

Introducing Our Private Bolgheri Wine Tour from Florence

For serious wine lovers and collectors, this full-day private excursion from Florence combines chauffeured Mercedes transport, privately arranged visits and tastings at two Bolgheri estates associated with renowned Super Tuscan wines, and a leisurely wine-country lunch. Drawing on more than 20 years of experience organizing private wine tours in Tuscany, Cellar Tours selects the winery pairing to suit your interests, with the final visits confirmed in your personal proposal.

Bolgheri is the ultimate wine tour destination for Super Tuscan wine lovers. “Super Tuscan” is not an official appellation, but Bolgheri is one of the places most closely associated with the term, thanks to landmark wines such as Sassicaia and Ornellaia. This is where the Tuscan wine revolution began in the late 1960s and early ’70s, with pioneering estates such as Tenuta San Guido, home of Sassicaia, helping lead the way toward a more ambitious, internationally minded style of winemaking in the region. Today, Bolgheri DOC is one of Tuscany’s most prestigious wine appellations, encompassing estates around both Bolgheri and nearby Castagneto Carducci.

The best-known names include Tenuta San Guido, Guado al Tasso, Ornellaia and Angelo Gaja’s Ca’ Marcanda. In contrast, smaller and cult producers include Michele Satta, Le Macchiole, Podere Sapaio, Grattamacco and Poggio al Tesoro. Beyond the vineyards, the area is particularly attractive, with medieval villages, cypress-lined roads, olive groves and the Tuscan coast close by.

We designed this day excursion in the Bolgheri wine country primarily for guests staying in Florence. However, we can easily adapt it for guests arriving by cruise in Livorno or staying in Pisa. You will visit two carefully selected estates for privately arranged winery visits and tastings, followed by lunch at Osteria Enoteca San Guido, where the tasting menu can be paired with wines from Tenuta San Guido, including Sassicaia.

For guests who want to explore Bolgheri seriously rather than visit the best-known wineries, the choice of estates makes a considerable difference. Contact us, and we will tailor the day around your wine interests and confirm the final winery visits in your personal proposal.

Best for
Bolgheri, Sassicaia, Ornellaia, Super Tuscans, coastal Tuscany
Tour style
Full-day private wine tour
Suggested duration
1 day (ideal from Florence)
Price & availability
Pricing is tailored to your travel dates and party size. Inquire for confirmed availability and a complete quote.

Signature journey

Signature Bolgheri Wine Tour Itinerary

Highlights include two privately arranged Bolgheri winery visits and tastings, a leisurely wine-country lunch, time in Bolgheri or Castagneto Carducci, and chauffeured Mercedes transport.

  1. Day 1Florence - Bolgheri - Florence

    Le Macchiole winery

    Private Bolgheri Wine Tour

    Le Macchiole winery

    • No Overnight Stay
    • Lunch with wines
    • Private Chauffeured Mercedes

    Morning: Your driver and private Mercedes will collect you at your hotel or cruise terminal for the journey to the wine roads of the Etruscan Coast. From Florence, allow approximately two hours for the drive to Bolgheri; departures from Pisa or Livorno are considerably shorter. The route leads to the medieval village of Bolgheri and the wine roads of the Etruscan Coast. A representative first visit is Le Macchiole, where privately arranged tours take in the vineyards, winery and ageing cellar before a guided tasting. Flagship wines include the Merlot-based Messorio, Cabernet Franc-based Paleo Rosso and Syrah-based Scrio. Le Macchiole is one of Bolgheri’s established reference estates, particularly known for its varietal wines from Merlot, Cabernet Franc and Syrah.

    Lunch: Lunch is at Osteria Enoteca San Guido, where regional Tuscan cooking can be paired with wines from Tenuta San Guido. Afterwards, continue to your second privately arranged estate visit. A representative choice is Ornellaia, one of Bolgheri’s best-known Super Tuscan estates, with a guided visit through its historic vineyards and cellar followed by a tasting.

    Evening: In the evening, your driver will transfer you back to your hotel.

Photo of Simona Piccinelli

Personal planning

Meet Your Tour Planner

Sales Director

Born in Brescia, in the heart of Franciacorta wine country, Simona brings first-hand knowledge of Italy and its wine culture to every journey she plans. She regularly travels through Italy’s wine regions, visiting wineries and hotels, meeting local guides and restaurant partners, scouting new destinations and experiences, and reviewing feedback from Cellar Tours guests. Fluent in Italian, English and French, Simona uses her local knowledge and wine-industry experience to help travelers choose the region, itinerary style and pace that best match their interests.

What's Included?

  • Florence hotel pickup and return in a privately chauffeured Mercedes
  • Two privately arranged visits to selected Bolgheri estates, including producers of renowned Super Tuscan wines
  • Guided wine tastings at both estates, featuring a selection of the producers’ wines
  • A leisurely wine-country lunch with paired wines
  • Route and appointment planning based on your wine interests
  • Support from Cellar Tours before and during the tour

Frequently Asked Questions

What is not included?

Personal expenses, gratuities and any additional food, wine or experiences not specified in your personal proposal are not included.

Are the winery visits private?

All wine visits and tastings are private and pre-arranged for your party.

Is this also a Super Tuscan wine tour?

Yes. Bolgheri is home to some of Tuscany’s best-known Super Tuscan wines and estates, including Sassicaia and Ornellaia. We arrange the day around your wine interests, with two privately arranged estate visits and tastings confirmed in your personal proposal.

Can the itinerary be adjusted for mobility or dietary needs?

Yes. Share mobility considerations, allergies, dietary preferences and pacing needs early so we can adapt the transport, restaurant arrangements and winery 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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