Tuscany Private Wine Tour from Livorno

Valdarno, Coastal Maremma and Super Tuscan Wines from Livorno

Private Tuscany Wine Tour from Livorno

Introducing Our Private Tuscany Wine Tour from Livorno

Private full-day Tuscany wine tour from Livorno Port, with chauffeured pickup directly from your cruise ship or hotel. Visit two carefully selected Tuscan wine estates for private tastings and lunch, then return to Livorno in time for your ship. The first is in the Valdarno and Pisan hills, close to San Miniato, and the second on the northern edge of coastal Maremma, so you can taste a range of Chianti, coastal Tuscan reds, and Super Tuscan-style wines. You’ll enjoy lovely vineyard scenery and VIP treatment at the prestigious wine estates you visit. From Livorno, you will first head to Montopoli in Val d’Arno, northeast towards the truffle town of San Miniato. You will be welcomed at the Varramista estate, one of Italy’s most picturesque. Varramista is famous in Italy not only for its fine wine, but also for its long association with the Piaggio and Agnelli families — Piaggio, of course, being the manufacturer of the legendary Vespa scooter.

After Varramista, you will swing back down south, about an hour’s drive to Castellina Marittima to the gorgeous Castello del Terriccio estate, where you won’t just have a wine tour, but a wine experience! Your elegant and friendly hosts will take you on a 4×4 tour of the lush vineyards, and you will enjoy a delicious home-cooked meal paired with their fine wines. In the evening, after a fabulous and exhilarating day of food, wine, scenery, and superb hospitality, you will be dropped back to your cruise ship or hotel in Livorno. This is an exceptional, luxurious wine-touring day excursion in Tuscany that you will always remember.

Best for
Tuscan reds, coastal wine estates, Super Tuscan-style wines, private shore excursions
Tour style
Full-day private shore excursion
Suggested duration
1 day (ideal from Livorno)
Price & availability
Pricing is tailored to your travel dates and party size. Inquire for confirmed availability and a complete quote.

Signature journey

Valdarno, coastal Maremma and Super Tuscan wines on a refined private shore excursion.

Highlights include a beautiful wine estate, villa and gardens, Super Tuscan wine tastings, lunch with wine and a 4x4 tour of the vineyards.

  1. Day 1Livorno – Valdarno / Pisan Hills – Coastal Maremma – Livorno

    Varramista winery

    Sample Livorno Shore Excursion Itinerary

    Varramista winery

    • No overnight stay included
    • Lunch with wine
    • Privately Chauffeured Mercedes

    Morning: Your driver will pick you up in Livorno (port or hotel) in a luxury Mercedes. Your driver will take you into the Tuscan wine country. You will start your day in the Valdarno and Pisan hills, near San Miniato. Your tour begins with a visit to the villa’s main living room and gardens, then to the vineyards, historic winery, and modern winery, followed by a private tasting of four estate wines, including Sterpato, Varramista Chianti, and the much-lauded Frasca. Enjoy!

    Lunch and mid-afternoon: Sit back and relax as you travel south to the northern edge of coastal Maremma, to Castello del Terriccio. Enjoy a wonderful three-course tasting-menu lunch paired with three wines (the white Con Vento and the reds Tassinaia and Castello del Terriccio). This is followed by a tour of the gorgeous, historic estate, including a visit to the winery, the barrel room, and parts of the village. The tour concludes with a tasting of four Castello del Terriccio wines accompanied by special appetizers. You can taste different vintages of Castello del Terriccio and Lupicaia.

    Afternoon: After lunch, depending on what time you need to be back, we can arrange some sightseeing, for example, some free time in the pretty, seaside pine-forested village of Castiglioncello (right on the drive back to the port). And that concludes your fabulous wine-tasting shore excursion from Livorno.

    We look forward to seeing you again!

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?

  • Your private shore excursion includes chauffeured transportation from Livorno, two privately arranged winery visits and tastings, and lunch with wine as outlined in the sample itinerary.
  • Pickup and return times are planned around your cruise ship schedule or your arrangements in Livorno.
  • Your personal proposal will confirm the final wineries, timings and all services included in your tour.

Frequently Asked Questions

Can you take a private wine tour from Livorno cruise port?

Yes. We can collect you directly from Livorno cruise port in a private chauffeured Mercedes for a full-day wine tour in Tuscany. The day includes two privately arranged winery visits, tastings and lunch, with your return to Livorno planned around your ship’s departure time.

How long is the Tuscany wine tour from Livorno?

This is a full-day private wine tour from Livorno, with pickup at the cruise port or your hotel in the morning and return to Livorno later that day. The itinerary is planned around your ship’s schedule so you can enjoy two winery visits and lunch without rushing back to port.

Will we return to Livorno Port in time for our ship?

Yes. Your pickup and return times are planned around your ship’s schedule, and the day’s itinerary is arranged around the time you need to be back at Livorno Port.

Are the winery visits private?

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

Can the itinerary be adjusted for mobility or dietary needs?

Yes, we can adapt the pace, transport, lunch and winery visits wherever possible.

Which wine regions do we visit from Livorno?

From Livorno, this private wine tour visits the Valdarno and Pisan Hills near San Miniato before continuing south to the northern edge of coastal Maremma. Along the way, you can taste Chianti, coastal Tuscan reds and Super Tuscan-style wines at two privately arranged estates.

  • 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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