Tuscany Private Wine Tour from Livorno

Valdarno, Coastal Maremma and Super Tuscan Wines from Livorno

Chianti Classico
Maremma

Private Tuscany Wine Tour from Livorno

Introducing Our Private Tuscany Wine Tour from Livorno

We have included two carefully selected Tuscan estates for you: one in the Valdarno and Pisan hills, close to San Miniato, and the other on the northern edge of coastal Maremma, so you can taste a range of Chianti, coastal Tuscan reds, and Super Tuscan-style wines. You will see some lovely vineyard scenery and enjoy 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 the most picturesque in Italy. Varramista is famous in Italy for having, apart from fine wine, the Piaggios as owners (designers and manufacturers 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 you will never forget.

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.

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Signature journey

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

Highlights include Visit beautiful wine estate, villa and gardens, Super Tuscan Wine Tasting Tour, Wonderful lunch with warm estate hospitality, and 4x4 Tour of vineyards.

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

Sample Livorno Shore Excursion Itinerary
Varramista winery
- No overnight stay included
- Lunch with wine
- Privately Chauffeured Mercedes
Morning: You will be collected in Livorno (port or hotel) by your driver in a luxury Mercedes. Your driver will take you into the Tuscan wine country. You will begin your day in the Valdarno and Pisan hills, close to San Miniato. Your tour will begin with a visit to the main living room of the villa and the gardens, then visit 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 Northern Tuscany, in the coastal Maremma, to Castello del Terriccio. Sit down to 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. Different vintages of Castello del Terriccio and Lupicaia are available to taste.

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!

Personal planning

Meet Your Tour Planner

Simona Piccinelli 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?

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.

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 wine visits and tastings 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.