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Private Tuscany Shore Excursion: Vineyard Lunch, Wine & San Gimignano

Free CancellationPrivate TourTransportation Included

Visit two family-run vineyards and enjoy free time in a medieval hilltop town, with port pick-up inc

Free CancellationPrivate TourTransportation Included

4.9

(151)


9 h

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If you'd rather spend your port day eating well and sipping wine than fighting crowds in Florence, this tour is for you. Your private guide and driver take you straight into wine country from Livorno, with no city traffic in sight. San Gimignano's medieval towers give you the culture fix, then a farmhouse lunch with olive oil and local wine slows everything down. A family-run vineyard rounds out the afternoon with one more tasting. This is Tuscany at its most relaxed, all from the port.

What's included

Slow down in the Chianti hills

Expert English-speaking guide

Private vehicle and driver

Port pickup and drop-off

Free time in San Gimignano

Farmhouse lunch and olive oil tasting

Wine tasting at 2 estates

Vineyard tour

Private experience

Guide tips

Itinerary

Your tour begins at the port of Livorno

Look for your guide and driver waiting dockside as you step off the ship. Settle into your private vehicle and watch the port give way to rolling Tuscan hills as you head inland.

Wind through the heart of Chianti

The drive through the Chianti wine region is half the experience. Vineyards line the road in every direction, olive trees silver the hillsides, and your guide fills you in on why this stretch of Tuscany has been making poets and painters dizzy for centuries.

Explore San Gimignano's medieval streets

Your guide walks you through the story of San Gimignano, a hilltop town where 14 medieval towers still pierce the sky, and the historic center has earned a spot on the UNESCO World Heritage list. After the intro, the town is all yours to explore.

Taste olive oil and sit down to a farmhouse lunch

At a family-run organic farmhouse, you’re welcomed in for an olive oil tasting before a long, unhurried lunch. Antipasto, pasta, regional wine, and a sweet finish - this is the Italian slow food at its best.

Tour an organic vineyard and taste more wine

Your second winery of the day takes a different approach, with biodynamic and organic methods that produce wines unlike anything in the average glass. Tour the estate, learn the process, and taste your way through the results.

For Reference Only. Itineraries are subject to change

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Start times are in the product’s local time

Free cancellation up to 7 days in advance!

Sat, 09 May 2026

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