from
$2,042
Private Tuscany Shore Excursion: Vineyard Lunch, Wine & San Gimignano
Visit two family-run vineyards and enjoy free time in a medieval hilltop town, with port pick-up inc
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.
Your tour ends at the port of Livorno
Your driver gets you back to the cruise terminal with time to spare. It's been a full day of towers, tastings, and Tuscan wine, the kind that makes the ship feel very far from Chianti.
For Reference Only. Itineraries are subject to change
Select participants and date
Start times are in the product’s local time
Free cancellation up to 7 days in advance!
Mon, 07 Sep 2026
Meeting and drop-off point
Important Details
Discover what to expect, what's included, and everything you need to know before booking.
Good to know:
Accessibility: As this is a private tour, the itinerary can be accommodated to be wheelchair or mobility accessible. Please contact us in advance, after making the booking, to make the proper arrangements.
Please note: The itinerary of a private tour can be adjusted to your needs. Please reach out if you do not see a start time that fits for your party. We would be happy to check with our ticketing team to see if we can accommodate you.
Alcohol consumption: This tour includes wine tastings; participants should be of legal drinking age in Italy (18). Please bring a government-issued ID if you plan to partake.
Dietary restrictions: Please contact us in advance with any dietary restrictions so we can best accommodate your needs.
Your 9-hour tour includes:
Expert English-speaking guide
Private vehicle with a dedicated driver
Port pickup and drop-off at Livorno cruise terminal
Visit to San Gimignano with a guided introduction
Free time in San Gimignano
Organic farmhouse lunch with olive oil tasting
Wine tasting at a Chianti farmhouse
Guided tour and wine tasting at biodynamic vineyard
What to bring:
Comfortable walking shoes
Camera
Water bottle
Valid ID