Contemporary red ring sculpture framing rolling Tuscan hills near Volterra on a private shore excursion from Livorno Port
Skyline of medieval towers in San Gimignano, Tuscany, seen on a private shore excursion from Livorno with wine tastings
Ripe purple wine grapes hanging on Tuscan vineyard vines visited during private Volterra and San Gimignano wine tasting tour
Rooftop view of Volterra’s medieval stone buildings and domed church, a highlight of private shore excursion from Livorno Port
Lush Tuscan vineyard near San Gimignano with rolling green hills, ideal setting for wine tastings on a private Livorno shore tour
Hilltop medieval walls and towers of Monteriggioni surrounded by Tuscan countryside on a private Volterra and San Gimignano excursion
Chianti wine bottles from a Tuscan winery displayed over a map of Tuscany on a Volterra and San Gimignano tasting tour
Two horses grazing in a sunny Tuscan field near Volterra on a private shore excursion from Livorno Port
Lush Tuscan vineyards near San Gimignano under a clear sky on a private wine tasting excursion from Livorno Port
Medieval towers of San Gimignano rising above Tuscan hills, seen on a private shore excursion from Livorno Port with wine tastings
Hilltop village and church near Volterra surrounded by olive groves and vineyards on a private Livorno Port shore excursion with wines
Panoramic view of San Gimignano skyline and rolling vineyards on a private Volterra and San Gimignano wine tasting tour from Livorno
Cypress-lined country road near Volterra with Tuscan vineyards and rolling hills on a sunny Livorno cruise excursion
Selection of Tuscan pecorino cheeses in a Volterra shop, a gourmet tasting stop on a Livorno wine and food tour
Medieval stone towers and narrow cobbled street in San Gimignano, a highlight of private shore excursion from Livorno
Medieval stone tower and ancient walls of San Gimignano under a bright Tuscan sky on a private shore excursion from Livorno
Twin medieval towers of San Gimignano rising above historic houses, visited on a private Tuscany day trip from Livorno Port
Selection of Tuscan red wines and empty glasses prepared for an intimate San Gimignano wine tasting on a private Livorno tour
Tuscan farmhouse on rolling hills above a tranquil lake near Volterra, seen on private shore excursion from Livorno cruise port
Rows of oak wine barrels aging fine Tuscan reds in a traditional cellar during private Volterra and San Gimignano tasting tour
Volterra & San Gimignano Private Tour with Chianti Wine Tasting
From € 100.00
Listing ID : 47378

Activity

Duration8 Hours
Group SizePrivate
Starts AtLivorno Cruise Terminal
LanguagesEnglish
Private Day Tour from Livorno Port

Volterra & San Gimignano with Wine Tasting — Private Excursion from Livorno

A curated journey through Etruscan hilltowns, medieval towers, and the vineyards of Chianti

This private Tuscany shore excursion from Livorno takes you through two of the region's most storied hilltowns — Volterra and San Gimignano — with a dedicated stop at a biodynamic farm for a multi-course Tuscan lunch and five wine tastings. The itinerary balances history, landscape, and gastronomy in a single, well-paced day. Your private driver-escort handles all logistics from pier to pier.

Volterra anchors the morning with its layered history, from Etruscan walls and a dedicated archaeological museum to a Roman amphitheater still visible at the edge of the old town. The walk through the medieval center, past the Town Hall and the octagonal Baptistery, takes roughly ninety minutes at a relaxed pace.

The afternoon centers on San Gimignano, whose fourteen surviving medieval towers rise above the Val d'Elsa in a skyline recognized by UNESCO. Between the two towns, a working Tuscan farm provides the setting for lunch, with home-made pasta, cured meats, local cheeses, olive oil, and a structured tasting of Chianti, Chianti Riserva, Sangiovese, Vernaccia, and Super Tuscan wines.

The experience is designed exclusively for your group, so the pace adjusts to your interests throughout the day. Return to Livorno port is timed to accommodate cruise schedules.

Tour Highlights

Explore Volterra's Etruscan acropolis, Roman amphitheater, and medieval civic center on a self-guided walk through the walled hilltop city.

Sit down to a farm lunch at Podere La Marronaia featuring home-made pasta, Tuscan cured meats, Pecorino cheese, and five curated wine pours.

Taste olive oil, pepper oil, balsamic vinegar, and truffle oil produced on a certified biodynamic estate in the Chianti hills.

Walk beneath the medieval towers of San Gimignano, a UNESCO World Heritage Site, and explore its artisan workshops and historic main square.

Stop at Gelateria Dondoli in San Gimignano's main square, winner of the World Gelato Championship, for a scoop of their signature flavors.

Travel in comfort on a fully private basis with a dedicated driver-escort who meets you at the Livorno cruise terminal and returns you on time.

Drive the scenic Chianti wine road through cypress-lined lanes, olive groves, and vineyard-covered hillsides between Volterra and San Gimignano.

Itinerary

1
Pickup at Livorno Cruise Terminal

Your private driver-escort meets you directly at the pier. The transfer to Volterra follows the Tuscan countryside route south through the province of Pisa, with scenic views along the way.

2
Volterra — Etruscan and Medieval Hilltop City (approx. 1.5 hrs)

Volterra sits on a ridge above the surrounding valleys and retains original Etruscan gates alongside its medieval and Renaissance architecture. Key sites include the Roman Amphitheater, the Medici Fortress, the Town Hall, the Cathedral, and the octagonal Baptistery. The Etruscan Museum is also worth a visit for those with additional interest in pre-Roman civilization.

3
Chianti Wine Road Transfer

The drive between Volterra and the farm follows the Chianti wine road through some of Tuscany's most recognized agricultural landscape. Cypress alleys, terraced vineyards, and stone farmhouses mark the route toward San Gimignano.

4
Podere La Marronaia — Biodynamic Farm, Lunch & Wine Tasting

Set on a panoramic hillside, this working biodynamic estate hosts your group for a Tuscan farm lunch including bruschetta, home-made pasta, Salame, Prosciutto, and Pecorino cheese. The wine tasting covers five labels — Chianti, Chianti Riserva, Sangiovese, Vernaccia, and Super Tuscan — alongside tastings of olive oil varieties and balsamic vinegar.

5
San Gimignano — UNESCO Medieval Town (approx. 1 hr)

San Gimignano's skyline of fourteen surviving towers once numbered more than seventy during the Middle Ages, when rival families competed for height and prestige. The town is also known for saffron cultivation, Golden Ham, and Vernaccia di San Gimignano white wine. A stop at Gelateria Dondoli for award-winning gelato is included in the visit.

6
Return to Livorno Cruise Terminal

Your driver departs San Gimignano with sufficient time to reach Livorno port by approximately 17:00, ensuring you are back aboard before sail-away. Journey time allows for a relaxed return through the Tuscan hills.

What Is Included

Included

  • Private driver-escort for the full day
  • Round-trip transfer from Livorno Cruise Terminal
  • Tuscan farm lunch at Podere La Marronaia
  • Five wine tastings (Chianti, Chianti Riserva, Sangiovese, Vernaccia, Super Tuscan)
  • Olive oil, pepper oil, balsamic vinegar, and truffle oil tastings
  • Guided drive along the Chianti wine road
  • Stop at Gelateria Dondoli in San Gimignano

Not Included

  • Museum entrance fees in Volterra
  • Personal purchases and souvenirs
  • Gratuities for the driver-escort
  • Travel insurance
  • Anything not stated under included

Important Information

This is a private excursion designed around your group's schedule. Please communicate your ship's all-aboard time at the time of booking so the return transfer is planned accordingly.
Duration
Approximately 8 hours from pickup to drop-off at the Livorno Cruise Terminal.
Meeting Point
Your driver-escort meets you directly at the Livorno Cruise Terminal, at your ship's gangway. No additional transfers or navigation required.
What to Bring
Comfortable walking shoes suitable for cobblestones, a light jacket for hilltop breezes, sun protection, and a valid ID or passport.
Cancellation Policy
Please review the cancellation terms provided at the time of booking. Shore excursion policies typically require notice 24 to 48 hours in advance.
Accessibility
Volterra and San Gimignano involve uneven cobblestone streets and inclines. The tour is rated easy overall but may present difficulty for guests with limited mobility. Contact us before booking for specific requirements.
Age Range
Suitable for all ages. Wine tastings are reserved for guests of legal drinking age. Children are welcome on all other elements of the tour.

Reserve Your Private Tuscany Day Tour

Secure your private excursion to Volterra, San Gimignano, and the Chianti hills from Livorno port. Places are limited to your group only — no shared coaches, no rigid schedules.

Book Now

Frequently Asked Questions

Will the tour wait for our ship if we arrive late in port?▼
Because this is a private excursion, your driver monitors the ship's arrival and adjusts pickup timing accordingly. Communicate your itinerary details at booking to ensure the schedule is set correctly.
Is the farm lunch suitable for vegetarians or guests with dietary restrictions?▼
The farm lunch includes meat and dairy products as standard. Guests with dietary restrictions should notify the operator at the time of booking so the farm can prepare suitable alternatives where possible.
How many wine tastings are included at the farm?▼
Five wine tastings are included: Chianti, Chianti Riserva, Sangiovese, Vernaccia, and a Super Tuscan. Additional tastings of olive oil, pepper oil, balsamic vinegar, and truffle oil are also part of the farm experience.
Do we need to pay entrance fees for museums in Volterra?▼
Museum and site entrance fees in Volterra are not included in the tour price. Guests who wish to enter the Etruscan Museum or other paid sites should budget accordingly and manage individual admissions during the free visit period.
Is the Gelateria Dondoli visit included or at extra cost?▼
The stop at Gelateria Dondoli in San Gimignano is included as part of the itinerary, but the cost of gelato is paid individually by each guest.
What happens if our ship has a strict all-aboard time?▼
The return to Livorno port is planned for approximately 17:00. Guests should provide their all-aboard time at booking so the driver can adjust departure times from San Gimignano if needed to ensure timely return.
Shore Excursion LivornoTuscany Day TripVolterra TourSan GimignanoChianti Wine TastingPrivate Tour TuscanyCruise Port ExcursionTuscan Farm LunchUNESCO World HeritageEtruscan HistoryMedieval HilltownsBiodynamic Winery
Last updated: June 2025 | Product ID: volterra-sangimignano-livorno-private

Activity

Availability

You can book up to the start time, as long as there are places remaining. Book now to guarantee your spot.

Additional Information

Physical: Wheelchair Not accessible

Duration

8 hours

Languages

English - Speaking Guide

Additional Information

Electronic. Show the voucher on your phone.

Cancellation Policy

Select Date

Meeting Point

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

End Point

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

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