Chianti Wine & Medieval Tuscan Tours by Under The Tuscan Sun
Difficulty
easy
Duration
10 hours
Fitness Level
Suitable for most fitness levels; involves moderate walking on uneven cobblestone surfaces.
Overview
Journey through Tuscany’s iconic Chianti vineyards before stepping back to medieval San Gimignano and Volterra. This private shore excursion from La Spezia pairs world-class wine tasting with rich cultural heritage in a single unforgettable day.
CHIANTI WINE AREA, SAN GIMIGNANO AND VOLTERRA – Private Shore Excursion From La Spezia
Starting at €700 | Up to 16 people | Pick-up and drop-off with local private Driver and Guide
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Adventure Photos
About This Adventure
Embark on a captivating full-day shore excursion to the enchanting Chianti region, where you'll indulge in exquisite wine tastings amidst stunning vineyards and olive groves. Explore the medieval charm of San Gimignano and the historic allure of Volterra, immersing yourself in Italy's rich culture and breathtaking landscapes.
This Full-day Shore Excursion takes you to the magnificent Chianti area
Rates
Tour € 700–€ 1.800
Duration
10 hours
About
Chianti wine area, San Gimignano and Volterra – Private Shore Excursion from La Spezia
Chianti Wine Area – Wine Tasting Most of you have surely heard more than once the word Chianti but until you have visited it you have absolutely no idea what means… A trip to Chianti area represents a unique and unforgettable experience for everyone involved. Spending a day between fabulous vineyards and olive groves will let you understand why this wine is so famous all over the world! We will present you the most appreciated tour about wine tasting but remember that our secret is a personalized service, we give you a suggestion only, let us know your desire…
San Gimignano Only one hour and a half to reach the medieval village of San Gimignano, passing through the most wonderful Tuscan countryside. The rolling slopes are covered with vineyards and silvery green olive grows, like a picture. Only this spectacle would be more than enough to enjoy this tour! Fortified walls and watchtowers show power and prosperity in the Middle Ages. Only thirteen of the town’s original 76 towers remain. Enjoy your time to stroll the narrow cobbled streets taking San Gimignano’s sights, Piazza della Cisterna, the Collegiata in Piazza del Duomo, a Romanesque cathedral known.
Volterra From San Gimignano half an hour and the driver will park in the center of Volterra. The Etruscans town sits on a rocky plateau and is protected by medieval ramparts. Takes a tour in the Piazza dei Priori, one of Italy’s most impressive squares and visit the Etruscan Museum, known all over the world. You are in a place where Italy’s history and language were born! Volterra is also known for its fine frescoes.
For groups larger than 8 a city tax check point will be added for the bus entrance to Florence for (215.00 euro), Pisa (130.00 euro), Siena (100.00 euro), San Gimignano (60.00 euro), Lucca (35.00 euro), Livorno Pier (60.00 euro), La Spezia Pier (100.00 euro) Consequently, it is much cheaper to book one or more minibus with 8 seats with a real english speaking driver on board.
Kind note
When you land on your ship you have to take the shuttle bus (orange or blue) and get off at the last stop which is the Harbour of La Spezia where your driver will be waiting with a welcome sign under your name and the name of our companies such as:
"SMITH - UNDER THE TUSCAN SUN TOURS"
Please put yourself in the top positions when you need to get off the ship so do not waste time and meet your driver on time.
Adventure Tips
Book Early for Private Groups
Smaller groups ensure personalized service and better time at wineries and towns, so reserve early especially in peak season.
Wear Comfortable Shoes
Cobblestone streets in San Gimignano and Volterra require sturdy footwear for easy walking and safety.
Stay Hydrated
Tuscan summers can be warm—carry water to stay refreshed between wine tastings and walking tours.
Bring a Light Jacket
Evenings or early mornings may be cool during shoulder seasons; a light jacket adds comfort on the road and in towns.
Local Insights
Wildlife
- Wild boar roaming Tuscan woodlands
- Common buzzards circling over vineyards
History
Chianti’s defining vineyards evolved in the 13th century, while San Gimignano and Volterra preserve medieval and Etruscan legacies that shaped Tuscany’s cultural identity.
Conservation
Local wineries engage in sustainable farming practices, maintaining the landscape’s ecological health and supporting biodiversity among olive groves and vine rows.
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Adventure Hotspots in Florence
Frequently Asked Questions
Recommended Gear
Comfortable walking shoes
Necessary for navigating cobblestones and vineyard terrain safely and comfortably.
Sun protection (hat, sunscreen)
Protect yourself from prolonged sun exposure during outdoor tastings and walks.
spring|summer|fall specific
Reusable water bottle
Stay hydrated throughout the day, especially while touring under the Tuscan sun.
Light jacket or layers
Provides warmth for early mornings, evenings, or cooler days in the Tuscan hills.
spring|fall|winter specific