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.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
10 hours
Fitness Level
Suitable for most fitness levels; involves moderate walking on uneven cobblestone surfaces.
Wildlife
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.
Under The Tuscan Sun Tours
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.
Under The Tuscan Sun Tours is a Florence-based tour operator specializing in private and small-group experiences across Tuscany and nearby regions. Founded to connect visitors with the cultural, culinary and scenic highlights of central Italy, the company offers a wide range of day trips, shore excursions and immersive activities.
Operating from Florence, Tuscany, the catalogue includes private VIP shore excursions from Livorno, La Spezia and Piombino to destinations such as Pisa, Lucca, Florence, Cinque Terre, San Gimignano and the Chianti wine region. Options span guided walking tours with reserved entries (Uffizi, Accademia), winery visits with tastings and meals, truffle hunting with trained dogs, cooking classes, Vespa tours and curated visits to Bolgheri for Supertuscan wine tastings.
Services include private vehicles and professional drivers for full-day transfers, small shared tours for groups up to eight people, and tailored itineraries for families or wine enthusiasts. Specific shore excursions list included stops, tasting experiences and local activities, while other experiences emphasize cultural sites such as Michelangelo’s David, the Duomo, and Carrara marble quarries.
Under The Tuscan Sun Tours works with licensed local guides and established wineries, restaurants and activity providers to deliver organized itineraries and reserved accesses. The business emphasizes clear pickup arrangements from ports (Livorno, Piombino, La Spezia) and from central Florence, offering a practical way to turn limited time into a full Tuscan experience.
Location
Florence, Tuscany
Headquartered in historic Florence
Group Size
Up to 8 (shared)
Small-group tour options available
Shore Excursions
Livorno & La Spezia
Private shore pickups offered
Featured Tours
Pisa, Chianti, 5 Terre
Iconic Tuscany destinations covered
Reserve a shore excursion or Florence tour today: private vehicles, experienced guides, and curated wine and cultural itineraries ready for booking.
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.
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
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