Discover Tuscany’s blend of historic Pisa and Chianti’s world-class vineyards on a private six-hour tour. Taste local wines and uncover centuries of culture.
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Difficulty
moderate
Duration
6 hours
Fitness Level
Moderate fitness is recommended as the tour includes walking on uneven city streets and vineyard terrain.
Wildlife
History
Pisa’s status as a maritime republic in the Middle Ages shaped both its wealth and its iconic architecture, while Chianti’s winemaking dates back to Etruscan times.
Conservation
Winery partners emphasize sustainable vineyard practices aimed at preserving soil health and local biodiversity.
Under The Tuscan Sun Tours
Discover Tuscany’s blend of historic Pisa and Chianti’s world-class vineyards on a private six-hour tour. Taste local wines and uncover centuries of culture.
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 Private Tours Early
Private tours like this one can fill quickly, especially in peak season—reserve your spot well in advance.
Wear Comfortable Shoes
With walking in Pisa’s historic quarters and vineyards, sturdy shoes will keep you comfortable throughout.
Hydrate Before Tastings
Drink water before wine tastings to stay refreshed and avoid fatigue.
Check Weather Forecast
Tuscany’s weather varies—bring layers or sun protection depending on season to stay comfortable on outdoor portions.
Comfortable Walking Shoes
Necessary for navigating Pisa’s stone streets and vineyard paths.
Sun Hat
Protects against strong Tuscan sun during outdoor portions.
summer
Light Layered Clothing
Allows comfort in variable spring temperatures.
spring
Reusable Water Bottle
Staying hydrated is key, especially when wine tasting.