Discover Tuscany’s timeless towns and world-renowned wines on a personalized day trip from Livorno. From Pisa’s iconic tower to Chianti’s scenic vineyards, this journey offers a perfect blend of culture, history, and flavor.
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; some walking involved
Wildlife
History
Chianti’s wine-making tradition dates back to the Middle Ages, shaping Tuscany’s cultural landscape.
Conservation
Tours emphasize sustainable practices, supporting local artisans and environment-friendly wineries.
Under The Tuscan Sun Tours
Discover Tuscany’s timeless towns and world-renowned wines on a personalized day trip from Livorno. From Pisa’s iconic tower to Chianti’s scenic vineyards, this journey offers a perfect blend of culture, history, and flavor.
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.
Wear comfortable walking shoes
You’ll be wandering cobblestone streets and vineyard paths, so comfortable footwear is recommended.
Bring a camera and sunglasses
Capture scenic views and shield your eyes from the Tuscan sun during daytime adventures.
Book in advance
These private tours fill quickly, especially during peak season—reserve early to secure your spot.
Try the local specialties
Don’t miss the chance to taste authentic Italian gelato and regional delicacies during your stops.
Comfortable walking shoes
Necessary for walking through towns and vineyard grounds comfortably.
Sunscreen
Protect your skin during daytime outdoor activities in sunny weather.
summer
Hat or cap
Provides shade while touring sunny Tuscan streets.
summer
Camera
Capture the scenic landscapes and historic sites along the way.