Sip Through Tuscany with Under The Tuscan Sun Tours in Florence

Read the full experience

A visit to Florence isn’t complete without experiencing its legendary wine culture, and Under The Tuscan Sun Tours makes that journey both intimate and unforgettable. Their flagship offering, the Private VIP - ALL THE TUSCAN WINES IN ONE DAY! wine tour, is tailored for lovers of vino who want to immerse themselves in the heart of the Chianti wine region. Over an 8-hour personalized adventure, participants travel through rolling hills blanketed with vineyards, ancient terraced slopes, and historic estates. The day kicks off with pickup in Florence, setting the stage for a voyage filled with tastings at three renowned wineries, each with its own story and tradition. As you weave between rustic country roads, guiding your palate through a spectrum of vintages — from bold reds to crisp whites — you'll learn about the winemaking process, local grape varieties, and regional history. Midday brings a thoughtfully curated lunch, crafted to complement the wines, served with panoramic views from Michelangelo Square. This spot offers a sweeping vista of Florence’s skyline, adding a cultural layer to the tasting experience. The private nature of the tour allows for a flexible, in-depth look at Tuscany’s wine heritage, making it perfect for groups of friends, families, or colleagues seeking a refined yet authentic adventure. Under The Tuscan Sun Tours’s expertise, guests gain more than just wine knowledge—they walk away with a deeper appreciation for this region’s centuries-old tradition of winemaking, surrounded by the natural beauty of Italy’s most celebrated terroir. This trip’s appeal lies not only in the exceptional wines but in the personal touch and insider access that set it apart from typical tastings. With knowledgeable guides and exclusive visits, the experience offers a genuine taste of Tuscany — both in flavor and atmosphere — making it a highlight for any outdoor enthusiast with a passion for culinary discovery. Just outside Florence, this tour embodies the spirit of Italian craftsmanship, landscape, and history, offering a uniquely immersive slice of Tuscan life.

Trip highlights

Difficulty

easy.

Duration

8 hours.

Fitness level

Suitable for all fitness levels; comfortable walking and minimal physical exertion needed

Frequently asked questions

Are wine tastings included in the tour?

Yes, the tour includes exclusive tastings at three renowned wineries, with samples and expert guidance.

Is lunch provided?

A flavorful, regionally inspired lunch is included, complemented by the wines from each stop.

Can dietary restrictions be accommodated?

Yes, please inform us in advance to ensure appropriate meal options.

What is the group size?

The tour is private, offering a personalized experience tailored to your group.

Is transportation included?

Yes, transportation between Florence and the wineries is part of the package.

How physically demanding is the tour?

It's designed to be accessible for most guests, with minimal walking required.

Local insights

Wildlife

Wild boar in the vineyards
Bird species like kestrels and hawks

History

The Chianti region has produced wine since the Middle Ages, shaping Italy's viticultural reputation.

Conservation

Many local wineries practice sustainable viticulture, emphasizing organic farming and minimal environmental impact to preserve the landscape.

About Under The Tuscan Sun Tours

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.

Base locationFlorence, Florence

Tours offered161+

Specialtyothers

Adventure tips

Book in advanceSecure your spot early, especially in peak season, to guarantee a personalized experience.

Dress comfortablyWear casual, breathable clothing suitable for wine tasting and walking around vineyards.

Stay hydratedDrink plenty of water throughout the day to stay refreshed during tastings.

Bring a cameraCapture stunning views from Michelangelo Square and the picturesque vineyards.

Recommended gear

Sun hat and sunglasses: Protect yourself from the sun during vineyard visits and outdoor tastings.
Comfortable walking shoes: Good footwear is important for walking tour winery grounds and scenic stops.
Reusable water bottle: Stay hydrated on the journey through sunny vineyards and scenic routes.
Layered clothing: Dressing in layers helps adapt to changing temperatures during the day.