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Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano

5.015 reviewsDay trips

  • 7 hours
  • Free cancellation up to 24h before
  • 2 languages
  • Instant confirmation

Highlights

This experience is 100% private and designed exclusively for you and your group. From private transportation to a dedicated local tour leader, every detail is tailored to your pace and interests: no crowds, no fixed group schedules, just a relaxed and authentic Tuscan wine experience. Unlike standard wine tours, you’ll be accompanied throughout the day by a local tour leader who connects you with the wineries and the region itself. Through stories, insights, and insider knowledge, they transform simple tastings into a deeper cultural experience. You’ll visit carefully selected, family-run wineries in the Chianti countryside, enjoying tastings, hospitality, and stunning landscapes. Whether you’re celebrating a honeymoon, with family, or with friends, this tour offers exclusivity, flexibility, and a truly local perspective.

Inclusions

What's included

  • Private Chianti wine tour with exclusive service for your party only in a comfortable, air-conditioned minivan
  • Free time in San Gimignano
  • Visits to two carefully selected wineries in the Chianti countryside
  • Professional local tour leader for the entire duration of the experience
  • Traditional Tuscan lunch at a winery
  • Guided winery tours with local producers

What's not

  • Hotel pickup/drop-off outside the listed departure points
  • Personal purchases & shippings (wine, olive oil, local products)
  • Gratuities

Itinerary

  1. Experience the essence of Tuscany on an exclusive private Chianti wine tour, driven by a professional local tour leader who will be with you throughout the experience. Along the way, your tour leader will share insights into the Chianti region, its wines, traditions, and breathtaking landscapes. This carefully curated private experience is designed for travelers who want more than a standard wine tour. With private transportation and a dedicated tour leader, you’ll enjoy a smooth and relaxed journey through the rolling hills of Chianti, far from crowds and fixed group schedules.

    1 h

  2. You will visit two handpicked local wineries, selected for their quality wines and authentic production methods. At each estate, you’ll enjoy guided visits through vineyards and cellars, learning about traditional Tuscan winemaking directly from passionate producers. The experience includes premium wine tastings featuring renowned labels such as Chianti Classico, Chianti Colli Senesi, Vernaccia di San Gimignano, and Super Tuscan wines, often paired with local extra virgin olive oil, balsamic vinegar, or regional snacks.

    1.5 h

  3. This option also include a traditional Tuscan lunch at a winery, where local dishes are perfectly paired with estate wines, as well as free time to explore the medieval town of San Gimignano, famous for its towers and UNESCO-listed historic center.

    1.5 h

  4. Return to the starting point at 5:00pm

    1 h

Cancellation

Free cancellation up to 24 hours before the experience starts, for a full refund.

Reviews

5.0

  • 515
  • 40
  • 30
  • 20
  • 10

Ratings come from 15 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.

Know before you go

Meeting point
Florence: Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign
Pickup
Everyone meets at the starting point; there is no pickup.
Ticket type
Mobile or paper ticket accepted
Operated by
Italy on a Budget tours
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • Children under 12 years old are required by law to use an appropriate car seat. Please inform our team in advance if you would like us to arrange a car seat rental for you.

How it compares in Florence

  • Its from-price is 19% above the median of the 647 day trips we list in Florence.
  • Its length is typical for the group.
  • By number of reviews it ranks 154 of 647.
  • The operator lists free cancellation on it.

About Florence

Florence, the cradle of the Renaissance, gathers masterpieces of art and architecture into a compact city of stone streets beside the Arno.

The Duomo, with Brunelleschi's great red-brick dome, Giotto's bell tower and the Baptistery's gilded doors, marks the centre of town. A few streets away, Piazza della Signoria and the Palazzo Vecchio face a loggia full of sculpture, and the Uffizi Gallery holds Botticelli, Leonardo and Raphael. Michelangelo's David stands in the Galleria dell'Accademia.

Top-ranked sights in Florence: Piazza della Signoria, Uffizi Galleries (Gallerie degli Uffizi), Florence Duomo (Cattedrale di Santa Maria del Fiore).

See all 3255 experiences in Florence

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