Hiking Tuscany & Chianti Wine – 3 Organic Wineries with lunch

Discover Tuscany's stunning landscapes, organic wines, and delicious regional food on this small-group hiking tour through Chianti’s vineyards and wineries.

If you’re considering a way to experience Tuscany beyond the usual sightseeing, this Hiking Tuscany & Chianti Wine tour stands out as a particularly appealing choice. Designed for those who love a bit of adventure paired with good wine, it offers a chance to trek through the iconic Chianti landscape, visit three organic wineries, and enjoy a hearty Tuscan lunch—all in one day.

What makes this experience truly special are the personalized approach of the small group and the chance to walk amid vineyards and olive groves without the crowds. Plus, the inclusion of up to 10 wines to taste and a local guide who’s passionate about the area really enhance the overall vibe. That said, it’s worth noting that this tour is best suited for those comfortable with moderate physical activity and comfy walking shoes, as it involves around 7 kilometers of easy terrain.

For travelers who want to combine outdoor activity, culture, and wine tasting, this tour hits all those marks. It’s ideal for those who enjoy well-organized, intimate experiences and aren’t shy about a little physical effort. If you’re after a relaxing day with plenty of good food and wine, or a more active way to explore Tuscany, this might be just what you’re looking for.

Key Points

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch - Key Points

  • Small-group tour means a more personalized experience and better interaction with your guide.
  • Hiking through vineyards and olive groves offers authentic scenery away from tourist crowds.
  • Visits to 3 organic wineries include tastings of over 10 wines, plus olive oil.
  • All logistics are taken care of, with round-trip transportation from Florence.
  • A hearty Tuscan lunch with cold starters and pasta complements the wine tastings.
  • Designed for travelers with moderate fitness levels; comfortable walking shoes are a must.

What to Expect from the Experience

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch - What to Expect from the Experience

This full-day adventure begins early with a pickup from Florence, making your journey hassle-free. You’ll start by driving through the stunning Chianti landscape, known for its rolling hills, endless vineyards, and picturesque scenery. The tour’s pace is relaxed, giving you time to soak in the views and feel the warm Tuscan sun on your face.

The Hike: A Gentle Trek Through Iconic Countryside

The highlight of the tour is the 4-mile (about 7 km) hike along accessible trails that wind through vineyards and olive groves. It’s suitable for all skill levels, including those who may not consider themselves outdoor enthusiasts. The terrain is easy, and your guide will ensure the pace is enjoyable. Expect stunning vistas at every turn—whether it’s rows of grapevines, ancient olive trees, or gently rolling hills. As one reviewer said, “We loved walking through the countryside from one winery to another!”

Visiting the Wineries: Tasting Organic Wines

The visit to three small, organic wineries is a real treat. These are family-run operations, so you’ll get an authentic taste of local craftsmanship. Your guide, who’s a wine expert and a funny, friendly local, will introduce you to the wines—up to 10 varieties in total. Reviewers consistently mention the quality and variety of wines, with one saying, “Stefano was an amazing guide and sommelier—11 out of 10.” The focus on organic wines is especially appealing if you prefer natural, sustainable options.

Olive Oil and Snack Tastings

Along With wine, there’s an extra virgin olive oil tasting—a perfect complement to the wines and an insight into the region’s culinary traditions. Locally produced salami and cheese tasting rounds out the experience, giving a true taste of Tuscan flavors.

The Lunch: Simple, Delicious, and Authentic

A generous Tuscan lunch awaits at a charming local spot. It features a cold starter and pasta, all paired with the wines you’ve sampled. Many reviews highlight how good the food is—homemade, flavorful, and straightforward. This isn’t fine dining, but it’s a satisfying meal that hits the spot after a morning of hiking and tasting.

End of the Tour and Return to Florence

After a full day of exploring, tasting, and walking, your tour concludes back at the starting point in Florence. The round-trip transport makes it easy to relax and reflect on the day’s adventures without worrying about logistics.

The Real Value of the Tour

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch - The Real Value of the Tour

Cost-wise, at approximately $232 per person, this tour offers a lot. You’re getting transportation, guided walking, visits to three wineries, tastings of over 10 wines, a hearty lunch, and local snacks—all in a well-organized package. Many reviewers feel this price reflects excellent value, especially considering the personalized attention and the quality of the experiences.

The small group size—max 7 people—means you won’t be lost in a sea of travelers. It also allows your guide to craft a tailored, interactive experience, sharing stories and insights about the area that you might miss with larger tours.

Practical Details

  • Meeting Point: Ufficio P.za della Libertà, 5, Florence
  • Start Time: 8:00 am, ideal for making the most of daylight
  • Duration: About 8 hours, including travel time and stops
  • Physical Fitness: Moderate; suitable for most travelers who can comfortably walk 7 km with comfortable shoes
  • Children: Not recommended under 12 years old, partly due to the walking and wine tasting
  • What to Bring: Comfy shoes (trekking or trail running shoes recommended), water, sunscreen, hats, and sticks if needed
  • Cancelation: Free up to 24 hours before, which adds flexibility

Authentic Traveler Feedback

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch - Authentic Traveler Feedback

Readers rave about the knowledgeable guides, especially Lorenzo and Stefano—who are described as fun, friendly, and passionate about their region. Multiple reviews praise the “well-organized, enjoyable experience,” with some lucky guests ending up on private tours because others dropped out. The overall sentiment is that this is a memorable, authentic way to experience Tuscany beyond the usual.

One reviewer summed it up perfectly: “This experience is incredible. Lorenzo is a true local and will guide you to 3 Chianti wineries by trekking. Highly recommend.” That kind of glowing endorsement highlights how much genuine charm and authenticity this tour offers.

Who Should Consider This Tour?

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch - Who Should Consider This Tour?

This experience is ideal if you’re looking for a small-group, personalized day out that combines outdoor activity with wine tasting and regional cuisine. It suits those who are moderately physically active and enjoy scenic walks. It’s not recommended for those with walking difficulties or very young children, but it’s perfect for couples, friends, or solo travelers eager to see Tuscany in an active yet relaxed way.

The Sum Up

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch - The Sum Up

All in all, this Hiking Tuscany & Chianti Wine tour provides a well-balanced blend of outdoor walking, wine exploration, and local food in a small-group setting. The focus on organic wineries and local guides makes it stand out, offering an insightful and authentic taste of the Chianti countryside. If you want a more intimate experience that combines nature, culture, and gastronomy, this tour will hit the mark.

While it requires a bit of walking and a willingness to sample wines and local produce, the payoff is a meaningful, memorable day immersed in the genuine charm of Tuscany. It’s a fantastic pick for travelers who appreciate good company, beautiful scenery, and authentic flavors—especially if you love a little adventure along the way.

✨ Book This Experience

Hiking Tuscany & Chianti Wine – 3 Organic Wineries with lunch



5.0

(26 reviews)

100% 5-star

“This experience is incredible. Lorenzo is a true local and will guide you to 3 Chianti wineries by trekking. This is a small company and truly care…”

— Kirsten, Apr 2025

FAQ

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch - FAQ

Is this tour suitable for children?
It’s not recommended for travelers under 12 years old. The tour involves walking approximately 7 km and wine tastings, which may not be suitable for very young children.

What should I wear?
Comfortable, sturdy shoes such as trekking or trail running shoes are essential. Bring water, sunscreen, hats, and anything you’d normally use for a walk outdoors.

How many wineries will we visit?
You’ll visit three organic wineries, where you can sample over 10 different wines. Each offers a chance to learn about local wine-making practices.

Is transportation included?
Yes, round-trip transport from Florence is part of the package, making logistics simple and stress-free.

What’s included in the lunch?
A hearty Tuscan lunch with a cold starter and pasta is provided, perfectly paired with the wines you taste throughout the day.

Can I cancel if my plans change?
You can cancel free of charge up to 24 hours before the tour starts, giving you flexibility if needed.

This tour offers a genuine slice of Tuscany’s beauty and flavors—perfect for those who want to explore, taste, and walk a bit off the beaten path.