ITALY GUIDED WALKING TOURS OPERATED BY ITALIANS
ITALY GUIDED WALKING TOURS OPERATED BY ITALIANS
- 7 Days & 6 Nights
- guaranteed departure
- Walk Rating: easy
- Click for info about Walk Rating
From
- 7 Days & 6 Nights
- guaranteed departure
- Walk Rating: easy to moderate
- Click for info about Walk Rating
From
- 7 Days & 6 Nights
- guaranteed departure
- Walk Rating: easy to moderate
- Click for info about Walk Rating
From
- 7 Days & 6 Nights
- guaranteed departure
- Walk Rating: easy to moderate
- Click for info about Walk Rating
From
- 7 Days & 6 Nights
- guaranteed departure
- Walk Rating: easy to moderate
- Click for info about Walk Rating
From
- 7 Days & 6 Nights
- guaranteed departure
- Walk Rating: easy to moderate
- Click for info about Walk Rating
From
- 7 Days & 6 Nights
- guaranteed departure
- Walk Rating: moderate
- Click for info about Walk Rating
From
- 7 Days & 6 Nights
- guaranteed departure
- Walk Rating: easy to moderate
- Click for info about Walk Rating
From
Our Team: 25 Years of Italian Expertise, Made by Locals, Away from the Crowds
For over two decades our walking tours of Italy have guided travelers through the country’s most beautiful regions — always at a slower pace, always led by Italians, and always in touch with locals: farmers, artisans, chefs, and guides who open their world to you. Gentle walks, farmhouse lunches, dinners in historic town trattorias: this is Italy lived authentically, step by step.
Meet Sandra: The Smile Behind Your Booking
Sandra is Gianni Stanghellini’s sister and Walkabout Italy’s Booking and Administration Manager. She is often the first person you will hear from when asking for information, booking a tour, choosing a room, or arranging practical details before your trip.
With over twenty years of office management experience, and part of Walkabout Italy since 2023, Sandra brings precision, kindness and calm to everything behind the scenes.
And yes, the photo has cats and a Christmas tree. Maybe not perfectly seasonal, but we loved it — and every good office needs a little festive spirit and a cat supervisor.
Our philosophy
Italian-led: we don’t outsource guides. Every trip is led by Italians who know the land by heart.
Off the beaten path: our routes are chosen to avoid the tourist crowds.
Authenticity first: family-run wineries, local kitchens, ancient olive mills, festivals and traditions.
This is our unique promise: on our guided walking tours of Italy, you’ll see the Italy we live every day.
FAQ about this Tour
What is a walking tour in Italy with Walk About Italy?
Our Italy walking tours are small-group, guided trips at an easy pace, led entirely by local Italian guides. Each day combines gentle walks through the countryside with authentic stops — farmhouse lunches, family-run wineries, and historic town trattorias.
Are your guided walking tours of Italy suitable for beginners?
Yes. Most of our walking holidays in Italy are rated Easy or Easy to Moderate, with 4–8 km of mostly flat or gently rolling terrain per day — ideal for first-timers as well as regular walkers. A few tours, like the Italian Alps & Dolomites, are rated Moderate for travelers who want more of a challenge.
Do you offer small group or private walking trips to Italy?
Both. All our tours run as small guaranteed-departure groups (maximum 18 people), and every itinerary is also available as a private, custom walking trip if you’d rather travel with just your own group.
What's included in your Italy walking tours?
Accommodation in boutique hotels, all meals with local wines, a local Italian guide for every walk, all guided experiences and entrance tickets, and luggage transfer between hotels. Flights and travel insurance are not included.
Which regions do your walking tours in Italy cover?
Tuscany, Sicily, the Amalfi Coast, Cinque Terre, Umbria, the Italian Lakes, Puglia & Matera, and the Italian Alps & Dolomites — eight itineraries, each led by guides who know that specific region.
How are your walking tours different from a typical Italy tour?
Every guide is Italian and local to the region — we don’t outsource. Routes are chosen to avoid the tourist crowds, and the focus is on authenticity: family-run wineries, local kitchens, ancient olive mills, and the people who run them.
Your Reviews
My husband and I spent 7 days in September walking the Tuscan Hills with Gianni and Rudy. As I read my journal from our trip almost 3 months ago it brings a smile to my face as I relive those treasured moments of hiking beautiful vineyard hillsides, making pasta at a local restaurant, listening to arias from well known Italian operas, drinking glorious wines with local wine makers, eating fabulous foods, learning about making cheese, doing yoga in a beautiful vineyard and listening to Gianni play his flute.Gianni’s organizational skills and ability to relate to all his guests was a large part in making this trip so memorable and enjoyable.
The Best Way to See Italy Forget Rick Steves and sign on with Gianni for a wonderful exploration of some of the best Italy has to offer–countryside, history, food, and people. Gianni’s deep knowledge of all these adds so much richness to the experience of walking through picturesque medieval towns and gorgeous rolling hillsides of vineyards, fields and orchards. The accommodations were comfortable and centralized, often with wonderful views.Although this was a tour through the areas surrounding Siena, Montalcino and Pienza, Gianni offers tours in other areas and I would expect the same high level of engagement and effort to provide unique experiences. Truly exceeded my expectations!
Walk about Tuscany Loved this tour and would highly encourage others to go. Our guides Gianni and Sara were great, everything ran smoothly from day one. Excellent choices of hotels, restaurants and walking trails. The perfect size group, lots of laughs and good memories. Looking forward to the next one. Grazie, Monica
Under the Tuscan Sun…and a big black cloud but only once I have just returned from 8 fabulous days with Walk About Tuscany hosted by Gianni and Rudy and helped by their hard working transportation crew who ensured we were picked up on time, we traveled safely and no luggage was lost. We had many moments of fun and laughter and even a couple of flute recitals just for a change of pace!! In the end, I have Gianni to thank for this experience. His thoughtful organization and attention to detail were key in delivering a superb product, a memorable adventure and a trip of a lifetime. Walk About Tuscany is highly recommended! Grazie, Gianni
The unforgetable Tuscany I am so amazed with Gianni who operated our tour with his in-depth knowledge of every single steps and buildings around Tuscany. Not to mention his creativeness in every moments of our walks. You will have great lunches and dinners with lots of special-2-thumbs-up wines. We also visit Olive Oil producer and given sampler at which is the best (and fresh) olive oil that I had ever tasted ! The scenery view is very awesome, just like the post card. Highly recommended and wouldn’t mind to do this tour again.
Group Tour of Tuscany Hill Towns with Walk About Tuscany Tours I had a marvelous time on this trip. Our guide, Gianni, provided gorgeous walks and unique experiences with local organic producers of wine, produce, cheese, and olive oil. Definitely experiences I couldn’t have had without his guidance and that helped me to appreciate what makes this region unique. Gianni is knowledgeable and expended every effort to ensure that our trip was memorable and unique. We walked, ate very well, drank wonderful wines and learned a great deal about this region of Tuscany and why it is among the most delightful of all Italy.
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