Arezzo Travel Guides (Updated September 2026)

This was the most informative wine tour that I’ve been on. The guide spoke about wine making in general as well as the various wines we tasted. The accompanying lunch was excellent! I recommend this tour highly.

Such a fun day yesterday! 🍷 We spent the day with our wonderful guide, Deborah, visiting three beautiful wineries, each with amazing views and its own special charm. We tasted some incredible wines paired with delicious food, and Deborah shared so much about the winemaking process and the history of the area. We learned a lot, laughed a lot, and just had the best time. Definitely one of those days in Italy we’ll remember! 🇮🇹❤️ Cin Cin!

This trip was incredible. Luca was a stellar driver, knows everything about the area. The winery is fantastic and worth every penny and more. This was a day we will never forget. If you do nothing else, do this!

It was an outstanding afternoon tasting wines and having lunch. Claudia and Virginia were so wonderful to meet. Would definitely go back

Truly so much more than we had hoped for! Debora is an excellent guide whose passion for her work shows through. Her knowledge is incredible and shared while you laugh and learn. The scenery is beautiful and she gives you a mini history lesson of the area throughout the day. It was a great day and you feel like you have just made a good friend! We will definitely book another day with Debora when we return.

5 huge stars!! This was a wonderful way to view an area of Italy we have not seen before. Very beautiful area! But it was our tour guide Daniele that made this experience truly memorable! From the stop at the little town for a beverage to the history of Trasimeno truly amazing. My wife had an issue with the bike and he had everything on hand to insure a safe and wonderful ride! Thank you Daniele we can’t wait to ride with you again next year!!

Great walking tour of the city covering all key sites. Easy to use app and appreciated the ability to self manage the tour vs being in a large group.

We really enjoyed the walking tour; hit all of the highlights and allowed us to see them at our own pace and without a large group. Highly recommend.

Massimo made our two days in Tuscany feel completely effortless. From the planning stage onward, he was deeply involved in shaping a fully customized itinerary, patiently answering questions, refining details, and making sure the final plan suited us perfectly.Our itinerary included visits to two medieval towns, a winery tour and tasting, a truffle hunt, and a pasta-making class. It was varied, well paced, and thoughtfully arranged for the whole family—the kids especially loved the hands-on experiences.Both days were seamless, with punctual hotel pick-up and drop-off, yet the experience never felt rigid. Massimo was always flexible when we wanted to adjust the pace or spend a little more time somewhere. He is warm, knowledgeable, and genuinely informative without ever making the day feel scripted.He also very kindly helped me practice my Italian throughout the trip, which made the experience even more personal.Professional, thoughtful, reliable, and truly customer-first. I would recommend Massimo without hesitation to anyone looking for a private and genuinely personalized way to experience Tuscany.

Francesco is an absolute pro! Our tour was phenomenal and we learned so much from Francesco and the vintners we visited. What a thoughtful curation of our Montepulciano wine experience complete with tastings, lunch personal touches and a really beautiful day well spent. Choose this tour.

It was an amazing bike trip through the Tuscan area. Steffi was amazing and so welcoming. I would recommend this tour

We had such a wonderful experience with Giada in her pasta, panzanella, and tiramisu cooking class! It was the perfect balance of instruction and hands-on cooking, so everyone had a chance to learn while staying actively involved. We picked up a variety of practical kitchen techniques that we’ll definitely use again.The class was also very kid-friendly. Giada kept things moving at a great pace, making it engaging for both adults and children without ever feeling rushed.The setting was absolutely beautiful. We lucked out with our summer timing and were surrounded by thousands of blooming sunflowers, which made it a picturesque place to cook. Afterward, we loved gathering in the charming dining space downstairs to enjoy the meal we had prepared together. Everything we made was delicious.This was one of the highlights of our trip, and we’re excited to recreate these dishes at home. Highly recommend to anyone looking for an authentic, fun, and memorable Tuscan experience!

Our cooking experience with Giada in her home in Cortona was truly one of the highlights of our trip to Italy. From the moment we arrived, she welcomed us like family with genuine warmth and hospitality. She graciously invited us into her beautiful home and farm, sharing stories about her family, their traditions, and the rich history of life in Cortona.Cooking alongside Giada using her treasured family recipes made the experience incredibly special. She explained each step with patience and enthusiasm, making us feel comfortable and involved throughout the entire class. It was much more than a cooking lesson—it was an authentic glimpse into Italian family life, culture, and tradition.If you’re looking for a meaningful and memorable experience in Cortona, I cannot recommend Giada enough. Her kindness, generosity, and passion for sharing her family’s heritage created an unforgettable day that we will always cherish.

Very relaxing and well-done massage.

We loved our time with Debora! She was knowledgeable, patient and easy to converse with. We loved spending our day with her, highly recommend!

I wish I could give 10 stars for this beautiful, memorable, and unique experience with Roberto! While I originally found his e-bike tour through on Cool Destinations, once I booked Roberto reached out to me personally to discuss planning the day. I couldn't believe his kindness and how deeply he cared about making my family's experience so personal and special. When he found out it was my partner's birthday, he immediately started asking about our preferences and things we love, and suggesting even more unique routes than were offered on the website! He helped me to plan the most amazing birthday surprise for us and for my in-laws, who we were traveling with. Roberto thought of EVERYTHING - what we'd want most, things he could surprise us with along the way, accommodating everyone's physical comfort levels with the varying ages and experience with e-bikes among us. He even worked with the incredible team at La Braccesca winery to create a lunch and tasting for us...which somehow started with being offered beautiful coffee and bites upon arrival that morning. We felt like royalty...and somehow also like instant family.The care, the thoughtfulness...it's truly unlike anything I've ever experienced and means more to us than Roberto could ever truly understand. He was so focused on our family's experience the entire day. We learned about the history and plant life of the area, saw off-the-beaten-path sites we'd never even have known about without him, and he even saved me when I got my own pants caught in the bike chain (100% my fault) - he taped my pants up so it wouldn't happen again, and off we went! He even helped us choose other activities throughout our week that had nothing to do with his business! He does it ALL, and he does it with such love and passion.If you've made it this far, you know that my family will be grateful to Roberto and for this absolutely perfect day for the rest of our lives. We made the most beautiful memories, thanks to him.I also happen to be a travel advisor (something Roberto didn't know until after the entire day was over), and I will be sending any client visiting beautiful Tuscany his way!Grazie mille, Robi!!!!