Experiences
Tailor-made private tours, local flavors, and unforgettable experiences.
Discover Authentic Tuscany with a Local Expert.
100% Private & Custom
Tailored entirely to your pace, schedule, and group preferences.
Door-to-Door Pickup
Complimentary pickup from your villa, hotel, or agriturismo across Tuscany.
Certified Local Expert
Guided by licensed, local English-speaking professionals born and raised in Tuscany.
Private Horseback Riding Tour in Chianti with Gourmet Winery Lunch
- Your Location
- 8hrs
- 8
Private Chianti E-Bike Tour & Wine Tasting
- Your Location
- 8hrs
- 8
Private Tuscan Cooking Class & Winery Experience: Handcrafted Pasta & Wine Pairing
- Your Location
- 4/5 hrs
- 8
Private Vespa Tour in Tuscany: San Gimignano or Lucca with Winery Lunch
- Your Location
- 8hrs
- 8
Private Guided Hiking in Tuscany: Fully Tailored Trails & Local Lunch
- Your Location
- 5/6 hrs
- 8
Private Silent Disco & Aperitivo: Anywhere in Tuscany
- Piazza della repubblica Florence
- 1.30 hr
- 30
Private Truffle Hunting in Tuscany: Woods & Gourmet Lunch
- Your Location
- 4/5 hrs
- 8
Tailor-Made Adventures & Authentic Experiences in Tuscany
Reviews
Real Experiences, Real Reviews
EXCELLENT Based on 41 reviews Posted on Google Olivia ElliotTrustindex verifies that the original source of the review is Google. My husband and I booked a private e-bike tour with TuscanyByTom for our honeymoon after reading all of the amazing Google reviews—and we can absolutely confirm that the positive reviews are right! We would recommend Tom to anyone visiting Tuscany. From the very beginning, Tom was incredibly communicative over both email and WhatsApp. He met us right at our hotel in Panzano in Chianti with our e-bikes completely ready to go (which made it SO easy), along with cold waters and helmets for us. Before we started, he took plenty of time to explain how to safely use the bikes, demonstrate everything, and walk us through the type of terrain we would encounter. Tom knew that we were intermediate bikers and suggested a route based on our experience level, which ended up being perfect. We went on an amazing three-hour loop through the Tuscan countryside and saw some of the most beautiful scenery we have ever seen. Along the way, he took us through a beautiful old medieval village, shared so many interesting facts and pieces of history about the area, and happily answered all of our questions. It made the ride feel like both an incredible bike tour and a personal tour of Tuscany. One of our favorite parts was how happy Tom was to take plenty of photos and videos of us throughout the ride, getting some awesome shots of US while WE were biking! It was so special to have those afterward to share with our friends and family and to remember such an incredible day on our honeymoon. We also stopped along the way for coffee and pastries. He is an expert on the area and we had a blast. Tom also went completely above and beyond for us after the tour. We were heading into Florence that day, and he offered to drive us there himself. He even made sure we had time to go back to our hotel and shower and get ready before we left. It was SO beyond helpful and thoughtful, and just another example of how genuinely kind and accommodating he is. Beyond being a fantastic guide, Tom is truly the kindest, sweetest, most genuine person. He was extremely safety-focused while still making sure the entire experience was relaxed, personal, and so much fun. We felt completely taken care of from beginning to end. This was truly one of the highlights of our honeymoon and such an incredible way to experience Chianti. If you are considering booking with TuscanyByTom, do it!! We cannot recommend Tom enough and feel so lucky that we got to spend the day with him!Posted on Google Benjamin FaberTrustindex verifies that the original source of the review is Google. Tom is a great guy. He is well prepared, entertaining, kind and fun. We did an e-bike tour of Chianti last week and we felt like we really got a local experience. The e-bikes were new, clean, safe and powerful enough to make some of the off-roading and very hilly terrain effortless. Tom was a pleasure to talk to and we hope we stay in touch with him. We will 100% be rebooking Tom on our next trip to the area and will ask him for recommendations the next time we are in Italy! THANK YOU TOM!!!!!Posted on Google Monica DavoliTrustindex verifies that the original source of the review is Google. Efficienza, affidabilità e divertimento! Consigliatissimo :-)Posted on Google Francesca PeterlongoTrustindex verifies that the original source of the review is Google. Number one!!! Esperienze bellissime e massima efficienza!!Posted on Google Robert KrugTrustindex verifies that the original source of the review is Google. We had a wonderful day touring Tuscany. Very knowledgeable, friendly, and accommodating. Would highly recommend!Posted on Google Kerri WeingardTrustindex verifies that the original source of the review is Google. Great Tuscan tour !!!Posted on Google Erin FlemmingTrustindex verifies that the original source of the review is Google. An absolutely incredible experience, where do I even start. On very short notice Tom organised us a pasta making class, and at a very reasonable price too. We didn't know what to expect, but we were blown away by the friendliness and hospitality of our host kitchen at Musignano Agriturismo, they were all a great laugh. Little did we know before we arrived, that we would get a private cooking lesson, followed by our own creations being served to us for dinner a few hours later which was such a great end to our experience. Our only regret is that we didn't find Tom sooner to book more experiences with him while we were in Tuscany. Would highly recommend.Posted on Google alexine van labekeTrustindex verifies that the original source of the review is Google. Tom is the best best guide ever, you can ask him everything, so kind, knows a lot, shows you the best spots and takes good pictures 🤪 he made our whole trip!! We love you TomVerified by TrustindexTrustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
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Design Your Perfect Day in Tuscany
About us
Your Local Host for Unforgettable Experiences in Tuscany
Meet Tommaso Degl’Innocenti – Local Expert for Private Tuscany Adventures
Born in Vinci, right in the heart of the Tuscan countryside, Tommaso is a passionate world traveler who has explored 83 countries. Today, he uses that global perspective to design flawless, stress-free vacations back home. As a certified Tour Leader, E-Bike Guide, and horseback riding instructor, he specializes in private outdoor adventures across Florence, the Chianti region, and the hidden gems of Tuscany.
Since 2010, Tommaso has been crafting tailor-made itineraries blending authentic culture, nature, and local traditions. From seamless logistics to unique activities, explore Tuscany with a true local who knows its soul and handles every detail for you!
