Fantastic! Incredibly informative. Excellent all around. Thank you —

Sites and Insights: An Expert-Led Florence Welcome Tour
Get your bearings in Florence alongside a local expert who helps you connect the landmarks to their stories





-Philip S.
Alexia G.
From iconic landmarks to tucked-away local favorites, these are the places you’ll explore and experience firsthand with your Expert.
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Ospedale degli Innocenti
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Florence Duomo
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Piazza della Signoria
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Piazza della Repubblica
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Ponte Vecchio
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English-speaking expert guideTours led in English, offering you unbroken understanding throughout.
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Intentionally sized groupsA smaller group means more time for conversations and questions.
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Tickets and entrance feesAll entry tickets included (unless clearly stated otherwise).
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HeadsetsHeadsets are included on tours that need them, so every word can be heard.
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GratuitiesWe encourage tipping as a way to thank your guide after your experience.
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Food and drinkRefreshments are only included during a tour when clearly noted.
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Transportation to and from the meeting pointGuests organize pre- and post-tour transport themselves - this service can be added by request.
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Hotel pickup or drop-offUnless noted, travel to or from accommodation isn’t included - this service can be added by request.
Make the Most of Your Tour
Some helpful advice for getting the most from your experience, from practical prep to small on-the-day tips.
- Wear comfortable footwear
- Check the weather and dress appropriately
- Bring a bottle of water (no glass)
- Feel free to ask your Expert anything
- Bring firearms or weapons
- Bring sharp objects (e.g. knives, swiss army knives, switchblades, hiking sticks)
- Dress inappropriately to enter religious sites or sacred monuments
Don’t just take our word for it
Olivia was wonderful! We had asked for someone who was knowledgable in Medici history as well as the Renaissance. We got exactly the right person! She took us through Firenze explaining various significant and historic places. In addition, Olivia helped us to understand how Firenze has changed through the centuries. Any question we asked was answered with ease. We saw the Medici house (first one), the Palazzo Vecchio, Dante's house and church, and more. We got to see and learn about places that were off the beaten path. This was a real treat. We absolutely learned more in 2 hours than we could have learned on our own. Plus, since it was a private tour, we were able to walk at the pace that was right for us. Highly recommend Olivia and Context Tours.
Wonderful introductory tour of Florence - rich with history, art, Italian family culture, and a twist of fashion too. Our guide was very knowledgeable and kind. It’s a must do your first day to get a good lay of the land to determine best shipping, sightseeing and dining spots.
Let Your Curiosity Shape Your Journey
Join passionate experts on intimate walking tours that reveal a city’s unique stories, spark conversations, and leave you seeing the world—and yourself—a little differently.
Structured, never scripted
Your interests guide your Expert, leading to stories and perspectives that matter to you.
Crafted for conversation
With ten or fewer guests, ask questions, engage with your Expert, and fully immerse yourself.
Experts, not guides
Explore with 1,200+ Experts—from historians and architects to archaeologists and chefs.
































