Walking Tours in Tuscany: 10 Days Out That Repay the Slot

1.2-Hour City Center Walking Tour

★★★★★★★★★★4.7 · 1,314 reviews · from $17Our pick

Meet your English and Italian-speaking guide at Lucca’s Tourist Information Office for a gentle two-hour walk through the old town. See San Michele, Piazza Anfiteatro, Torre Guinigi, Via Fillungo, the sixteenth-century walls, and Lucca Cathedral. Guides such as Roberta, Lucia, Vittoria, and Giorgio add local stories and humor. Cathedral entry costs €3.

“The tour was very interesting and Lucia was very knowledgeable about her city. I learned a lot about Lucca’s history and how it still today remains an important centre for the arts.”

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2.Walking Tour and Skip-the-Line Duomo Tickets

★★★★★★★★★★4.8 · 1,116 reviews · 2 hours · from $47

Walk Siena’s medieval center with guides such as Elio, Claudia, Giorgia, and Julia. Hear the story of the Palio and its Contrade, visit San Domenico and Piazza del Campo, then enter the Duomo with skip-the-line tickets. This brisk two-hour tour suits first-time visitors who want history, art, and useful local tips in one outing.

“Our tour guide was informative funny and attentive to everyone’s needs. Highly recommend”

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3.Da Vinci’s Last Supper and Guided Walking Tour

★★★★★★★★★★4.8 · 683 reviews · 3 hours · from $70

Start at Santa Maria delle Grazie for a timed, skip-the-line visit to Leonardo’s Last Supper, limited to 15 minutes. Then walk through Sforza Castle, La Scala, the Galleria, and Piazza Duomo with an English-speaking guide. Guides such as Sylvia, Simon, David, and Eddie are praised for clear stories, humor, and useful Milan tips.

“Really good tour, knowledgeable guide who went at right pace. Earphone a little uncomfortable would recommend bringing your own.”

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4.Livorno: Florence Optional Walking Tour and Accademia Entry

★★★★★★★★★★4.3 · 671 reviews · 8 hours · from $41

You’ll meet green-shirted Shore Experience staff in Livorno, ride 1.5 hours to Florence, then enjoy about five hours near Santa Maria Novella. Choose free time alone, a guided city walk, or Accademia Gallery entry for Michelangelo’s David. Guides such as Tiziana, George, Mattia, and Alexandro have been praised for clear directions and careful timing.

“Our guide was absolutely wonderful. The timing was great and she loved us through the crowd like a real pro. Transportation was really good too. Perfect for our needs with the highlights and some free time.”

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5.Food Walking Tour with Local Steak and Tuscan Wine

★★★★★★★★★★4.9 · 529 reviews · 3.5 hours · from $65Top rated

Spend 3.5 hours walking Florence with an English-speaking food guide, stopping five times for 14 tastings. You will try wine-window snacks, cured meats, seasonal Tuscan dishes, ravioli, Florentine steak with potatoes, and artisan gelato. Guides such as Federica, Marco, Francesco, Lori, and Manny are known for adding practical city tips and local food knowledge.

“I loved this tour! The food and wine are excellent and you hear so much history along the way. Our guide, Lori, was so friendly, has a great sense of humour and is clearly passionate about the experience she provides. Highly recommended.”

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6.3h Private City Walking Tour with Optional Cathedral

★★★★★★★★★★4.7 · 392 reviews · from $164

Let a local guide lead you through Siena’s medieval center, from Basilica di San Domenico and Saint Catherine’s sanctuary to Piazza del Campo, Palazzo Pubblico, and the Duomo. Guides such as Mare, Ludovica, and Ludmila bring the Palio and contrade traditions to life. Add the cathedral visit if you want art and marble interiors.

“Great tour. Our tour guide was very knowledgeable and friendly. Would definitely recommend!”

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7.Siena Walking Tour with Cathedral and Crypt & Museum Option

★★★★★★★★★★4.9 · 380 reviews · from $95

Meet your guide under the tree at Basilica San Domenico for a 2-hour Siena walk through Piazza del Campo, the Contrade, and the Duomo. The 3-hour option adds the Crypt, Opera Museum, Baptistery, Piccolomini Library, and Facciatone panorama with the OPA SI Pass. Guides speak English, French, or German.

“The best tour we’ve been on by far. Sabrina was extremely knowledgeable and went above and beyond to help us truly understand the culture of Siena. Not only was she knowledgeable, she was personable and went above and beyond to share her passion and insight for Siena. Loved every minute and didn’t want it to end!”

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8.Discover Siena: Guided Walking Tour and Cathedral Visit

★★★★★★★★★★4.3 · 314 reviews · 1 hour · from $34

Meet your guide by Basilica Cateriniana di San Domenico for a short walking tour through Siena’s central sights, including Piazza del Campo, Palazzo Comunale, noble palaces, and the cathedral. You’ll hear about the Palio, Siena’s contrade, and local saints. Guides may include Chiara, Letizia, Claudia, or Silvia, depending on the date.

“This tour was quite short, but definitely informative. Our guide was very friendly and knew a lot about Siena, which was nice. We had a good walk around the center of the city and heard a little bit about many thing. A short introduction to the city”

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9.Guided Food Walking Tour with Tuscan Classics

★★★★★★★★★★4.8 · 237 reviews · from $89

Walk Florence from Schiaccia Passera toward Santa Croce while tasting Tuscan bread soup, pasta, sandwiches, Florentine steak, gelato, and Chianti. Your English-speaking guide, often praised for warmth and local tips, explains the food culture behind each stop. Small groups may make conversation easy, but the tour is not suitable for vegans, allergies, or gluten intolerance.

“Our tour guide Xena was excellent. Not only knowledgeable but charming too. Everything was explained and the food delicious. Thank you Xena”

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10.Guided Walking Tour with Optional Leaning Tower Ticket

★★★★★★★★★★3.8 · 225 reviews · 1 - 1.5 hours · from $21

Explore Pisa’s Piazza dei Miracoli with a Spanish or English-speaking guide, using earphones to follow the commentary among the crowds. See the Cathedral, Baptistery, Camposanto, and Leaning Tower. Choose the Tower ticket for a 30-minute climb up 294 steps and views from the top. The tour lasts 1 to 1.5 hours.

“The guide we had was excellent and was very well versed about the area .... although for some reason I thought we were going to have a tour of the city not just the area of the leaning tower .... We thoroughly enjoyed this and were so glad we had taken a guided tour rather than walk about on our own The tower was well worth visiting a tough climb and not for the faint hearted!”

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