4 Medieval History Tours in Italy to Book First

1.Private Tour of the Medieval Village of Ostuni by Tuk Tuk

★★★★★★★★★★4.5 · 278 reviews · 35 minutes (approx.) · from $43Our pick

Ride through Ostuni’s steep medieval lanes in a private tuk tuk with a local driver. You’ll pass churches, monuments, and viewpoints while getting a quick introduction to the White City. English is offered, but confirm your driver’s language and level of commentary before setting off.

“Sadly, this was such a disappointing tour. We’ve taken many wonderful viator tours but this was basically a guide that had very little to say, and we tore through the small, crowded streets for 30 minutes. Absolutely was not worth the dollars spent. We heard other guides while we explored on our own after and they gave much more information to their guests.”

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2.Discover the Medieval Charm of Siena on a Private Walking Tour

★★★★★★★★★★5.0 · 247 reviews · 2 to 3 hours (approx.) · from $187Top rated

Walk Siena’s historic center with a private English-speaking guide, from Basilica San Domenico to Piazza del Campo and the Duomo. Guides such as Barbara, Ludovica, Elena, and Julia tailor the pace and stories to your group, with optional Cathedral admission available onsite.

“What a wonderful tour! Our guide, Elena, is a Medieval scholar, and we so loved all of her knowledge of Siena. She was pleasant, funny, and interesting. Truly a highlight for our group of four.”

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3.Roman countryside Food & Wine Tasting in a medieval winery

★★★★★★★★★★4.5 · 220 reviews · from $115

Meet at Piazza del Popolo at 11 a.m. for an air-conditioned ride to Cantina Castello di Torre in Pietra. Sommelier guides such as Christian or Marco lead a cellar visit, then pair three wines with cheese, cold cuts, and Roman dishes. Allow about four hours, with time to shop for wine and olive oil.

“The food was delicious! But what I really enjoyed was the knowledge on how to taste the wine and pair it with food.”

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4.Renaissance & Medieval Florence Guided Walking Tour plus mobile App

★★★★★★★★★★4.0 · 140 reviews · 1 hour 30 minutes (approx.) · from $30Best value

Walk central Florence with a local guide, from San Lorenzo and the Medici story to the Duomo, Piazza della Signoria, Ponte Vecchio, and Pitti Palace. The roughly 90-minute English tour includes the VOX CITY app for extra self-guided routes, but attraction tickets, headphones, and smartphone use are not included.

“Waste of precious vacation time and money. Was a total of 10 people. 6 French speaking and 4 English. The guide struggled with both languages and spent 70% with French folk and 30 with us English. The guide had trouble with both languages, but mostly with the english language. Trouble communicating about the subject matter. A refund should made!”

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