City Tours in Tuscany

Explore Florence, Siena, Pisa, and hidden hill towns

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Our Tuscany City Tours reveal art, history, and architecture in unforgettable detail. Explore Florence, Siena and Pisa on immersive guided walking tours with expert locals who bring masterpieces and medieval streets to life.
Enjoy smart pacing with time for artisan workshops, scenic viewpoints, and café stops. From Renaissance icons on a Florence art tour to Siena’s hidden courtyards, our private city tours blend engaging storytelling with seamless logistics—so you can see the Tuscany highlights, beautifully curated and stress-free.
Explore all curated city tours below and find your perfect journey.

Montepulciano Family Friendly Tour

Join a Montepulciano family tour: explore the medieval town, visit a cheese farm with animals, and enjoy lunch with organic produce and wines.

Cinque Terre Tour

Discover the beauty of the Cinque Terre on a private day tour. Explore Vernazza, Monterosso, and Manarola with your guide, travel by train, and enjoy a seaside lunch with stunning views.

Assisi & Sagrantino Tour

Discover Assisi’s peaceful charm and taste world-class Sagrantino wines on this private day tour through Umbria, complete with a gourmet lunch in the countryside.

Pisa, Chianti & San Gimignano Tour – Wine, Culture & History

Discover Pisa’s Leaning Tower with a private guide, enjoy a Chianti wine-paired lunch at a historic winery, and explore the medieval beauty of San Gimignano, a UNESCO treasure.

Arezzo & Cortona Wine Tour

Experience art, history, and wine on this full-day Arezzo & Cortona tour. Visit Arezzo’s masterpieces, enjoy a vineyard lunch near Cortona, and take in panoramic Tuscan views.

Vino Nobile & Pienza Tour – Montepulciano Wine & Cheese Experience

Savor the essence of southern Tuscany with Vino Nobile tastings in Montepulciano, a farm-to-table lunch at an organic cheese farm, and a visit to Pienza’s artisan boutiques.

Cortona & Montepulciano Wine Lunch

Experience a full-day Cortona Wine Tour through Tuscany’s vineyards. Visit wineries in Montepulciano, enjoy tastings in ancient cellars, and savor a gourmet lunch with local specialties.

Cortona & Wine Tour

Uncover the charm of Cortona with a private guided tour, followed by a gourmet lunch and wine tasting in a scenic vineyard overlooking the Tuscan hills.