Swap Florence’s bustle for a day of hilltop towns, Roman and Etruscan streets, and a winery tasting. This private minivan tour pairs guided highlights in Arezzo with free time to explore Cortona’s terraces and local flavors.
More ways to explore the area's outdoor wonders
A morning in Florence thinning behind you, the minivan slips onto sunlit highways and the Tuscan hills begin to roll—olive groves, vineyards, low stone walls guiding your view. You arrive in Arezzo with time to walk its cobbled core: piazzas ringed by medieval facades, frescoed churches, and the quiet archaeology underfoot that hints at Roman and Etruscan layers. The city’s squares host the same human rhythms that attracted filmmakers and poets; Petrarch’s birthplace and the streets used in the film Life is Beautiful give context to its cultural weight.
Difficulty
easy
Duration
8 hours
Fitness Level
Suitable for most fitness levels; expect several short uphill walks and stairs in historic centers
Wildlife
History
Arezzo grew as a Roman and medieval center and later inspired artists and filmmakers; Cortona retains Etruscan origins, with layers of occupation visible in its walls and museums.
Conservation
Small towns depend on sustainable visitor patterns—stay on marked streets, support local businesses, and avoid leaving waste behind to protect fragile hilltop landscapes.
Reserve your spot on the From Florence to Arezzo and Cortona Private Tour by Minivan today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Comfortable shoes
Cobblestones and short uphill sections in both towns make low-heeled, grippy shoes essential.
Hydrate and refill
Carry a reusable water bottle—many towns have potable public fountains for refills.
Pace your tasting
If you have a wine tasting, eat beforehand or choose a light snack—tastings can be stronger than expected.
Sun protection
Open terraces in Cortona offer little shade; bring sunscreen and a hat during warmer months.
Sturdy walking shoes
Support and grip for cobbled streets and uneven steps.
Reusable water bottle
Refill at public fountains to stay hydrated and reduce waste.
Light pack or daypack
Carry layers, water, camera, and purchases without burden.
Portable power bank
Useful for long days taking photos and using maps.