Local Living Tours & Trips in Central Italy

Hotel Le Renaie in Pancole is a family-run spot with 25 rooms, a pool, hot tub, and gardens filled with hydrangeas, just 4 miles from San Gimignano. You'll check out Colle Val d'Elsa, a medieval hub for crystal, then see Volterra's first-century BCE Roman theatre and Cathedral of Santa Maria Assunta before having three-course dinners at Le Renaie's bar-restaurant, made from locally sourced ingredients.

Your hotel sits right in San Gimignano's historic centre, so you'll get to see what this medieval hilltop town feels like after the day-trippers leave. Head out to three family wineries in the Chianti hills where the winemakers themselves walk you through tastings of Chianti Classico, Vernaccia, aged balsamic, and olive oil.

You'll stay 5 nights at Casa Florelia, a locally owned agriturismo just outside San Gimignano's medieval walls. Walk sections of the Via Francigena pilgrimage path through vineyards to Montauto, then learn to cook traditional Tuscan dishes in a half-day class and share home-cooked dinners with your host Ugo.

Walk sections of the ancient Via Francigena pilgrimage route as you pass through Buonconvento's 14th-century walls and visit the Abbey of Monte Oliveto Maggiore, founded back in 1319 by three noblemen from Siena. Stay in 3 and 4-star hotels while trekking through the Crete Senesi hills.

Stay in authentic agriturismos while riding past Tuscan farmhouses and olive groves between Pisa and Florence. Pescia's flower market is where locals trade blooms daily, and you can relax in Montecatini Terme's thermal springs that date back to Roman times. Check out Pistoia's artisan workshops on the Piazza del Duomo and taste local wines in family vineyards along this 225 km route through Renaissance countryside.