Local Living Tours & Trips in Central Italy
Explore a wide diversity of local living tours through Central Italy. We have 13 adventures that vary from 3 days to 10 days. With the greatest number of departures in May, this is also the most popular time of the year.
10 best local living Central Italy tours
Compiled by

MelissaCentral Italy travel expert at TourRadar
- Discover Tuscany: Culture, Food & Wine
- Local Living Italy - Tuscany San Gimignano
- Tuscan Escape
- Florence & Tuscany Explorer - 5 days
- Tuscan Highlights & Wine - 3 days
- 6 Days, Italy by Train
- Umbria - Cycling Through the Green Heart of Italy: From Perugia to Orvieto 8 Days
- Local Living Italy - Tuscany San Gimignano (including Rome)
- Tour of Tuscany with the locals
- Cultural Tour Through Italy
Discover Tuscany: Culture, Food & Wine
“Kept us informed of daily plans. Ensured our every question and need was met.”
Peter, traveled in October
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.
Duration 8 days Destinations Pancole, San Gimignano, Colle di Val d'Elsa, Certaldo, Siena, Castellina in Chianti, Tuscany, Florence, Volterra Age Range Ages 18+ Operator Exodus Adventure Travels From $4,075
20% off- US$3,260
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.
Duration 7 days Destinations Florence, San Gimignano, Volterra, Siena Age Range Ages 12+ Operator G Adventures From $1,749
15% off- US$1,487
Duration 7 days Destinations Rome, Orvieto, Siena, Radda in Chianti, San Gimignano, Florence, Pisa, Lucca, Montalcino Age Range Ages 18-35 Operator Contiki From
15% off- US$1,639
Duration 5 days Destinations Florence, Siena, Cortona, Montepulciano, San Gimignano Age Range All Ages Welcome Operator On The Go Tours From $2,255
20% off- US$1,804
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.
Duration 3 days Destinations San Gimignano, Siena Age Range Ages 39+ Operator On The Go Tours From $755
20% off- US$604
Duration 6 days Destinations Venice, Pisa, Cinque Terre, Florence, Rome, Vatican City Age Range All Ages Welcome Operator Baboo Travel From
20% off- US$2,365
Duration 8 days Destinations Perugia, Assisi, Bevagna, Spoleto, Todi, Orte, Bolsena, Civita di Bagnoregio, Orvieto Age Range Ages 16+ Operator ASI Reisen From
20% off- US$1,808
Local Living Italy - Tuscany San Gimignano (including Rome)
“The trip was what I expected of it. The pace of the visit was perfect.”
Vincent, traveled in September
No departure dates availableDuration 7 days Destinations Rome, San Gimignano, Florence, Siena Age Range Ages 12+ Operator G Adventures
No departure dates availableDuration 8 days Destinations Florence, Loro Ciuffenna, Poppi, Montalcino, Montepulciano, Castellina in Chianti, Castiglione della Pescaia Age Range Ages 18+ Operated in English, Italian Operator Tuscany Untouched Tours Duration 10 days Destinations Jesolo, Venice, Murano, Burano, Florence, Montecatini, San Gimignano, Siena, Pisa, LuccaSee all destinations Age Range All Ages Welcome Operated in Only: German Operator DERTOUR From
20% off- US$991
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