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Local Living Tours & Trips in Central Italy
Local Living Tours & Trips in Central Italy

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.

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2026

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2027

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2028

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
  1. Discover Tuscany: Culture, Food & WineMap of Discover Tuscany: Culture, Food & Wine
    City & Culture

    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
    DestinationsPancole, San Gimignano, Colle di Val d'Elsa, Certaldo, Siena, Castellina in Chianti, Tuscany, Florence, Volterra
    Age Range Ages 18+
    OperatorExodus Adventure Travels

    From $4,075

    20% off
    US$3,260
    View tour
  2. Local Living Italy - Tuscany San GimignanoMap of Local Living Italy - Tuscany San Gimignano
    City & Culture

    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
    DestinationsFlorence, San Gimignano, Volterra, Siena
    Age Range Ages 12+
    OperatorG Adventures

    From $1,749

    15% off
    US$1,487
    View tour
  3. Tuscan EscapeMap of Tuscan Escape
    City & Culture
    Duration 7 days
    DestinationsRome, Orvieto, Siena, Radda in Chianti, San Gimignano, Florence, Pisa, Lucca, Montalcino
    Age Range Ages 18-35
    OperatorContiki

    From

    15% off
    US$1,639
    View tour
  4. Florence & Tuscany Explorer - 5 daysMap of Florence & Tuscany Explorer - 5 days
    City & Culture
    Duration 5 days
    DestinationsFlorence, Siena, Cortona, Montepulciano, San Gimignano
    Age Range All Ages Welcome
    OperatorOn The Go Tours

    From $2,255

    20% off
    US$1,804
    View tour
  5. Tuscan Highlights & Wine - 3 daysMap of Tuscan Highlights & Wine - 3 days
    Food & Wine

    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
    DestinationsSan Gimignano, Siena
    Age Range Ages 39+
    OperatorOn The Go Tours

    From $755

    20% off
    US$604
    View tour
  6. 6 Days, Italy by TrainMap of 6 Days, Italy by Train
    Ancient Wonders
    Duration 6 days
    DestinationsVenice, Pisa, Cinque Terre, Florence, Rome, Vatican City
    Age Range All Ages Welcome
    OperatorBaboo Travel

    From

    20% off
    US$2,365
    View tour
  7. Umbria - Cycling Through the Green Heart of Italy: From Perugia to Orvieto 8 DaysMap of Umbria - Cycling Through the Green Heart of Italy: From Perugia to Orvieto 8 Days
    Bicycle
    Duration 8 days
    DestinationsPerugia, Assisi, Bevagna, Spoleto, Todi, Orte, Bolsena, Civita di Bagnoregio, Orvieto
    Age Range Ages 16+
    OperatorASI Reisen

    From

    20% off
    US$1,808
    View tour
  8. Local Living Italy - Tuscany San Gimignano (including Rome)Map of Local Living Italy - Tuscany San Gimignano (including Rome)
    City & Culture
    Duration 7 days
    DestinationsRome, San Gimignano, Florence, Siena
    Age Range Ages 12+
    OperatorG Adventures
    No departure dates available
    View tour
  9. Tour of Tuscany with the localsMap of Tour of Tuscany with the locals
    City & Culture
    Duration 8 days
    DestinationsFlorence, Loro Ciuffenna, Poppi, Montalcino, Montepulciano, Castellina in Chianti, Castiglione della Pescaia
    Age Range Ages 18+
    Operated in English, Italian
    OperatorTuscany Untouched Tours
    No departure dates available
    View tour
  10. Cultural Tour Through ItalyMap of Cultural Tour Through Italy
    Road Trip & Self-Drive
    Duration 10 days
    DestinationsJesolo, Venice, Murano, Burano, Florence, Montecatini, San Gimignano, Siena, Pisa, LuccaSee all destinations
    Age Range All Ages Welcome
    Operated in Only: German
    OperatorDERTOUR

    From

    20% off
    US$991
    View tour
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec