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Italy: Tuscany and Umbria Vineyard Walks

5.0Based on
8 days
8 daysDuration
Small Group TourUsually 8-12 participants
16 peopleMaximum group size
18 - 100 yearsAge range for participants
EnglishGuide language
Moderate
Involves sustained activity requiring a reasonable level of fitness and endurance.
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Highlights

Hike from the tiny village of Abbadia a Isola along the ancient Via Fancigena.

Sip wine on a vineyard terrace in Tuscany during a lunch-time wine tasting.

Walk through medieval towns like Greve in Chianti.

Montefioralle and Panzano.

Sample local cuisines directly from the source within the many vineyards dotting the hills of Tuscany’s Chianti Region

Itinerary

Unwind in the storybook landscapes of Tuscany and Umbria on this 8-day walking trip, designed for those seeking harmony with nature and a taste of Italy’s authentic flavors. Starting in Florence and ending in Rome, this guided small group tour leads you along ancient pilgrim paths, past farmhouses, castles, and vineyards. Enjoy a picnic lunch amid the vines of Lamole di Lamole and gain insight into the thousand-year-old history of the region’s food and wine. The highlight: a slow-paced exploration that lets you truly savor Tuscany’s unique identity, making it ideal for travelers who value meaningful experiences and local traditions.

day 1Tuscany

With golden light stretching across the rolling green hills, the Tuscan countryside is calling. The pace here is slower, coinciding with the wine produced in the region which is meant to be savoured rather than gulped. Your first Day sees you begin the trek in the historic village of Abbadia a Isola, following the Via Francigena through the rolling Tuscan countryside. Walk past ancient stone farmhouses, cypress-lined paths, and picturesque landscapes as you make your way toward Colle Val d'Elsa. Welcome to Tuscany, and to Italy we invite you inner serenity in the countryside.
After an informative morning welcome briefing with your CEO you will travel to San Gimignano for a visit before today's trek. Discover one of the most well preserved Italian medieval sites by marvelling at both the Gothic and Romanesque architecture of the historical centre, and by sampling some of the regional delights at lunch in town. Your trek begins after lunch, heading to the final destination of Colle Val d'Elsa.

Meal
Dinner
Accomodation
Hotel Palazzo Pacini (or similar)
Transport
Private Vehicle Duration : 1.5 hr Distance : 60 km, Private Vehicle Duration : 0.5 hr Distance : 22 km
Included Activities
Meet Your CEO and Group Duration : 1.0 hr, San Gimignano Guided Tour Duration : 1.5 hr, Walk Abbadia a Isola to Colle Val d'Elsa Duration : 3.0 hr Distance : 8 km

day 2Tuscany

day 3Tuscany

day 4Tuscany

day 5Tuscany

day 6Umbria

day 7Rome

day 8Rome

What's Included

Accommodation
Hotels (7nts).
Meals
7 breakfasts, 4 lunches, 4 dinners
Note: Allow USD170-225 for meals not included.
Transport
Private vehicle, walking.All transport between destinations and to/from included activities
Guide
CEO (Chief Experience Officer) throughout.
Included activities
Your Welcome Moment: Meet Your CEO and GroupYour Foodie Moment: Molino di Grace Visit & Lunch, PanzanoYour Foodie Moment: Wine Pairing DinnerYour Foodie Moment: Pecorino Cheese TastingYour OMG Day: Rome Walking Tour or Fully Guided Vespa Tour, RomeWelcome lunchGuided walking tour of San GimignanoGuided walking tour of MontepulcianoGuided walking tour of SienaGuided walking tour of Città della PieveCooking class in UmbriaWalk Strove to Colle Val d'ElsaWalk Monteriggioni to SienaWalk Montefioralle to PanzanoWalk Volpaia to LamoleWalk the Gladiator TrailVisits to towns in the Italian countryside like Montefioralle, Greve in Chianti, and PanzanoFree time in RomeFarewell dinnerAll tips for meals and activities, except for CEO and porterage

What's Excluded

Good to Know

Travel Insurance
Visa
Other Practical Information

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25,000+ trip reviews, with an average rating of 4.8 out of 5.

What are customers saying about Bookmundi

4.67/5
Excellent based on 846 customer reviews fromReviews.io

Anonymous

Guillia put a great self-drive tour together for us and Susana looked after us as we travelled. (Even when we got lost) The car and accommodation was good and the guides patient and informative. Only issue we had was parking in small villages, garages, and cities. Apart from the parking we had a relaxing and enjoyable holiday, thank you.
3 weeks ago