A tour of magical Tuscany is on every visitor to Italy’s wish list. Its breathtaking landscapes of hills, vineyards and olive orchards, lovely renaissance hilltop towns, simple yet delicious cuisine and world renowned wines offer something for everyone to enjoy. There is no better way to escape the pace of modern life and immerse yourself in authentic Italy than a walking tour through southern Tuscany.

Join Vernon and Kathy of Italiaoutdoors Food and Wine on our walking adventure through the picturesque hilltop towns of the premier wine towns of southern Tuscany. We begin in Montepulciano, with a short walk to see the town and visit a local producer of Vino Nobile before returning to our historic Relais. We hike along dirt roads around Pienza, a UNESCO World Heritage site, known for pecorino cheese and truffles, exploring the relatively new Orcia DOC, named by Wine Enthusiast one of the Top 10 Wine Travel Get Aways for 2018. We spend an evening strolling through the medieval alleyways of charming, off-the-beaten path San Quirico d’Orcia, as the week continues to unfold with new sights, tastes and experiences around every bend in the road. We finish in Montalcino, with a visit to the isolated Abbey at St Antimo, and two unique private wine tasting and tours at producers of the renowned Brunello di Montalcino.

Our 7 days/6 nights Hike the Wine Roads and Hilltop Towns of Tuscany tour

2022 Tour Dates:  This email address is being protected from spambots. You need JavaScript enabled to view it. to book your preferred dates.

$ 4400 - 5400 USD ppdo*. The higher price includes high end boutique hotels and Cru wines. Other price points are available.

We customize the week for the activity level and interests of your group, from fitness walks to more casual strolls to truffle hunting. Pick your dates and This email address is being protected from spambots. You need JavaScript enabled to view it.!

Includes: 6 nights accommodations, all ground transportation, 5 full days of guided walks, guide services, all breakfasts, 3 dinners with wine, including one hands on cooking class, daily wine tastings. Pricing varies depending upon hotel choices and number of guests. Contact us for quote.

We're welcoming single travelers on our tours with one of the lowest single supplements in the industry - only $400!

Highlights of our Tuscany walking tour:

• Guided walks through the scenic countryside of Tuscany, surrounded by vineyards, olive orchards, oak woods, cypress trees and pretty villages
• Visiting a family estate for a private tour and wine tasting
• Enjoying a glass of Chianti with the locals at a piazza cafe
• Daily wine tastings as we immerse ourselves in the history and flavors of the Tuscan wine scene
• The fascinating history and architecture of Tuscany’s hilltop towns, from well-known destinations like Siena to lovely, still-undiscovered San Quirico d’Orcia.
• Dining on our favorite Tuscan dishes: bistecca alla fiorentina with steaks from the local Chianina cattle, homemade pici pasta, many flavors of Pecorino cheeses, and the local salumi, spiced with fennel.

Our tour includes:

• Limited to 8 participants maximum
• 6 nights accommodations at 3+ star hotels
• All ground transfers
• Daily guided walks
• All breakfasts, snacks on the road as we walk, 3 dinners; the dinners include local wines
• Wine tastings
• Hands on cooking class
• All tips, gratuities, and local taxes
• Any entry fees to museums, villas, other venues we may visit
• Services of Kathy and Vernon throughout the trip

To receive a detailed itinerary, ask any question, or to sign up, This email address is being protected from spambots. You need JavaScript enabled to view it.. We personally work with each and every guest to make sure our trip is customized to your abilities and preferences. We're also happy just to chat, and hear how you would like to travel.