
Itinerary
Day 1: Under the Cortona Sun 8:30am: Meeting and Pickup in Florence 10:30am: Winery tasting and tour at Iviti 12:30pm: Lunch and Free time in Cortona 3:00pm: Winery tasting and tour at Colle Acacia 5:30pm: Check in and Aperitivo at Agriturismo Pescaia 8:00pm: Dinner at Ristorante L'Oliveto
Day 2: Historic Dive Into Montepulciano 9:00am: Breakfast at Agriturismo Pescaia 9:30am: Visit to Tempio San Biagio or free time 11:00am: Winery tasting and tour/lunch at Salcheto* 3:00pm: Winery tasting and tour at Contucci 5:00pm: Free time Montepulciano/Aperitivo at Agriturismo Pescaia 8:00pm: Dinner at Osteria del Conte
Day 3: Hidden Gems of Val d'Orcia 8:00am: Breakfast Agriturismo Pescaia 9:00am: Visit to Montichiello, a small medieval village 11:00am: Winery tasting and tour at La Nascosta 2:00pm: Cheesemaking, wine tasting, Lunch, and Pecorino farm tour at Caseficio Piu 6:00pm: Free time 8:00pm: Dinner at Ristorante L'Oliveto
Day 4: Breathtaking Val d’Orcia and Montalcino’s Identity 8:00am: Breakfast Agriturismo Pescaia 9:00am: Visit to Pienza 11:00am: Winery tasting and tour at La Fornace in Montalcino 1:30pm: Lunch in Montalcino 3:30pm: Winery tasting and tour at Colle Mattoni 5:30pm: Golden hour drive and aperitivo in Val d'Orcia 8:00pm: Dinner at Ristorante Daria
Day 5: Arrivederci. Departure from Florence Sadly, our time together has come to an end, but the memories will last forever! We will make our way back to Florence after one final breakfast together. We will arrive back in Florence around 11 am. We can help you organize any transfers or plans that you need to make. Thank you for an unforgettable adventure!

Highlights:





Book the Val D'Orcia Tour
Click below to reserve your spot(s) on our Nobile Wines, Organic Vines, And
Val d'Orcia's Quintessential Taste Tour. You will be required to pay a deposit of $750 per person upon reservation (If you are reserving for a group of 2, you will select 2 deposits totaling $1,500). We will send an invoice with the remaining amount ($3,050 per person), due six weeks before the tour.
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AUTUMN TOUR DATES:
September 19-23, 2025
October 20-24, 2025
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Our small group tours require at least 4 people to run (with a maximum of 8). If the tour gets canceled due to insufficient group size, you will receive your deposit back.

What's Included
Accommodation in a gorgeous Tuscan agriturismo.
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All transportation throughout the duration of the tour.
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Seven winery visits and tastings.
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All meals as detailed in the itinerary.
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Cheesemaking class and other activities as detailed in the itinerary.
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Professional photographer capturing the experience.
Not Included
Flights/transportation to and from the starting/ending point of the tour.​
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Travel insurance.
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Free time activities/activities not detailed in the tour itinerary.
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Additional drinks/wine at meals
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Personal purchases and services such as souvenirs, laundry, phone calls, Internet, etc.