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Voyzo
Rome

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

A private Tuscany day trip to Montepulciano, Pienza, and the Val d'Orcia, with real wine tasting.

Private tour — just your group Full day Up to 25 guests Free itinerary changes Local expert guide
Free, no-obligation quote
  • Real pricing usually follows within a few hours
  • Private — your group only
  • Free itinerary changes
Get your price

Overview

A private tour for your group only, through the genuine Val d'Orcia, to Montepulciano and Pienza, with real wine tasting and lunch.

This is a private tour for your group only. Real stops include the genuine Val d'Orcia, Montepulciano, and Pienza, with real included wine tasting and lunch.

Highlights

  • The Real Val d'Orcia Genuine UNESCO Tuscan landscape.
  • Real Wine Tasting Montepulciano's genuine wine region.
  • Private, Full Day Just your group.

What Stops Does This Tour Make?

A popular starting point — every Voyzo itinerary is fully customizable, so we'll shape the order and stops around your group.

P

Pickup

Hotel pickup in Rome.

1

The Real Val d'Orcia

Genuine UNESCO Tuscan landscape.

2

Real Wine Tasting

Montepulciano's genuine wine region.

3

Private, Full Day

Just your group.

D

Drop-off

Back to your hotel, home, or the airport — whenever your day wraps up.

What's Included

A private vehicle and driver, just for your group
A professional, knowledgeable local guide
Door-to-door pickup and drop-off
A fully customizable itinerary built around you
All tolls, parking, and fuel

What's Not Included

Attraction admission tickets, unless noted as included
Meals and snacks
Gratuities for your guide or driver
Personal expenses

Why Book a Private Tour With Voyzo?

Your group only — never combined with strangers
Crowded 50+ seat group buses
Fully custom stops, built around you
A fixed script with no flexibility
Door-to-door pickup, wherever you're staying
Meeting at a fixed public meeting point
Direct, transparent pricing — no marketplace markup
Third-party booking fees

Important Information

Know Before You Book

  • Group size can range from 1 to 25 guests — we match the vehicle to your party.
  • Pricing depends on group size, vehicle, and tour length, and is confirmed after your quote request.
  • Tour duration is flexible — the times shown are a typical starting point.

Know Before You Go

  • We'll confirm your exact pickup time and vehicle details after booking.
  • Bring a camera, comfortable shoes, and weather-appropriate layers.
  • Your pickup address is required to finalize the itinerary.

Special Requests

  • Mobility needs, dietary notes, or accessibility requirements? Let us know when requesting your quote and we'll arrange accordingly.
  • Traveling with young children or larger groups — just tell us, and we'll recommend the right vehicle.

Frequently Asked Questions

Yes, for your group only.
A real, genuine UNESCO-listed Tuscan valley.
Pope Pius II had his birthplace rebuilt starting in 1459 around strict humanist design principles, with architect Bernardo Rossellino creating a planned central square — one of the first deliberate pieces of Renaissance urban planning in Europe, recognized by UNESCO in 1996.
Once your quote is accepted, we'll confirm your exact pickup time, vehicle, and driver details by email ahead of your tour date.
Yes — reach out to our team any time before your tour and we'll do our best to accommodate itinerary or schedule changes.

About This Tour

A private tour for your group only, through the genuine Val d'Orcia, to Montepulciano and Pienza, with real wine tasting and lunch. This is a private tour for your group only. Real stops include the genuine Val d'Orcia, Montepulciano, and Pienza, with real included wine tasting and lunch.

Montepulciano's wine has carried the word "Nobile" since at least the late 1700s — the earliest surviving document using it dates to 1766, found in the Jesuit archive of the town and now kept in Florence. Vino Nobile di Montepulciano, made mostly from Prugnolo Gentile, the local strain of Sangiovese, was granted DOC status in 1966 and promoted to DOCG in 1980, putting it among the first four Italian wines ever to reach that top tier, alongside Barolo, Barbaresco and Brunello di Montalcino.

The valley the drive runs through, the Val d'Orcia, was added to UNESCO's World Heritage list in 2004 for its cultivated Renaissance landscape of cypress-lined roads and chalky hills. Pienza, one of the day's stops inside that valley, has its own separate and earlier UNESCO listing — its historic center was recognized in 1996 as the first town deliberately built to humanist Renaissance ideals. Pope Pius II, born there as Enea Silvio Piccolomini, had his birthplace rebuilt starting in 1459 by the architect Bernardo Rossellino, creating the trapezoidal Piazza Pio II and renaming the town after himself.

Together the two UNESCO designations — one for the valley's landscape, one for Pienza's planned center — mean this single day covers both a working wine region with centuries of documented history and one of the earliest deliberate pieces of city planning in Europe.

Not quite what you're looking for?

Every Voyzo tour is a starting point — tell us what you have in mind and we'll build it.

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