Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide in Rome
Rome, Italy

Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide

Outty Ranking 529 hoursFrom $165

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September 2026

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Adults

Age 13 and over

2

Children

Age 12 and under

0

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From, per person$165
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Outty Ranking

52/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

Not yet rated

No traveler reviews have been published for this experience yet.

Quick answer

Is Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide worth booking?

Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide is a 9-hour experience in Rome, Italy, from $165 per person. It scores 52 out of 100 on the Outty Ranking, which we label “Worth a Look. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
52 / 100
Rating
Not yet rated
Duration
9 hours
From
$165 per person

In one day, a Full Day, you can enjoy a smooth ride from Rome to the Tuscan Countryside (around 2 and a half hours) and renowned wineries, having a Vehicle (Mercedes Minivan or Sedane) and a Tour Driver at your disposal.

What you get

  • Private transportation
  • English speaking Tour Driver, fuel, tolls, parking fees
  • In-vehicle air conditioning

About this experience

In one day, a Full Day, you can enjoy a smooth ride from Rome to the Tuscan Countryside (around 2 and a half hours) and renowned wineries, having a Vehicle (Mercedes Minivan or Sedane) and a Tour Driver at your disposal.

What's included

Included

  • Private transportation
  • English speaking Tour Driver, fuel, tolls, parking fees
  • In-vehicle air conditioning

Not included

  • Gratuities
  • Any other personal expenses, meals, Museum/Sites' tickets, personal tour guides, tips and gratuities

What you'll see and do

  1. Montepulciano

    Montepulciano's History goes back to Etruscan ages (IV century B.C.). You'll enter through its medieval walls and will take a walk across, surrounded by buildings going back to the 15th century (A.D.). You'll have the chance to taste Montepulciano's wine (in particular, Rosso di Montalcino). Here in Montepulciano you can have lunch, in one of the (local) restaurants or even in a cellar (with wine tasting too upon availability), according to your wishes. Otherwise, lunch can be in (or around) Montalcino.

    60 minutes here

  2. Montalcino

    This small Town is famous for the Worldwide renowned Brunello di Montalcino (100% Sangiovese Grapes). in its coutryside, you can have a tasting by a couple (or more..) winemakers. You'll have the chance of visiting the small Town too. Here or in the countryside, you can have lunch (if not in Montepulciano).

    60 minutes here

Where it starts and ends

Hotel pickup

Pickup is included for all travelers.

Before you book

Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Ticket
Mobile Only
Runs on
Every day
Group size
Up to 8 travelers per booking
Operated by
Your Way To Rome

Know before you go

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Specialized infant seats are available
  • Transportation options are wheelchair accessible
  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels

Photos

Montepulciano's Town HallMontalcino, Cantina Tornesi. 
Red GrapesMontalcino, Casanova di NeriMontepulciano, St. Biagio's Church and landscapeWhite GrapesMontepulciano, Cellar, Rosso di Montalcino

Good to know

Duration
9 hours
Free cancellation
Up to 24h before
Minimum age to book
All ages
Availability
Bookable today
Runs on
Every day
Price range
$165 to $900
Hotel pickup
Included for all travelers
Booked in 30 days
0
Verdict
Worth a Look

Why this scores 52

The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

Traveler sentiment (30% weight)74
Review evidence (18% weight)0
Booking momentum (14% weight)0
Value for money (12% weight)87
Listing quality (10% weight)77
Local standing (8% weight)50
Booking flexibility (8% weight)100

Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide: questions travelers ask

Practical detail on this experience, plus the wider planning questions for Rome.

How much does Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide cost?

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Prices start at $165 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Rome usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

How long does Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide take?

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Plan for about 9 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Rome is not rushed.

Is Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide worth it?

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It holds an Outty Ranking of 52 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Rome, and how flexible the cancellation terms are.

Can I cancel or reschedule Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide?

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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

Is Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide suitable for kids and families?

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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.

How far in advance should I book Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide?

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Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Rome can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

What should I bring or wear?

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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Rome and add a light layer if any part of the 9-hour experience runs outdoors or after sunset.

Where does Montepulciano and Pienza - Tuscany Wine Tour with Driver-Guide start and how do I get there?

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The exact meeting point and directions are on your voucher once you book, and they sit in central Rome within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

What are the best things to do in Rome?

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Rome runs on skip-the-line access. The Colosseum underground, the Vatican before opening, and the catacombs south of the walls all require a licensed operator, and the price gap between the good ones and the rest is smaller than you would expect. We rank by guide credentials, group size and how reliably the promised access actually materialises. On Outty we rank every Rome experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Rome Pasta and Tiramisu Class: Ravioli, Fettuccine & Fine Wine 5*, Pasta Making & Wine Tasting with Dinner in Frascati from Rome, Rome: Pizza & Tiramisu or Gelato Class with Flowing Fine Wine 5*. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

When is the best time to visit Rome?

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April, May, September and October. August is hot and half the city is shut. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

How many days do you need in Rome?

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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

Do I book through Outty or through the operator?

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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

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