Private: Tuscany Day Tour from Rome with Optional Wine Tasting

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Private: Tuscany Day Tour from Rome with Optional Wine Tasting

(13)

Add to Wishlist

Show all photos

US$1,374.22 per guest

Adult x1

Select a Date

Check Availability

Instant Confirmation

Earliest available date: September 12, 2026

Free cancellation (24 hours notice)

For each guest that attends this experience, byFood will donate
10 meals

Summary

Experience Details

What You’ll Experience

Where to Meet

Reviews

Location

Rome

Duration

10 hours

Number of Guests

1 - 12 guests

Accessibility

Stroller Accessible

Other

Vegetarian, Wheelchair Accessible, Family-friendly, Pet-friendly, Private Experience

Digital Ticket

Mobile or paper ticket accepted

Explore Tuscany from Rome on a personalized day tour. Discover charming towns, scenic landscapes, and optional wine tasting. Travel in style and comfort with a customizable itinerary.

For each guest that attends this experience, byFood will donate
10 meals

Experience Details

With this private daytrip from Rome you will:

- Stop at ancient lovely towns

- Drive through the beautiful countryside of Tuscany

- Visit a winery and enjoy a wine tasting (optional)

- Ride on a comfortable Mercedes (sedan or minivan)

- Meet the driver at your hotel

- Customize the itinerary based on your needs

- Have the option of a drop-off in Florence

What You Get

Mercedes sedan/minivan

Winery visit and wine tasting (optional at additional price)

Private driver (English speaking)

Lunch

Tour Guide

Good To Know

Please note that a fair amount of walking is required as the town centers are pedestrian only areas
Infants and small children can ride in a pram or stroller
Transportation options are wheelchair accessible
We recommend wearing comfortable walking shoes
Suitable for all physical fitness levels
Specialized infant seats are available

What You’ll Experience

Montepulciano

The first stop will be at the town of Montepulciano. Built in the Medieval times, this charming center sits on top of a hill and is well known for the production of vino Nobile di Montepulciano

1 hourAdmission Ticket Free

Piazza Grande a Montepulciano

Right in the heart of the town of Montepulciano, Piazza Grande is an ancient square with Medieval buildings, little shops, various nice bars and restaurants.

20 minutesAdmission Ticket Free

Monticchiello (Pass By)

After Montepulciano, we will pass by the town of Monticchiello, driving through the beautiful countryside of Tuscany

Historic Centre of the City of Pienza

Next stop will be in the lovely town of Pienza, a jewel of the Renaissance. Here you can stop for lunch in one of the many local restaurants (lunch is not included but we will be happy to make a reservation for you)

1 hour 20 minutesAdmission Ticket Free

Il Duomo di Pienza

The cathedral of Pienza dominates the beautiful central square. Built around the 14th century, is one of the most important churches of the Renaissance times

30 minutesAdmission Ticket Free

Palazzo Piccolomini

Near the cathedral, the Piccolomini palace is a splendid Renaissance example of Renaissance architecture. Here you may want to visit the lovely gardens, the courtyard and the old stables.

20 minutesAdmission Ticket Not Included

Montalcino

In the afternoon you will reach the town of Montalcino, the capital of the region that produces Brunello, one of the best and most renowned red wines in the world

1 hour 10 minutesAdmission Ticket Free

Fortezza di Montalcino

If you wish, you can enter and visit the very well preserved Medieval castle of Montalcino

15 minutesAdmission Ticket Not Included

Meeting & Pickup

Pickup Point

Select a pickup point

Pickup Details

Your private driver will pick you up at your hotel in Rome

Cancellation Policy
Cancel your booking at least 24 hours before the experience start time to receive a full refund.
Read more

Reviews

5.0

based on 13 reviews

(TripAdvisor)

Highlight day of my Italian vacation

May 18, 2026

After a 3 week whirlwind around southern Italy, I was ready for a much needed R & R and I sure got that with "Alex" on my rainy, but beautiful and mystical magical day driving throughout the lovely...read more

(Viator)

Highly recommend Tuscany with wine tasting. Request Lorenzo!

May 01, 2026

White glove, personal experience. Incredibly friendly guide who explained the experience as we went. Fantastic memory we will never forget

(TripAdvisor)

The Dream Tour in a Dream Destination

May 29, 2025

I booked this for a family of 10 and they had an AMAZING experience on the tour and I, as the travel agent, had an amazing experience communicating with Kiss from Italy. I am making them my GO TO ...read more

(Viator)

Loved it and relaxing. ...

February 16, 2025

Loved it and relaxing. Wanted to see more wildflowers and instead had to pig out everywhere. I love food.

(Viator)

A Wonderful Day in Tuscany

November 01, 2024

What a wonderful experience. Alessandro picked us up in rome on time in an immaculate and comfortable van. The drive up to Tuscany included stops to take photos of the beautiful countryside. The...read more

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