Private: Tuscany Day Tour from Rome with Optional Wine Tasting in Rome
Rome, Italy

Private: Tuscany Day Tour from Rome with Optional Wine Tasting

Outty Ranking 57 5.0 · 13 traveler reviews10 hoursFrom $709

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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$709
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Outty Ranking

57/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 13 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private: Tuscany Day Tour from Rome with Optional Wine Tasting worth booking?

Private: Tuscany Day Tour from Rome with Optional Wine Tasting is a 10-hour experience in Rome, Italy, from $709 per person. It scores 57 out of 100 on the Outty Ranking, which we label “Worth a Look, based on a 5/5 rating across 13 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
57 / 100
Rating
5/5 (13)
Duration
10 hours
From
$709 per person

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 (se

What you get

    About this experience

    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's included

    Included

    • Mercedes sedan/minivan
    • Winery visit and wine tasting (optional at additional price)
    • Private driver (English speaking)
    • The itinerary can be customized based on your preferences
    • Hotel pick-up and drop-off

    Not included

    • Lunch
    • Tour Guide

    What you'll see and do

    1. 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

      60 minutes here

    2. 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 minutes here

    3. Monticchiello

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

      Pass by without stopping

    4. 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)

      80 minutes here

    5. 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 minutes here

    6. 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 minutes here · Admission not included

    7. 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

      70 minutes here

    8. Fortezza di Montalcino

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

      15 minutes here · Admission not included

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers.

    Options you can book

    • Tuscany Tour + Wine

      Tuscany Tour + Wine: Winery visit + Wine tasting Pickup included

    • Tuscany Tour

      Pickup included

    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 12 travelers per booking
    Operated by
    Kiss from Italy

    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
    • Suitable for all physical fitness levels
    • Please note that a fair amount of walking is required as the town centers are pedestrian only areas
    • We recommend wearing comfortable walking shoes

    Photos

    Private: Tuscany Day Tour from Rome with Optional Wine Tasting in Rome, photo 2Private: Tuscany Day Tour from Rome with Optional Wine Tasting in Rome, photo 3Private: Tuscany Day Tour from Rome with Optional Wine Tasting in Rome, photo 4Private: Tuscany Day Tour from Rome with Optional Wine Tasting in Rome, photo 5Private: Tuscany Day Tour from Rome with Optional Wine Tasting in Rome, photo 6Private: Tuscany Day Tour from Rome with Optional Wine Tasting in Rome, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 13 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    6 mentions

    Travelers single out the guide as the reason the experience works.

    Food and drink

    6 mentions

    The tastings and food stops are a highlight for most reviewers.

    Organization

    4 mentions

    Pickup, timing, and logistics are described as running smoothly.

    Photo opportunities

    2 mentions

    The views and photo stops come up again and again.

    Small groups

    2 mentions

    The group size is repeatedly described as intimate rather than packed.

    Traveler reviews

    13 verified traveler reviews for Private: Tuscany Day Tour from Rome with Optional Wine Tasting. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    13
    4 star
    0
    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    1HappyTraveler2013 · May 2026

    Highlight day of my Italian vacation

    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 small towns in and around Tuscany. I honestly have to say it was the best day of my 21 day trip. Alex was very easy to be with and talk to. He gave me much insight into Italy answering many questions which I still had. Communication with "Kiss From Italy" was excellent throughout and I have to say I wish I could do the day all over again. A great highlight of my trip. Thank you.

    via Tripadvisor

    Diana_J · May 2026

    Highly recommend Tuscany with wine tasting. Request Lorenzo!

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

    via Viator

    608mischellea · May 2025

    The Dream Tour in a Dream Destination

    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 company for private tours. My clients expect excellence and Kiss from Italy provided excellent service. Don't hesitate - the guides/drivers/experience was perfecto!

    via Tripadvisor

    Kelly_C · February 2025

    Loved it and relaxing. ...

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

    via Viator

    Barry_J · October 2024

    A Wonderful Day in Tuscany

    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 three planned stops went as planned and I enjoyed the free time to explore. He provided a great recommendation for our lunch. The tour of the winery was top-notch. We had the complete place to ourselves which made for a special tasting experience. I would also point out that the communication from the tour company was outstanding. When I was unable to obtain details prior to the tour, Francesca made sure to contact me with all the information I needed. Again, a wonderful experience.

    via Viator

    Good to know

    Duration
    10 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    $709 to $1500
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    5
    Verdict
    Worth a Look

    Why this scores 57

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

    Traveler sentiment (30% weight)84
    Review evidence (18% weight)36
    Booking momentum (14% weight)28
    Value for money (12% weight)9
    Listing quality (10% weight)69
    Local standing (8% weight)68
    Booking flexibility (8% weight)100

    Private: Tuscany Day Tour from Rome with Optional Wine Tasting: questions travelers ask

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

    How much does Private: Tuscany Day Tour from Rome with Optional Wine Tasting cost?

    +

    Prices start at $709 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 Private: Tuscany Day Tour from Rome with Optional Wine Tasting take?

    +

    Plan for about 10 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 Private: Tuscany Day Tour from Rome with Optional Wine Tasting worth it?

    +

    It holds an Outty Ranking of 57 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 13 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 Private: Tuscany Day Tour from Rome with Optional Wine Tasting?

    +

    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 Private: Tuscany Day Tour from Rome with Optional Wine Tasting suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Private: Tuscany Day Tour from Rome with Optional Wine Tasting?

    +

    Around 5 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?

    +

    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 10-hour experience runs outdoors or after sunset.

    Where does Private: Tuscany Day Tour from Rome with Optional Wine Tasting start and how do I get there?

    +

    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?

    +

    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?

    +

    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?

    +

    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?

    +

    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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