Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence in Florence
Florence, Italy

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Outty Ranking 48 5.0 · 3 traveler reviews8 hoursFrom $740

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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$740
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Outty Ranking

48/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 3 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence worth booking?

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence is a 8-hour experience in Florence, Italy, from $740 per person. It scores 48 out of 100 on the Outty Ranking, which we label “Worth a Look, based on a 5/5 rating across 3 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
48 / 100
Rating
5/5 (3)
Duration
8 hours
From
$740 per person

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english speaking driver who will make you spend an unforgettable day.

What you get

  • In-vehicle air conditioning

About this experience

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english speaking driver who will make you spend an unforgettable day.

What's included

Included

  • In-vehicle air conditioning

Not included

  • Lunch

What you'll see and do

  1. Duomo di Siena

    Private tour to Siena and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on board about Tuscany, general information about the places you’ll visit and will tell you what is worth to be visited in every place where you stop. On request it will be possible to stop in a winery for lunch with wine tasting (at own expense).

    60 minutes here · Admission not included

  2. Piazza del Campo

    The famous square built in the 1300 that today is known for the horse race that takes place here twice a year since the middle age.

    15 minutes here · Admission not included

  3. Tuscany

    Rolling hills of Tuscany with lots of wineries, olive groves and scenic roads.

    Pass by without stopping

  4. Strada Statale 222 Chiantigiana

    The most important wine region in Tuscany for red wine production with scenic roads and rolling hills.

    Pass by without stopping

Where it starts and ends

Hotel pickup

Pickup is included for all travelers. Pickup begins about 5 minutes before departure.

Before you book

Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Languages
en
Ticket
Mobile Only
Runs on
Every day
Group size
Up to 15 travelers per booking
Operated by
Tuscany Top Drivers

Know before you go

  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Suitable for all physical fitness levels

Photos

Duomo of SienaChianti regionTuscany hillsSiena - Piazza del CampoSiena viewChianti scenic roads

What travelers are saying

Outty’s summary of the themes that recur across 3 traveler reviews. Written by us, not quoted from reviewers.

Food and drink

3 mentions

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

Knowledge and storytelling

2 mentions

Reviewers describe the commentary as informative rather than scripted.

Good for families

2 mentions

Reviewers traveling with kids report it landed well with their group.

The guide

1 mention

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

Photo opportunities

1 mention

The views and photo stops come up again and again.

Traveler reviews

3 verified traveler reviews for Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence. Ratings and reviews provided by Viator and Tripadvisor.

5 star
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4 star
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Carrieheff24 · November 2025

Tour Guide/Driver

My husband and I were visiting Florence visiting our daughter who is studying abroad and he was reccomended by a travel agent friend. Marco is hands down the best there might ever be. He was accommodating with our ever changing travel schedule. He connected us with Julia a lovely tour guide for a walking tour in Siena. Marco is so knowledgeable with wine as he took us to two wineries on our way home from Siena. I highly reccomend him and will be back in April with family and cannot wait to book him for some shopping and wine tours! We are from NY and had never been to Florence so he is a must for anyone traveling here! The nicest Florentine driver and guide!

via Tripadvisor

jessicasW7867AX · October 2023

Wonderful Experience

Marco was amazing and our tour could not have been better. He was so educational and took us to beautiful spots. We had tours 2 days in a row. One to Siena and San Gimignano with lunch at a great family owned winery. Everything was so beautiful with such rich history. The lunch was delicious and so was the wine. The following day, we went to Pienza, Multipulciano and Multalcino. Again, Marco shared history, made suggestions on where to make sure to go. He never steered us wrong. On the way back to Florence, he stopped at Michaelangelo’s Piazza, which was incredible. The view of Florence from that point is unmatched. Marco is wonderful and my husband and I are ready to come back and have another tour with him!!

via Tripadvisor

320kw · March 2023

Amazing wineries and tastings!

Marco was so professional buy so much fun! His van was gorgeous and so comfortable with 6 people and a ton of luggage! He chose the wineries in all 3 regions we went to and did an excellent job of balancing tours, lunches and tastings. Thanks to Marco doe making our trip so memorable!

Response from the operator: Thanks for such nice words about me and my company. It was a big pleasure to drive for you and your party. I really hope to meet you again in the future and explore new areas of Tuscany with all of you! Marco

via Tripadvisor

Good to know

Duration
8 hours
Free cancellation
Up to 24h before
Minimum age to book
All ages
Availability
Bookable today
Runs on
Every day
Hotel pickup
Included for all travelers
Booked in 30 days
1
Verdict
Worth a Look

Why this scores 48

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

Traveler sentiment (30% weight)81
Review evidence (18% weight)18
Booking momentum (14% weight)11
Value for money (12% weight)0
Listing quality (10% weight)65
Local standing (8% weight)55
Booking flexibility (8% weight)100

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence: questions travelers ask

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

How much does Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence cost?

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Prices start at $740 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence 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: Siena and Chianti Wine Region from Florence take?

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Plan for about 8 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 Florence is not rushed.

Is Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence worth it?

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It holds an Outty Ranking of 48 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 3 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.

Can I cancel or reschedule Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence?

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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 Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence suitable for kids and families?

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Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.

How far in advance should I book Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence?

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Around 1 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 Florence 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 Florence and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.

Where does Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence 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 Florence 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 Florence?

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On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER, Florence Pizza or Pasta Class & Gelato Making at a Tuscan Farm, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner. 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 Florence?

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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 Florence?

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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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