Private Day Trip Tuscany Landscape and Wine Tasting from Florence
Florence, Italy

Private Day Trip Tuscany Landscape and Wine Tasting from Florence

Outty Ranking 71 4.9 · 36 traveler reviews9 hoursFrom $378
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Outty Ranking

71/100

Strongly Recommended. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 36 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Day Trip Tuscany Landscape and Wine Tasting from Florence worth booking?

Private Day Trip Tuscany Landscape and Wine Tasting from Florence is a 9-hour experience in Florence, Italy, from $378 per person. It scores 71 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.9/5 rating across 36 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
71 / 100
Rating
4.9/5 (36)
Duration
9 hours
From
$378 per person

The day starts with a pick-up from your hotel by your expert and friendly driver-guide. As you travel through the Tuscan landscape in a deluxe van, you will be given an introduction to your first stop, the amazing city of Siena, as we arrive you can enjoy a beautiful panoramic view of the city then you will have a couple of hours of free time to enjoy a walk through the narrow alleys of this incredibly well preserved medieval town, you will feel as though you have travelled back in time. Enjoy the beautiful piazza Del campo famous for the Palio a centenary traditional horse race. And the breath-taking Cathedral or climb the Torre Del Mangia for an unforgettable view. Only a short drive from Siena, your driver will take you to one of the best wineries in the region. The owner Luigi will welcome you with open arms and offer you a tasting of some of the wines produced by his family and a light lunch .The day ends with a visit to San Gimignano, a UNESCO World Heritage site.

What you get

    About this experience

    The day starts with a pick-up from your hotel by your expert and friendly driver-guide. As you travel through the Tuscan landscape in a deluxe van, you will be given an introduction to your first stop, the amazing city of Siena, as we arrive you can enjoy a beautiful panoramic view of the city then you will have a couple of hours of free time to enjoy a walk through the narrow alleys of this incredibly well preserved medieval town, you will feel as though you have travelled back in time. Enjoy the beautiful piazza Del campo famous for the Palio a centenary traditional horse race. And the breath-taking Cathedral or climb the Torre Del Mangia for an unforgettable view. Only a short drive from Siena, your driver will take you to one of the best wineries in the region. The owner Luigi will welcome you with open arms and offer you a tasting of some of the wines produced by his family and a light lunch .The day ends with a visit to San Gimignano, a UNESCO World Heritage site.

    What's included

    Included

    • A visit to Siena
    • Private transport by air-conditioned sedan or minivan
    • Professional English-speaking driver
    • A visit to San Gimignano

    Not included

    • Admission fees
    • Meal
    • Wine tasting (cost is 30-40 Euro per person to be paid at the winery)
    • Local official tour guide could be booked in Siena, cost 200 euro for 2 hour guided tour

    What you'll see and do

    1. Siena

      Siena, a city in central Italy’s Tuscany region, is distinguished by its medieval brick buildings. The fan-shaped central square, Piazza del Campo, is the site of the Palazzo Pubblico, the Gothic town hall, and Torre del Mangia, a slender 14th-century tower with sweeping views from its distinctive white crown. The city’s 17 historic “contrade” (districts) extend outward from the piazza.

      120 minutes here

    2. Casa Emma wine tasting

      Only a short drive from Siena, you find one of the best wineries in the region. The owner Luigi will welcome you with open arms and offer you lunch and wine tasting of some of the wines, olive oil and balsamic vinegar produced by his family.

      120 minutes here

    3. San Gimignano

      San Gimignano is an Italian hill town in Tuscany, southwest of Florence. Encircled by 13th-century walls, its old town centers on Piazza della Cisterna, a triangular square lined with medieval houses. It has a skyline of medieval towers, including the stone Torre Grossa. The Duomo di San Gimignano is a 12th-century church with frescoes by Ghirlandaio in its Santa Fina Chapel.

      60 minutes here

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers. Pickup begins about 10 minutes before departure.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en, it
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 8 travelers per booking
    Operated by
    Rome First Choice Tours

    Know before you go

    • Wheelchair accessible
    • Infants and small children can ride in a pram or stroller
    • Public transportation options are available nearby
    • Infants are required to sit on an adult’s lap
    • Transportation options are wheelchair accessible
    • Suitable for all physical fitness levels
    • Due to strict Italian laws & regulations that protect officially licensed guides, our drivers can only comment and explain the sights from inside the vehicle, and are not allowed to do so once they are outside the vehicle. A Professional licensed guide, where needed, can be hired on request at an extra cost.

    Photos

    Private Day Trip Tuscany Landscape and Wine Tasting from Florence, photo 2Private Day Trip Tuscany Landscape and Wine Tasting from Florence, photo 3Private Day Trip Tuscany Landscape and Wine Tasting from Florence, photo 4Private Day Trip Tuscany Landscape and Wine Tasting from Florence, photo 5Private Day Trip Tuscany Landscape and Wine Tasting from Florence, photo 6Private Day Trip Tuscany Landscape and Wine Tasting from Florence, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 36 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    8 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.

    Knowledge and storytelling

    5 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Photo opportunities

    2 mentions

    The views and photo stops come up again and again.

    Good for families

    2 mentions

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

    Traveler reviews

    36 verified traveler reviews for Private Day Trip Tuscany Landscape and Wine Tasting from Florence. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    34
    4 star
    1
    3 star
    0
    2 star
    1
    1 star
    0
    Sort
    Daniel_A · September 2026

    Excellent company to use for driving around Tuscany

    Our driver Audie did a fantastic job! He not only followed the suggested itinerary but also took us to a few photo op places along the way. He was also flexible enough to let us add one more stop. Remember, you will be hiring a driver, not a tour operator.

    Response from the operator: Thank you for the positive review. We're glad to know that you enjoyed the tour, hope to see you again!

    via Viator

    Kathryn_A · June 2026

    Tuscany wine

    My husband and I had an incredible day. From the moment Aaron picked us up until he dropped us back at the hotel-this experience was fabulous! Aaron shared so much information with us and definitely expanded our knowledge of Italian history with style and grace. Though 40 years younger we connected with Aaron from the start. His sense of humor was similar to ours and we appreciated his honest and candid answers to our inquiries. We highly recommend Aaron as a driver and as a guide.

    Response from the operator: Thank you for the positive review. Hope to see you again!

    via Viator

    Robert_W · April 2026

    My wife and i had an...

    My wife and i had an amazing day. The experience was just as expected. Our group was just two in our own Mercedes van to all the sights with interaction with our guide and driver every step of the way. Highly recommended.

    Response from the operator: Thanks for the great review. Glad to know that you enjoyed the tour.

    via Viator

    Amy_W · January 2026

    Charming day in Tuscany

    Aaron was delightful and planned the perfect wine experience for us! We would absolutely choose this experience again.

    Response from the operator: Thank you for your kind words. We’re so glad you enjoyed the wine experience with Aaron.

    via Viator

    mrsvis71 · October 2025

    Wonderful day tour through Tuscany

    Our tour guide, Artan, was amazing! He was fun and his world history knowledge was great! He showed us incredible parts of the Tuscan countryside as well. If you can get him as your guide, you won’t regret it.

    Response from the operator: Thanks for your nice review, hope to see you again

    via Tripadvisor

    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
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    13
    Verdict
    Strongly Recommended

    Who runs this experience

    Operated by Rome First Choice Tours, who run 19 experiences we rank across 3 cities, with an average Outty Ranking of 64.0.

    See everything Rome First Choice Tours runs

    Why this scores 71

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

    Traveler sentiment (30% weight)87
    Review evidence (18% weight)48
    Booking momentum (14% weight)41
    Value for money (12% weight)73
    Listing quality (10% weight)85
    Local standing (8% weight)68
    Booking flexibility (8% weight)100

    Private Day Trip Tuscany Landscape and Wine Tasting from Florence: questions travelers ask

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

    How much does Private Day Trip Tuscany Landscape and Wine Tasting from Florence cost?

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    Prices start at $378 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 Day Trip Tuscany Landscape and Wine Tasting from Florence 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 Florence is not rushed.

    Is Private Day Trip Tuscany Landscape and Wine Tasting from Florence worth it?

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    It holds an Outty Ranking of 71 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.9/5 across 36 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 Day Trip Tuscany Landscape and Wine Tasting from Florence?

    +

    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 Day Trip Tuscany Landscape and Wine Tasting from Florence suitable for kids and families?

    +

    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 Private Day Trip Tuscany Landscape and Wine Tasting from Florence?

    +

    Around 13 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?

    +

    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 9-hour experience runs outdoors or after sunset.

    Where does Private Day Trip Tuscany Landscape and Wine Tasting 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?

    +

    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 -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. 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?

    +

    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?

    +

    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.

    What is included in Private Day Trip Tuscany Landscape and Wine Tasting from Florence?

    +

    Included: A visit to Siena; Private transport by air-conditioned sedan or minivan; Professional English-speaking driver; and A visit to San Gimignano. Not included: Admission fees; Meal; Wine tasting (cost is 30-40 Euro per person to be paid at the winery); and Local official tour guide could be booked in Siena, cost 200 euro for 2 hour guided tour. Always check the voucher for the final list before you travel.

    Does Private Day Trip Tuscany Landscape and Wine Tasting from Florence include hotel pickup?

    +

    Yes, pickup is offered for every traveler from 453 listed pickup locations in and around Florence. Be ready about 10 minutes before the start time. You can also enter a custom pickup address when booking.

    What languages is Private Day Trip Tuscany Landscape and Wine Tasting from Florence offered in?

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    It is offered in English and Italian. Pick your language when choosing a date and time, as not every departure runs in every language.

    Will I get instant confirmation and a mobile ticket for Private Day Trip Tuscany Landscape and Wine Tasting from Florence?

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    Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.

    Is Private Day Trip Tuscany Landscape and Wine Tasting from Florence wheelchair or stroller accessible?

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    The operator notes: Wheelchair accessible; Infants and small children can ride in a pram or stroller; Infants are required to sit on an adult’s lap; and Transportation options are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Private Day Trip Tuscany Landscape and Wine Tasting from Florence if the weather is bad?

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    This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.

    What do travelers say about Private Day Trip Tuscany Landscape and Wine Tasting from Florence?

    +

    Across 36 reviews averaging 4.9 out of 5, recurring themes include the guide, food and drink, knowledge and storytelling. Travelers single out the guide as the reason the experience works.

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