Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8 in Florence
Florence, Italy

Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8

Outty Ranking 77 4.9 · 101 traveler reviews9 hoursFrom $171

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September 2026

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Adults

Age 13 and over

2

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Age 12 and under

0

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From, per person$171
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Outty Ranking

77/100

Strongly Recommended. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 101 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8 worth booking?

Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8 is a 9-hour experience in Florence, Italy, from $171 per person. It scores 77 out of 100 on the Outty Ranking, which we label “Strongly Recommended, based on a 4.9/5 rating across 101 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
77 / 100
Rating
4.9/5 (101)
Duration
9 hours
From
$171 per person

This trip is perfectly designed for those short on time, or simply want to see more of the region in a single day by 8-seat minivan. Lead by a seasoned team of passionate, local experts, this day tour perfectly balances

What you get

    About this experience

    This trip is perfectly designed for those short on time, or simply want to see more of the region in a single day by 8-seat minivan. Lead by a seasoned team of passionate, local experts, this day tour perfectly balances fun and authenticity. Travellers will get a chance to discover some hidden treasures of Tuscany through a combination of activities and free time. So discover the best of Tuscany, and visit Siena, Monteriggioni, San Gimignano and the Chianti region!

    What's included

    Included

    • Scenic drive of the Chianti region
    • Wine and Extra Virgin olive oil tasting in a local winery
    • A short visit of Monteriggioni
    • Transport on a 8 seat minivan
    • Lunch
    • Orientation walk of Siena with our tour leader, then free time to explore independently the city
    • 1h stop in San Gimignano and free time to discover the village at your own leisure

    Not included

    • Gratuities
    • Guided walking tours on the villages

    What you'll see and do

    1. Florence

      08:45am - Meet and greet your guide and the other travellers near Porta Romana to travel by minivan to discover the best of Tuscany.

      10 minutes here

    2. Monteriggioni

      the first stop will be Monteriggioni, the most well preserved medieval village in Tuscany. This fortress city is also where “The Gladiator” was filmed, and is one of the locations for “Assassin’s Creed”. Along the journey get ready to immerse yourself in the Italian vibes and learn from your tour leader interesting facts about Tuscany & its famous cuisine.

      40 minutes here

    3. Siena

      your second stop, the dreamy town of Siena. During the orientation walk you will discover its unique architecture passing by the numerous artisan shops and finally stop at one of the most remarkable Piazzas of Italy, Piazza del Campo, site of the famous Palio race every July and August. Get some downtime to relax and explore the city at your leisure; do not miss a visit of the impressive Cathedral.

      120 minutes here

    4. Ulignano

      The tour will definitely pass through the Chianti Region, the heaven of Tuscan wine. A local winery will be visited and you will have a chance to merge with the Tuscan goodness: 7 different wines, extra virgin olive oils and balsamic vinegar will make your taste buds happy together with an amazing traditional Tuscan meal.

      60 minutes here

    5. Your next destination is San Gimignano. On the way to the village, the guide will provide each traveller with a map and tips for the best places in town. Take a stroll through the cobblestone pathways, piazzas and palaces of this other UNESCO World Heritage Site known as the ‘Manhattan of Tuscany’ and explore this magical and timeless town in complete freedom.

      60 minutes here

    6. Porta Romana

      After 1h drive, we will be back to Porta Romana at 6:00pm

      60 minutes here

    Where it starts and ends

    Meeting point

    Florence

    Meet us in Piazza della Calza right in front Porta Romana at the blue P ( parking ) sign at 08.45am. The tour departs at 09:00am sharp!

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Meet us in Piazza della Calza right in front Porta Romana at the blue P ( parking ) sign at 08.45am. The tour departs at 09:00am sharp!

    Options you can book

    • From Florence: Classic Tour

      Minivan : Intimate small group experience – never more than 8 guests

    • From Florence: Private tour

      8 seat Private Minivan: Enjoy a comfortable roundtrip journey in air-conditioned minivan

    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 8 travelers per booking
    Operated by
    Italy on a Budget tours

    Know before you go

    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • The best of Tuscany in 1 day
    • Small groups, no bus tours, no families with crying kids and mainly only 1 language to listen to.
    • Please note, the tour requires a minimum of 4 participants. If not reached, a private option with a supplement will be offered.
    • Not recommended for travelers with walking disability

    Photos

    Tuscany Experience: Siena, San Gimignano and Chianti in one day !Tuscany Experience: Siena, San Gimignano and Chianti in one day !Tuscany Experience: Siena, San Gimignano and Chianti in one day !Tuscany Experience: Siena, San Gimignano and Chianti in one day !Tuscany Experience: Siena, San Gimignano and Chianti in one day !Tuscany Experience: Siena, San Gimignano and Chianti in one day !

    What travelers are saying

    Outty’s summary of the themes that recur across 102 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    7 mentions

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

    Knowledge and storytelling

    4 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Organization

    2 mentions

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

    Food and drink

    2 mentions

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

    Traveler reviews

    102 verified traveler reviews for Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    91
    4 star
    8
    3 star
    2
    2 star
    1
    1 star
    0
    Sort
    T7096CNryanp · August 2026

    Luigi’s Tuscan Adventure

    Luigi was the best guide to Tuscany. He knew so many interesting details for each location to elevate our experience. We really enjoyed our day visiting medieval towns in Tuscany and it was a great change of pace from our time in Florence! The winery tour as even more than we had expected!

    via Tripadvisor

    Roam40682005957 · July 2026

    Excellent tour

    We had a wonderful day with Luigi! He was very informative and pleasant. Thank you so much!!!

    Response from the operator: Thank you so much for your lovely review! We are delighted to hear that you had a wonderful day and that your tour leader Luigi made the experience both informative and enjoyable. We truly appreciate your kind words and hope to welcome you back to Tuscany in the future!

    via Tripadvisor

    L9917MRbrianm · June 2026

    First trip to Tuscany

    Great experience and enjoyed every bit of it. Tony was great! Just a fabulous time on first trip to Tuscany

    Response from the operator: Thank you so much for your wonderful review! We’re delighted to hear that you enjoyed every moment of your first trip to Tuscany and that Tony made the experience even more special. We truly appreciate your kind words and hope to welcome you back for another unforgettable adventure!

    via Tripadvisor

    X580FTjosephl · June 2026

    Chianti region, in a day.

    Tony, our guide, was friendly and knowledgeable. We saw so many wonderful sights— Sienna, Monteriggioni, San Gimignano. The winery was excellent.

    Response from the operator: Thank you so much for your wonderful review! We’re delighted to hear that your tour leader Antonello was friendly and knowledgeable and that you enjoyed visiting Siena, Monteriggioni, and San Gimignano. It’s also great to know that the winery was a highlight of your day. We truly appreciate your feedback and hope to welcome you back to Tuscany again!

    via Tripadvisor

    G7882IUkellyl · June 2026

    Don’t miss experience!

    What an amazing day! This tour was the perfect combination of guided and self directed exploration. All the towns are different and worth seeing, and the lunch at the winery was 10/10! Antonello was a wonderful guide.

    Response from the operator: Thank you so much for your wonderful review! We’re delighted to hear that you had such an amazing day and enjoyed the perfect balance between guided experiences and time to explore independently. It’s lovely to know that each town offered something unique and that the winery lunch was a highlight of the day. We’re also very happy that your tour leader Antonello made the experience so enjoyable. We will be sure to share your kind words with him, and we hope to welcome you back to Tuscany again in the future!

    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
    Price range
    $171 to $600
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    35
    Verdict
    Strongly Recommended

    Why this scores 77

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

    Traveler sentiment (30% weight)90
    Review evidence (18% weight)62
    Booking momentum (14% weight)56
    Value for money (12% weight)84
    Listing quality (10% weight)73
    Local standing (8% weight)72
    Booking flexibility (8% weight)100

    Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8: questions travelers ask

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

    How much does Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8 cost?

    +

    Prices start at $171 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 Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8 take?

    +

    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 Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8 worth it?

    +

    It holds an Outty Ranking of 77 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.9/5 across 101 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 Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8?

    +

    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 Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8 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 Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8?

    +

    Around 35 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 Siena, San Gimignano, Tuscany, Lunch & Wine Tasting - max 8 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 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 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?

    +

    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.

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