Siena: Chianti Sunset Tour with Dinner & Wine Tasting
Siena, Italy

Siena: Chianti Sunset Tour with Dinner & Wine Tasting

Outty Ranking 82 5.0 · 61 traveler reviews3 hoursFrom $109
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Outty Ranking

82/100

Exceptional. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 61 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Siena: Chianti Sunset Tour with Dinner & Wine Tasting worth booking?

Siena: Chianti Sunset Tour with Dinner & Wine Tasting is a 3-hour experience in Siena, Italy, from $109 per person. It scores 82 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 5/5 rating across 61 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
82 / 100
Rating
5/5 (61)
Duration
3 hours
From
$109 per person

There are many ways to spend an evening in Tuscany, but few allow you to experience it from the inside. Just a few minutes from Siena, between Chianti and the Crete Senesi, this experience takes you through vineyards, cellars, and history, guided directly by the people who produce the wine every day. What makes it special is the combination of a visit to a family-run winery, a tasting of our wines, and a traditional Tuscan dinner served at sunset on a panoramic terrace overlooking two of the most fascinating landscapes in the Siena area. It is not just a wine tasting or a dinner, but an authentic experience where wine, territory, tradition, and hospitality come together in a relaxed and genuine atmosphere.

What you get

    About this experience

    There are many ways to spend an evening in Tuscany, but few allow you to experience it from the inside. Just a few minutes from Siena, between Chianti and the Crete Senesi, this experience takes you through vineyards, cellars, and history, guided directly by the people who produce the wine every day. What makes it special is the combination of a visit to a family-run winery, a tasting of our wines, and a traditional Tuscan dinner served at sunset on a panoramic terrace overlooking two of the most fascinating landscapes in the Siena area. It is not just a wine tasting or a dinner, but an authentic experience where wine, territory, tradition, and hospitality come together in a relaxed and genuine atmosphere.

    What's included

    Included

    • Church of San Giorgio a Lapi
    • Extra virgin olive oil tasting
    • Winemaking and aging cellars
    • Reserved seating on our panoramic terrace
    • Vineyards and olive groves of San Giorgio a Lapi
    • Alcoholic beverages
    • Dinner

    What you'll see and do

    1. Winery San Giorgio a Lapi

      VINEYARDS AND OLIVE GROVES OF SAN GIORGIO A LAPI The visit begins with a walk through vineyards and olive groves in the heart of the Tuscan countryside, in a unique location between Chianti Classico and Chianti Colli Senesi. Along the way, you will discover the history of our family-run winery, the characteristics of the territory, and the work we carry out every day to cultivate quality grapes and olives. An authentic first encounter with the landscape that gives life to our wines.

      15 minutes here · Admission included

    2. Winery San Giorgio a Lapi

      CHURCH OF SAN GIORGIO A LAPI Nestled among vineyards and olive groves, the Church of San Giorgio a Lapi dates back to the 11th century and preserves valuable frescoes from the Nasini school. A place rich in history, art, and charm that tells the most authentic roots of the territory between Chianti and the Crete Senesi.

      15 minutes here · Admission included

    3. Winery San Giorgio a Lapi

      WINEMAKING AND AGING CELLARS The tour continues through the winemaking and aging cellars, where you will discover every stage of wine production, from the harvest to the aging process. Through the story of our family, you will learn about the production techniques, the philosophy behind our work, and the journey that transforms grapes into wine.

      30 minutes here · Admission included

    4. Winery San Giorgio a Lapi

      PANORAMIC TERRACE OF SAN GIORGIO A LAPI The experience concludes on the panoramic terrace overlooking the hills of Chianti and the Crete Senesi. As the sun sets over the Tuscan countryside, you will enjoy our wines accompanied by a traditional Tuscan dinner prepared with local ingredients. A moment to be enjoyed at a relaxed pace, surrounded by the colors of sunset, the aromas of the land, and the authentic atmosphere of Tuscany.

      2 minutes here · Admission included

    Where it starts and ends

    Meeting point

    Siena

    This is where the tour will take place. Please arrive 10 minutes before the scheduled start time so we can begin the wine tour promptly at 6:30 PM.

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    This is where the tour will take place. Please arrive 10 minutes before the scheduled start time so we can begin the wine tour promptly at 6:30 PM.

    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
    Mon, Tue, Wed, Thu, Fri, Sat
    Group size
    Up to 10 travelers per booking
    Operated by
    Winery San Giorgio a Lapi

    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
    • All areas and surfaces are wheelchair accessible
    • Suitable for all physical fitness levels
    • Comfortable clothing and suitable shoes for walking through the vineyards are recommended.
    • If you have any food allergies or intolerances, please inform the winery at the time of booking.
    • Dogs are welcome, provided they are respectful of the other guests.
    • The experience takes place mainly outdoors; in case of bad weather or high temperatures, the experience will be held in our air-conditioned indoor tasting room.
    • Alcoholic beverages are served exclusively to guests aged 18 and over.
    • We recommend taking a taxi to get here for those coming from Siena who do not have a car.

    Photos

    Siena: Chianti Sunset Tour with Dinner & Wine Tasting, photo 2Siena: Chianti Sunset Tour with Dinner & Wine Tasting, photo 3Siena: Chianti Sunset Tour with Dinner & Wine Tasting, photo 4Siena: Chianti Sunset Tour with Dinner & Wine Tasting, photo 5Siena: Chianti Sunset Tour with Dinner & Wine Tasting, photo 6Siena: Chianti Sunset Tour with Dinner & Wine Tasting, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 61 traveler reviews. Written by us, not quoted from reviewers.

    Food and drink

    10 mentions

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

    Knowledge and storytelling

    6 mentions

    Reviewers describe the commentary as informative rather than scripted.

    The guide

    4 mentions

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

    Good for families

    2 mentions

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

    Traveler reviews

    61 verified traveler reviews for Siena: Chianti Sunset Tour with Dinner & Wine Tasting. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    61
    4 star
    0
    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    Nicole_C · October 2026

    Movie Scene Experience

    The food and wine were delicious with friendly staff. This was so wonderful at such a picturesque place!

    via Viator

    Jeffrey_S · October 2026

    Outstanding!

    Excellent experience. Very kind and knowledgeable host - Elana. Tour was great. Dinner was excellent! Highly recommend.

    via Viator

    Connie_Z · October 2026

    The proprietors are...

    The proprietors are friendly, generous and kind. The tour is extremely interesting and the dinner with wine pairing was excellent!

    via Viator

    denalil2015 · October 2026

    Wine tasting and tour

    Fantástico wine, people and food. Strongly recommend.

    via Tripadvisor

    Patti_C · October 2026

    A beautiful experience

    Definitely a great local experience! Beautiful family run vineyard. Our tour guides Benedetto and Benedetta were wonderful and very informative. The food and wine were fantastic. It’s obvious the family business is their passion which made it the highlight of our stay.

    via Viator

    Good to know

    Duration
    3 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Mon, Tue, Wed, Thu, Fri, Sat
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    21
    Verdict
    Exceptional

    Why this scores 82

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

    Traveler sentiment (30% weight)96
    Review evidence (18% weight)70
    Booking momentum (14% weight)64
    Value for money (12% weight)80
    Listing quality (10% weight)85
    Local standing (8% weight)74
    Booking flexibility (8% weight)100

    Siena: Chianti Sunset Tour with Dinner & Wine Tasting: questions travelers ask

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

    How much does Siena: Chianti Sunset Tour with Dinner & Wine Tasting cost?

    +

    Prices start at $109 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Siena: Chianti Sunset Tour with Dinner & Wine Tasting take?

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    Plan for about 3 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 Siena is not rushed.

    Is Siena: Chianti Sunset Tour with Dinner & Wine Tasting worth it?

    +

    It holds an Outty Ranking of 82 out of 100, which we label "Exceptional". That score blends traveler sentiment (5/5 across 61 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Siena, and how flexible the cancellation terms are.

    Can I cancel or reschedule Siena: Chianti Sunset Tour with Dinner & 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 Siena: Chianti Sunset Tour with Dinner & Wine Tasting suitable for kids and families?

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    Yes, all ages are welcome. Families should still weigh the 3-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Siena: Chianti Sunset Tour with Dinner & Wine Tasting?

    +

    Around 21 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 Siena 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 Siena and add a light layer if any part of the 3-hour experience runs outdoors or after sunset.

    Where does Siena: Chianti Sunset Tour with Dinner & Wine Tasting 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 Siena 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 Siena?

    +

    On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Siena: A Wine Tour and Tasting Experience, Small-Group Montepulciano and Pienza Day Trip from Siena. 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 Siena?

    +

    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 Siena?

    +

    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 Siena: Chianti Sunset Tour with Dinner & Wine Tasting?

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    Included: Church of San Giorgio a Lapi; Extra virgin olive oil tasting; Winemaking and aging cellars; Reserved seating on our panoramic terrace; and Vineyards and olive groves of San Giorgio a Lapi. Always check the voucher for the final list before you travel.

    Where is the meeting point for Siena: Chianti Sunset Tour with Dinner & Wine Tasting?

    +

    This is where the tour will take place. Please arrive 10 minutes before the scheduled start time so we can begin the wine tour promptly at 6:30 PM. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    What languages is Siena: Chianti Sunset Tour with Dinner & Wine Tasting offered in?

    +

    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 Siena: Chianti Sunset Tour with Dinner & Wine Tasting?

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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 Siena: Chianti Sunset Tour with Dinner & Wine Tasting wheelchair or stroller accessible?

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    The operator notes: Wheelchair accessible; Infants and small children can ride in a pram or stroller; Specialized infant seats are available; and Transportation options are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Siena: Chianti Sunset Tour with Dinner & Wine Tasting 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 Siena: Chianti Sunset Tour with Dinner & Wine Tasting?

    +

    Across 61 reviews averaging 5.0 out of 5, recurring themes include food and drink, knowledge and storytelling, the guide. The tastings and food stops are a highlight for most reviewers.

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