Sunset VIP Chianti wine tour in Florence, Italy
Florence, Italy

Sunset VIP Chianti wine tour

Outty Ranking 55 5.0 · 5 traveler reviews4 hoursFrom $401
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Outty Ranking

55/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 5 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Sunset VIP Chianti wine tour worth booking?

Sunset VIP Chianti wine tour is a 4-hour experience in Florence, Italy, from $401 per person. It scores 55 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 5 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
55 / 100
Rating
5/5 (5)
Duration
4 hours
From
$401 per person

Experience the magic of Tuscany with our intimate Small Group Sunset Chianti Wine Tour. Embark on a journey that will tantalize your senses as you visit two charming wineries nestled amidst the picturesque Tuscan countryside. Sip on the region's renowned Chianti and Supertuscan wines while immersing yourself in the passion and craftsmanship behind each bottle. As the sun lazily paints the sky in hues of gold and orange, you will be captivated by the breathtaking sunset views that perfectly complement the flavors of the wine. Indulge in a delectable dinner crafted with local ingredients, allowing you to savor the authentic flavors of Tuscany. With a carefully curated itinerary and an expert guide, this unforgettable experience is designed to create cherished memories for you and your loved ones. Unwind, relax, and let the beauty of Tuscany mesmerize you on this exclusive sunset Chianti wine tour. (wineries may change depending on availability)

What you get

    About this experience

    Experience the magic of Tuscany with our intimate Small Group Sunset Chianti Wine Tour. Embark on a journey that will tantalize your senses as you visit two charming wineries nestled amidst the picturesque Tuscan countryside. Sip on the region's renowned Chianti and Supertuscan wines while immersing yourself in the passion and craftsmanship behind each bottle. As the sun lazily paints the sky in hues of gold and orange, you will be captivated by the breathtaking sunset views that perfectly complement the flavors of the wine. Indulge in a delectable dinner crafted with local ingredients, allowing you to savor the authentic flavors of Tuscany. With a carefully curated itinerary and an expert guide, this unforgettable experience is designed to create cherished memories for you and your loved ones. Unwind, relax, and let the beauty of Tuscany mesmerize you on this exclusive sunset Chianti wine tour. (wineries may change depending on availability)

    What's included

    Included

    • Snacks
    • Alcoholic beverages
    • Bottled water
    • Dinner
    • Guided visit of the wine cellars

    Not included

    • Gratuities

    What you'll see and do

    1. La Castellina

      In the 15th century the powerful Squarcialupi family settled in the Squarcialupi Palace, in the center of the town, taking advantage of its strategic position. From the oldest vineyards, at an altitude of 600 m, on the southern hill of Castellina in Chianti, balanced wines are obtained whit fruity and floral aromas, a feature of the "Squarcialupi" line. The vineyards adjacent to the village that descend from the south-west slope, produce the grapes for the "La Castellina" line, distinguished by an imprint of international varieties, which bring body and notes of ripe fruits. Descending to the altitude of 350 m is the property "Ricudda", a natural basin exposed to the south that produces organic wines of great territorial expression.

      60 minutes here · Admission included

    2. Castellina In Chianti

      Free time to explore and discover the little narrow alleys and the cute boutique shops

      60 minutes here

    3. The Guidi winery was founded back in 1929, when it already showed that distinctive nature, in other words the traits of a family-run business, which is still its distinguishing mark, with a longstanding know-how that has been handed down, generation after generation, from father to son. Today, the experience of the fathers is joined by the innovative creativity of their offspring: a winning mix that has led the Guidi winery to renew itself, year after year, and to present today a line of wines that are the expression of the Tuscan territory, cared for down to the smallest details. From the hills of the Chianti Classico and of San Gimignano, distinctive and refined wines, made by expert hands and characterized by a great focus on the search for the best quality.

      120 minutes here · Admission included

    Where it starts and ends

    Meeting point

    Florence

    Meeting point in front of Barone store - Corner with Piazza Beccaria

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Meeting point in front of Barone store - Corner with Piazza Beccaria

    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 15 travelers per booking
    Operated by
    Bespoke Tuscany

    Know before you go

    • Wheelchair accessible
    • Infants and small children can ride in a pram or stroller
    • Public transportation options are available nearby
    • Specialized infant seats are available
    • All areas and surfaces are wheelchair accessible
    • Suitable for all physical fitness levels

    Photos

    View during the tour, Sunset VIP Chianti wine tour in FlorenceSangiovese grapes, Sunset VIP Chianti wine tour in FlorenceView from vineyard, Sunset VIP Chianti wine tour in FlorenceLunch with wine tasting, Sunset VIP Chianti wine tour in FlorenceOff the beaten path roads, Sunset VIP Chianti wine tour in Florence

    What travelers are saying

    Outty’s summary of the themes that recur across 5 traveler reviews. Written by us, not quoted from reviewers.

    Food and drink

    4 mentions

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

    The guide

    3 mentions

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

    Good for families

    3 mentions

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

    Knowledge and storytelling

    2 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Small groups

    2 mentions

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

    Value for money

    1 mention

    Travelers feel they got more than they paid for.

    Traveler reviews

    5 verified traveler reviews for Sunset VIP Chianti wine tour. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    5
    4 star
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    3 star
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    J8754BPmarkb · April 2025

    Amazing wine tour

    It was an amazing experience from the start, guide was fun and knowledgeable and explained a lot about the wine country. The winery’s were both amazing and made us feel welcome and part of family. You could feel the passion for the wine making and see the family love of the business. It was amazing and would repeat again.

    via Tripadvisor

    M4381UWdanb · August 2024

    Vineyard tour with private dinner

    The wine tour with private dinner was just absolutely amazing. The team did everything they could to make it special and it was an overall lovely evening. Highly recommended.

    via Tripadvisor

    James_B · March 2023

    Incredible experience!

    We had an amazing day exploring the Chianti Classico area. The 2 vineyards we visited were excellent and learnt a lot about the wines, olive oil and the region.

    Response from the operator: Thank you very much for join our tour! We can't wait to have you back on one of our tours.

    via Viator

    Mo_McQ5312 · July 2022

    Outstanding

    This was the highlight of our entire trip to Europe! It exceeded every high expectation. Our guide, Martina, was very organized and communicative throughout the entire process of booking the trip. She met us promptly and drove us through the Tuscan country side. She was incredibly knowledgeable of the area and the wine (she is a somm!!) and spoke perfect English. We went to two wineries, both of which were stunningly beautiful yet pleasantly different from each other. At each vineyard, a private tasting was arranged with plentiful, delicious snacks, overlooking the Tuscan hillside. The wine was indescribably good and shipping to the US was easily arranged. In contrast to other winery visits that we have experienced, this felt peaceful, authentic, and personal. Highly recommend and will encourage all our family and friends to do it, too. Well worth the price.

    via Tripadvisor

    J T · December 2020

    True Taste of Tuscany, Organic Wine Tour

    The four of us (my husband, 2 grown children and me) all agree the day spent on this tour was our best day in Italy. Not only was the wine we tasted amazing, the extras of the tour really added up. Martina, our guide, took time to explain Chianti wine, and the organic wine making rules and process. We felt like we really got to live a day in Italy rather than just being tourists. All of this was due to the warm hospitality and efforts of Martina.

    via Tripadvisor

    Good to know

    Duration
    4 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
    2
    Verdict
    Worth a Look

    Who runs this experience

    Operated by Bespoke Tuscany, who run 7 experiences we rank across 3 cities, with an average Outty Ranking of 52.4.

    See everything Bespoke Tuscany runs

    Why this scores 55

    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)24
    Booking momentum (14% weight)17
    Value for money (12% weight)19
    Listing quality (10% weight)85
    Local standing (8% weight)58
    Booking flexibility (8% weight)100

    Sunset VIP Chianti wine tour: questions travelers ask

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

    How much does Sunset VIP Chianti wine tour cost?

    +

    Prices start at $401 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 Sunset VIP Chianti wine tour take?

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    Plan for about 4 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 Sunset VIP Chianti wine tour worth it?

    +

    It holds an Outty Ranking of 55 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 5 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 Sunset VIP Chianti wine tour?

    +

    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 Sunset VIP Chianti wine tour suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 4-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Sunset VIP Chianti wine tour?

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    Around 2 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 4-hour experience runs outdoors or after sunset.

    Where does Sunset VIP Chianti wine tour 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 -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 Sunset VIP Chianti wine tour?

    +

    Included: Snacks; Alcoholic beverages; Bottled water; Dinner; and Guided visit of the wine cellars. Not included: Gratuities. Always check the voucher for the final list before you travel.

    Where is the meeting point for Sunset VIP Chianti wine tour?

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    Meeting point in front of Barone store - Corner with Piazza Beccaria Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    What languages is Sunset VIP Chianti wine tour 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 Sunset VIP Chianti wine tour?

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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 Sunset VIP Chianti wine tour 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 All areas and surfaces are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Sunset VIP Chianti wine tour if the weather is bad?

    +

    It generally runs rain or shine, so dress for the forecast in Florence. Standard cancellation terms apply: free cancellation up to 24 hours before the start.

    What do travelers say about Sunset VIP Chianti wine tour?

    +

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

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