Wine Experience in Montalcino and Siena in Florence
Florence, Italy

Wine Experience in Montalcino and Siena

Outty Ranking 5510 hoursFrom $200

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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$200
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Outty Ranking

55/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

Not yet rated

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Quick answer

Is Wine Experience in Montalcino and Siena worth booking?

Wine Experience in Montalcino and Siena is a 10-hour experience in Florence, Italy, from $200 per person. It scores 55 out of 100 on the Outty Ranking, which we label “Worth a Look. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
55 / 100
Rating
Not yet rated
Duration
10 hours
From
$200 per person

The day starts with departure from Florence in a private car or minivan. You’ll leave the city and head into the Tuscan countryside, with its rolling hills, vineyards, and medieval villages. The first stop is Montalcino,

What you get

  • Pick-up and drop-off if option selected
  • Wine tasting and light lunch in a Montalcino Estate
  • Visit in Montalcino
  • Free Time in Siena
  • Wine tasting in Monteriggioni

About this experience

The day starts with departure from Florence in a private car or minivan. You’ll leave the city and head into the Tuscan countryside, with its rolling hills, vineyards, and medieval villages. The first stop is Montalcino, famous for its Brunello wine. After a visit to the historic center, you’ll tour a renowned winery, walking through vineyards and cellars, and participate in a guided tasting, including local extra virgin olive oil. A farm lunch with traditional Tuscan dishes and estate wines follows. In the afternoon, you’ll travel to Siena. Discover Piazza del Campo, the Cathedral, and other historic sites. You’ll also have free time to explore at your own pace, perhaps enjoying a sweet treat from a local pastry shop. The day ends in Monteriggioni, one of Tuscany’s best-preserved fortified villages. Walk along its intact city walls, then enjoy a wine and local product tasting at an authentic winery inside the village. A perfect blend of history, flavors, and breathtaking views.

What's included

Included

  • Pick-up and drop-off if option selected
  • Wine tasting and light lunch in a Montalcino Estate
  • Visit in Montalcino
  • Free Time in Siena
  • Wine tasting in Monteriggioni

What you'll see and do

  1. Montalcino

    Montalcino is a picturesque hilltop town located in the heart of southern Tuscany, surrounded by gently rolling hills, vineyards, and olive groves. Known worldwide for producing the prestigious Brunello di Montalcino wine, this medieval gem offers visitors a perfect blend of history, culture, and natural beauty. Stroll through its charming stone streets, discover ancient fortresses, and enjoy breathtaking views of the Val d’Orcia countryside. Montalcino is a must-visit for wine lovers, food enthusiasts, and anyone looking to experience the authentic soul of Tuscany.

    180 minutes here

  2. Siena

    Siena is one of Tuscany’s most enchanting cities, renowned for its beautifully preserved medieval architecture, rich artistic heritage, and timeless charm. At the heart of the city lies Piazza del Campo, one of the most spectacular squares in Italy, famous for hosting the historic Palio, a thrilling horse race held twice a year that brings the entire city to life. Wander through Siena’s winding cobblestone streets and discover stunning landmarks like the Duomo, a masterpiece of Gothic architecture, and countless hidden corners full of history and local tradition. Surrounded by the rolling hills of the Tuscan countryside, Siena offers an unforgettable blend of culture, beauty, and authenticity, making it a must-visit destination for anyone exploring central Italy.

    60 minutes here

  3. Monteriggioni

    Monteriggioni is a small, perfectly preserved medieval village nestled in the hills of Tuscany, just a short distance from Siena. Surrounded by an iconic circular wall with 14 imposing towers, the town looks like something out of a fairytale, and has often inspired writers, filmmakers, and even video games. Built in the 13th century as a defensive outpost for Siena during its wars with Florence, Monteriggioni still retains its ancient charm, with stone streets, quiet piazzas, and breathtaking views over the Chianti countryside. Visitors can walk along the ancient walls, explore local artisan shops, and enjoy traditional Tuscan food and wine in a peaceful, timeless setting. A visit to Monteriggioni is like stepping into the Middle Ages, a magical stop for history lovers and those seeking a more intimate, authentic side of Tuscany

    120 minutes here

Where it starts and ends

Meeting point

Florence

Please wait for your driver in front of the National Library

Hotel pickup

Pickup is available for selected locations.

Ends at

Please wait for your driver in front of the National Library

Options you can book

  • Italian Tour

  • English Tour

    Pickup included

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
ACCORD Italy Smart Tours & Experiences

Know before you go

  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • Travelers below 18 years old are not allowed to drink alcoholic beverages

Photos

MontalcinoMontalcinoMontalcinoMonteriggioniMonteriggioniMonteriggioni

Good to know

Duration
10 hours
Free cancellation
Up to 24h before
Minimum age to book
All ages
Availability
Bookable today
Runs on
Mon, Tue, Wed, Thu, Fri, Sat
Price range
$200 to $699
Hotel pickup
Available for selected locations
Booked in 30 days
0
Verdict
Worth a Look

Why this scores 55

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

Traveler sentiment (30% weight)78
Review evidence (18% weight)0
Booking momentum (14% weight)0
Value for money (12% weight)81
Listing quality (10% weight)100
Local standing (8% weight)50
Booking flexibility (8% weight)100

Wine Experience in Montalcino and Siena: questions travelers ask

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

How much does Wine Experience in Montalcino and Siena cost?

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Prices start at $200 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 Wine Experience in Montalcino and Siena take?

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Plan for about 10 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 Wine Experience in Montalcino and Siena worth it?

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It holds an Outty Ranking of 55 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 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 Wine Experience in Montalcino and Siena?

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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 Wine Experience in Montalcino and Siena suitable for kids and families?

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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.

How far in advance should I book Wine Experience in Montalcino and Siena?

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Around 0 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 10-hour experience runs outdoors or after sunset.

Where does Wine Experience in Montalcino and Siena 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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