Private Tuscany Wine Tour: Montepulciano and Siena from Florence in Florence
Florence, Italy

Private Tuscany Wine Tour: Montepulciano and Siena from Florence

Outty Ranking 578 hoursFrom $126

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September 2026

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Adults

Age 13 and over

2

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Age 12 and under

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From, per person$126
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Outty Ranking

57/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

Not yet rated

No traveler reviews have been published for this experience yet.

Quick answer

Is Private Tuscany Wine Tour: Montepulciano and Siena from Florence worth booking?

Private Tuscany Wine Tour: Montepulciano and Siena from Florence is a 8-hour experience in Florence, Italy, from $126 per person. It scores 57 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
57 / 100
Rating
Not yet rated
Duration
8 hours
From
$126 per person

This exclusive private experience offers the perfect blend of luxury, authenticity and breathtaking Tuscan scenery. With your private driver at disposal, you will explore the heart of Tuscany in total comfort and at your

What you get

  • Exclusive winery visit with guided tasting
  • Professional English & Spanish speaking chauffeur
  • Complimentary hotel pick-up and drop-off
  • Luxury vehicle with Wi-Fi on board

About this experience

This exclusive private experience offers the perfect blend of luxury, authenticity and breathtaking Tuscan scenery. With your private driver at disposal, you will explore the heart of Tuscany in total comfort and at your own pace. Admire the stunning Crete Senesi landscape, stroll through the charming hilltop town of Montepulciano and enjoy a stop in the historic city of Siena. This is not just a wine tasting – it’s a journey into the tradition of prestigious DOCG wines. At a selected winery, you will taste the renowned Vino Nobile di Montepulciano, the sweet Vin Santo dessert wine and local Pecorino cheese, discovering the flavors that make this region world-famous. Perfect for couples, families and true wine lovers seeking an elegant and unforgettable Tuscan experience

What's included

Included

  • Exclusive winery visit with guided tasting
  • Professional English & Spanish speaking chauffeur
  • Complimentary hotel pick-up and drop-off
  • Luxury vehicle with Wi-Fi on board

Not included

  • Private licensed tour guide (on request)
  • Entrance fees to monuments and attractions
  • Lunch and extra food or beverages
  • Gratuities for the chauffeur (at your discretion)

What you'll see and do

  1. Montepulciano City Tour

    Set high above the rolling vineyards of southern Tuscany, Montepulciano is a refined hilltop jewel where Renaissance elegance meets world-class wine tradition. Surrounded by endless countryside views, this noble town invites you to slow down and savor its timeless atmosphere. Walk along its historic streets lined with aristocratic palaces and hidden underground wine cellars carved centuries ago. In the magnificent Piazza Grande, admire architectural masterpieces while enjoying breathtaking panoramic views over the Val d’Orcia. Montepulciano is not just a destination — it is an exclusive immersion into authentic Tuscan charm, fine wine heritage and unforgettable scenery.

    120 minutes here · Admission included

  2. Siena & the Duomo Elegant, powerful and beautifully preserved, Siena embodies the grandeur of medieval Tuscany. Its intimate alleys open onto the spectacular Piazza del Campo, one of Europe’s most iconic squares and home to the historic Palio. The crown jewel of the city is the extraordinary Siena Cathedral, a breathtaking masterpiece of Italian Gothic art. The black and white marble façade, intricate floors and priceless artworks create an atmosphere of awe and refinement. Siena offers a sophisticated journey through art, history and timeless Italian elegance — an essential stop for travelers seeking beauty and cultural depth.

    120 minutes here · Admission included

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, es
Ticket
Mobile Only
Runs on
Every day
Group size
Up to 8 travelers per booking
Operated by
Fast Travel Services

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
  • Gli animali devono avere il loro trasportino

Photos

Private Tuscany Wine Tour: Montepulciano and Siena from Florence in Florence, photo 2Private Tuscany Wine Tour: Montepulciano and Siena from Florence in Florence, photo 3Private Tuscany Wine Tour: Montepulciano and Siena from Florence in Florence, photo 4Private Tuscany Wine Tour: Montepulciano and Siena from Florence in Florence, photo 5Private Tuscany Wine Tour: Montepulciano and Siena from Florence in Florence, photo 6Private Tuscany Wine Tour: Montepulciano and Siena from Florence in Florence, photo 7

Good to know

Duration
8 hours
Free cancellation
Up to 24h before
Minimum age to book
1+
Availability
Bookable today
Runs on
Every day
Price range
$126 to $661
Hotel pickup
Included for all travelers
Booked in 30 days
0
Verdict
Worth a Look

Why this scores 57

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)95
Listing quality (10% weight)100
Local standing (8% weight)50
Booking flexibility (8% weight)100

Private Tuscany Wine Tour: Montepulciano and Siena from Florence: questions travelers ask

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

How much does Private Tuscany Wine Tour: Montepulciano and Siena from Florence cost?

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Prices start at $126 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 Tuscany Wine Tour: Montepulciano and Siena from Florence take?

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Plan for about 8 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 Tuscany Wine Tour: Montepulciano and Siena from Florence worth it?

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It holds an Outty Ranking of 57 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 Private Tuscany Wine Tour: Montepulciano and Siena from Florence?

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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 Private Tuscany Wine Tour: Montepulciano and Siena from Florence suitable for kids and families?

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The operator sets a minimum age of 1. Older children generally do well here, and families should factor in the 8-hour running time when deciding.

How far in advance should I book Private Tuscany Wine Tour: Montepulciano and Siena from Florence?

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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 8-hour experience runs outdoors or after sunset.

Where does Private Tuscany Wine Tour: Montepulciano and Siena 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?

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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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