Montepulciano Montalcino and Cortona Guided Tour + Ebook
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
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Quick answer
Is Montepulciano Montalcino and Cortona Guided Tour + Ebook worth booking?
Montepulciano Montalcino and Cortona Guided Tour + Ebook is a 11-hour experience in Florence, Italy, from $250 per person. It scores 54 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
- 54 / 100
- Rating
- Not yet rated
- Duration
- 11 hours
- From
- $250 per person
Embark on an unforgettable journey through Tuscany and discover historic cities, cinematic landscapes, and world-famous wines. Departing from Florence, explore enchanting destinations such as Cortona, Montepulciano, and
What you get
- Unique opportunity to purchase the wines and the local products you have enjoyed
- Wine tasting including Vino Nobile di Montepulciano in a historic underground cellar
- Wine tasting including Rosso di Montalcino and Brunello
- Ceramic decoration demonstration
- Licensed Tour Escort
- Transport by air-conditioned Mini Coach
About this experience
Embark on an unforgettable journey through Tuscany and discover historic cities, cinematic landscapes, and world-famous wines. Departing from Florence, explore enchanting destinations such as Cortona, Montepulciano, and Montalcino, immersing yourself in the region's unique culture, architecture, and flavors. In addition to the experience during the trip, you will also receive an exclusive ebook to complement your journey and make your discoveries even more special. The material includes historical curiosities, references to films shot in Tuscany, information about the famous local wines, cultural tips, and details about each destination visited. A perfect guide to deepen your connection with the Italian essence before, during, and after the experience.
What's included
Included
- Unique opportunity to purchase the wines and the local products you have enjoyed
- Wine tasting including Vino Nobile di Montepulciano in a historic underground cellar
- Wine tasting including Rosso di Montalcino and Brunello
- Ceramic decoration demonstration
- Licensed Tour Escort
- Transport by air-conditioned Mini Coach
- Assistance at the meeting point
- Ebook guide
Not included
- Pick up from/to Hotel
What you'll see and do
Montepulciano
Montepulciano, a jewel of Tuscany, is a medieval hilltop town renowned for its Renaissance architecture, stunning landscapes, and world-famous wine. Surrounded by rolling vineyards, this charming town is home to the prestigious Vino Nobile di Montepulciano, one of Italy’s finest wines. As you stroll through its winding cobblestone streets, you’ll discover elegant palaces, ancient churches, and breathtaking panoramic views of the Tuscan countryside. The heart of Montepulciano is Piazza Grande, a picturesque square lined with historic buildings, including the majestic Palazzo Comunale and the stunning Duomo. Wine lovers can visit traditional cellars carved into the town’s underground vaults for tastings of the region’s celebrated wines. With its blend of history, culture, and exquisite flavors, Montepulciano offers an unforgettable experience, capturing the essence of Tuscany’s timeless charm.
240 minutes here
Montalcino
Montalcino, a picturesque hilltop town in Tuscany, is world-famous for producing Brunello di Montalcino, one of Italy’s most prestigious wines. Surrounded by rolling vineyards and olive groves, this medieval gem offers breathtaking panoramic views of the Tuscan countryside. Its historic center is a delightful maze of narrow streets, charming piazzas, and elegant stone buildings. The imposing 14th-century fortress, Rocca di Montalcino, stands as a symbol of the town’s rich past, offering stunning views from its ramparts. Visitors can explore historic churches, such as Sant’Agostino and the Abbey of Sant’Antimo, a beautiful Romanesque monastery just outside town. Wine enthusiasts can enjoy tastings at traditional wineries, discovering the deep flavors and heritage of Brunello. With its perfect blend of history, culture, and gastronomy, Montalcino is an unmissable destination for those seeking the authentic beauty of Tuscany.
240 minutes here
Cortona
Cortona, a charming hilltop town in Tuscany, is a place where history, art, and breathtaking landscapes come together. Enclosed by ancient Etruscan walls, this medieval gem offers stunning panoramic views of the Val di Chiana and Lake Trasimeno. Its historic center is a maze of narrow stone streets, lively piazzas, and elegant Renaissance buildings. The heart of Cortona is Piazza della Repubblica, home to the grand Palazzo Comunale. Art lovers can explore the MAEC Museum, which houses fascinating Etruscan artifacts, and the Church of San Francesco, a masterpiece of medieval architecture. Cortona is also famous for its role in the book and film *Under the Tuscan Sun*, adding to its romantic allure. Whether you’re savoring local Tuscan cuisine, admiring breathtaking sunsets, or soaking in the town’s rich history, Cortona offers an unforgettable experience filled with charm, culture, and timeless beauty.
180 minutes here
Where it starts and ends
Meeting point
Florence
at the end of the ramp connecting with the train station
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
at the end of the ramp connecting with the train station
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
- Mon, Wed, Fri
- Group size
- Up to 15 travelers per booking
- Operated by
- FLORENCE HERITAGE TOURS
Know before you go
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
- It is advisable not to book tours on the same day, with close times
- Please leave a Whatsapp number where you will be contacted by our support once you have booked the tour with us
- Please be advised that it is required to bring your original ID with you during the tour
- If the selected time is unavailable for logistical reasons or ticket office overbooking (for which we are not responsible), the activity will be rescheduled for another time on the same day. To avoid possible overlaps, we recommend not booking consecutive tours. The customer will be notified in advance. Therefore, by booking, the customer acknowledges the above.
- Your complimentary eBook will be sent automatically once your reservation has been successfully confirmed.
Photos
Good to know
- Duration
- 11 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Mon, Wed, Fri
- Price range
- $250 to $280
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 54
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Montepulciano Montalcino and Cortona Guided Tour + Ebook: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Montepulciano Montalcino and Cortona Guided Tour + Ebook cost?
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Prices start at $250 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 Montepulciano Montalcino and Cortona Guided Tour + Ebook take?
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Plan for about 11 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 Montepulciano Montalcino and Cortona Guided Tour + Ebook worth it?
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It holds an Outty Ranking of 54 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 Montepulciano Montalcino and Cortona Guided Tour + Ebook?
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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 Montepulciano Montalcino and Cortona Guided Tour + Ebook suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 11-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Montepulciano Montalcino and Cortona Guided Tour + Ebook?
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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 11-hour experience runs outdoors or after sunset.
Where does Montepulciano Montalcino and Cortona Guided Tour + Ebook 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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