City Sky Diving
Language $Currency
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
Things To Do Things To Do Top 10 Top 10 City Tours City Tours Swamp Tours Swamp Tours Steamboat Natchez Steamboat Natchez Gift Cards Gift Cards Rewards Rewards Groups Groups FAQ FAQ Contact Contact
Start your search
Change your search
Place or activity
Select Dates
You booked this experience
You're departing on
Google Calendar
Apple Calendar
Microsoft Outlook
Make your trip unforgettable

Tuscany Tour Montalcino Montepulciano Pienza

1 Review 5.00 out of 5 stars Based on 1 reviews collected by City Sky Diving and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
| Florence, Italy
Book online or call us

from $1,003.32 per group (up to 4)

Lowest Price Guarantee
montalcino
montalcino
montepulciano
Montalcino village
brunello
Don't miss out!
On average, this is booked 26 (0) days in advance.
10 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 2 more
Italian, Spanish

Overview

A tour between Montalcino and Montepulciano offers an unforgettable journey through breathtaking landscapes, fascinating historic cities and the discovery of two of Tuscany's most celebrated wines. While Montalcino enchants with its rich and complex Brunello, Montepulciano fascinates with its elegant and structured Nobile. Both cities offer a unique experience that combines history, culture and food and wine delights, making a visit to this region an unmissable experience for lovers of wine and Tuscan beauty.

What's Included

  • Private transportation
  • Greet & Meet English Speaking Driver
  • Air-conditioned vehicle
  • Lunch
See 1 more

Meeting and Pickup

Pickup point
Pickup details

We carry out collections at the entrance of your hotel.

What To Expect

Book Online

Our secure website provides real-time availability, and free, no-hassle cancellations up to 24 hours before your tour begins.
Read more

Safe & secure Easy breezy Hassle‑free

Montalcino

Montalcino, located in Tuscany, is famous for its Brunello wine. This charming medieval city is surrounded by walls and offers breathtaking panoramic views of the surrounding hills. The historic center boasts the 14th century Fortress, the Duomo and numerous wine bars where you can taste local wines. Montalcino is a food and wine and cultural jewel. The interior of the Cathedral is equally magnificent, with an inlaid marble floor depicting biblical and allegorical scenes, the work of various artists between the fourteenth and sixteenth centuries. The Piccolomini Library, frescoed by Pinturicchio and his students, is another notable attraction, as is the pulpit sculpted by Nicola Pisano.The Cathedral also houses works of art of great importance, including the Maestà by Duccio di Buoninsegna and the statue of San Giovanni Battista by Donatello. This architectural masterpiece is also an important treasure chest of artistic and historical treasures.
Read more

2 hours Admission Ticket Free

Montepulciano

Montepulciano, nestled in the Tuscan hills, is renowned for its Nobile wine. This medieval city is characterized by elegant Renaissance buildings, such as the Palazzo Comunale, and the majestic Piazza Grande. Among its main attractions are the Church of San Biagio and the underground cellars. Montepulciano offers a mix of history, art and food and wine delights The historic center of San Gimignano, declared a World Heritage Site by UNESCO, is characterized by picturesque squares, cobbled streets and stone buildings. The Piazza della Cisterna and the Piazza del Duomo are the beating hearts of the city, where the Palazzo del Popolo, the Collegiate Church of Santa Maria Assunta and the Civic Museum are located.San Gimignano is also famous for the production of the white wine Vernaccia di San Gimignano and for its saffron. This charming village attracts visitors from all over the world thanks to its unique historical, cultural and gastronomic heritage.
Read more

2 hours Admission Ticket Free

Historic Centre of the City of Pienza

Pienza, located in the Val d'Orcia in Tuscany, is a gem of the Italian Renaissance. Designed as an "ideal city" by Pope Pius II, it boasts harmonious architecture such as the Duomo and Palazzo Piccolomini. The city offers spectacular views of the Tuscan hills and gastronomic delights, including the famous pecorino di Pienza.
Read more

1 hour 30 minutes Admission Ticket Free

Show 2 more stops

Additional Info

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • The driver will give information about tourist spots based on his knowledge
  • Remaining time will be used for transfer from one point to another
  • The minimum age for consuming alcohol is 18 years.

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Tuscany Tour Montalcino Montepulciano Pienza?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-481305P3

Traveler Photos

Reviews

5.00
1 reviews

Average 5.00 out of 5 stars based on 1 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor

5 stars
1
4 stars
0
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 26 (0) days in advance.
Florence Tours
Attractions
Guides
Calendar
View more

Similar Tours & Activities

Dinner and Concert with "Three Tenors": A Real Italian Experience
4.2 (238)

Dinner and Concert with "Three Tenors": A Real Italian Experience

You will enjoy your traditional Tuscan dinner in the suggestive atmosphere of a typical Florentine Restaurant, located in the heart of historic center. At the...

3 hours Free Cancellation
4.2 (238)
from
$94
Private Day Trip from Florence to Siena and San Gimignano
5.0 (1)

Private Day Trip from Florence to Siena and San Gimignano

Experience our exclusive private guided tour, complete with a knowledgeable driver and a comfortable vehicle. Your journey will take you through the breathtaking landscapes of...

8 to 10 hours Free Cancellation
5.0 (1)
from
$230
Palazzo Vecchio, Palazzo Pitti and Boboli gardens private tour
5.0 (17)

Palazzo Vecchio, Palazzo Pitti and Boboli gardens private tour

Learn about the Medici family on a visit to the two palaces where they once lived: Palazzo Vecchio and Palazzo Pitti with Boboli gardens. The...

4 hours Hotel pickup offered Free Cancellation
5.0 (17)
from
$47
Combo Florence Walking Tour with the the Accademia Gallery Tour
5.0 (6)

Combo Florence Walking Tour with the the Accademia Gallery Tour

Immerse yourself in Florence's captivating history with a knowledgeable local guide. Beyond its Renaissance fame, discover its Roman origins and medieval legacy. Hear tales of...

3 hours Free Cancellation
5.0 (6)
from
$70
Dinner and Concert with "Three Tenors": A Real Italian Experience

You will enjoy your traditional Tuscan dinner in the suggestive atmosphere of a typical Florentine Restaurant, located in the heart of historic center. At the …More

4.2 (238)

Dinner and Concert with "Three Tenors": A Real Italian Experience

4.2 (238)

You will enjoy your traditional Tuscan dinner in the suggestive atmosphere of a typical Florentine Restaurant, located in the heart of historic center. At the...

3 hours Free Cancellation
4.2 (238)
from
$94
Private Day Trip from Florence to Siena and San Gimignano

Experience our exclusive private guided tour, complete with a knowledgeable driver and a comfortable vehicle. Your journey will take you through the breathtaking landscapes of …More

5.0 (1)

Private Day Trip from Florence to Siena and San Gimignano

5.0 (1)

Experience our exclusive private guided tour, complete with a knowledgeable driver and a comfortable vehicle. Your journey will take you through the breathtaking landscapes of...

8 to 10 hours Free Cancellation
5.0 (1)
from
$230
Palazzo Vecchio, Palazzo Pitti and Boboli gardens private tour

Learn about the Medici family on a visit to the two palaces where they once lived: Palazzo Vecchio and Palazzo Pitti with Boboli gardens. The …More

5.0 (17)

Palazzo Vecchio, Palazzo Pitti and Boboli gardens private tour

5.0 (17)

Learn about the Medici family on a visit to the two palaces where they once lived: Palazzo Vecchio and Palazzo Pitti with Boboli gardens. The...

4 hours Hotel pickup offered Free Cancellation
5.0 (17)
from
$47
Combo Florence Walking Tour with the the Accademia Gallery Tour

Immerse yourself in Florence's captivating history with a knowledgeable local guide. Beyond its Renaissance fame, discover its Roman origins and medieval legacy. Hear tales of …More

5.0 (6)

Combo Florence Walking Tour with the the Accademia Gallery Tour

5.0 (6)

Immerse yourself in Florence's captivating history with a knowledgeable local guide. Beyond its Renaissance fame, discover its Roman origins and medieval legacy. Hear tales of...

3 hours Free Cancellation
5.0 (6)
from
$70

Travelers Who Bought This Tour Also Bought

Private Golf Cart Tour: Michelangelo & Florence Hills
4.7 (1,852)

Private Golf Cart Tour: Michelangelo & Florence Hills

Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of...

1 hour 30 minutes Free Cancellation
4.7 (1,852)
from
$70
Special Entry & Guided Tour of Michelangelo’s David in Florence
5.0 (1,274)

Special Entry & Guided Tour of Michelangelo’s David in Florence

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...

1 hour 20 minutes Free Cancellation
5.0 (1,274)
from
$30
Skip the line David Guided Experience
4.8 (1,149)

Skip the line David Guided Experience

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...

1 hour Free Cancellation
4.8 (1,149)
from
$33
Half-Day Chianti Wine Tasting from Florence with Two Wineries
4.6 (4,431)

Half-Day Chianti Wine Tasting from Florence with Two Wineries

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel...

5 hours 30 minutes Free Cancellation
4.6 (4,431)
from
$62
Private Golf Cart Tour: Michelangelo & Florence Hills

Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of …More

4.7 (1,852)

Private Golf Cart Tour: Michelangelo & Florence Hills

4.7 (1,852)

Explore Florence's hills on a small-group electric golf cart tour, along exclusive routes that reveal breathtaking panoramic views and a quieter, more authentic side of...

1 hour 30 minutes Free Cancellation
4.7 (1,852)
from
$70
Special Entry & Guided Tour of Michelangelo’s David in Florence

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is …More

5.0 (1,274)

Special Entry & Guided Tour of Michelangelo’s David in Florence

5.0 (1,274)

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...

1 hour 20 minutes Free Cancellation
5.0 (1,274)
from
$30
Skip the line David Guided Experience

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to …More

4.8 (1,149)

Skip the line David Guided Experience

4.8 (1,149)

Accademia is a very small museum and does not allow more than 600 people inside, for this reason the queue can vary from 3 to...

1 hour Free Cancellation
4.8 (1,149)
from
$33
Half-Day Chianti Wine Tasting from Florence with Two Wineries

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel …More

4.6 (4,431)

Half-Day Chianti Wine Tasting from Florence with Two Wineries

4.6 (4,431)

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel...

5 hours 30 minutes Free Cancellation
4.6 (4,431)
from
$62

Things To Do in Florence

Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from City Sky Diving customers.

Filter by:

Q: What is the cancellation policy for the Tuscany Tour Montalcino Montepulciano Pienza?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CET).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Private transportation.
  • Greet & Meet English Speaking Driver.
  • Air-conditioned vehicle.
The following is NOT included:
  • Lunch.
Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Tuscany Tour Montalcino Montepulciano Pienza is as follows:

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Tuscany Tour Montalcino Montepulciano Pienza will be included in your confirmation email from City Sky Diving. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • Private transportation
  • Greet & Meet English Speaking Driver
  • Air-conditioned vehicle
  • Lunch

Additional Info

Activity name

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants are required to sit on an adult’s lap
  • The driver will give information about tourist spots based on his knowledge
  • Remaining time will be used for transfer from one point to another
  • The minimum age for consuming alcohol is 18 years.

Report Product Issue

Activity name