Medieval Tour in Monteriggioni and Val d'Orcia from Florence
Overview
Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza, this stop is the perfect opportunity to stroll through picturesque streets and taste one of Tuscany’s most iconic cheeses.
After visiting Pienza, the tour continues to Montalcino, a medieval hill town internationally renowned for its prestigious wines, especially Brunello di Montalcino. Here you will have the opportunity to enjoy local wine tastings and traditional Tuscan products, experiencing the authentic flavors of the region.
The journey then takes us to Monteriggioni, one of the best-preserved fortified villages in Italy. Surrounded by impressive 13th-century defensive walls, this small medieval town is famous worldwide for inspiring settings in a popular video game where the protagonist battles the legendary Knights Templar. A dedicated museum is included in the tour experience.
What's Included
- Wine and olive oil tasting with local Tuscan products in Monteriggioni (If option selected)
- Round-trip air-conditioned coach transportation with onboard Wi-Fi from Florence
- Access to the medieval walls in Monteriggioni (not for Transfer Only)
- Tasting of 1 Brunello di Montalcino + 1 Rosso di Montalcino + cold cuts and cheeses (if selected)
- Entry ticket to the Templar Knights Museum in Monteriggioni (If option selected)
- Professional multilingual tour escort (not for Transfer Only)
- Hotel pickup and drop-off
- Full lunch meal
Meeting Location
Stazione
atrio biglietterie, Piazza della Stazione, 1, 50123 Firenze FI, Italy
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Sightseeing Experience Visitor Center (meeting point tourist assistance) (pass by)
Pienza
1 hour 30 minutes Admission Ticket Free
Il Duomo di Pienza (pass by)
Piazza Pio II (pass by)
Palazzo Piccolomini (pass by)
Montalcino
2 hours Admission Ticket Free
Fortezza di Montalcino (pass by)
Palazzo dei Priori (pass by)
Monteriggioni
1 hour 15 minutes Admission Ticket Free
Via Alighieri
20 minutes Admission Ticket Included
Sightseeing Experience Visitor Center (meeting point tourist assistance) (pass by)
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Travelers should have at least a moderate level of physical fitness
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- In order to reserve the seat also for children under 4 years of age, it is necessary to select the free rate 'children (0 - 3)' during the purchase phase.
- The tour involves walking, it is recommended to wear comfortable shoes
- The tasting of wine with typical products is not a lunch
- Transfer time on board bus is already included in the total duration
- No refunds are given in case of delay at the meeting point at Sightseeing Experience Visitor Center
- Maximum punctuality is recommended at each meeting points during the excursion. For the success of the tour, no waiting times are expected in case of delays by customers and no refunds will be granted
- The order of visits may change
- Transfer Only option includes only bus and assistance on board.
- From November 2, 2026, to March 21, 2027 Availability: Sundays Languages: Min. 2 people for English and Spanish / Min. 4 people for Portuguese
- This tour/activity will have a maximum of 49 travelers
Frequently Asked Questions (8)
Q: What is the cancellation policy for the Medieval Tour in Monteriggioni and Val d’Orcia from Florence?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-6980P80
Traveler Photos
Reviews
Average 4.80 out of 5 stars based on 70 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities

Admire the stunning landscapes of Tuscany from above on an approximately 1-hour hot air balloon flight over the hills of Siena. This is both a...
$352

Secure your timed entry to Florence’s Duomo Cathedral (Santa Maria del Fiore) and enjoy a smooth arrival with host assistance. Explore one of Florence’s most...
$8

Seeing the sights of Florence can involve a lot of walking. Cover the ground, including hidden lanes that traditional cars can’t enter, without wearing out...
$40

Discover Michelangelo's iconic sculptures—Twilight, Dawn, Day, and Night—in the breathtaking Sacrestia Nuova, an architectural masterpiece he designed himself. Admire the luxurious details of the Cappella...
$74
Travelers Who Bought This Tour Also Bought

Spiritual awakening by Michelangelo: discover the red thread that links David to the Sistine Chapel! This is not standard experience above David , this is...
$31

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...
$33

Perfect for art lovers, history enthusiasts, and first-time visitors, this guided tour offers an in-depth exploration of Florence’s artistic heart—with expert commentary and fast-track access...
$42

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...
$62







