Overview
This small group tour discovers the medieval villages of Tuscany. On the way to Siena, you'll have the chance to visit Orvieto with its wonderful Cathedral and Cortona, worldwide famouse for "Under the sun of Tuscany" that was filmed there. After visiting Siena, it's time to discover San Gimignano, a place of great wine cellars and old palaces and Volterra, major centre of the Etruscans. Included is an excursion to the Chianti Valley with wine tasting and the walled town of Lucca. On the last day, discover Pienza, the gate of entry to the Val d'Orcia, Montepulciano and Montalcino with its fortress and places to taste Montalcino red wine. The tour ends returning to Rome.
Departures on 2021, July 8th, August 5th and October 7th and 2022, May 5th, July 7th, August 4th, September 1st and October 6th are also available with tour director in Portuguese.
What's Included
- Breakfast
- Free Wi-Fi on board
- 3 nights accommodation
- Wine tastings
- Transport by air-conditioned minivan
- Local driver/guide
- Food and drinks (other than those mentioned in itinerary)
- City taxes at the hotels
- Gratuities and porterage
- Hotel pick up and drop off
Meeting Location
Via Principe Amedeo
3, 00185 Roma RM, 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
ROME - ORVIETO - CORTONA - SIENA
2 Stops
SIENA - SAN GIMIGNANO - VOLTERRA - SIENA
3 Stops
SIENA - CHIANTI ROUTE - LUCCA - SIENA
3 Stops
SIENA - MONTALCINO - PIENZA - MONTEPULCIANO - SIENA
3 Stops
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Travelers should have at least a moderate level of physical fitness
- May be operated by a multi-lingual guide
- Passport name, number, expiry and country is required at time of booking for all participants
- A minimum of 2 people per booking is required
- This tour/activity will have a maximum of 15 travelers
Frequently Asked Questions (7)
Q: What is the cancellation policy for the Medieval Tuscany 4-Day Tour from Rome with Siena & San Gimignano?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-22697P7
Traveler Photos
Additional Info
Similar Tours & Activities
Step into the iconic Colosseum in Rome, the world’s most famous amphitheater, as you hear vivid stories of emperors, gladiators, games, ancient Roman entertainment, and...
$171
We want to share the glory of the Vatican with you. The Vatican Air, we assure you the best touring experience. A wholesome tour is...
$60
One of the most iconic and historic places in the city is the Colosseum, which was constructed in the year 72 A.D. and could host...
$221
Join us for an unforgettable excursion to discover the most significant places of religious tradition in Lazio and Campania, accompanied by an experienced Catholic guide....
$138
Step into the iconic Colosseum in Rome, the world’s most famous amphitheater, as you hear vivid stories of emperors, gladiators, games, ancient Roman entertainment, and...
$171
We want to share the glory of the Vatican with you. The Vatican Air, we assure you the best touring experience. A wholesome tour is...
$60
One of the most iconic and historic places in the city is the Colosseum, which was constructed in the year 72 A.D. and could host...
$221
Join us for an unforgettable excursion to discover the most significant places of religious tradition in Lazio and Campania, accompanied by an experienced Catholic guide....
$138
Travelers Who Bought This Tour Also Bought
A holiday in Rome without visiting the Vatican is like a day at the beach without swimming in the sea. See the best of the...
$21
Begin with learning how make tiramisù, following traditional recipes using all ingredients- mascarpone, eggs, coffee sugar and cocoa powder and tools needed. Following this, learn...
$33
Enjoy Fettuccine and Tiramisu cooking class in the heart of Rome! During this class you will learn how to make Fettuccine pasta from scratch and...
$56
Pizza Cooking Class in Rome - Near Piazza Navona
Who can say no to Pizza? Especially for Italian pizza? We definitely can't! If you're like us, joining a pizza class in Rome should be...
$44
Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peter's Basilica
A holiday in Rome without visiting the Vatican is like a day at the beach without swimming in the sea. See the best of the...
$21
Begin with learning how make tiramisù, following traditional recipes using all ingredients- mascarpone, eggs, coffee sugar and cocoa powder and tools needed. Following this, learn...
$33
Enjoy Fettuccine and Tiramisu cooking class in the heart of Rome! During this class you will learn how to make Fettuccine pasta from scratch and...
$56
Who can say no to Pizza? Especially for Italian pizza? We definitely can't! If you're like us, joining a pizza class in Rome should be...
$44
Frequently Asked Questions (7)
The answers provided below were previously given in response to questions from Cool Shore Excursions customers.
Filter by:
- This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
- Breakfast.
- Free Wi-Fi on board.
- 3 nights accommodation.
- Wine tastings.
- Transport by air-conditioned minivan.
- Local driver/guide.
- Food and drinks (other than those mentioned in itinerary).
- City taxes at the hotels.
- Gratuities and porterage.
- Hotel pick up and drop off.
There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..
Apr 2025If 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 2025Accessibility information for the Medieval Tuscany 4-Day Tour from Rome with Siena & San Gimignano is as follows:
- Wheelchair accessible
- Travelers should have at least a moderate level of physical fitness
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Medieval Tuscany 4-Day Tour from Rome with Siena & San Gimignano will be included in your confirmation email from Cool Shore Excursions. 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 2024Once 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 2026What's Included
- Breakfast
- Free Wi-Fi on board
- 3 nights accommodation
- Wine tastings
- Transport by air-conditioned minivan
- Local driver/guide
- Food and drinks (other than those mentioned in itinerary)
- City taxes at the hotels
- Gratuities and porterage
- Hotel pick up and drop off
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Travelers should have at least a moderate level of physical fitness
- May be operated by a multi-lingual guide
- Passport name, number, expiry and country is required at time of booking for all participants
- A minimum of 2 people per booking is required
- This tour/activity will have a maximum of 15 travelers
