We are interested in this trip and just would like to know the walking/hiking portions what are the distances each day? The other question would be the weather in September versus October?

The distances hiked are detailed on our itinerary which is attached. Weather will be similar the end of Sept/start of October. October will be slightly cooler and will have an increased chance of rain compared to September.

From

US $4,999 per person

Geluxe: Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria

10 days

•

From Florence to Rome

4.7 (12,709 reviews)

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View all

From

US $4,999 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

1 Adult2 Adults, 1 Child2 Children

Best price guarantee Learn More

Plan your adventure:

Platinum Operator: G Adventures
City & Culture: Immerse yourself in rich history and local traditions
Group Tour: Join a group and forge lifelong friendships
Fully Guided: An experienced guide will be with you for the entire tour
Medium Intensity: Travelers should be comfortable with somewhat-demanding activities
Guided in English
Group Size 10 - 16
Ages 18+

Image of a map showing the route of the tour

Itinerary

Day 1
Florence
Florence
Meals
Dinner
Accommodation
Hotel (Hotel Club Florence)
Included Activities
- Meet Your CEO and Group
- CEO-led Orientation Walk of Florence
Day 2
Florence
Florence
Meals
Breakfast
Accommodation
Hotel (Hotel Club Florence)
Included Activities
- Florence Guided Walking Tour With Local Guide
Optional Activities
- Piazzale Michelangelo Walk
- Medici Chapels Visit (9-32 EUR per person)
- Leonardo Da Vinci Museum Visit
Landmarks
Cattedrale di Santa Maria del Fiore (Duomo)
Piazza della Signoria
Ponte Vecchio
Piazzale Michelangelo
Day 3
Florence - San Gimignano - Colle Val d'Elsa
Florence - San Gimignano - Colle Val d'Elsa
Meals
Breakfast, Lunch
Accommodation
Hotel (Hotel Palazzo Pacini)
Included Activities
- San Gimignano Guided Tour
- Walk Strove to Colle Val d'Elsa
Landmarks
San Gimignano
Via Francigena
Elsa River
Day 4
Colle Val d'Elsa - Monteriggioni - Siena
Colle Val d'Elsa - Monteriggioni - Siena
Meals
Breakfast, Lunch
Accommodation
Hotel (Hotel Palazzo Pacini)
Included Activities
- Hike to Monteriggioni
Landmarks
Monteriggioni
Day 5
Chianti Region
Chianti Region
Meals
Breakfast, Lunch, Dinner
Accommodation
Hotel (Tenuta di Corsignano)
Included Activities
- Stroll around Montefioralle
- Walk from Montefioralle to Panzano
- Molino di Grace Visit & Lunch
- Greve In Chianti Visit
Landmarks
Montefioralle
Greve in Chianti
Molino di Grace
Day 6
Siena
Siena
Meals
Breakfast, Lunch, Dinner (Wine pairing dinner)
Accommodation
Hotel (Tenuta di Corsignano)
Included Activities
- Siena Walking Tour
- Wine Pairing Dinner
Landmarks
Piazza del Campo
Siena Cathedral (Duomo)
Day 7
Pienza - Montepulciano
Pienza - Montepulciano
Meals
Breakfast
Accommodation
Hotel (Hotel Vannucci)
Included Activities
- Walk The Pienza loop
- Pecorino Cheese Tasting
- Montepuliciano Visit
Landmarks
Val d'Orcia
Pienza
Corsignano
Strada dei Gladiatori
Montepulciano
Day 8
Città della Pieve
Città della Pieve
Meals
Breakfast, Lunch (Meal prepared during cooking class, served with wine)
Accommodation
Hotel (Hotel Vannucci)
Included Activities
- Cooking Class - Città della Pieve
- Guided Walking Tour of Città della Pieve
Landmarks
Città della Pieve
Day 9
Città della Pieve - Rome
Città della Pieve - Rome
Meals
Breakfast, Dinner
Accommodation
Hotel (Mama Shelter Roma)
Included Activities
- Rome Walking Tour or Fully Guided Vespa Tour
Optional Activities
- Rome Orientation Walk With CEO
Landmarks
Piazza Barberini
Piazza di Spagna
Trevi Fountain
Piazza Navona
Colosseum
Trastevere
Day 10
Rome
Rome
Meals
Breakfast

Landmarks
Cattedrale di Santa Maria del Fiore (Duomo)
Piazza della Signoria
Ponte Vecchio
Piazzale Michelangelo

Landmarks
San Gimignano
Via Francigena
Elsa River

Landmarks
Monteriggioni

Landmarks
Montefioralle
Greve in Chianti
Molino di Grace

Landmarks
Piazza del Campo
Siena Cathedral (Duomo)

Landmarks
Val d'Orcia
Pienza
Corsignano
Strada dei Gladiatori
Montepulciano

Landmarks
Città della Pieve

Landmarks
Piazza Barberini
Piazza di Spagna
Trevi Fountain
Piazza Navona
Colosseum
Trastevere

What's Included

Expand All

Accommodation
Guide
Meals
Additional Services
Transport

What's Not Included

Flights
Insurance
Optional
Additional Services

Where You'll Stay

All accommodations are subject to change

Hotel Club Florence
Hotel
Days 1, 2
Hotel Palazzo Pacini
Hotel
Days 3, 4
Tenuta di Corsignano
Hotel
Days 5, 6
Hotel Vannucci
Hotel
Days 7, 8
Mama Shelter Roma
Hotel
day 9

Operated by

G Adventures

Platinum Operator

Rating: 4.7 (12,709 reviews)
Response time: 3 hours
Response rate: 96%
Cancellation policy

Reviews from other tours by G Adventures

Tour Operator
4.7

Elizabeth5.0•July 2026
Great experience in Italy!
Noelia5.0•May 2026
Sailing off the Amalfi coast has been an incredible experience.
Kevin5.0•May 2026
I had a fantastic experience with G Adventures. It was not perfect but it is what I expected going into it. I...
I had a fantastic experience with G Adventures. It was not perfect but it is what I expected going into it. I appreciated the coordination of the hostels/stay and the trains between the cities and some of the planned activities as part of the orientation walks and other group activities. Katha made the experience amazing even with the hiccups with some of the hostel accommodations, train reservations and rainy weather. She was very informative and well prepared in all of the cities we went to. I was grateful for all the tiny efforts she made to make sure that we had a good time and that we were aware of the options in each place so we can prioritize what we wanted to do in our free time. She has a lot of passion for travel, Germany, and a great love of learning. This is a perfect job for her especially at this time of her life. Thanks for being our mother duck and making sure that we got through the three different countries safely and always giving us opportunities to experience the local food and cultures. Since this was my first time in Europe and this was a solo trip, I wanted to make sure that I had a tour guide that was familiar with the culture, safety tips, and knew how to get around. I do not think I will need to go on another guided tour group while exploring other parts of Europe but maybe a future trip to South America or Africa might be fun. I feel very comfortable booking and taking public transportation in Europe thanks to Katha and the opportunities that we had through G Adventures. The largest two pieces of feedback that I would leave for G Adventures are (1) it would have been nice to know beforehand around how long and when we would have "Free time" so we could book certain activities like the colosseum and (2) confirmation of which hostel we would be staying at since I ended up booking an extra night at our final hostel which turned out to be the incorrect one. So I paid USD 300 that couldn't get cancelled and was really inconvenient to check out of one hostel and check into another hostel since I had planned a few activities early in the morning thinking that I didn't have to worry about luggage and transporting my stuff to another place. I ended up booking another night at the new hostel that we were staying at and had to eat the cost of the other hostel so I could avoid dealing with the gap of time that I would need to wait to check into the other hostel.Show more

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K
Kathy
Asked on September 4th, 2025
We are interested in this trip and just would like to know the walking/hiking portions what are the distances each day? The other question would be the weather in September versus October?
Tour Details
- G AdventuresOperator•Written September 2025
  The distances hiked are detailed on our itinerary which is attached. Weather will be similar the end of Sept/start of October. October will be slightly cooler and will have an increased chance of rain compared to September.

From

US $4,999 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

1 Adult2 Adults, 1 Child2 Children

Best price guarantee Learn More

Plan your adventure:

Good to Know

Tour ID: 260653

Currency
€
Euro
Italy
Plugs & Adapters
As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for type L.
Type L
Italy
Visa
- Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
- Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
Payment information
- For any tour departing before September 10th, 2026 a full payment is necessary. For tours departing after September 10th, 2026, a minimum payment of 20% is required to confirm your booking with G Adventures. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 45 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
- Some departure dates and prices may vary and G Adventures will contact you with any discrepancies before your booking is confirmed.
- The following cards are accepted for "G Adventures" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
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- TourRadar is an authorized Agent of G Adventures. Please familiarize yourself with the G Adventures payment, cancellation and refund conditions.
Accessibility
Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.
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Geluxe: Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria

Itinerary

Florence

Included Activities

Florence

Included Activities

Optional Activities

Florence - San Gimignano - Colle Val d'Elsa

Included Activities

Colle Val d'Elsa - Monteriggioni - Siena

Included Activities

Chianti Region

Included Activities

Siena

Included Activities

Pienza - Montepulciano

Included Activities

Città della Pieve

Included Activities

Città della Pieve - Rome

Included Activities

Optional Activities

Rome

Want to read it later?

What's Included

What's Not Included

Where You'll Stay

Reviews from other tours by G Adventures

Dates & Availability

Want to read it later?

Why book with TourRadar?

What our customers ask about this tour

Good to Know

Keep Exploring Italy

Geluxe: Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria

Itinerary

Included Activities

Included Activities

Optional Activities

Included Activities

Included Activities

Included Activities

Included Activities

Included Activities

Included Activities

Included Activities

Optional Activities

Want to read it later?

What's Included

What's Not Included

Where You'll Stay

Reviews from other tours by G Adventures

Dates & Availability

Want to read it later?

Why book with TourRadar?

What our customers ask about this tour

Earn while you share

Good to Know

Keep Exploring Italy

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