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

$4,999

US $3,999 per person

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

10 days

•

From Florence to Rome

4.7

12,539 traveler reviews

View all
View all

From

$4,999

-20%

US $3,999 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:

Operator: G Adventures
Explorer: Curated to ignite your sense of adventure
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
Meals
Dinner
Accommodation
Hotel (Hotel Club Florence)
Included Activities
- Meet Your CEO and Group
- CEO-led Orientation Walk of Florence
Day 2
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
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
Meals
Breakfast, Lunch
Accommodation
Hotel (Hotel Palazzo Pacini)
Included Activities
- Hike to Monteriggioni
Landmarks
Monteriggioni
Day 5
Chianti Region
Meals
Breakfast, Lunch, Dinner
Accommodation
Hotel (Borgo Casa al Vento)
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
Meals
Breakfast, Lunch, Dinner (Wine pairing dinner)
Accommodation
Hotel (Borgo Casa al Vento)
Included Activities
- Siena Walking Tour
- Wine Pairing Dinner
Landmarks
Piazza del Campo
Siena Cathedral (Duomo)
Day 7
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
Meals
Breakfast, Lunch
Accommodation
Hotel (Hotel Vannucci)
Included Activities
- Guided Walking Tour of Città della Pieve
- Cooking Class - Città della Pieve
Landmarks
Città della Pieve
Day 9
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
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
Borgo Casa al Vento
Hotel
Days 5, 6
Hotel Vannucci
Hotel
Days 7, 8
Mama Shelter Roma
Hotel
day 9

Operated by

G Adventures

4.7

(12,539 reviews)

Number of tours

1,014

Age Range

12 to 90 years old

Response time

5 hours

Response rate

96%

G Adventures gives you the opportunity to explore interesting and unusual...

Sustainability Initiatives

Animal Welfare

Supporting Destinations

Sustainability Programs

Other

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Reviews from other tours by G Adventures

Tour Operator
4.7

Jeannene
October 19th, 2025
5
Amazing tour! A great group of people and staying on a lemon farm - relaxing and so fun!
Tracy
September 12th, 2025
5
The overall experience was amazing. Italy is amazing and Francesco our guide was also excellent. Knowledgeable,...
Show more
Gary
March 6th, 2026
4
Overall the tour was great. Our CEO went above and beyond to make it enjoyable for everyone. We did have an issue...
Overall the tour was great. Our CEO went above and beyond to make it enjoyable for everyone. We did have an issue with the transportation. Considering it was a winter trip there should have been some above seat storage for coats, hats, gloves etc. as the seating was very tight, the temperature varied depending on direction of the sun and to have winter coats on our laps for longer rides was not comfortable. We also thought the back seat having 4 people was not comfortable (person size and familiarity was an issue). And a few of the lunch stops could have been shorter giving more time to visit the days sites.Show more

Dates & Availability

Select departure month and travellers

Select Date

1 Adult2 Adults, 1 Child2 Children

Upcoming departures

Hurry, deals only available for a limited time!

Ends on 18 Mar, 2026

Instant Confirmation
-20%
From Saturday
18 Apr, 2026
To Monday
27 Apr, 2026
English
Filling Fast
This departure date is available and will 100% depart
Guaranteed departure
From:
$4,999
US $3,999 per person
Instant Confirmation
-10%
From Saturday
16 May, 2026
To Monday
25 May, 2026
English
Filling Fast
This departure date is available and will 100% depart
Guaranteed departure
From:
$5,749
US $5,174 per person
Multiple Room Types
Instant Confirmation
-10%
From Saturday
20 Jun, 2026
To Monday
29 Jun, 2026
English
This departure date is available and will 100% depart
Guaranteed departure
From:
$5,499
US $4,949 per person
Multiple Room Types
Instant Confirmation
From Saturday
5 Sep, 2026
To Monday
14 Sep, 2026
English
This departure date is available and will 100% depart
Guaranteed departure
From:
US $5,749 per person
Multiple Room Types
Instant Confirmation
From Sunday
27 Sep, 2026
To Tuesday
6 Oct, 2026
English
This departure date is available and will 100% depart
Guaranteed departure
From:
US $5,749 per person
Multiple Room Types
Instant Confirmation
From Saturday
3 Oct, 2026
To Monday
12 Oct, 2026
English
This departure date is available and will 100% depart
Guaranteed departure
From:
US $5,499 per person
Multiple Room Types
Instant Confirmation
From Sunday
18 Oct, 2026
To Tuesday
27 Oct, 2026
English
Filling Fast
This departure date is available and will 100% depart
Guaranteed departure
From:
US $4,999 per person
Multiple Room Types

Why book with TourRadar?

Trusted and vetted operators
Rated excellent on
Best price guarantee

24/7 customer support
Earn $50 in travel credits

To protect your payment and ensure your booking will be processed in United States, never transfer or communicate outside of the TourRadar website or app.

More benefits

What our customers ask about this tour

The content in our FAQ section is subject to change.

All questions

We couldn't find results

Try a different search term or ask a question to this adventure's experts

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

$4,999

-20%

US $3,999 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 April 27th, 2026 a full payment is necessary. For tours departing after April 27th, 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.
Cancellation Policy
- Your money is safe with TourRadar, as we only pay the tour operator after your tour has departed.
- 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.
People also viewed
Big Five Safari
Peru Tours
Sailing in Turkey
Golden Triangle & Taj Mahal Sunrise/Sunset
Alpine Lakes & Scenic Trains featuring a crui…
Full Moon Party Pack
Experience Western Mongolia & Golden Eagle Fe…

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