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Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns (Rome to Tuscany)

11 days
•
From Rome to Tuscany
4.8
42 traveler reviews
  • Reflection of a row of buildings along the Arno River in Florence during sunset.
  • Panoramic view of Florence featuring the Dome of the Cathedral of Santa Maria del Fiore.
  • Aerial view of the towers of San Gimignano with Tuscan hills in the background.
    View all
  • Person working with dogs in a wooded area, possibly for truffle hunting.
  • Clusters of ripe grapes hanging from the vine.
    View all

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Plan your adventure:
Operator
Collette
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 2 - 44
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Arrival

    Accommodation
    Hotel (Kolbe Hotel)
  2. Day 2

    Rome

    Meals
    Dinner (Welcome dinner)
    Accommodation
    Hotel (Villa Santa Barbara, Montefalco)

    Included Activities

    • Welcome dinner
  3. Day 3

    Spoleto

    Meals
    Breakfast
    Accommodation
    Hotel (Villa Santa Barbara, Montefalco)

    Included Activities

    • Walking tour of Spoleto with local expert
    • Visit Rocca Albornoz castle
    • Visit Duomo of Santa Maria Assunta
    • Family-owned frantoio (olive mill) visit
    • Extra virgin olive oil tasting
    Landmarks
    Spoleto
    Rocca Albornoz
    Duomo of Santa Maria Assunta
  4. Day 4

    Assisi

    Meals
    Breakfast, Lunch (Lunch at local family's country home)
    Accommodation
    Hotel (Villa Santa Barbara, Montefalco)

    Included Activities

    • Walking tour of Assisi with local guide
    • Visit Basilica of St. Francis
    • Lunch at local family's country home
    Landmarks
    Assisi
    Basilica of St. Francis
    Itinerary Image 1
  5. Day 5

    Truffle Hunting

    Meals
    Breakfast, Lunch (Rustic, home-cooked lunch with truffle tasting)
    Accommodation
    Hotel (Albergo Le Terme, Bagno Vignoni, Orcia Valley)

    Included Activities

    • Truffle hunting with local expert and trained dogs
    • Rustic home-cooked lunch with truffle tasting
    Landmarks
    Orcia Valley
  6. Day 6

    Orcia Valley and Bagno Vignoni

    Meals
    Breakfast
    Accommodation
    Hotel (Albergo Le Terme, Bagno Vignoni, Orcia Valley)

    Included Activities

    • Visit local pecorino cheese farm
    • Pecorino cheese tasting and snack
    • Visit Bagno Vignoni
    Landmarks
    Bagno Vignoni
    Val d'Orcia
    Itinerary Image 1
  7. Day 7

    Montalcino - Chianti

    Meals
    Breakfast, Dinner
    Accommodation
    Hotel (Villa San Lucchese Hotel, Chianti Countryside)

    Included Activities

    • Visit artisanal pasta factory
    • Visit Pienza
    • Visit Montalcino
    • Winery estate and cellar tour
    • Brunello wine tasting with music pairing
    Landmarks
    Pienza
    Montalcino
  8. Day 8

    Siena

    Meals
    Breakfast
    Accommodation
    Hotel (Villa San Lucchese Hotel, Chianti Countryside)

    Included Activities

    • Guided walking tour of Siena
    • Siena exploration time

    Optional Activities

    • Visit Siena cathedral
    • Visit town hall frescoes
    Landmarks
    Siena
  9. Day 9

    Florence

    Meals
    Breakfast
    Accommodation
    Hotel (Villa San Lucchese Hotel, Chianti Countryside)

    Included Activities

    • Extensive walking tour of Florence with local expert
    • View Ponte Vecchio
    • View Palazzo Vecchio
    • View Piazza del Duomo
    • Free time to explore Florence
    Landmarks
    Florence
    Ponte Vecchio
    Palazzo Vecchio
    Piazza del Duomo
    Itinerary Image 1Itinerary Image 2
  10. Day 10

    San Gimignano

    Meals
    Breakfast, Dinner (Farewell dinner of Tuscan specialties)

    Included Activities

    • Visit San Gimignano
    • Leisure time in San Gimignano
    • Farewell dinner of Tuscan specialties

    Optional Activities

    • Authentic Italian gelato from award-winning ice cream parlor
    Landmarks
    San Gimignano
    Itinerary Image 1
  11. Day 11

    Departure

    Meals
    Breakfast
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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

  • Kolbe Hotel

    Hotel
    day 1

  • Villa Santa Barbara, Montefalco

    Hotel
    Days 2, 3, 4

  • Albergo Le Terme, Bagno Vignoni, Orcia Valley

    Hotel
    Days 5, 6

  • Villa San Lucchese Hotel, Chianti Countryside

    Hotel
    Days 7, 8, 9

Operated by

Collette

4.6
(7,570 reviews)

Number of tours

420

Age Range

5 to 99 years old

Response time

within 1 day

Response rate

92%

Since 1918, Collette has earned a global reputation as a travel company that...

Read more

Sustainability Initiatives

Reduce Carbon Emissions

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.

Traveler Reviews

4.8
Overall rating based on 42 Reviews

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  • A
    October 30th, 2024
    We really enjoyed the overall tour experience.
    Traveled in March 2022
    Review collected by Collette
  • A
    October 30th, 2024
    The guide and driver we had during the whole trip were outstanding. Mariangela and Pasquale made us feel comfortable...
    Show more
    Traveled in March 2022
    Review collected by Collette
  • A
    October 30th, 2024
    Other than our flights which, in one case were booked too closely and we missed our connection (and I HAVE YET ago...
    Show more
    Traveled in March 2022
    Review collected by Collette
  • A
    October 30th, 2024
    There is no way we could have planned a trip on our our and packed so much in 12 days. It was a great variety of...
    Show more
    Traveled in April 2023
    Review collected by Collette
  • A
    October 30th, 2024
    everything was top notch.
    Traveled in April 2023
    Review collected by Collette
  • A
    October 30th, 2024
    Awesome experience! You’ll love this tour.
    Traveled in April 2023
    Review collected by Collette
  • A
    October 30th, 2024
    Attentive trip and great facilities.
    Traveled in May 2023
    Review collected by Collette
  • A
    October 30th, 2024
    Already written and discussed3
    Traveled in May 2023
    Review collected by Collette
  • A
    October 30th, 2024
    Outstanding service, really good tour Director and wonderful locations to visit and nice hotel.
    Traveled in April 2023
    Review collected by Collette
  • A
    October 30th, 2024
    Tour manager was excellent. Only thing I would have wished differently was better AC, but realize it is not...
    Show more
    Traveled in June 2023
    Review collected by Collette

Dates & Availability

Select departure month and travellers

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
Hurry, deals only available for a limited time!
Ends on 28 Apr, 2026
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    2026 Version
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  • -5%
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    19 Sep, 2026
    To Tuesday
    29 Sep, 2026
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    This departure date is available and will 100% depart
    Guaranteed departure
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    US $4,649 per person
    2026 Version
    View this tour
  • -5%
    From Tuesday
    22 Sep, 2026
    To Friday
    2 Oct, 2026
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    This departure date is available and will 100% depart
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    US $4,649 per person
    2026 Version
    View this tour
  • -5%
    From Saturday
    26 Sep, 2026
    To Tuesday
    6 Oct, 2026
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    This departure date is available and will 100% depart
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    $4,899
    US $4,649 per person
    2026 Version
    View this tour
  • -5%
    From Saturday
    10 Oct, 2026
    To Tuesday
    20 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
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    US $4,749 per person
    2026 Version
    View this tour
  • -5%
    From Saturday
    17 Oct, 2026
    To Tuesday
    27 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
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    $4,999
    US $4,749 per person
    2026 Version
    View this tour
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Can’t find the answer to your question?
Reach out to the experts at Collette with your enquiry, they usually respond within 1 day.

No departure dates available

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Plan your adventure:

Good to Know

Tour ID: 284555

  • 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 July 27th, 2026 a full payment is necessary. For tours departing after July 27th, 2026, a minimum payment of $349 is required to confirm your booking with Collette. 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 95 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 Collette will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Collette" 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
  • 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

Keep Exploring Italy

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec