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2026

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2027

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2028

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
$3,150
US $2,835 per person

Country Roads of Tuscany & Central Italy (Classic)

9 days
Start and end in Rome
4.5
2 traveler reviews
From
$3,150
-10%
US $2,835 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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2026

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

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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Plan your adventure:
Explorer
Curated to ignite your sense of adventure
Fully Guided
An experienced guide will be with you for the entire tour
Guided in English
Group Size 20 - 40
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Rome

    Meals
    Dinner (Savour dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavours.)
    Accommodation
    Hotel (NH Roma Centro, Rome)
  2. Day 2

    Rome - Umbria - Perugia

    Meals
    Lunch (Explore the art of Italian cooking with Chef Lorenzo and take part in a truffle hunting walk followed by lunch in Umbria.), Dinner
    Accommodation
    Hotel (Sangallo Palace Hotel, Perugia), Hotel (Sangallo Palace, Perugia)

    Included Activities

    • Visit the Basilica of St. Peter in Vatican City
    • Visit the Colosseum with Local Expert
    • Truffle hunting session in Baschi
    • Pasta demonstration by Chef Lorenzo
    • Lunch with Orvieto Classico wine in Umbria
    • Guided walk through Perugia's underground streets and alleys with Local Expert
    • Walk along Corso Vannucci, Priors' Palace, cathedral, and Great Fountain in Perugia
    Landmarks
    Basilica of St. Peter
    Colosseum
    Priors' Palace
    Great Fountain
    Corso Vannucci
  3. Day 3

    Perugia

    Meals
    Breakfast, Dinner (You are offered a selection of restaurants on your Dine-Around Evening. Choose your own ambience, cuisine and drinks for an intimate culinary experience.)
    Accommodation
    Hotel (Sangallo Palace, Perugia)

    Included Activities

    • Visit artisanal weaving workshop and meet Marta and her team of weavers

    Optional Activities

    • Optional Experience to Cortona
    • Dine Around experience at a choice of hand-picked Perugian restaurants
    Landmarks
    Laboratorio Giuditta Brozzetti
  4. Day 4

    Assisi

    Meals
    Breakfast, Dinner
    Accommodation
    Hotel (Sangallo Palace, Perugia)

    Included Activities

    • Visit Church of St. Mary of the Angels
    • Visit Basilica of St. Francis with Local Expert
    • Learn about Giotto's frescoes in the Basilica of St. Francis
    Landmarks
    Church of St. Mary of the Angels
    Basilica of St. Francis
    Mount Subasio
    Itinerary Image 1
  5. Day 5

    Lake Trasimeno - Siena - San Gimignano

    Meals
    Breakfast, Dinner (Nestled in the rolling hills surrounding San Gimignano and surrounded by its own vineyards, olive groves, saffron crop and orchards, is the homely Il Vecchio Maneggio. Admire the beautiful views as you enjoy a drink before sitting down to your delicious Farm-to-Table dinner, with all the organic produce sourced from the surrounding farm.)
    Accommodation
    Hotel (Villasanpaolo, San Gimignano), Hotel (Cappuccina Country Resort & Spa, San Gimignano)

    Included Activities

    • Follow shores of Lake Trasimeno
    • Visit Campo and Town Hall in Siena
    • Visit medieval Cathedral in Siena OR taste panforte, a traditional Tuscan dessert (Insight Choice)
    • Explore San Gimignano's medieval towers, serpentine streets, and hidden squares
    • Visit Sergio Dondoli's artisan gelato parlour at Piazza della Cisterna
    Landmarks
    Lake Trasimeno
    Campo
    Siena Cathedral
    Piazza della Cisterna
  6. Day 6

    San Gimignano

    Meals
    Breakfast, Dinner
    Accommodation
    Hotel (Cappuccina Country Resort & Spa, San Gimignano)

    Optional Activities

    • Optional Experience to Lucca
  7. Day 7

    Florence

    Meals
    Breakfast, Dinner (Toast to your travels during a delicious Farm-to-Table dinner at a local restaurant and enjoy tasting flavoursome dishes prepared with locally grown ingredients, home-made pastas, traditional Chianti wine, all sourced from the farm in the Tuscan region.)
    Accommodation
    Hotel (Villasanpaolo, San Gimignano), Hotel (Cappuccina Country Resort & Spa, San Gimignano)

    Included Activities

    • Walking exploration of Florence with Local Expert to the marble cathedral and Brunelleschi's dome
    • Visit baptistery with Gates of Paradise and Giotto's bell tower
    • Explore Piazza della Signoria and its open-air gallery of Renaissance sculptures
    • Farm-to-Table dinner with locally grown ingredients, home-made pastas, and traditional Chianti wine
    Landmarks
    Florence Cathedral
    Baptistery of Florence
    Giotto's Campanile
    Piazza della Signoria
  8. Day 8

    Tuscany - Bagno Vignoni - Pienza - Rome

    Meals
    Breakfast, Dinner
    Accommodation
    Hotel (Hotel St. Martin, Rome), Hotel (Bettoja Mediterraneo, Rome)

    Included Activities

    • Visit medieval spa town of Bagno Vignoni
    • Visit Renaissance town of Pienza
    Landmarks
    Bagno Vignoni
    Pienza
  9. Day 9

    Rome

    Meals
    Breakfast

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

Where You'll Stay

All accommodations are subject to change
Gold Operator
Rating
4.5(783 reviews)
Response time
10 hours
Response rate
68%
Cancellation policy

Traveler Moments

Traveler Reviews

4.5
Overall rating based on 2 Reviews
  • Itinerary
    4.5
  • Transport
    5.0
  • Guide
    4.5
  • Accommodation
    4.5
  • Food
    4.5
  • 4.5

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  • R
    June 7th, 2019
    Special thank you to Antonio! Our trusty coach driver!! Not bus coach! Beautiful tour. Francis is a great historian!...
    Show more
    Traveled in May 2019
    Reply from: Insight Vacations
    We are extremely happy to hear that your Travel Director and Coach Driver helped set the perfect tone for a memorable experience through Italy with Insight Vacations. What’s more, we are elated to know that you enjoyed your coach rides and we certainly look forward to welcoming you back soon for more amazing destinations.
    Show more
  • S
    March 14th, 2019
    This tour was an opportunity to meet up with friends from New Zealand that we had met on a previous Insight tour. It...
    Show more
    Traveled in September 2018
    Reply from: Insight Vacations
    Thank you for informing us about the wonderful time you had in Italy with Insight Vacations. We are delighted to hear that your Travel Director went above and beyond to make your time on the road a memorable one. Furthermore, we are without a doubt happy to have hosted you and we look forward to journeying with you again soon.
    Show more

Dates & Availability

Select departure month and travellers

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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 27 May, 2026
  • Instant Confirmation
    From Sunday
    21 Jun, 2026
    To Monday
    29 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $3,275 per person
    Multiple Room Types
  • Instant Confirmation
    -10%
    From Sunday
    30 Aug, 2026
    To Monday
    7 Sep, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    $3,150
    US $2,835 per person
    Multiple Room Types
  • Instant Confirmation
    From Sunday
    13 Sep, 2026
    To Monday
    21 Sep, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $3,850 per person
    Multiple Room Types
  • Instant Confirmation
    From Sunday
    27 Sep, 2026
    To Monday
    5 Oct, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    US $3,850 per person
    Multiple Room Types

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What our customers ask about this tour

The content in our FAQ section is subject to change.
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  • T

    Teresa

    Asked on January 22nd, 2024

    How much are the various extras?

    Price / Availability
    Tour Details
    • Insight VacationsOperatorWritten January 2024

      Please be advised that we don't have the exact cost of the various extras as the available Optional experiences that we have for Country Roads of Umbria & Tuscany can only be booked with the Travel Director at the start of the tour and are unable to be pre-purchased before the trip.

  • J

    Joy

    Asked on May 6th, 2023

    Can you help for My Visa from Nigeria?

    Visa
    • Insight VacationsOperatorWritten May 2023

      As a tour booking website, TourRadar is not a Visa authority. Visa requirements are regularly being updated and vary from one traveller to the next depending on nationality and residence etc. For up to date Visa requirments and to see if you qualify for an e-visa please check out the TourRadar visa page.

  • E

    Eva

    Asked on April 29th, 2023

    We are looking to go tour wineries in the tuscany region, best between 5-7 days. We would like to start in Rome, and end in Rome as well, might you have any recommendations here? We will be in Italy during October 2023

    Other
    Tour Details
    • Insight VacationsOperatorWritten May 2023

      If you prefer to visit a tour winery in the Tuscany region, I suggest the European Dream tour. See the Best of Switzerland, Italy, and France in 11 days on an Expert-Led Guided Tour. It starts in Venice and ends in Paris. On day 3 of the tour, head into the Apennine Mountains and the peaceful landscapes of Tuscany. Meet your Local Host for a guided tour through the house of the Italian Renaissance diplomat and writer, Nicolo Machiavelli. Visit the Italian garden with views of the Florence Cathedral and the historic cellar. Savor a tasting of wines made from the vineyards surrounding the home, accompanied by delicious samples of local Tuscan fare.

  • R

    Ron

    Asked on May 31st, 2022

    We have just 7 days in Tuscany area - No extra days (between cruises) We will be in Tuscany 1st.Sept.2023 - Is there a 7/8 day Tuscany tour? Can you suggest who could assist.

    Other
    Tour Details
    • Insight VacationsOperatorWritten June 2022

      Sounds like you have a wonderful holiday planned for next year! As you've a fairly tight timetable, Insight's Country Roads trip won't fit in well, since the closest departure is 3 September and it concludes on 11 September 2023. We would recommend a departure with one of our sister companies, Trafalgar, who operate the Rome and the Tuscan Highlights. This holiday commences 01 September, and while it's officially a nine-day trip, Day 8 sees you arriving into Rome, so you could depart that evening to join your cruise (although you would miss the Farewell Dinner). Alternatively, the Italian Holiday with Trafalgar may also suit - this is a 7-day trip commencing 01 Sep and runs from Rome to Rome, concluding on 07 September. Would either of those options suit you? Please let us know, we'd love to see you on board.

Can’t find the answer to your question?
Reach out to the experts at Insight Vacations with your enquiry, they usually respond within 10 hours.
From
$3,150
-10%
US $2,835 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

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
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Good to Know

Tour ID: 93269

  • Currency
    Euro
    Italy and Vatican City (Holy See)
  • Plugs & Adapters

    As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for types L, C, E, F.

    Type L
    Italy
    Type C
    Vatican City (Holy See)
    Type E
    Vatican City (Holy See)
    Type F
    Vatican City (Holy See)
  • 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 August 26th, 2026 a full payment is necessary. For tours departing after August 26th, 2026, a minimum payment of $200 is required to confirm your booking with Insight Vacations. 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 Insight Vacations will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Insight Vacations" 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.

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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