Country Roads of Umbria & Tuscany - Small Group

Country Roads of Umbria & Tuscany - Small Group

9 Days
From

$3750

$3439

Country Roads of Umbria & Tuscany - Small Group

9 Days Starting and ending in Rome

Visiting: Rome, Vatican, Umbria, Perugia, Assisi, Monte Subasio, Siena, San Gimignano, Florence, Vatican City

Tour operator:

Insight Vacations

Tour code:

SE822ZM20

Trip Styles:

Luxury, Small Group

From:
$3750
$3439 (USD) Operator discount: -$130 The Big ADVENTURE Sale: -$181

This tour is no longer available, please see similar tours below or send an enquiry

Tour Overview

Live 'la dolce vita' during this 9-day guided tour of Italy. Explore the Vatican Museums, where your VIP pass gets you behind-the-scenes access to the Bramante Staircase. Walk the narrow cobblestone streets of Siena to the shell-shaped Piazza del Campo and see the Torre del Mangia, the second-tallest tower in Italy. Visit a family-run olive mill, where a third-generation olive maker will share how its olives become the decadent oil you’ll taste at the mill. In San Gimignano, eat the best gelato in the world - literally. You’ll meet a world champion gelato maestro who will welcome you into his ice cream parlour to indulge in his favourite flavours. Alongside a Local Expert, marvel at the cathedral at the centre of Florence: Basilica di Santa Maria del Fiore, nicknamed 'the Duomo' for its awe-inspiring crown made by a master goldsmith.

Highlights

  • 4 Dinner with Wine (DW)

  • 8 Breakfast (B)

  • 1 Lunch with Wine (LW)

  • Choose between two carefully selected activities

  • Siena: Visit Siena's medieval black and white striped cathedral with your Local Expert.

  • : Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.

  • Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.

  • : Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.

  • : We carry your bags for you and promptly deliver them to your hotel door.

  • : From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.

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Itinerary

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Day 1: Welcome To Rome
Location: Rome
Accommodation: Hotel St. Martin, Rome.
Meals Included: Dinner with Wine

Welcome to Rome. Join your Travel Director to explore the Eternal City, passing the medieval buildings, renaissance palaces and baroque churches scattered throughout the city. Get to know your fellow travellers over a pleasant Welcome Dinner.

Day 2: Umbria And On To Perugia
Location: Rome, Vatican, Umbria, Perugia
Accommodation: Sangallo Palace Hotel, Perugia.
Meals Included: Breakfast, Lunch with Wine

Explore the Vatican Museums in the morning, where a local historian unveils the gems of the vast Papal art collection. Your special visit includes fast-tracked entry and behind-the-scenes access to the Bramante Staircase, a part of the Vatican normally closed to visitors. View the imposing Basilica of St. Peter, the largest in the world. Journey north to the Umbrian village of Baschi. Immerse yourself in the flavours and culture of the region and learn about the secrets of Italian food culture as you join Giovanni and his dog Chris for a truffle hunting session before being entertained by Chef Lorenzo with a fun pasta demonstration and delicious Highlight Lunch accompanied by Orvieto Classico wine. Join a Local Expert in Perugia to navigate the underground labyrinth of little streets, alleys and arches. Walk Corso Vannucci, resplendent in pale-pink stone, passing the princely Priors' Palace, cathedral and finely sculptured Great Fountain in the main square.

Day 3: Perugia Sightseeing & Free Time Relaxed Start
Location: Perugia
Accommodation: Sangallo Palace Hotel, Perugia.
Meals Included: Breakfast, Dinner with Wine

During a MAKE TRAVEL MATTER® Experience, visit an artisanal workshop to meet Marta, recipient of a TreadRight Foundation grant, and her weavers. See how the fascinating art of loom-weaving textiles has been passed down through the generations and learn how this ancient craft is being preserved. Afterwards, you will be free to enjoy the many delights of Umbria's capital city. For dinner, choose your ideal ambience and palate-pleasing menu from a hand-picked selection of Perugian restaurants for your Dine-Around Evening. Buon appetito!

Day 4: Assisi, In Search Of St. Francis Relaxed Start
Location: Perugia, Assisi, Monte Subasio
Accommodation: Sangallo Palace Hotel, Perugia.
Meals Included: Breakfast

Journey to Assisi, one of Italy's most beautiful medieval hilltop towns, set high up in the mountains and enclosed by fortress walls. In the valley, see the famous Church of St. Mary of the Angels, much venerated as the place of St. Francis' death, then continue up Mount Subasio to the upper town. Step inside the massive, 13th century Basilica of St. Francis with your Local Expert to learn how Giotto masterfully painted frescoes that inspired a variety of Renaissance artists. Continue through the twisted groves that carpet the side of Mount Subasio.

Day 5: Tuscany To Cortona, Siena And San Gimignano
Location: Perugia, Siena, San Gimignano
Accommodation: Villasanpaolo, San Gimignano.
Meals Included: Breakfast, Dinner with Wine

Follow the shores of Lake Trasimeno to Cortona, one of the oldest hilltop towns in Tuscany. After free time to explore, continue to the narrow cobbled streets of Siena. Standing in the shell-shaped Campo, imagine the frenzied atmosphere of the biannual Palio horse race and see the superb 14th century Town Hall. Explore Siena with Insight Choice. Choose to visit the medieval Cathedral. Alternatively, sample panforte, a traditional Tuscan dessert. Travel to your home for the next three nights, a delightful villa near the medieval town of San Gimignano.

Day 6: San Gimignano Sightseeing And Free Time Relaxed Start
Location: San Gimignano
Accommodation: Villasanpaolo, San Gimignano.
Meals Included: Breakfast

In the morning, your Travel Director will show you San Gimignano's medieval skyscrapers, serpentine streets and hidden squares. The town is also home to world champion gelato maestro Sergio Dondoli. At his artisan ice cream parlour on Piazza della Cisterna, the jaunty gelataio doles out his silky, frozen treats in a range of unique flavours for you to try. The rest of the day is at leisure; why not join an Optional Experience to Pisa and Lucca?

Day 7: Florence And Tuscan Countryside Experience Relaxed Start
Location: San Gimignano, Florence
Accommodation: Villasanpaolo, San Gimignano.
Meals Included: Breakfast, Dinner with Wine

The morning is devoted to the Renaissance city of Florence. A fascinating walking exploration with a Local Expert takes you to the marble-clad cathedral crowned by Brunelleschi's dome. See the baptistery with its beautiful Gates of Paradise and Giotto's splendid bell tower. Walk on to Piazza della Signoria with its open-air gallery of Renaissance sculptures, followed by free time to shop for top-quality Florentine leather or gold. Toast to your travels during a delicious Farm-to-Table Celebration Dinner at a local restaurant and enjoy tasting flavoursome dishes prepared with locally grown ingredients, sourced from the farm or nearby Tuscan region. Relax as the pairing of home-made pastas with the farm's own traditional Chianti wine rounds off your great Italian adventure.

Day 8: Country Drive To Ancient Rome
Location: San Gimignano, Rome
Accommodation: NH Roma Centro, Rome.
Meals Included: Breakfast

Leave behind the tower topped town of San Gimignano. Enjoy rolling Tuscan hills as you journey through the Italian countryside, making your way to Ancient Rome. On arrival, enjoy the afternoon at leisure.

Day 9: Arrivederci Roma
Location: Rome
Meals Included: Breakfast

Bid farewell to the glories of Italy. Departure transfers arrive at Rome’s Fiumicino Leonardo da Vinci Airport.

Check out our Q&As

  • Can I join the tour once it has departed?

    We regret that no refunds can be made for absences from a tour, including experiences such as missed meals or sightseeing.

  • How long has the tour company been trading?

    Since 1978.

  • What Ethical Travel credentials does the tour company have?

    Insight Vacations is a founding member of the TreadRight Foundation, a joint initiative created by the brands within The Travel Corporation (TTC) almost 15 years ago to ensure our impact through tourism is positive. Our ethos to #MakeTravelMatter guides our decision-making at every level of our business.

  • Will the accommodation included meet local health and safety regulations?

    Yes

  • Do you operate a “single share” option and how does it work?

    You have two options as a solo traveller. Either choose to be matched with a same sex partner for a room share - at no extra cost. Or choose a room of your own with a reduced or even free private room upgrade on select tours.

  • What policies are in place for Covid-19?

    Please contact us for latest COVID-19 policies

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Country Roads of Southern Italy and Sicily is a delightful trip and our travel guides and driver, Enzo, Chris and Greg were amazing and made the trip very memorable. We saw so many places and had great experiences along the way! Thanks to them for such a wonderful vacation.!

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Great itinerary, good pace, tour director was friendly and very knowledgeable and organised. Bus was very spacious and driver was great. Yes would recommend insight to friends and families

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Dates & Availability

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Sunday - Monday

Oct 13, 2024 - Oct 21, 2024
$3750 $3439 (USD)

Operator discount: -$130 (USD)

The Big ADVENTURE Sale: -$181 (USD)

Instant Booking Available

Sunday - Monday

Apr 13, 2025 - Apr 21, 2025
$3975 $3653 (USD)

Operator discount: -$130 (USD)

The Big ADVENTURE Sale: -$192 (USD)

Instant Booking Available

Sunday - Monday

May 11, 2025 - May 19, 2025
$3995 $3672 (USD)

Operator discount: -$130 (USD)

The Big ADVENTURE Sale: -$193 (USD)

Instant Booking Available

Sunday - Monday

Jul 20, 2025 - Jul 28, 2025
$3925 $3605 (USD)

Operator discount: -$130 (USD)

The Big ADVENTURE Sale: -$190 (USD)

Instant Booking Available

Sunday - Monday

Aug 17, 2025 - Aug 25, 2025
$3850 $3534 (USD)

Operator discount: -$130 (USD)

The Big ADVENTURE Sale: -$186 (USD)

Instant Booking Available

Sunday - Monday

Oct 12, 2025 - Oct 20, 2025
$3995 $3672 (USD)

Operator discount: -$130 (USD)

The Big ADVENTURE Sale: -$193 (USD)

Book with Confidence

  • Low Deposit

    Insight Vacations requires a minimum deposit of 350 USD per person or the full booking value, whichever is less, with the final balance not due until 90 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of insight vacations charges.

    Up to 91 days before tour starts: Forfeit 100% of deposit.

    At 90 days before tour starts: Forfeit 50% of booking price.

    At 29 days before tour starts: Forfeit 80% of booking price.

    At 1 days before tour starts: Forfeit 100% of booking price.

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