Home > Tours > Europe Tours > Italy & Sicily Tours > Tuscany Tours > Country Roads of Umbria & Tuscany (Small Group)

Country Roads of Umbria & Tuscany (Small Group)

No Reviews No Booking FeesDedicated Travel Advisor

Country Roads of Umbria & Tuscany (Small Group)

No Reviews No Booking FeesDedicated Travel Advisor
Fully Guided Coach Small Group Scenic
Our Price From 5,267 Per Person
Exclusive Savings 116 Per Person
 Trip Length
9 Days
 Trip Starts
Rome
 Trip Finishes
Rome
9 Day Country Roads of Umbria & Tuscany (Small Group) Itinerary (Insight Vacations)
Countries Explored: Italy
Our Price From 5,267 Per Person
Exclusive Savings 116 Per Person
 Trip Length
9 Days
 Trip Starts
Rome
 Trip Finishes
Rome
9 Day Country Roads of Umbria & Tuscany (Small Group) Itinerary (Insight Vacations)
Countries Explored: Italy
Trip Style
Country Roads
Departures
Accommodation
4 - 4.5 Star
Max. Group Size
24
Guide Level
Fully Guided
Trip Code
SE822
Trip Style
Country Roads
Departures
Accommodation
4 - 4.5 Star
Max. Group Size
24
Guide Level
Fully Guided
Trip Code
SE822

Overview

Book online and enjoy exclusive savings on Insight Vacations 9 Day Country Roads of Umbria & Tuscany (Small Group). 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...read more best gelato in the world — literally. You’ll meet a world champion gelato maestro who will welcome you into his ice cream parlor to indulge in his favorite flavors. Alongside a Local Expert, marvel at the cathedral at the center of Florence: Basilica di Santa Maria del Fiore, nicknamed 'the Duomo' for its awe-inspiring crown made by a master goldsmith.
Book online and enjoy exclusive savings on Insight Vacations 9 Day Country Roads of Umbria & Tuscany (Small Group). 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...read more best gelato in the world — literally. You’ll meet a world champion gelato maestro who will welcome you into his ice cream parlor to indulge in his favorite flavors. Alongside a Local Expert, marvel at the cathedral at the center of Florence: Basilica di Santa Maria del Fiore, nicknamed 'the Duomo' for its awe-inspiring crown made by a master goldsmith.

Itinerary

Transfers to your hotel depart from Rome's Fiumicino Leonardo da Vinci Airport at 09:30, 12:30 and 15:30. Join your Travel Director at 17:30 to explore the Eternal City, passing the renaissance palaces and baroque churches scattered throughout the city. Get to know your fellow travelers over a pleasant Welcome Dinner. (DW) Stay: Hotel St. Martin, Rome.

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 flavors 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. (B/LW) Stay: Sangallo Palace Hotel, Perugia.

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! (B/DW)

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. (B)

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. (B/DW) Stay: Villasanpaolo, San Gimignano.

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 flavors for you to try. The rest of the day is at leisure; why not join an Optional Experience to Pisa and Lucca? (B)

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. (B/DW)

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. (B) Stay: NH Roma Centro, Rome.

Bid farewell to the glories of Italy. Departure transfers arrive at Rome's Fiumicino Leonardo da Vinci Airport. (B)

Transfers to your hotel depart from Rome's Fiumicino Leonardo da Vinci Airport at 09:30, 12:30 and 15:30. Join your Travel Director at 17:30 to explore the Eternal City, passing the renaissance palaces and baroque churches scattered throughout the city. Get to know your fellow travelers over a pleasant Welcome Dinner. (DW) Stay: Hotel St. Martin, Rome.

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 flavors 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. (B/LW) Stay: Sangallo Palace Hotel, Perugia.

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! (B/DW)

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. (B)

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. (B/DW) Stay: Villasanpaolo, San Gimignano.

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 flavors for you to try. The rest of the day is at leisure; why not join an Optional Experience to Pisa and Lucca? (B)

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. (B/DW)

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. (B) Stay: NH Roma Centro, Rome.

Bid farewell to the glories of Italy. Departure transfers arrive at Rome's Fiumicino Leonardo da Vinci Airport. (B)

Trip Inclusions

  • Rome: During your orientation with you Travel Director see the medieval buildings, including Renaissance palaces and Baroque churches, scattered throughout the city.
  • Assisi: See St. Mary of the Angels Church and join your Local Expert to walk through the cobbled streets and beautifully preserved medieval laneways of this quaint town.
  • Assisi: With a Local Expert, find out why the Basilica of St. Francis is considered one of the crowning achievements of Europe.
  • San Gimignano: Visit the medieval Manhattan of Italy!
  • Florence: Join a Local Expert to view the multi-colored marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square. See the area around Santa Croce Basilica, famous for the quality of its luxury goods.
  • Vatican: Gain Fast Track access into the Vatican Museums and admire the famous Bramante Staircase. Witness the genius of Michelangelo in the Sistine Chapel and view the splendid dome of St. Peter's Basilica.

Choose between two carefully selected activities

  • Siena: Visit Siena's medieval black and white striped cathedral with your Local Expert.
  • Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.

  • Perugia: Meet Marta, a recipient of a TreadRight Foundation grant. Learn how she offers employment opportunities for local women and alongside her weavers, preserves the ancient craft of loom-weaving in an artisan workshop. The workshop is owned by women and actively empowers women and girls through its education and training programs. Marta, and her students help to safeguard the unique patterns while contributing to the protection of Umbria's cultural heritage.  Laboratorio Guidetta Brozzetti advances UN Sustainable Development Goal 5: Gender Equality and UN Sustainable Development Goal 11: Sustainable Cities & Communities.

  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
  • 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.
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
  • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.

  • Rome: Welcome Dinner as you dine at your hotel's restaurant, Unique al Palatino.
  • Umbria: Explore the art of Italian cooking with Chef Lorenzo and take part in a truffle hunting walk followed by a tasty lunch.
  • Perugia: You are offered a selection of restaurants on your Dine-Around Evening. Choose your own ambience, cuisine and drinks for an intimate culinary experience.
  • Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.
  • San Gimignano: Ascend serpentine alleyways to the artisan gelato parlour of world champion gelato maestro, Sergio Dondoli for a taste of his finest frozen treats.
  • Tuscany: Nestled in the rolling hills surrounding Sam 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 Celebration Dinner - a delicious Farm-to-Table experience, with all the organic produce sourced from the surrounding farm.
  • Dining Summary: 4 Dinners with Wine (DW), 8 Breakfasts (B), 1 Lunch with Wine (LW)

  • Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
  • Hand sanitizer is freely available on board for you to use throughout the day.

  • Itinerary and inclusions are subject to change
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included

  • Rome: During your orientation with you Travel Director see the medieval buildings, including Renaissance palaces and Baroque churches, scattered throughout the city.
  • Assisi: See St. Mary of the Angels Church and join your Local Expert to walk through the cobbled streets and beautifully preserved medieval laneways of this quaint town.
  • Assisi: With a Local Expert, find out why the Basilica of St. Francis is considered one of the crowning achievements of Europe.
  • San Gimignano: Visit the medieval Manhattan of Italy!
  • Florence: Join a Local Expert to view the multi-colored marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square. See the area around Santa Croce Basilica, famous for the quality of its luxury goods.
  • Vatican: Gain Fast Track access into the Vatican Museums and admire the famous Bramante Staircase. Witness the genius of Michelangelo in the Sistine Chapel and view the splendid dome of St. Peter's Basilica.

Choose between two carefully selected activities

  • Siena: Visit Siena's medieval black and white striped cathedral with your Local Expert.
  • Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.

  • Perugia: Meet Marta, a recipient of a TreadRight Foundation grant. Learn how she offers employment opportunities for local women and alongside her weavers, preserves the ancient craft of loom-weaving in an artisan workshop. The workshop is owned by women and actively empowers women and girls through its education and training programs. Marta, and her students help to safeguard the unique patterns while contributing to the protection of Umbria's cultural heritage.  Laboratorio Guidetta Brozzetti advances UN Sustainable Development Goal 5: Gender Equality and UN Sustainable Development Goal 11: Sustainable Cities & Communities.

  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
  • 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.
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
  • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.

  • Rome: Welcome Dinner as you dine at your hotel's restaurant, Unique al Palatino.
  • Umbria: Explore the art of Italian cooking with Chef Lorenzo and take part in a truffle hunting walk followed by a tasty lunch.
  • Perugia: You are offered a selection of restaurants on your Dine-Around Evening. Choose your own ambience, cuisine and drinks for an intimate culinary experience.
  • Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.
  • San Gimignano: Ascend serpentine alleyways to the artisan gelato parlour of world champion gelato maestro, Sergio Dondoli for a taste of his finest frozen treats.
  • Tuscany: Nestled in the rolling hills surrounding Sam 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 Celebration Dinner - a delicious Farm-to-Table experience, with all the organic produce sourced from the surrounding farm.
  • Dining Summary: 4 Dinners with Wine (DW), 8 Breakfasts (B), 1 Lunch with Wine (LW)

  • Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
  • Hand sanitizer is freely available on board for you to use throughout the day.

  • Itinerary and inclusions are subject to change
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included
Play Youtube Video

Brochure

Worldwide

Insight Vacations Worldwide (2024-25)

Discover the rich layers of the world and see things through a new lens. On tour, the curious mind will be satisfied with learnings through culture, history and experiences, all up close and personal. These carefully curated adventures await in every destination. We bring a world of wonder to reality.

Brochure

Worldwide

Insight Vacations Worldwide (2024-25)

Discover the rich layers of the world and see things through a new lens. On tour, the curious mind will be satisfied with learnings through culture, history and experiences, all up close and personal. These carefully curated adventures await in every destination. We bring a world of wonder to reality.

Availability

Sunday 09 Jun 2024
Monday 17 Jun 2024
Status
From: $5,375
  N/A
Small Group Departure
Sunday 13 Oct 2024
Monday 21 Oct 2024
Status
From: $5,375 $5,267
Save $108 Enquire
Sunday 09 Jun 2024
Monday 17 Jun 2024
Status
From: $7,165
  N/A
Small Group Departure
Sunday 13 Oct 2024
Monday 21 Oct 2024
Status
From: $7,165 $7,057
Save $108 Enquire
Small Group Departure
Sunday 13 Apr 2025
Monday 21 Apr 2025
Status
From: $5,750 $5,635
Save $115 Enquire
Small Group Departure
Sunday 11 May 2025
Monday 19 May 2025
Status
From: $5,775 $5,659
Save $116 Enquire
Sunday 08 Jun 2025
Monday 16 Jun 2025
Status
From: $5,775
  N/A
Small Group Departure
Sunday 20 Jul 2025
Monday 28 Jul 2025
Status
From: $5,650 $5,537
Save $113 Enquire
Small Group Departure
Sunday 17 Aug 2025
Monday 25 Aug 2025
Status
From: $5,595 $5,483
Save $112 Enquire
Small Group Departure
Sunday 12 Oct 2025
Monday 20 Oct 2025
Status
From: $5,775 $5,659
Save $116 Enquire
Small Group Departure
Sunday 13 Apr 2025
Monday 21 Apr 2025
Status
From: $7,590 $7,475
Save $115 Enquire
Small Group Departure
Sunday 11 May 2025
Monday 19 May 2025
Status
From: $7,645 $7,529
Save $116 Enquire
Sunday 08 Jun 2025
Monday 16 Jun 2025
Status
From: $7,645
  N/A
Small Group Departure
Sunday 20 Jul 2025
Monday 28 Jul 2025
Status
From: $7,440 $7,327
Save $113 Enquire
Small Group Departure
Sunday 17 Aug 2025
Monday 25 Aug 2025
Status
From: $7,335 $7,223
Save $112 Enquire
Small Group Departure
Sunday 12 Oct 2025
Monday 20 Oct 2025
Status
From: $7,645 $7,529
Save $116 Enquire
Note
A definite departure means minimum numbers have been reached for this departure to operate. Your Global Journeys Travel Advisor will check the availability of your departure date when you enquire. Additional savings may apply. We guarantee the lowest price in Australia. T&C’s apply.
Note
Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Prices and trip information are correct at the time at this point in time, however are subject to confirmation at the time of booking and are subject to change by Insight Vacations. For cruise itineraries, cabin images are sourced from Insight Vacations. These should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

Similar Tours

10 Day Country Roads of Northern Italy (Small Group) (Insight Vacations)

10 Days Milan Milan

Operated By: Insight Vacations

From 5,520
Save 675
10 Day Country Roads of Northern Italy (Insight Vacations)

10 Days Milan Milan

Operated By: Insight Vacations

From 4,607
Save 887
10 Day Northern Capitals (Women-Only Tour) (Insight Vacations)

10 Days Helsinki Copenhagen

Operated By: Insight Vacations

From 6,990
Save 685
10 Day Northern Lights of Scandinavia (Insight Vacations)

10 Days Helsinki Oslo

Operated By: Insight Vacations

From 7,875
Save 148