Prices from: £3750 BOOK TODAY

Country Roads of Italy

Duration 16 days

Destinations visited :
  • Italy
    ,

Journey across the Italian peninsula in this 16-day guided tour that stretches from the sapphire waters of the Amalfi Coast to the calming canals of Venice. Step outside Rome to Vatican City, where you’ll be treated to a behind-the-scenes viewing of the winding Bramante Staircase. Before reaching Sorrento, stop at Castel Gandolfo to ride an electric train past its papal gardens, marveling at the mosaic flower beds. Sail to the rock isle of Capri, where you can climb nearly 2,000 feet by an open-top taxi for unrivaled views of the Tyrrhenian Sea. In Perugia, learn the art of loom-weaving from a Local Expert. And in Venice, cruise along the canals and to Burano, an idyllic, colorful island in the Venetian Lagoon where you’ll toast to a fantastic trip and indulge in local specialties.

Take a look at your day-by-day itinerary or contact us on 0207 620 8952 to find out more.

DAY 1

The Eternal City of Rome.
Your complimentary, private transfer takes you to your local departure airport. Rome is not only the modern capital of Italy, but also a spectacular encyclopedia of living history. You will be met on arrival at Rome’s Fiumicino Leonardo da Vinci Airport. At 09:30, 12:30 & 15:30, transfers depart for your hotel. At 17:30, join your Travel Director and fellow travellers for a Welcome Dinner with the opportunity to get to know each other over a pleasant evening.
Hotel: Veneto Palace Hotel, Rome.
Meal: Dinner with Wine

DAY 2

VIP Vatican and Rome with a Local.
In the morning, you will be joined by a Local Expert who guides you through the art collection of the Vatican Museums, culminating beneath Michelangelo’s famous ceiling in the Sistine Chapel. Your VIP visit includes fast-tracked entry and a behind-the-scenes look at the Bramante Staircase, part of the Vatican closed to the general public. Your venture continues inside St. Peter’s Basilica to see Michelangelo’s Pietà, and the splendid dome. There’s free time to do as the Romans do. Perhaps join a tour inside the Colosseum? Rome is about art, antiquity, piazzas and pizzazz, and our included walking exploration has it in abundance. Toss a coin into the spectacular Trevi Fountain, see the Pantheon, the best preserved monument from the Roman period, and enjoy free time in Piazza Navona.
Hotel: Veneto Palace Hotel, Rome.
Meal: Breakfast

DAY 3

Pompeii and on to Sorrento.
Journey to the ancient Roman city of Pompeii, eerily preserved by the eruptions of Mount Vesuvius in AD79. Walk with a Local Expert through cobbled streets to explore some of the shops, villas and temples. Journey along the clifftop road to the picturesque resort of Sorrento, perched upon the southern cliffs of the Bay of Naples and looking over to Mount Vesuvius.
Hotel: Majestic Palace Hotel, Sorrento.
Meal: Breakfast

DAY 4

Capri, the Isle of Dreams.
Meet your Local Expert and cross the Bay of Naples to reach the beautiful Isle of Capri, a rock rising sheer from the Mediterranean! For 2,000 years, Capri has beckoned visitors from Tiberius Caesar to Gracie Fields. Arriving at the Marina Grande by boat, ascend to Capri town by one of the island’s iconic open-top taxis and explore the narrow alleyways, browse in exclusive boutiques and wonder at the views over the Tyrrhenian Sea. Descend to the port by funicular railway and return to Sorrento, where you are at leisure for the rest of the day.
Hotel: Majestic Palace Hotel, Sorrento.
Meal: Breakfast

DAY 5

The Picturesque Amalfi Coast.
Travel along Italy’s finest coastline, the Amalfi Coast. Stop to admire a view of the terraced houses of the artist’s paradise of Positano, clinging to the cliff face, before boarding minibuses into the heart of the town. Take time to be tempted by the local boutiques.
Hotel: Majestic Palace Hotel, Sorrento.
Meal: Breakfast

DAY 6

The Umbrian Town of Orvieto.
Travel into the heart of Italy to enjoy free time in Orvieto, located on a rock pedestal overlooking a vineyard-covered plain. Savour the distinctly medieval ambiance during your orientation and admire the richly decorated facade of the cathedral in Piazza del Duomo.
Hotel: Aquila Bianca Hotel, Orvieto.
Meal: Breakfast,Dinner with Wine

DAY 7

Assisi and on to Perugia.
Cross the River Tiber to arrive at St. Mary of the Angels Church in Assisi. Under the dome is a small medieval chapel and the spot where St. Francis died. Continue to visit the huge Basilica of St. Francis. With a Local Expert, walk down the Via San Francesco to St. Clare’s Church and see the cathedral. Journey to beautiful Perugia – the jewel of Umbria. Your guided walking exploration begins in the main street of Perugia’s Old Town. See the Collegio del Cambio, the splendid Priors’ Palace, the cathedral and the finely sculptured Great Fountain in the magnificent main square. Visit an artisanal workshop to meet Marta, recipient of a TreadRight Foundation grant. Learn how Marta and her weavers are preserving the ancient craft of loom-weaving.
Hotel: Sangallo Palace Hotel, Perugia.
Meal: Breakfast

DAY 8

Perugia, the Jewel of Umbria.
The entire day is at leisure for you to explore this gem of a town on your own. Perhaps visit Cortona, one of the oldest hill towns in Tuscany. On this Optional Experience, journey to a recently unearthed Etruscan Temple before a guided exploration through the town’s historic centre with views of Lake Trasimeno and the Val di Chiana. In the evening there is the option to discover the edible treasures of a traditional Umbrian kitchen, accompanied with wines of the region.
Hotel: Sangallo Palace Hotel, Perugia.
Meal: Breakfast

DAY 9

Siena and Radda in Chianti.
Drive past Lake Trasimeno to Siena. On arrival, walk with a Local Expert through narrow cobbled streets to the Piazza del Campo, where the bi-annual Palio horse race takes place. See the superb 14th century Town Hall with its slim Mangia Tower, then climb up to the hill-top cathedral decorated with stripes of black and white marble. Travel through the cypress-clad hills and vineyards of Tuscany to your elegant hotel. On arrival, enjoy a delicious exploration of Tuscany’s red wines, discovering their robust flavours and absorbing history.
Hotel: CDH Hotel Radda, Tuscany.
Meal: Breakfast,Dinner with Wine

DAY 10

The Towers of San Gimignano.
Visit the hilltop town of San Gimignano. Enjoy a tasting with award-winning, master ice-cream maker, Sergio Dondoli whose great inventions include innovative and mouth-watering flavour combinations. After enjoying time to explore at your leisure, return to the tranquil surroundings of your hotel.
Hotel: CDH Hotel Radda, Tuscany.
Meal: Breakfast

DAY 11

Florence and on to Lucca.
Journey to Renaissance Florence where on arrival you will walk with a Local Expert to see the marble-clad cathedral, bell tower and Gates of Paradise on the baptistery. Enjoy time at leisure to explore Piazza della Signoria, still the political heart of Florence and an open-air gallery of Renaissance masterpieces. Spend time gazing at the fountains and sculptures along the front of the Palazzo Vecchio. Wander the area around Santa Croce Basilica, famous for the quality of its luxury goods of gold and leather. Continue to Lucca, to view its churches, squares and palaces that are perfectly preserved within encircling medieval ramparts. Pause a while and taste the lavish loaves of buccellato, Lucca’s sweet raisin anise bread, said to be a favourite of the ancient Roman army.
Hotel: Hotel Villa La Principessa, Lucca.
Meal: Breakfast,Dinner with Wine

DAY 12

Exploring the Cinque Terre.
Get ready to explore the Cinque Terre, or five villages, which for years were only accessible by foot. This UNESCO World Heritage Site is one of Italy’s most beautiful landscapes. Join a Local Expert in one of the picturesque fishing villages, before cruising along the rugged coastline (weather permitting). There is plenty of time to explore the old medieval quarter and popular sandy beach before returning to your hotel.
Hotel: Hotel Villa La Principessa, Lucca.
Meal: Breakfast

DAY 13

Modena and on to Parma.
Visit one of Modena’s top producers of authentic, traditional, artisan balsamic vinegar and take a master class to understand what makes this vinegar as expensive as top-rated wines. Move on to the Ferrari Museum in Maranello, for an insight into the iconic car brand that embodies the nation itself – fashionable, feisty and a touch flashy! Continue to the beautiful university town of Parma, world-famous for its local ham and cheese. Meet one of the locals, Signora Afra at Ciaolatte Parmesan, the first organic Parmesan cheese farm in Italy. Learn about the process of making Parmigiano-Reggiano as the Signora shares with you her passions for Italian food, especially excellent quality Parmesan cheese. Taste samples of the organic cheese and other delicious local delicacies, accompanied with a glass of wine.
Hotel: Du Parc Parma.
Meal: Breakfast,Afternoon Tea

DAY 14

Verona and Venice.
Journey to the elegant city of Verona, legendary home of Romeo and Juliet. See the ancient Roman Arena and stand beneath Juliet’s balcony in a Renaissance courtyard – can you recite Shakespeare’s immortal words? Continue on through the Soave vineyards past Padua to Venice, Queen of the Adriatic. To the tune of accompanying musicians, you will be serenaded through the atmospheric canals by gondola, past water-lapped doorways and Rococo palaces.
Hotel: Hilton Molino Stucky Venice.
Meal: Breakfast

DAY 15

The Magic of La Serenissima.
Wake up ready to embrace this romantic city. Witness the art of glassblowing on a visit to a traditional arts centre on Giudecca Island and witness the glassblowing skills of local craftsmen. . Then only minutes away by private boat is St. Mark’s Square, where the city’s former wealth and power is evidenced by the riches of St. Mark’s Basilica. Admire also the Doge’s Palace and its adjoining Bridge of Sighs. The rest of the day is yours to spend at leisure. In the evening, cruise the islands of the Venetian lagoon to arrive at Burano, famous for its candy coloured houses. Sit down to a sumptuous Celebration Dinner with wine, sampling the local specialities.
Hotel: Hilton Molino Stucky Venice Hotel.
Meal: Breakfast,Dinner with Wine

DAY 16

Farewell Venezia & Bella Italia.
Alas, you must bid farewell to this enchanting city. Your departure transfer arrives at Venice airport at 08:00 or 09:30. On arrival at your home airport, your driver will greet and escort you to your waiting car for your private transfer home.
Meal: Breakfast

Authentic Dining

  • Orvieto: At a restaurant in the medieval heart of Orvieto, explore the art of Italian cooking with Chef Lorenzo and master the art of making fresh pasta by hand. This is followed by a Highlight Dinner served with a glass of Orvieto Classico wine.
  • Radda in Chainti: Learn what to look for in a quality vino rosso, and what foods to pair it with when ordering Florentine cuisine.
  • San Gimignano: Enjoy a tasting with award-winning, master gelato maker, Sergio Dondoli.
  • Lucca: At a traditional steam bakery, sample Lucca’s famous anise bread, buccellato.
  • Modena: Visit a producer of authentic balsamic vinegar to learn about its production, history and distinctive taste.
  • Parma: At Ciaolatte Parmesan you will meet, Signoria Afra, a local passionate about Italian food and quality cheese. Witness the cheese-making and ageing process of Parmigiano-Reggiano.
  • Venice: Cruise to the charming fisherman’s island of Baveno to enjoy a delicious Celebration Dinner with wine and newfound friends.
  • Dining Summary: 15 Breakfasts (B) and 5 Dinners with Wine (DW) all with tea or coffee.

Insight Experiences

  • Vatican City: Gain VIP access to the Vatican Museums and Sistine Chapel. Be among the select few to admire the Bramante Staircase, a dizzying spiral of carved stone. Venture inside St. Peter’s Basilica to see Michelangelo’s Pietà, and the splendid dome.
  • Rome: Explore the backstreets of Rome where a passionate Roman will explain how modern life takes place around ancient treasures like the Trevi Fountain, the Pantheon and Piazza Navona.
  • Perugia: Meet Marta, recipient of a TreadRight Foundation grant. Learn how Marta and her weavers are preserving the ancient craft of loom-weaving at their artisanal workshop.
  • Venice: Witness the ancient skill of glassblowing as you watch artisans create delicate works of art.

Stay in Style

  • Rome: The elegant 4-star Veneto Palace hotel is located in one of the most elegant parts of the historical centre.
  • Lucca: Set in a private park, the 4-star Villa La Principessa is an elegant hotel that offers a relaxed atmosphere.
  • Venice: The Hilton Molino Stucky Venice Hotel is located in a magnificently restored 19th century granary on Giudecca Island, only minutes away from St. Mark’s Square by boat. Amenities include a rooftop pool, spa and wellness centre, and five different restaurants and bars. Enjoy excellent views from the roof bar.

Top Rated Highlights

  • Rome: See the mighty Colosseum and Roman Forum. You will also see other medieval buildings, including Renaissance palaces and Baroque churches, scattered throughout the city.
  • Pompeii Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the 1st century.
  • Sorrento: Perched upon the cliffs, lookout to see the mighty Mount Vesuvious across the Bay of Naples.
  • Sorrento: Experience the social ritual of la passeggiata.
  • Isle of Capri: Cruise by hydrofoil to this famous isle through beautiful blue Mediterranean waters to meet your Local Expert.
  • Isle of Capri: Explore Capri town with your Local Expert and see the whitewashed houses, winding alleyways, small cafes, fashionable boutiques and artisans studios.
  • Isle of Capri: Ride in style back to the port by open-top taxi.
  • Positano: Drive along the Amalfi Coast to visit this colourful town that looks as if it is almost tumbling into the sea.
  • Orvieto: During your orientation of this Umbrian hilltop town with your Travel Director, visit Piazza del Duomo to admire the cathedral.
  • Assisi: See St. Mary of the Angels Church and join your Local Expert to walk through the cobbled streets to St. Clare’s Church and see the cathedral.
  • Assisi: Discover why the Basilica of Saint Francis is considered one of the crowning achievements of medieval Europe.
  • Perugia: Led by your Local Expert, your orientation will explore the Old Town and show you Priors’ Palace, Collegio del Cambio, the cathedral, the Great Fountain and main square.
  • Siena: With your Local Expert explore the cobbles streets of Siena. Learn about the Palio horse race while standing in Piazza del Campo. See the 14th century Town Hall and its Mangia Tower.
  • Siena: Wander your way through the medieval streets to visit the black-and-white striped marble cathedral, accompanied by your Local Expert.
  • San Gimignano: Visit the medieval Manhattan of Italy!
  • Florence: Your Local Expert will show you the cathedral, the incredible Gates of Paradise adorning the baptistery, the impressive bell tower and the open-air gallery of Piazza della Signoria. See the area around Santa Croce Basilica, famous for the quality of its luxury goods.
  • Lucca: Your orientation with your Travel Director will show you the churches, squares and palaces within the medieval ramparts.
  • Cinque Terre: Led by your Local Expert, visit the UNESCO World Heritage Site, travelling by train and boat and dedicated time to explore one of the five charming fishing villages.
  • Maranello: This is a mecca for car enthusiasts! Visit the Museo Ferrari, dedicated to the famed Italian marque.
  • Verona: During your orientation, walk past the well preserved Roman Arena to Juliet’s balcony in the courtyard of a Renaissance villa.
  • Venice: To the tune of accompanying musicians, you are serenaded through the atmospheric canals by gondola, past water-lapped doorways and Rococo palaces.
  • Venice: With your Travel Director cruise to St. Mark’s Square and see the Doge’s Palace, Bridge of Sighs and St. Mark’s Basilica.

Included Insight Services

  • Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas.
  • Enjoy the comfort of Insight’s luxury, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom.
  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert’s fascinating commentary.
  • We carry your bags for you and promptly deliver them to your hotel door.
  • 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.
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
  • From time to time, your Travel Director will enchant you with an Insight Flourish, which is a local specialty representing the destination.
  • 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.
Ship details coming soon
Twin/Double Room
(price per person)
Definite Departure
What's this?
Offers Book Now!
Fri 15 Apr 2022 Sat 30 Apr 2022 £3,750
Fri 29 Apr 2022 Sat 14 May 2022 £4,050 Closed
Fri 06 May 2022 Sat 21 May 2022 £4,125 Guaranteed
Fri 13 May 2022 Sat 28 May 2022 £4,125 Guaranteed
Fri 20 May 2022 Sat 04 Jun 2022 £4,125 Guaranteed
Fri 10 Jun 2022 Sat 25 Jun 2022 £4,050 Guaranteed
Fri 29 Jul 2022 Sat 13 Aug 2022 £3,950
Fri 26 Aug 2022 Sat 10 Sep 2022 £3,995 Guaranteed
Fri 02 Sep 2022 Sat 17 Sep 2022 £4,150 Guaranteed
Fri 09 Sep 2022 Sat 24 Sep 2022 £4,150 Guaranteed
Fri 16 Sep 2022 Sat 01 Oct 2022 £4,195 Guaranteed
Fri 23 Sep 2022 Sat 08 Oct 2022 £4,195 Guaranteed
Fri 07 Oct 2022 Sat 22 Oct 2022 £4,050 Guaranteed
Fri 14 Apr 2023 Sat 29 Apr 2023 £3,950
Fri 28 Apr 2023 Sat 13 May 2023 £4,050
Fri 05 May 2023 Sat 20 May 2023 £4,125
Fri 12 May 2023 Sat 27 May 2023 £4,125
Fri 19 May 2023 Sat 03 Jun 2023 £4,125
Fri 09 Jun 2023 Sat 24 Jun 2023 £4,050
Fri 28 Jul 2023 Sat 12 Aug 2023 £3,950
Fri 25 Aug 2023 Sat 09 Sep 2023 £3,995
Fri 01 Sep 2023 Sat 16 Sep 2023 £4,150
Fri 08 Sep 2023 Sat 23 Sep 2023 £4,150
Fri 15 Sep 2023 Sat 30 Sep 2023 £4,195
Fri 22 Sep 2023 Sat 07 Oct 2023 £4,195
Fri 06 Oct 2023 Sat 21 Oct 2023 £4,050

Contact an expert travel consultant today
for more information or to make a booking

0207 620 8952

Make an enquiry online

Come in and see us: 79 York Road, London, SE1 7NJ


Alternative itineraries and tailor-made trips available.


All prices are correct at the time of the products going live, however are subject to confirmation at the time of booking. All information is correct at time of going live, however are subject to change – please confirm all details at time of booking.

All fares are per guest in GBP based on double occupancy unless otherwise noted.

Prices are capacity controlled and are subject to change at any time without notice.

Special offers are subject to availability and can be withdrawn at any time.

For full terms and conditions, please refer to our Terms of Use page.

Could you save more?

Check if you are entitled to additional discounts and savings!

Contact here for more details

Country Roads of Italy

Journey across the Italian peninsula in this 16-day guided tour that stretches from the sapphire waters of the Amalfi Coast to the calming canals of Venice. Step outside Rome to Vatican City, where you’ll be treated to a behind-the-scenes viewing of the winding Bramante Staircase. Before reaching Sorrento, stop at Castel Gandolfo to ride an electric train past its papal gardens, marveling at the mosaic flower beds. Sail to the rock isle of Capri, where you can climb nearly 2,000 feet by an open-top taxi for unrivaled views of the Tyrrhenian Sea. In Perugia, learn the art of loom-weaving from a Local Expert. And in Venice, cruise along the canals and to Burano, an idyllic, colorful island in the Venetian Lagoon where you’ll toast to a fantastic trip and indulge in local specialties.