Save up to 15% per person*

Country Roads of Italy

   
Destination:
Multiple Cities, Italy
Duration:
15 Nights
Offer ends:
03 December 2026
Valid for travel:
Based on: 21 May 2027 departure., 01 01 2027 – 31 12 2027

Details

Experience the Scenery, Masterpieces, and Food of Italy on a 16-Day Guided Tour.

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 through the living history of Rome’s vibrant streets before journeying back in time to the ancient pathways of Pompeii. Sail to the rock Isle of Capri, where you can climb nearly 2,000 feet for unrivalled views of the Tyrrhenian Sea. In Perugia, learn the art of loom-weaving from a Local Expert. And in Venice, cruise along the canals to Burano, an idyllic, colourful island in the Venetian Lagoon where you’ll toast to a fantastic trip and indulge in local specialities.

Highlights

•    Explore Italy’s charming hilltop towns — discover Todi, Assisi, Perugia, Siena and San Gimignano alongside the famous cities.
•    Experience spectacular coastal scenery — explore Capri and cruise the Cinque Terre coastline, weather permitting.
•    Taste authentic regional flavours — enjoy Tuscan wines, award-winning gelato, Parmesan tasting and a Modena balsamic vinegar master class.
•    Connect with history and local artisans — explore the Colosseum and Pompeii with Local Experts and meet traditional weavers in Perugia.
•    Enjoy a memorable Venetian finale — take a serenaded gondola ride, watch glassblowers and cruise to colourful Burano for dinner.

Based on: 21 May 2027 departure.

Was $10,475 per person twin share
Save $1,570 per person twin share 
Now $8,905 per person twin share
 

In partnership with:

Inclusions

  • Air-conditioned, 40-seat coach with double the standard legroom and onboard washroom

  • An expert Travel Director and professional Driver

  • Audio headsets for flexible sightseeing

  • All hotel tips, charges and local taxes

  • 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 a local specialty representing the destination.

  • Complimentary coach and hotel Wi-Fi where available

Itinerary

Welcome to Rome, a glorious city filled with classical antiquities, medieval buildings, Renaissance palaces and Baroque churches. Settle in before joining your Travel Director and get to know your fellow travellers over Roman specialities during dinner at a local restaurant.
Meals: Dinner
Hotel: C-Hotels Fiume Rome
 

Today is devoted to The Eternal City. Join a Local Expert to discover the modern-day city and how people lived in Ancient Rome. See St. Peter's Square in the Vatican City, then cross the Tiber River for a visit to the iconic Colosseum.
Meals: Breakfast
Hotel: C-Hotels Fiume Rome
Optional experiences
Piazzas and Fountains - Enjoy a guided passeggiata with a Local Expert through Rome’s cobblestone streets. Venture into the heart of Ancient Rome, wander through its charming squares, and marvel at the city’s iconic landmarks that define its unique character, all while soaking up the vibrant atmosphere that makes the Eternal City so captivating.
Adult: 50.00 EUR
Roman Dinner Party - Enjoy an evening of delicious Roman cuisine with drinks and a great Italian ambiance.
Adult: 79.00 EUR
 

Venture to Castel Gandolfo to explore the artistic treasures of the Villa Barberini Gardens. Marvel at the intricately designed mosaic flower beds and fountains. After visiting the former papal gardens, continue south — drinking in sweeping views of the Bay of Naples — where the sparkling turquoise waters of the Tyrrhenian Sea meet dramatic cliffs and fishing villages that shimmer along the coastline. Please note, the optional experiences offered on the day will depend on the overnight location.
Meals: Breakfast
Hotel: San Michele, Anacapri
Optional experiences
Sorrento Evening - A chance to enjoy a delicious dinner of local specialities. We arrive at one of the area's unique local restaurants for an incredible dining experience featuring some of the famous dishes of this region!
Adult: 85.00 EUR
 

 

Discover the enchanting Isle of Capri, a jewel of the Bay of Naples rising dramatically from the Mediterranean’s shimmering blue waters. For more than 2,000 years, the island has drawn visitors to its shores, from Roman emperors such as Tiberius Caesar to celebrated figures captivated by its natural beauty and cosmopolitan charm. Stroll through Capri’s narrow alleyways and lively piazzas with a Local Expert. As you explore, take in panoramic views over the water and the distinctive atmosphere that has made Capri one of Italy’s most enduringly alluring destinations. You may also choose to join an Optional Experience cruising across the Tyrrhenian Sea to Positano, with time ashore before returning to your hotel.
Meals: Breakfast
Hotel: San Michele, Anacapri
Optional experiences
Island Tour of Capri - Experience a private, guided cruise along the beautiful southern coast to see spectacular cliffs, the famous Faraglioni Rocks and White Grotto sea cave with its small red coral. View the turquoise waters and private villas and hear the stories of Roman Emperors and famous people through history who have called Capri home before ascending to Capri town. This optional experience is weather dependent and may be replaced by a minibus tour of the Island with a visit to Anacapri and either the Villa San Michele or the Anacapri chairlift.
Adult: 60.00 EUR
Amalfi Coast Drive & Positano Visit - Drive along the clear blue waters and picturesque resorts of the Amalfi Coast, arguably the most glamorous and scenic stretch of coast in Europe. Minibuses wind their way down serpentine roads to the exclusive artists' paradise, Positano. Explore elegant shops, watch artists at work, or enjoy an aperitivo in a beachside cafe.
Adult: 81.00 EUR
Amalfi Coast Cruise to Positano - Cross the Tyrrhenian Sea to the Amalfi Coast, where a Local Expert reveals how villages were carved into cliffs so steep they were once reached mainly by mule paths and sea. In Positano, step ashore to explore its narrow lanes and boutiques before returning by boat, tracing a coastline famed for lemon groves, pastel houses and plunging views for generations.
Adult: 87.00 EUR
 

Journey to the ancient Roman city of Pompeii and explore this extraordinary site with your Local Expert. Travel into the heart of Italy to enjoy free time in Todi, located on a hilltop pedestal overlooking a vineyard-covered plain. Savour the distinctly medieval ambiance during your orientation and admire the Piazza del Popolo where locals take their evening 'passeggiata'. Take in the flavours of the region and enjoy dinner at a local restaurant with a glass of Orvieto Classico wine - a magical culinary experience!
Meals: Breakfast, Dinner
Hotel: Fonte Cesia, Todi
 

Immerse yourself in the enchanting medieval town of Todi, where you can wander through picturesque streets, marvel at historic architecture, and enjoy stunning views of the surrounding Umbrian countryside.
Meals: Breakfast
Hotel: Fonte Cesia, Todi
Optional experiences
Orvieto & Olive Mill Visit - Umbria, known as the "Green Heart of Italy," is renowned for its highly prized olive oil. Experience a local olive farm, where you can observe the production process first hand and taste the fresh, yet intense, oil for which Umbria is justly renowned. Next, with our Local Expert, you will explore the picturesque hilltop town of Orvieto, celebrated for its charming streets and stunning architecture. We will also visit the Cathedral of Orvieto, renowned for its breathtaking facade and the Chapel of San Brizio, where you can admire Signorelli's outstanding frescoes, which inspired his younger contemporary Michelangelo to produce the Last Judgment in the Sistine Chapel.
Adult: 77.00 EUR
 

In Assisi, see St. Clare’s Church and the Roman Temple of Minerva. Continue to walk down the Via San Francesco and visit the huge Basilica of St. Francis with a Local Expert. 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.
Meals: Breakfast
Hotel: Sangallo Palace, Perugia
 

Time to explore more about this gem of a town. Join a MAKE TRAVEL MATTER® Experience as you visit an artisanal workshop and meet Marta, a recipient of a TreadRight Foundation grant. Learn how Marta and her weavers are preserving the ancient craft of loom-weaving. With the rest of your day at leisure, 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.
Meals: Breakfast
Hotel: Sangallo Palace, Perugia
Optional experiences
Cortona Under The Tuscan Sun - Visit beautiful Cortona, one of the oldest hill towns in Tuscany and setting for Francis Mayes “Under the Tuscan Sun”. A scenic panoramic drive with our Local Expert takes us to a recently-unearthed Etruscan Temple and also to see Ms Mayes’ actual creative hideaway, 'Casa Bramasole'. Then we'll enjoy a walk through the historic centre to soak up the history and enjoy stupendous views of Lake Trasimeno and the Val di Chiana.
Adult: 40.00 EUR
Umbrian Dinner Experience - Umbria is not only a region which is culturally rich and full of beautiful vistas, it is also a region rich in its gastronomic offerings. A journey to explore the edible treasures of the traditional Umbrian kitchen and the superb wines of this region too, all served to you in a beautiful rustic restaurant!
Adult: 79.00 EUR
 

Journey past Lake Trasimeno to Renaissance Florence. On arrival, walk with a Local Expert to see the marble-clad cathedral, bell tower and the Gates of Paradise on the baptistery. Afterwards, witness the intricate craftsmanship behind Florence’s famed leatherwork and gold during an artisan demonstration before enjoying 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. Then journey through the rolling, cypress-clad hills and vineyards of Tuscany, where you’ll enjoy a delicious exploration of Tuscany's red wines, discovering their robust flavours and absorbing history before arriving at your elegant hotel.
Meals: Breakfast, Dinner
Hotel: Cappuccina Country Resort & Spa, San Gimignano
 

This morning, explore Siena with Insight Choice. Choose to visit the medieval Basilica of St. Domenico or alternatively, sample panforte, a traditional Tuscan dessert. Continue to the hilltop town of San Gimignano strikingly visible from every angle, its towers dominate the skyline and give it the nickname the Medieval Manhattan of Tuscany. Enjoy tasting the award-winning frozen delights of master gelato maker, Sergio Dondoli, whose great inventions include innovative and mouth-watering flavour combinations. Journey through the rolling, cypress-clad hills and vineyards of Tuscany as you return to your hotel.
Meals: Breakfast
Hotel: Cappuccina Country Resort & Spa, San Gimignano
Optional experiences
Dinner in Tuscany - This evening, journey into the Tuscan countryside for a relaxed yet flavourful experience. Step into a welcoming local restaurant, where the chef prepares regional dishes using freshly sourced ingredients from the local farmer’s market. Each course brings Tuscany’s rich culinary heritage vividly to life in an authentic and inviting setting.
Adult: 80.00 EUR
 

Travel to Lucca to view the churches, squares and palaces, perfectly preserved within encircling medieval ramparts. Enjoy a sampling of a local specialty – freshly baked Tuscan bread. Later, you could take the opportunity to explore Pisa.
Meals: Breakfast, Dinner
Hotel: Villa La Principessa, Lucca
Optional experiences
Pisa and The Arno Valley - Visit the historical city of Pisa and with our Local Expert enjoy a guided visit of Piazza dei Miracoli, one of Italy’s most impressive squares. Visit the Cathedral to discover its treasures, see the largest baptistery in Italy and of course, admire the iconic Leaning Tower of Pisa. You'll also have plenty of free time to shop and explore on your own.
Adult: 66.00 EUR
 

Get ready to explore the Cinque Terre, or Five Villages, which for years were accessible only on 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). You’ll have plenty of time to explore the medieval quarter and the popular sandy beach before returning to your hotel in Lucca.
Meals: Breakfast
Hotel: Villa La Principessa, Lucca
Optional experiences
A Taste of Tuscany - A delightful and rustic experience, designed to bring you in touch with the enchanting Tuscan countryside, food and wine. Settle in for an authentic Tuscan feast in a traditional setting.
Adult: 73.00 EUR
 

Journey to the beautiful university town of Parma, world-famous for its local ham and cheese. Meet one of the locals, Paolo. Learn about the process of making Parmigiano-Reggiano as Signor Paolo shares with you his passions for Italian food, especially excellent quality Parmesan cheese. Taste samples of the famous Parmigiano-Reggiano, accompanied by a glass of wine.
Meals: Breakfast
Hotel: Starhotels Du Parc, 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. 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 as you glide by gondola past water-lapped doorways and Rococo palaces.
Meals: Breakfast
Hotel: Hilton Molino Stucky, Venice
Optional experiences
Venetian Splendour - Venice is one of the most unique cities in the world and, after the crowds have left, it's at its most beautiful. Board private water taxis as you are whisked down the most famous canal in Venice - the Grand Canal. You'll witness the beautiful and spectacular palazzi adorning the most famous ‘street’ in Venice then travel under the remarkable Rialto Bridge to arrive in the centre of it all, Piazza San Marco. There, you have seats reserved outside a famous Venetian cafe, in front of a live orchestra. Enjoy a drink and gaze out at the illuminated sights of St Mark's Square while being serenaded. This is Venice at its most unique and magical, an evening not to be missed, with images and sensations you'll never forget!
Adult: 71.00 EUR
 

Enjoy a visit to a Venetian glassblowing workshop, where you’ll see how beautiful, handcrafted glass is made by expert artisans, preserving traditional skills. Visit St. Mark’s Square, where the city’s former wealth and power is evidenced by the riches of St. Mark’s Basilica, and admire the Doge's Palace with its adjoining Bridge of Sighs. 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 dinner with wine, sampling the local specialities.
Meals: Breakfast, Dinner
Hotel: Hilton Molino Stucky, Venice
Optional experiences
Hidden Venice - Experience Venice's big set pieces is to miss out on a hidden world full of surprises! Join a Local Expert for a fascinating walk through some of the lesser known quarters of Venice. The back lanes and ‘campi’, small squares, where tourists seldom tread are full of history and great places to sample local life.
Adult: 47.00 EUR
 

Your departure transfer arrives at Venice Marco Polo airport.
Meals: Breakfast

 

Terms & Conditions

*Conditions apply. Prices correct as at 13 October 2026  but may fluctuate if surcharges, fees, taxes or currency change. Offers subject to availability. Agents may charge service fees, rates vary. Airfare not included unless otherwise stated. All savings and bonus nights (if applicable) are included in the advertised price. Offers may be withdrawn without notice and are not combinable with any other offers unless stated. Please check all prices, availability and other information before booking. Trafalgar and Helloworld Travel booking terms and conditions apply, see in store for details. 

Black Friday Deals: Save up to 15% on select Tour, River Cruise, Small Group and Rail Journey departures featured on Trafalgar.com as “Black Friday Deal”. Deals are bookable via the Contact Centre and online. Deposit due at time of booking to lock in savings; full payment is due 120 days prior to departure, or at time of booking if within 120 days. 

All Black Friday Offers: Valid on new bookings only made between 31 October 2026 and 3 December 2026; not valid on existing bookings. Savings are valid on the land or cruise portion for travel 1 January 2027 through 31 December 2028; savings are not valid on airfares, extra night accommodations or on Suite Staterooms on River Cruise itineraries. Savings are subject to availability. We reserve the right to withdraw or amend this offer at any time. Bookings made and confirmed before this offer is withdrawn or amended will be honored at the price advised at the time of booking confirmation. Where reasonably practical, we will endeavor to provide advance notice of any withdrawal or material changes to this offer on our website. Minimum number of guests are required to operate departures. If guests change to another Tour, River Cruise, Small Group, Rail Journey or date not on sale, they are responsible to pay the difference and adhere to different payment conditions; discounts are not transferrable. Deals may be combined with standard 5% past guest savings only, but cannot be combined with: any other promotional offer or discount code; custom group rates; Future Travel Credit carry-forward discounts or any other special offers, unless expressly stated otherwise. The availability shown on our website is indicative only and may not reflect real-time capacity. In some instances, departures which have recently become fully booked or a discount has recently expired may continue to display as available for a brief period. All bookings are subject to confirmation of availability following your booking request. Other conditions may apply. 

We reserve to correct any errors, inaccuracies or omissions and to change or update information at any time without prior notice. These terms and conditions are governed by and construed in accordance with the laws of New South Wales, Australia/New Zealand/England/England/Singapore/Republic of South Africa.

Pricing was based on the 21 May 2027 departure, and correct as of 13/10/26.
 

From

$8,905* | per person twin share
Save up to 15% per person*
Destination:
Multiple Cities, Italy
Duration:
15 Nights
Offer ends:
03 December 2026
Valid for travel:
Based on: 21 May 2027 departure.
01 01 2027 – 31 12 2027