Country Roads of Italy - Classic Group
from USD 5700

Td Tips
- Prepaid Gratuities E722
Gold Seal Protection
- Gold Seal Protection
Transfer Airport
- ARR Chargeable Transfer Rome Airport to Hotel
- Arrival Transfer Rome Airport to Hotel
- DEP Chargeable Tfr Island or Lido to Venice Apt
- DEP Transfer Island or Lido to Venice Airport
Dining Summary
- 5 Dinner (D)
- 15 Breakfast (B)
Choice Highlights
- Siena: Visit the Basilica of St. Domenico with your Local Expert and discover its connection with St. Catherine of Siena.
- Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.
Additional Included Highlights
- 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.
Authentic Dining
- Rome: Savour dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavours.
- Radda in Chianti: Discover what gives a quality Chianti wine its signature cherry, plum, and earthy profile. Learn about the aging process of Chianti Classico, Chianti Classico Riserva and Gran Selezione and the Riserva, DOC and DOCG labelling.
- 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.
- Parma: At Ciaolatte Parmesan you will meet, Signor Paolo, a local passionate about Italian food and quality cheese. Witness the cheese-making and ageing process of Parmigiano-Reggiano.
- Modena: Visit a producer of authentic balsamic vinegar.
- Burano: Cruise to the charming fisherman's island of Burano to enjoy a delicious dinner with wine and new-found friends.
Insight Choice
- Siena: Visit the Basilica of St. Domenico with your Local Expert and discover its connection with St. Catherine of Siena.
- Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.
Insight Experiences
Rome: Follow in the footsteps of gladiators for a deeper insight into life in ancient Rome when you enter the Colosseum.
Make Travel Matter
- 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 Giuditta Brozzetti advances UN Sustainable Development Goal 5: Gender Equality and UN Sustainable Development Goal 11: Sustainable Cities & Communities.
- Venice: Witness the ancient skill of glassblowing, now practised by precious few masters. Watch artisans create delicate works of art using rare traditional practices. The workshop's artisans teach visitors about the traditional craft of glassblowing and its history which dates back to the 15th century. Every visit helps to support the workshop and the survival of this traditional craft. This workshop directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.
Top Rated Highlights
- Rome: Discover ancient treasures of Rome. See Circus Maximus and the Ancient Forum, where Ancient Roman political life and law courts mingled with open-air markets and shops.
- Castel Gandolfo: Explore the artistic treasure of the Villa Barberini Gardens and marvel at the intricately designed mosaic flower beds and fountains.
- Sorrento: Perched upon the cliffs, lookout to see the mighty Mount Vesuvius across the Bay of Naples.
- Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.
- Capri: Explore Capri town with your Local Expert and see the whitewashed houses, winding alleyways, small cafes, fashionable boutiques and artisans studios.
- Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
- Assisi: Join your Local Expert to walk through the charming, cobbled streets. Take in sweeping views of the valley below and explore the main square, home to the ancient Roman Temple of Minerva.
- 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.
- Florence: Join a Local Expert to view the multi-coloured marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square.
- Florence: See the historic neighbourhood of the Santa Croce Basilica and witness local craftspersons at work during a gold and leatherwork demonstration.
- San Gimignano: Visit the Tuscan town of San Gimignano, often called the 'Medieval Manhattan' of Italy.
- Lucca: Explore the city of Lucca. Admire the churches, piazzas and palaces within the medieval ramparts.
- Cinque Terre: Led by your Local Expert, visit this unique UNESCO World Heritage Site, tucked away on the mountainous Italian Riviera coastline. Explore two of the five charming fishing villages for some memorable pictures.
- Venice: Glide through Venice’s canals on an iconic gondola ride, passing beneath historic bridges and past elegant palaces. Soak up the city’s romantic atmosphere as your gondolier navigates the tranquil waterways, offering a unique perspective of this timeless floating city.
- Venice: Join your Travel Director for an introduction to Venice, exploring its canals, lively squares, and historic landmarks. Discover the city’s unique charm as you navigate its maze of streets and take in iconic sights like St Mark’s Square and the Rialto Bridge.
Well-being
- 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.
- Room 007 Select, Rome
- Isabella, Sorrento
- Fonte Cesia, Todi
- Sangallo Palace, Perugia
- Cappuccina Country Resort & Spa, San Gimignano
- Villa La Principessa, Lucca
- Starhotels Du Parc, Parma
- Hilton Molino Stucky, Venice
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.
Duration: 1 Day
Accommodation: Room 007 Select, 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 Basilica in the Vatican City. Then cross the Tiber river to see the Circus Maximus and learn about the history, the construction and the legends of the iconic Colosseum on a guided visit. Imagine the roar of the spectators as you enter the arena and stroll around picturing the gladiators and their adoring fans.
Duration: 1 Day
Accommodation: Room 007 Select, Rome
Venture to Castel Gandolfo to explore the artistic treasures of the Villa Barberini Gardens. Ride an electric train along winding pathways and marvel at the intricately designed mosaic flower beds and fountains. After visiting the former papal gardens, continue south—drinking in views of the Bay of Naples—on your way to the resort town of Sorrento.
Duration: 1 Day
Accommodation: Isabella, Sorrento
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. 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.
Duration: 1 Day
Accommodation: Isabella, Sorrento
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!
Duration: 1 Day
Accommodation: 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.
Duration: 1 Day
Accommodation: Fonte Cesia, Todi
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. In the evening there is the option to discover the edible treasures of a traditional Umbrian kitchen, accompanied with wines of the region.
Duration: 1 Day
Accommodation: 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.
Duration: 1 Day
Accommodation: Sangallo Palace, Perugia
Journey past Lake Trasimeno to Renaissance Florence. 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. Journey through the rolling, cypress-clad hills and vineyards of Tuscany and enjoy a delicious exploration of Tuscany's red wines, discovering their robust flavours and absorbing history before arriving at your elegant hotel.
Duration: 1 Day
Accommodation: 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.
Duration: 1 Day
Accommodation: Cappuccina Country Resort & Spa, San Gimignano
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.
Duration: 1 Day
Accommodation: Villa La Principessa, Lucca
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.
Duration: 1 Day
Accommodation: Villa La Principessa, Lucca
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.
Duration: 1 Day
Accommodation: 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.
Duration: 1 Day
Accommodation: Hilton Molino Stucky, Venice
Join a MAKE TRAVEL MATTER® Experience during a visit to a traditional glassblowing workshop, where you can see how beautiful handcrafted glass is made by expert glassblowers, safeguarding 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.
Duration: 1 Day
Accommodation: Hilton Molino Stucky, Venice
Your departure transfer arrives at Venice Marco Polo airport.
Duration: 1 Day
Departs On | Returns On | Single Occupancy | Twin Room | Triple Room | Definite Departure | |
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Fri, 10 Apr 2026 | Sat, 25 Apr 2026 | USD 7,695 | USD 6,375 | USD 6,125 |
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Fri, 24 Apr 2026 | Sat, 09 May 2026 | USD 7,705 | USD 6,175 | USD 5,925 |
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Fri, 01 May 2026 | Sat, 16 May 2026 | USD 7,930 | USD 6,550 | USD 6,300 |
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Fri, 08 May 2026 | Sat, 23 May 2026 | USD 7,910 | USD 6,550 | USD 6,300 |
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Fri, 15 May 2026 | Sat, 30 May 2026 | USD 7,939 | USD 6,559 | USD 6,309 |
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Fri, 05 Jun 2026 | Sat, 20 Jun 2026 | USD 7,355 | USD 5,995 | USD 5,745 |
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Fri, 24 Jul 2026 | Sat, 08 Aug 2026 | USD 7,310 | USD 5,950 | USD 5,700 |
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Fri, 21 Aug 2026 | Sat, 05 Sep 2026 | USD 7,315 | USD 6,025 | USD 5,775 |
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Fri, 28 Aug 2026 | Sat, 12 Sep 2026 | USD 7,515 | USD 6,225 | USD 5,975 |
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Fri, 04 Sep 2026 | Sat, 19 Sep 2026 | USD 8,110 | USD 6,750 | USD 6,500 |
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Fri, 11 Sep 2026 | Sat, 26 Sep 2026 | USD 8,110 | USD 6,750 | USD 6,500 |
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Fri, 18 Sep 2026 | Sat, 03 Oct 2026 | USD 8,185 | USD 6,825 | USD 6,575 |
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Fri, 02 Oct 2026 | Sat, 17 Oct 2026 | USD 8,130 | USD 6,750 | USD 6,500 |
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