Best of Italy Tour with Insight Vacations

DAY 1 – WELCOME TO THE ETERNAL CITY ROME

2025 marks a Jubilee Year, a momentous Roman Catholic event celebrated every 25 years, turning Rome into a centre of celebration between December 24, 2024, and December 31, 2025. As festivities unfold, itineraries may be adjusted to ensure you make the most of your time as you visit the Eternal City.

Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and baroque churches. Settle in before joining your Travel Director for a private visit to the Basilica of Saint Praxedes, welcomed by the Rector of the basilica. End the day getting to know your fellow travellers over Roman specialties during dinner at a local restaurant.

Meals Included: Dinner with Wine

Stay: Golden Tulip Rome Piram

DAY 2 – VATICAN CITY AND ROME

The day is devoted to The Eternal City. Join a Local Expert for an in-depth visit to the Vatican Museums, full of priceless art treasures collected by the Popes. Insight has arranged special priority entry and behind-the-scenes access to the Bramante Staircase, a marvel of Renaissance architecture, normally off-limits to visitors. Visit the Sistine Chapel, where Popes are elected, to admire Michelangelo’s famous ceiling. Continue to St. Peter’s Basilica, to wonder at another of his works, the emotive ‘Pietà,’ and stand beneath the dome completed after his death.

Cross the Tiber river to enjoy ancient Rome. See the incredible Circus Maximus. Admire the beautifully preserved Arch of Constantine, walking on the ancient pavement. Discover the history, the construction and the legends of the iconic Colosseum as you stroll around the exterior of this amazing structure. Later, perhaps continue your exploration of Rome to see the Pantheon, the stunning Piazzas and fountains of Rome.

Meals Included: Breakfast

Stay: Golden Tulip Rome Piram

DAY 3 – CHIANTI HILLS TO FLORENCE

Drive to the picturesque Chianti Hills and the historic city of Florence. Upon arrival, you will have the opportunity to discover the secrets of traditional Florentine leatherwork, gaining insight into the techniques that have been passed down through generations. Get up close and personal with unique pieces to appreciate the skill of local craftspersons keeping important traditions alive. Additionally, you will witness a fascinating gold demonstration, showcasing local artistry and craftsmanship. This evening, indulge in a delicious meal at a local restaurant, savouring the authentic flavours of Florentine cuisine.

Meals Included: Breakfast, Dinner with wine

Stay: NH Firenze

DAY 4 – FLORENCE

Explore Florence with Insight Choice. Choose to visit the Accademia Museum and see Michelangelo’s David. After, continue on foot to admire the Multi-coloured marble cathedral, bell tower and baptistery, where Ghiberti’s Gates of Paradise have been recreated in all their glory. Continue into the Piazza della Signoria, still the political heart of Florence and an open-air gallery of Renaissance masterpieces. Spend time gazing at statues such as Neptune and Hercules and Cacus along the front of the Palazzo Vecchio.

Alternatively, take a stroll with your Travel Director to Piazza Santa Croce to enjoy a typical Italian treat in a local café, where you will be in the perfect spot to admire the basilica, indulge in people-watching the elegant Florentines and pamper yourself shopping for luxury goods like gold and leather. In the afternoon, perhaps journey to view the medieval towers of San Gimignano’s historic centre.

Meals Included: Breakfast

Stay: NH Firenze

DAY 5 – PISA TO VENICE

Journey to the coastal town of Pisa and see the famous Leaning Tower in the Square of Miracles, as well as the baptistery and colonnaded bell tower behind the cathedral. Relax and enjoy the scenery as you cross the spectacular Apennine Mountains, passing through the Emilia-Romagna region, one of Europe’s most intensely farmed and fertile plains. Continue through the marshes of the Venetian Lagoon before crossing the causeway into the enchanting floating city of Venice.

As evening falls, day-trippers leave the city to return to the mainland, allowing you to appreciate the peace and tranquillity of Venice from your centrally located hotel. Tonight, indulge in a delicious dinner at a local restaurant, savouring the unique flavours of Venetian cuisine.

Meals Included: Breakfast, Dinner with wine

Stay: NH Venezia Santa Lucia

DAY 6 – VENICE

Cruise by private boat on a journey of discovery past churches and palaces reflecting the rich architectural history of Venice from the 13th to the 18th centuries. Marvel at the intricate façades and learn about the stories behind these historical buildings. Arrive close to St Mark’s Square and stroll along the waterfront, passing the iconic Bridge of Sighs and the majestic Doge’s Palace. It was from here that the infamous Casanova made his daring escape. Turn the corner into St Mark’s Square and be captivated by the grandeur of the basilica.

Afterwards, board a traditional gondola for a serenade along the romantic canals. Join a MAKE TRAVEL MATTER® Experience and witness the artistry of expert glassblowers as they create beautiful, handcrafted glass pieces, preserving centuries-old techniques and traditions.

Meals Included: Breakfast

Stay: NH Venezia Santa Lucia

DAY 7 – ASSISI

Journey to the peaceful town of Assisi, dotted with medieval churches, colourful frescoes and shady courtyards. In the valley, see the 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. With your Local Expert, step inside the huge Basilica of St. Francis, built in the 13th century. The frescoes painted by Giotto here heralded a new era in Italian art. Arrive at your hotel, located in the heart of the medieval Old Town. Enjoy the tranquillity of the historic old town during free time. Perhaps stroll along Via San Francesco, with its quaint stone buildings that sell food, souvenirs and religious artifacts.

Meals Included: Breakfast, Dinner with wine

Stay: Hotel Giotto Assisi

DAY 8 – SORRENTO

Travel south, passing Cassino, the site of a fierce and pivotal battle during World War II. Continue your journey along the spectacular clifftop road, offering breathtaking views, to reach the resort of the Sorrento coast. This charming area overlooks the Bay of Naples and provides stunning vistas of Mount Vesuvius. After checking in to your hotel, spend the rest of the day at your leisure, exploring the beautiful surroundings or relaxing in the comfort of your accommodations.

Meals Included: Breakfast

Stay: Hotel Isabella

DAY 9 – CAPRI

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 Emperor Tiberius to Gracie Fields. Arriving at the Marina Grande by boat, ascend to Capri town. A Local Expert joins you for an exploration of the narrow alleyways. Browse in deluxe 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. Perhaps head to Positano for an exploration of the colourful Amalfi Coast?

Meals Included: Breakfast

Stay: Hotel Isabella

DAY 10 – POMPEII

Continue to Pompeii, the opulent Roman town that was preserved by layers of ash from the disastrous eruption of Mount Vesuvius in A.D. 79. A walk with your Local Expert through the cobbled streets and extensive excavations reveals the daily life of ancient Roman civilisation. Visit the Forum and peer into shops and patrician villas, decorated with colourful wall paintings. Join a MAKE TRAVEL MATTER® Experience in Vesuvius National Park and visit Casa Barone.

This small family-run farm on the slopes of the volcano is one of the world’s only producers of Piennolo tomatoes, an endangered fruit that only thrives in the fertile volcanic soil. Each harvest is sustainably farmed and cared for by the extended Barone family, who all work here. Be sure to savour the unique flavours of this rare tomato during a truly unique Farm-to-Table lunch. Your journey continues to Rome. In the evening, enjoy an elegant four-course dinner with local wine at a Roman restaurant. As you dine, enjoy a private performance of popular songs and arias from some of Italy’s best-loved operas.

Meals Included: Breakfast, Lunch with wine, Dinner with wine

Stay: NH Roma Centro

DAY 11 – ROME

Bid farewell to the glories of Italy, savouring the memories of its enchanting cities, historic landmarks and stunning landscapes. Italy’s unique allure will linger in your heart long after you leave.

Meals Included: Breakfast