This 5-day Italy itinerary promises an immersive journey through the country’s renowned destinations. Travelers will explore historic cities, marvel at iconic landmarks, and savor local flavors. From the Basilica of St. Francis in Assisi to the Piazza del Campo in Siena, the tour provides a well-rounded experience that delves into Italy’s rich history, art, and culture. With guided walking tours, wine tastings, and opportunities to indulge in regional cuisine, this itinerary offers a chance to discover the true essence of Italy. Whether you’re a first-time visitor or a seasoned traveler, this itinerary is sure to leave you with lasting memories.

Key Points

5-Day Best of Italy Trip With Assisi, Siena, Florence, Venice and More - Key Points

  • This 5-day Italy itinerary covers renowned destinations like Assisi, Siena, Florence, Venice, and Rome, providing a rundown of the country’s cultural and historical highlights.
  • The tour includes visits to iconic landmarks such as the Basilica of St. Francis, Piazza del Campo, Duomo, Basilica of Santa Croce, Piazza Maggiore, Basilica of St. Anthony, and St. Mark’s Square.
  • Travelers will experience a guided walking tour in Florence, an Aperitif Spritz experience in Venice, and a wine tasting in Montepulciano, immersing them in local traditions.
  • The itinerary offers a balance of guided activities and free time, allowing participants to explore destinations at their own pace and savor local cuisine.
  • The tour includes 4 nights of hotel accommodation, 4 breakfasts, 3 lunches, and 1 dinner, as well as air-conditioned transportation, onboard WiFi, and a professional guide.

Itinerary Overview

5-Day Best of Italy Trip With Assisi, Siena, Florence, Venice and More - Itinerary Overview

This Best of Italy trip offers a 5-day itinerary that covers some of the country’s most renowned destinations.

On day 1, travelers visit Assisi, Siena, and Florence, which includes seeing the Basilica of St. Francis and Piazza del Campo.

Day 2 is dedicated to exploring the highlights of Florence, such as the Duomo and Basilica of Santa Croce.

The next day takes them to Bologna, Padua, and Venice, where they’ll see Piazza Maggiore and the Basilica of St. Anthony.

Venice is the focus on day 4, with a visit to St. Mark’s Square and the Bridge of Sighs.

The final day includes stops in Montepulciano and Rome.

Day 1: Rome to Florence

5-Day Best of Italy Trip With Assisi, Siena, Florence, Venice and More - Day 1: Rome to Florence

The tour begins in Rome, where travelers board the air-conditioned coach and set out for Assisi, the birthplace of St. Francis.

The first stop is the Basilica of St. Francis, where they’ll:

  • Admire the stunning Romanesque architecture and frescoes depicting the life of the revered saint.
  • Learn about St. Francis’ profound influence on Italian culture and the enduring legacy of his teachings.
  • Enjoy a guided tour that provides insight into the rich history and spiritual significance of this UNESCO World Heritage site.

Next, the group travels to the picturesque city of Siena, known for its magnificent Piazza del Campo, before continuing on to Florence for the evening.

Day 2: Exploring Florence

On the second day, travelers explore the captivating city of Florence, the birthplace of the Renaissance.

They begin their day with a guided walking tour that showcases the city’s renowned landmarks and artistic treasures. The tour takes them to the iconic Duomo, with its magnificent Renaissance dome designed by Brunelleschi. They’ll also visit the Piazza della Signoria, the political heart of the city, and the Basilica of Santa Croce, home to the tombs of Michelangelo, Galileo, and Machiavelli.

After exploring the city’s rich history and culture, travelers have the afternoon free to wander the cobblestone streets, browse the artisan shops, and savor the local cuisine before returning to their hotel in Florence.

Day 3: Florence to Venice

5-Day Best of Italy Trip With Assisi, Siena, Florence, Venice and More - Day 3: Florence to Venice

Departing Florence, travelers embark on a journey to the floating city of Venice, making strategic stops along the way.

The first stop is Bologna, where they’ll explore the iconic Piazza Maggiore, a bustling square lined with porticoes and historic buildings.

Next, they’ll visit the Basilica of St. Anthony in Padua, a renowned pilgrimage site and architectural marvel.

Finally, they’ll arrive in Mestre, the mainland neighborhood of Venice, where they’ll settle into their accommodations and prepare for a full day exploring the iconic canals and sights of the Venetian lagoon.

  1. Visit the lively Piazza Maggiore in Bologna.
  2. Marvel at the Basilica of St. Anthony in Padua.
  3. Reach Mestre, the gateway to the enchanting city of Venice.

Day 4: Discovering Venice

5-Day Best of Italy Trip With Assisi, Siena, Florence, Venice and More - Day 4: Discovering Venice

Reaching their accommodations in Mestre, travelers eagerly cross the lagoon to explore the captivating city of Venice, a unique destination known for its intricate network of canals, stunning architecture, and rich cultural heritage.

Once in the city, they marvel at the iconic St. Mark’s Square, admiring the grand Basilica with its Byzantine-style domes. Next, they stroll across the famous Bridge of Sighs, learning about its historical significance.

An Aperitif Spritz experience awaits, allowing travelers to savor the local flavors and enjoy Venetian traditions.

As the day draws to a close, they find themselves enchanted by the city’s timeless beauty, eager to uncover more of its wonders.

Day 5: Venice to Rome

5-Day Best of Italy Trip With Assisi, Siena, Florence, Venice and More - Day 5: Venice to Rome

Travelers bid farewell to the enchanting city of Venice as they embark on the final leg of their journey, heading back to Rome.

The day begins with a visit to the historic town of Montepulciano, known for its stunning Renaissance architecture and acclaimed Vino Nobile wine.

Explore the charming medieval streets and squares of Montepulciano, including the stunning Piazza Grande.

Indulge in a wine tasting and learn about the region’s winemaking traditions.

Arrive back in Rome, where the tour concludes, allowing travelers to further explore the Eternal City on their own.

With memories of Assisi, Siena, Florence, and Venice fresh in their minds, the group returns to Rome, bringing their Best of Italy adventure to a close.

Inclusions and Highlights

5-Day Best of Italy Trip With Assisi, Siena, Florence, Venice and More - Inclusions and Highlights

This 5-day Best of Italy trip includes 4 nights of hotel accommodation, 4 breakfasts, 3 lunches, and 1 dinner, providing a well-rounded experience for travelers.

The tour highlights include exploring the UNESCO-listed town of Assisi, visiting the historical cities of Tuscany, discovering the art and architecture of Florence, and experiencing the Aperitif Spritz in Venice.

Travelers will also enjoy air-conditioned transportation, onboard WiFi, and the services of a professional guide.

The tour includes an entrance ticket to the Basilica of Santa Croce in Florence, ensuring a deeper appreciation of the city’s rich cultural heritage.

With these inclusions and highlights, this Best of Italy trip offers an unforgettable journey through the country’s most iconic destinations.

Logistics and Booking

5-Day Best of Italy Trip With Assisi, Siena, Florence, Venice and More - Logistics and Booking

The tour starts and ends in Rome, making it convenient for travelers arriving and departing from the Italian capital. Hotel pickup isn’t included, but participants must provide their hotel details at the time of booking. This Best of Italy trip operates in English, Spanish, Portuguese, and French, with bilingual guides available from April to October. However, the tour may not be suitable for travelers with mobility issues due to the amount of walking involved.

The tour is a comprehensive 5-day itinerary covering major destinations in Italy.

Accommodation is provided for 4 nights in Florence and Venice.

A variety of meals, including 4 breakfasts, 3 lunches, and 1 dinner, are included in the package.

Frequently Asked Questions

Can I Customize the Itinerary to Visit Additional Cities?

While the provided itinerary is fixed, the tour operator may allow guests to customize their trip by adding extra cities or activities, depending on availability and additional costs. It’s best to inquire about customization options when booking the tour.

What Is the Maximum Group Size for This Tour?

The tour’s maximum group size is not specified. However, the itinerary indicates it’s designed for a comfortable group experience, with air-conditioned transportation and a professional guide. The exact group size may vary depending on demand and availability.

Do I Need Travel Insurance for This Trip?

The tour operator doesn’t require travel insurance, but it’s recommended to purchase a policy to protect against unforeseen circumstances like trip cancellations or medical emergencies during the journey. Travel insurance provides peace of mind for this 5-day Italian adventure.

Can I Book This Tour for a Solo Traveler?

Yes, this 5-Day Best of Italy trip can be booked for solo travelers. The tour welcomes individual participants and provides an opportunity to explore Italy’s highlights in a group setting with a professional guide.

Are Any COVID-19 Protocols in Place During the Tour?

The tour operator has COVID-19 protocols in place to ensure guest safety. These may include requirements for masks, social distancing, and limited group sizes. Travelers should check the latest policies before booking.

Recap

This 5-day tour through Italy’s renowned destinations offers travelers a comprehensive and immersive experience.

From the historic cities of Assisi, Siena, and Florence to the canals of Venice and the treasures of Rome, the itinerary showcases the country’s rich cultural heritage.

With guided tours, wine tastings, and local cuisine, the tour provides a well-rounded and memorable exploration of Italy’s iconic sights and experiences.

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