5 Day Italy City Break Tour Package
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- Duration
- 5 days
- Guiding Style
- Fully Guided
- Hotel Rating
- 4 star hotels
- Start / End
- Rome → Rome
- Group Size
- Min 1 / Max 45
- Physical Rating
- Easy Travelers can expect some light physical activities
Highlights
Do you fancy a new cultural experience? Italy is waiting for you! This 5-day tour will take you deep into the history and gastronomy of Italian culture. Start a novel experience in the fortified town of Assisi and enjoy Siena, a well-known UNESCO World Heritage Site. Dip in the artistic vibe of Florence – the place where Michelangelo brought Italian art to its culmination.
Delight in the elegance of Bologna and the architectural wonders of Venice. Experience Tuscany, a gorgeous region famous for its art, history and "drowned" in "Nobile" wine. Remarkable landscapes, unique art pieces, delicious local gastronomy, and exquisite wine will make this trip unforgettable. Viva la bella vita!
- Explore the medieval fortified town of Assisi and visit the Basilica of St. Francis, home to Giotto and Cimabue's masterpieces
- Stroll through Siena, a UNESCO World Heritage Site, and marvel at the magnificent Piazza del Campo
- Discover Florence, the Cradle of the Renaissance – admire the Duomo, Campanile and the Baptistery's "Gates of Paradise"
- Experience Bologna's iconic porticoes, historic squares and vibrant street food scene – Italy's culinary capital
- Guided walking tour of Venice – Piazza San Marco, Palazzo dei Dogi, Bridge of Sighs, and free time along the canals
- Visit medieval Montepulciano in the heart of the Tuscany wine region – famous for its "Nobile" wine and Jazz & Wine Festival
- 4 nights in 4-star hotels in Florence and Venice with daily breakfast included
5-Day Italy Tour Itinerary
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Day 1
Arrival – Assisi, Siena & Florence
At 7:15 AM, board a deluxe coach at Hotel St. Martin for a scenic journey to Assisi. Wander through the medieval town and visit the Basilica of St. Francis to admire Giotto and Cimabue's masterpieces. Enjoy lunch in Assisi at your leisure (not included). Continue to Siena, strolling through the UNESCO World Heritage Site and marvelling at the Piazza del Campo. Arrive in Florence, check into your hotel and enjoy a delicious dinner.
Please note: Starting from the departure on 30th March 2026, instead of dinner at the hotel in Florence, there will be a lunch in Assisi.
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Day 2
Discover the Beautiful Florence
Enjoy breakfast and start your day exploring Florence, the "Cradle of the Renaissance," with its stunning monuments and art. Admire the Duomo di Santa Maria del Fiore, the Campanile by Giotto, and the Baptistery's "Gates of Paradise" by Michelangelo. Enjoy lunch at a typical Tuscan restaurant in Piazza Santa Croce. In the afternoon, stroll through Florence or choose an optional visit to Pisa to see the Leaning Tower and Piazza dei Miracoli. Enjoy a relaxing dinner on your own (not included) and spend the night in Florence.
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Day 3
Charming Bologna – Venice: the City of Love
Start your day with breakfast in Florence before departing for Bologna. Begin your exploration under the city's iconic porticoes, starting at Piazza Malpighi. Continue to Piazza del Nettuno and Piazza Maggiore, where you'll admire Palazzo Podestà and the impressive Basilica of San Petronio. Explore why Bologna is known as Italy's culinary capital as you enjoy its vibrant street food scene. Stroll through medieval streets, sampling traditional and contemporary delicacies at local food stalls and enjoy a light lunch. In the afternoon, depart for Venice (Mestre) and check in at your hotel for an overnight stay.
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Day 4
Beautiful Venice – Piazza San Marco, Palazzo dei Dogi & Bridge of Sighs
Start your day with a delicious breakfast before heading to Piazza San Marco. Discover the heart of Venice, including the historic Palazzo dei Dogi and the iconic Bridge of Sighs. Experience Venice's grandeur and rich history on a guided walking tour. Refresh with an Aspritz or Prosecco to relax and soak in the atmosphere. Enjoy a free afternoon strolling along the picturesque canals of Venice at your own pace, before heading back to your hotel for a restful evening.
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Day 5
Venice – Charming Tuscany Wine Region – Montepulciano – Rome
Begin with breakfast before heading to Tuscany from Piazzale Roma. Dive into the medieval charm of Montepulciano, known for its "Nobile" wine and vibrant Jazz and Wine Festival. Enjoy a delicious meal at a traditional restaurant, with free time to explore on your own. Conclude your journey with an evening arrival in Rome, marking the end of the tour.
What's Included
Accommodation
- 4 nights in 4-star hotels in Florence and Venice (standard room)
- Florence Hotel: Raffaello or Similar
- Venice Hotel: Delfino or Similar
Guided Tours
- Expert local guides included throughout
- Guided walking tour of Venice including Piazza San Marco, Palazzo dei Dogi and Bridge of Sighs
- Transportation by deluxe motorcoach
Meals
- Daily breakfast
- 1 lunch in Florence
- 1 dinner in Florence (until the last low season departure on 23rd March 2026)
- Local food experience in Bologna
- 1 local food experience in Venice (Spritz & "Cicchetti")
- 1 typical Tuscan lunch in Montepulciano
- 1 lunch in Assisi (from the departure on 30th March 2026)
Not Included
- International flights
- Travel insurance
- Pre & post tour accommodation
- Optional experiences
- Other activities and services not listed under Included
- City tax (payable directly at the hotel)
Additional Information
- You will receive an e-ticket for this tour.
- This tour operates year-round, subject to availability.
- English-speaking guides provided for all included guided activities.
- Tour reference code: 221752
Dates & Availability
Frequently Asked Questions
The tour includes 4 nights in 4-star hotels (Florence and Venice), daily breakfast, 1 lunch in Florence, 1 dinner in Florence (low season departures until 23rd March 2026), a local food experience in Bologna, a Spritz and Cicchetti experience in Venice, a typical Tuscan lunch in Montepulciano, and transportation by deluxe motorcoach. Expert local guides are included throughout.
The tour starts and ends in Rome. Departure is by deluxe coach from Hotel St. Martin, and the tour concludes with an evening arrival back in Rome on Day 5.
The tour uses 4-star hotels throughout. In Florence the hotel is Raffaello or similar, and in Venice the hotel is Delfino or similar. All hotels include daily breakfast.
Yes. Day 3 includes travel to Venice (Mestre) and Day 4 features a full guided walking tour of Venice including Piazza San Marco, Palazzo dei Dogi and the iconic Bridge of Sighs, plus free time to explore the canals independently.
The tour starts from US $1,139 per person, reduced from the standard price of US $1,780 — a saving of 36%. Price varies by departure date.