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Italy City Break

Tour Overview

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 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 Padova, and 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!


A deluxe coach will pick you up at 7:15 am from the hotel Diana Roof Garden and take you to Assisi. There you can explore on your own terms, for how long you want, this beautiful fortified town dating from the Middle Ages. It’s highly recommended to spare time for basilica of St. Francisc where Giotto and Cimabue artworks await to be discovered. After a deep immersion in art and history, you can enjoy a delicious lunch (not included in the price). Then hop on the bus to Siena, a well-known Unesco World Heritage Site. Siena is famous for the Palio, a historical horse race taking place around Piazza del Campo – the shell-shaped town square. Going further, the next adventure takes place on Florence. Here check in at the hotel and delight yourself with an amazing dinner and a well-deserved restful night.
Enjoy your breakfast and start exploring charming Florence. This city, the ‘’Cradle of Reinassance’’, is the place where Michelangelo created and brought Italian art to its culmination. This city with Etruscan-Roman origins started flourishing in the Middle Ages as a free ‘’Commune’’ and its development has been deeply influenced by the Renaissance wave. The impressive monuments, churches and buildings will totally charm you. Do not miss one of the most important attractions – Duomo di Santa Mario del Fiore, built by Filippo Brunelleschi. Cross the piazzeta to contemplate the ‘’Campanile’’ tower, a masterpiece co-desgined by Giotto, and the Baptistery, with the ‘’Gates of Paradise’’ – bronze doors created by the one and only Michelangelo. Piazza de la Signoria, Palazzo de la Signoria (Palazzo Vecchio), and the Basilica of Santa Croce await for you in the heart of Florence. Lunch will be served in Piazza Santa Croce, in a typical Tuscan restaurant. Then you can enjoy strolling the streets of Florence in the afternoon, or go for a short visit to one of the four main historical Marine Republics of Italy – Pisa (optional). There you can enjoy the Piazza dei Miracoli with the Dome (il Duomo), the famous ‘’Leaning Tower’’ of Pisa and the Baptistery. Dinner will be savored at leisure and you’ll sleep the night in Florence.
After having the last breakfast in Florence, you’ll depart to a new exciting city – Bologna. The elegant city center with its ‘’porticos’’ and the shopping streets of Bologna will make this destination an unforgettable one. The itinerary starts at Piazza Malpighi and then takes you in the heart of the city to Piazza del Nettuno and Piazza Maggiore (Neptune and Major squares) and then to King Rezon’s Palace. It’s worth mentioning that Palazzo Podestà and the basilica of San Petronio are ones of the biggest in the world. Bologna has a lot of gourmet surprises so we invite you to have a delicious meal at your own leisure. In the afternoon you’ll leave to your next destination: Padova. This city is famous for Sant’Antonio Basilica, one of the most visited churches by catholic pilgrims. Later in the afternoon, one of the most romantic cities in the world awaits for you to discover it: Venice. The city of love and, beyond question, an architectural wonder. After checking in to the hotel you’ll have an appetizing dinner and a restful night.
After breakfast, a private water-taxi will take you to Piazza San Marco. You’ll have ‘’Skip the Line’’ tickets for San Marco Basilica (St. Mark’s Basilica) and afterwards adventure through one of the main attraction points of the city: Palazzo dei Doggi – a symbol of Venice’s remarkable history and the well-known ‘’Bridge of Sighs’’. Stroll along the Venice’s canals in the afternoon, have a good time on your free time, and then return to the hotel and enjoy your night.
Enjoy your breakfast and afterwards head to Tuscany, a notorious region for its landscapes, castles, churches and exquisite wine. The departure place is Piazzale Roma. On your trip through Val di Chiania, you’ll do a first stop in Montepulciano, where you will immerse in a medieval vibe, rich in history and art. This town is renowned for its ‘’Nobile’’ wine and is also hosting a Jazz and Wine Festival in July every year. You’ll savor lunch in a typical restaurant (included). Afterwards there’ll be a quick stop where you can enjoy some free time. In the evening, you will arrive in Rome, where the tour ends.


We use a variety of hotels in each destination, so you may stay in a hotel different to that listed here. Hotels are selected closer to departure date; you will receive a confirmed list prior to your departure date.

4 Star Hotel: Raffaello Or Similar

4 Star Hotel: Delfino Or Similar

Additional Information

  • 4 Nights hotel accommodation in Florence and Venice 4 Star Hotels


  • Traditional tuscan lunch in Montepulciano!
  • Visit Assisi, Siena, Bologna, Padua, Tuscany Wine Region
  • Visit St. Mark’s Basilica with “Skip the Line”


  • 4 Breakfast, 2 Lunches, 2 Dinners

Not Included

  • Drinks on meals
  • Arrival & Departure Transfers
  • Transfer from/to meeting point for excursions, when not explicitly indicated
  • Transfer from/to stations unless differently indicated
  • Porterage at airport
  • Tipping for guide, driver and hotel staff
  • Any Insurance
  • Any Item, product or service not specifically listed under Included
Have a question? complete the enquiry form and you’ll be assigned to one of our travel advisors. Check Dates & Prices
USD $1,087 / Per Person
5 Days

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