5-Day Best of Italy Trip

See the best of Italy in five days on this must-do tour from Rome, and fall in love with Assisi, Siena, Florence, Bologna, Padua, Venice and Montepulciano – places so captivating that you won’t want to go home! Enjoy a mix of guided tours and free time to discover world-class attractions like Florence Duomo and St Mark's Basilica (Basilica di San Marco), and enjoy four nights of 4- or 4-star superior hotel accommodation – two nights in Florence and two nights in Venice.

per adult from




5 days


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  • What's included :
    • 4x Breakfast
    • 2x Dinner
    • 2x Lunch
    • Accommodation included: 4 nights
    • Air-conditioned vehicle
    • Onboard WiFi
    • Professional guide
    • Four nights of hotel accommodation
    • Meals as per itinerary
    • Entry/Admission - Basilica of Santa Croce
    What's excluded :
    • Gratuities
    • Food and drinks, unless specified
    • Hotel pickup and drop-off
    • City tax

  • Day 1: Rome- Assisi-Siena- Florence

    Stop At: Basilica Papale e Sacro Convento di San Francesco d'Assisi, Piazza S. Francesco, 2, 06081, Assisi Italy
    The Basilica of San Francesco since 2000 has been included in the list of UNESCO World Heritage Sites, together with a series of Franciscan sites in the Umbrian area.

    The Basilica of San Francesco is the sacred place par excellence of Assisi, since here the remains of the famous saint are preserved and preserved.

    The Basilica is made up of a complex of immense artistic value, both for its architectural structures and for its precious frescoes and interior decorations, which sees two different buildings blend in harmoniously.
    Duration: 1 hour

    Stop At: Piazza del Campo, 53100, Siena Italy
    Siena, located in the heart of Tuscany and surrounded by hills, is one of the most beautiful medieval cities in Italy.

    Fulcrum of the city is the famous Piazza del Campo, with its particular shell shape, in which the famous Palio is held. The Palio di Siena is a passionate horse race that takes place every year, in July and August, its origins seem to date back to the seventeenth century.

    According to legend, Siena was founded by Senio, son of Remus, and in the city there are several statues depicting the legendary Romulus and Remus suckled by the wolf. Piazza del Campo is the central core of Siena since Roman times, which had their Forum here.
    Duration: 1 hour

    Meals included:
    • Dinner
    Accommodation included: 4* Hotel in Florence

    Day 2: Florence

    Stop At: Duomo - Cattedrale di Santa Maria del Fiore, Via della Canonica, 1 Piazza del Duomo, 50122, Florence Italy
    Florence, the capital of Tuscany, hosts many masterpieces of Renaissance art and architecture. One of the most famous places is the Duomo, the cathedral with a tiled dome designed by Brunelleschi and Giotto's bell tower. Florence with its museums, palaces and churches houses some of the most important artistic treasures of the world. The most important churches are from Santa Maria Novella and Santa Croce

    When you feel tired of seeing museums and art galleries, go outside and you will discover that in Florence it is also nice to just stroll through the beautiful streets of the historic center.

    The Cathedral of Santa Maria del Fiore is an imposing Gothic-style church built on the site where the ancient cathedral of Florence stood, the Church of Santa Reparata, the cathedral was begun at the end of the 13th century by Arnolfo di Cambio, while the beautiful dome was added in the fifteenth century. The facade is covered with pink, white and green marbles.
    Duration: 45 minutes

    Stop At: Piazza della Signoria, 50122, Florence Italy
    Piazza della Signoria has been at the center of Florence's political life since the 14th century. The Piazza has seen the realization of important historical events and great triumphs, such as the return of the Medici in 1530. The famous sculptures located in Piazza della Signoria have references to the political affairs of Florence, with some contrasts. The David (the original is in the Accademia Gallery) was built by Michelangelo and positioned in front of the Palazzo Vecchio to symbolize the power of the Florentine Republic in contrast to the tyranny of the Medici. The Neptune (1575) of Ammannati recalls the maritime ambitions of the Medici.
    Duration: 1 hour

    Stop At: Basilica of Santa Croce, Piazza Santa Croce 16, 50122, Florence Italy
    Santa Croce, rebuilt for the Franciscan order in 1294 by Arnolfo di Cambio, is the burial place of the great and powerful of Florence: Michelangelo, Rossini, Macchiavelli and the Pisan Galileo Galilei, who was condemned by the Inquisition and who, therefore, he could not have a Christian burial until 1737, or 95 years after his death. There is also a memorial to Dante, but his sarcophagus is empty (he was buried in Ravenna, after his exile from Florence).
    Duration: 45 minutes

    Meals included:
    • Breakfast
    • Lunch
    Accommodation included: 4* Hotel in Florence

    Day 3: Florence-Bologna-Padua-Venice

    Stop At: Piazza Maggiore, 40121 Bologna Italy
    Piazza del Nettuno

    Founded in 1565 with the aim of highlighting the statue of Neptune to which it owes its name, the square was the result of a work that saw the enlargement of the space existing between the Palazzo del Comune and the Palazzo del Podestà through the demolition of one block of buildings. The new square would have given a new character to all the surrounding space, joining Piazza Maggiore. Heart of the city, Piazza Maggiore is the result of centuries-old transformations that enriched it gradually with important buildings: the Basilica of San Petronio, the Palazzo dei Notai, the Palazzo d’Accursio, the Palazzo del Podestà and the Palazzo dei Banchi.
    Duration: 1 hour

    Stop At: Basilica di San Petronio, Corte De' Galluzzi 12/2, 40124 Bologna Italy
    The Basilica of San Petronio is the main church of Bologna: it dominates the Piazza Maggiore and, although it is largely unfinished, it is one of the largest churches in Europe. Its imposing size makes it the fourth largest church in Italy.
    Duration: 40 minutes

    Stop At: The Basilica of St. Anthony, Piazza del Santo, 11, 35123 Padova PD, Italy
    The Basilica of Sant'Antonio, known as "Il Santo", is the most important religious center of the city, and a destination for thousands of pilgrims who invade the city every year, and in particular on June 13, feast of the Saint the famous procession. The large building has a complex fusion of styles in its complex structure: Romanesque elements in the bell-shaped façade, Gothic in the ambulatory with the seven chapels, Byzantine in the eight domes covered in lead and Moorish in the two slender and slender bell towers.
    Duration: 45 minutes

    Meals included:
    • Breakfast
    • Dinner
    Accommodation included: 4* Hotel in Mestre (Tourist Superior)

    4* Hotel in Venice Island (First Category)

    Day 4: Venice

    Stop At: Piazza San Marco, 31024 Venice Italy
    Elegant, precious, inimitable, fun, romantic: this is Venice, a gem of the Venetian and Italian tourist scene, where churches, palaces, ancient bridges, monuments and squares tell the artistic and cultural liveliness that marked and still marks the history of this city. The heart of Venice is the splendid Piazza San Marco, the most elegant living room in Europe, surrounded by works of unquestionable value: the imposing bell tower and the Basilica with its five portals and the decorations of marble and mosaics that anticipate the magnificence and interior riches; the Palazzo Ducale, symbol of the golden age of the Serenissima; the Torre dei Mori, better known as the Clock Tower, for the engineering masterpiece that has marked the time of Venice for centuries; the Napoleonic Wing, where the Correr Museum is located.
    Duration: 3 hours

    Stop At: Ponte dei Sospiri, Piazza San Marco, 1, 30100 Venice Italy
    From the Bridge of Sighs legend emerges that the name, at the time of the Serenissima, would have been attributed to the fact that crossing it the prisoners sighed because they were aware of the fact that it would be the last time that, before being imprisoned, they would see the outside world .
    Duration: 35 minutes

    Meals included:
    • Breakfast
    Accommodation included: 4* Hotel in Mestre (Tourist Superior)

    4* Hotel in Venice Island (First Category)

    Day 5: Vemice-Montepulciano (Wine region)- Rome

    Stop At: Piazza Grande a Montepulciano, Pazza Grande, 53045, Montepulciano Italy
    Montepulciano, famous for the wine to which it gives its name, stands on a hill 600 meters above sea level: from this height it is easy to get lost with the look between the green Tuscan hills, the cultivation of olive trees and vineyards and the cypress trees that mark pleasantly the whole landscape. From the Tower of the Renaissance Palace of Montepulciano the view reaches the Sibillini Mountains and the Cimone
    Duration: 50 minutes

    Meals included:
    • Breakfast
    • Lunch
    No accommodation included on this day.
  • Departure Point :
    Bettoja Hotel Massimo d'Azeglio, Via Cavour, 18, 00185 Roma RM, Italy
    Return Detail :
    Returns to original departure point
    Hotel Pickup :
    • Confirmation will be received at time of booking
    • Rome hotel details must be provided in the 'special requirements' field on booking. If you do not leave these details at this stage, you must call the local supplier at least 48 hours before your tour starts
    • Please note that this escorted tour operates in English (monolingual from April to October), Spanish (bilingual), Portuguese (bilingual) and French (bilingual)
    • Not wheelchair accessible
    • Near public transportation
    • Infants must sit on laps
    • Travelers should have a moderate physical fitness level
    • This tour/activity will have a maximum of 45 travelers
    • Face masks required for travelers in public areas
    • Face masks required for guides in public areas
    • Social distancing enforced throughout experience
  • You can present either a paper or an electronic voucher for this activity.
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.


English - Guide

Age Req.


Fitness Req.


Group Size


Organised by Gray Line I Love Rome by Carrani Tours

Activity ID: V-5034FANTASTIA

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