Tour Finder
  1. Home
  2. 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more

5-Day Best of Italy: Assisi, Siena, Florence, Venice and more

Image 1
Image 2
Image 3
Image 4
Image 5
Image 6
Image 7
Image 8
Image 9
Image 10
Image 11
Image 12
Image 13
Image 14
Image 15
Image 16
Image 17
Image 18
Image 19

Overview

Available languages

Portuguese
English
French
Spanish

120 hours

Mobile ticket

This deluxe coach journey offers a blend of guided tours and free time, allowing you to experience the best of Italy’s culture, art, and cuisine.

Begin in Rome and visit Assisi’s medieval charm, Siena’s iconic piazza, and the Renaissance splendor of Florence. Explore Bologna’s rich history and Venice’s enchanting canals.

Enjoy stays in centrally located 4-star hotels, expert local guides, and curated meals that showcase the unique flavors of each region. Perfect for travelers looking to explore Italy’s treasures in comfort and style.

Additional Info

Public transportation options are available nearby

Infants are required to sit on an adult’s lap

Travelers should have at least a moderate level of physical fitness

Bookings for 1, 2, or 3 guests include a single, double, or triple room accordingly; for separate rooms, book individually.

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)

Cancellation Policy: Until 15 working days before departure: FOC 14-7 working days before departure: 10% 6-3 working days before departure: 25% 48-24 hours before departure: 50% From 24 hours or no-shows: 100% Working days: Monday to Friday

Please contact us for tailored private tours or FIT packages

One piece of luggage per person

Please provide the full names of all travelers when booking. Failure to present a voucher with all travelers’ full names at the ticket office prior to entry may result in denied entry to the attractions.

Please note that this itinerary has a very strict schedule and it is not suitable for travellers with mobility issues. For this reason, we do not encourage to book a group tour, rather an FIT package or a private tour (ask our team for a quotation!) to meet the travellers special needs

Cancellation Policy

If you cancel at least 6 full day(s) before the scheduled departure time, you will receive a full refund.<br>If you cancel between 2 and 6 day(s) before the scheduled departure time, you will receive a 50% refund.<br>If you cancel within 2 day(s) of the scheduled departure, you will receive a 0% refund.

What‘s Included

4 overnights in 4-star hotels

Timed entry tickets for key attractions

Guided tours with licensed local guides and headsets

Dinner

Air-conditioned vehicle

Onboard WiFi

Spritz & “Cicchetti” Experience in Venice ( Light Lunch)

Gratuities

Meals not specified

Hotel pickup on first day

City tax

Transportation to/from airports

What To Expect

Day 1

Rome- Assisi-Siena- Florence

Accommodations

4* Hotel in Florence

Food and Drinks

DINNER

Dinner

Dinner option will be available unti March 22nd.

LUNCH

Lunch

As of March 30th, Lunch in Assisi is included.

1

Basilica Papale e Sacro Convento di San Francesco d'Assisi

Depart from Rome at 7:15 AM and head to Assisi, where you'll explore this medieval town and visit the Basilica of St. Francis. 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.

1 hour • Admission Not Applicable
2

Piazza del Campo

Continue to Siena for a guided tour of its stunning Piazza del Campo. Arrive in Florence, check into your 4-star hotel, and enjoy a welcome dinner.

1 hour • Admission Not Applicable
Day 2

Florence

Accommodations

4* Hotel in Florence

Food and Drinks

BREAKFAST

Breakfast

LUNCH

Lunch

1

Duomo - Cattedrale di Santa Maria del Fiore

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.

45 minutes • Admission Not Applicable
2

Piazza della Signoria

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.

1 hour • Admission Not Applicable
3

Basilica of Santa Croce

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).

45 minutes • Admission Included
Day 3

Florence - Bologna - Venice

Accommodations

4* Hotel in Mestre (Tourist Superior)

Food and Drinks

BREAKFAST

Breakfast

LUNCH

Lunch

From March 30th on, enjoy extended time in Bologna with a local food experience!

1

Piazza Maggiore

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.

1 hour • Admission Not Applicable
2

Basilica Di San Petronio

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.

40 minutes • Admission Not Applicable
Day 4

Venice

Accommodations

4* Hotel in Mestre (Tourist Superior)

Food and Drinks

BREAKFAST

Breakfast

LUNCH

Lunch

Light lunch

1

Piazza San Marco

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. After this, let us offer you a spritz or a prosecco to crown your visit to Venice highlights with the company of your tour leader.

3 hours • Admission Not Applicable
2

Ponte dei Sospiri

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 .

35 minutes • Admission Not Applicable
Day 5

Venice - Montepulciano (Wine region) - Rome

Food and Drinks

BREAKFAST

Breakfast

LUNCH

Lunch

1

Piazza Grande a Montepulciano

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

50 minutes • Admission Not Applicable
2

Rome

Return to Rome: Conclude your tour in the evening in Rome.

1 hour • Admission Not Applicable

Options

Tour in Portuguese

4-star accommodation

Tour in English

4-star accommodation

Tour in Spanish

4-star accommodation

Tour in French

4-star accommodation

Reviews

4.27

284 reviews

Total reviews and rating from Viator & Tripadvisor

149
90
22
18
5
  • 5 Days Italy tour

    Ricardo G,

    Oct 29, 2025

    - Review from Viator

    5.00

    The weather was raining during the period. We traveled from Rome to Florence. Booked a trip to Pisa Spent 2 nights in Florence and 2 in Venice. Carlos, our tour guide was excellent, provided excellent places to eat at in both Florence and Venice.

  • Requires a lot of...

    Ascension M,

    Sep 27, 2025

    - Review from Viator

    5.00

    Requires a lot of walking! Comfortable shoes a must. The guides were fabulous. Clara, who led the group, was incredible.

  • Must do and see to...

    Felix M,

    Jun 8, 2025

    - Review from Viator

    5.00

    Must do and see to experience the best of what Italy offers. Every city has a story to tell and the views and food sampling area big plus.

  • Rome to Venice & back.

    Glenn D,

    Oct 26, 2024

    - Review from Viator

    4.00

    Most enjoyable with Niki, a very knowledgeable tour leader & Luigi, our driver. About the only thing they could not do was control the weather (it was wet - don't forget your umbrella).

  • Proximo Regular Italy Tour

    j0hnmilt0ns,

    Oct 24, 2024

    - Review from Tripadvisor

    5.00

    I just returned home from a wonderful trip in Italy with Proximo Tours. I did not know anyone in the group, but felt right at home with their warmth and friendliness. Our two priests enriched our journey with their knowledge and familiarity of the many sites. We visited so many beautiful basilicas and churches in Rome, Assisi, Florence and Venice. We saw the Pope, visited museums and great works of art including the Sistine chapel, the Pantheon and the famous statue of Michaelangelo's David. Our group celebrated mass by in the catacombs, St. Boniface Chapel in Assisi, St Mark's crypt in Venice as well as a mass in Italian in Rome. The beauty of Italy and its ancient churches and notable sites was phenomenal. Our tour guide, Valentina, was exuberant, knowledgeable and worked hard to make a wonderful experience for all of us. We stayed in nice hotels, enjoyed good food and camaraderie. The gondola ride in Venice was amazing! For me, this was a trip of a lifetime. I had been on a Proximo tour of Ireland three years ago which also was excellent.

  • Wonderful

    Hala H,

    Sep 27, 2024

    - Review from Viator

    5.00

    The best part of our trip , other than the nice locations, we had the best tour guide Rossella and the best driver Luiji, they were very friendly, welcoming, helpful and very nice

  • Wonderful trip!

    R L,

    Aug 4, 2024

    - Review from Viator

    5.00

    Fun activities! Great arrangements!! Tour guide Rossella and driver Luigi are friendly and professional. It was a memorable experience and wonderful trip!!!

  • Perfect 5 days in Beautiful ❤️ ROME.

    ravisinghd,

    Dec 21, 2023

    - Review from Tripadvisor

    5.00

    Perfect holiday in The Beautiful City of ROME. Astounding Jaw dropping architecture buildings history art everywhere you look. The Best Food & wines, We stayed in hotel called THE BUILDING from there easy commute underground to Vatican Colosseum etc Walked around & Visited everywhere of note easily & casually in 5 days Spanish Steps, Castle, Trevi Fountain, I look forward to going back. Hard to put into words beauty of inside and outside of buildings, you have to see it.

    ravisinghd's photo 1
    ravisinghd's photo 2
    ravisinghd's photo 3
    ravisinghd's photo 4
    ravisinghd's photo 5
    ravisinghd's photo 6
    ravisinghd's photo 7
    ravisinghd's photo 8
    ravisinghd's photo 9
    ravisinghd's photo 10
    ravisinghd's photo 11
    ravisinghd's photo 12
    ravisinghd's photo 13
    ravisinghd's photo 14
    ravisinghd's photo 15
    ravisinghd's photo 16
    ravisinghd's photo 17
    ravisinghd's photo 18
    ravisinghd's photo 19
    ravisinghd's photo 20
    ravisinghd's photo 21
    ravisinghd's photo 22
    ravisinghd's photo 23
    ravisinghd's photo 24
    ravisinghd's photo 25
    ravisinghd's photo 26
    ravisinghd's photo 27
    ravisinghd's photo 28
    ravisinghd's photo 29
    ravisinghd's photo 30
    ravisinghd's photo 31
    ravisinghd's photo 32
    ravisinghd's photo 33
    ravisinghd's photo 34
    ravisinghd's photo 35
    ravisinghd's photo 36
    ravisinghd's photo 37
    ravisinghd's photo 38
    ravisinghd's photo 39
    ravisinghd's photo 40
    ravisinghd's photo 41
  • Beyond Rome

    David M,

    Oct 18, 2023

    - Review from Viator

    5.00

    Great way to see Tuscany! Our guide Nikki was amazing. She was knowledgeable and especially helpful in securing medical assistance for my husband. I highly recommend this trip!

  • Unforgettable experience

    Carolin G,

    Oct 15, 2023

    - Review from Viator

    5.00

    Stefano was very nice, funny and patient He was always checking upon us to make sure if we need to stop for washrooms or anything else. He gave us good adviceand made our 5 days trip smooth and lovely. Luigi was the best driver in all our trip, very professional, very polite and nice, always waiting for us while leaving the bus, take our hands to help us getting down to make sure that we are safe. Very good looking and always smiling to us, saluting us every time we get on the bus. With Stefano and Luigi, we felt that we are in good hands.

From €875.00

4.27
284 reviews
Check availability

Want a private experience? Upgrade to a private tour

Chat with us on social

  • zalo
  • whatpsapp
  • messenger

Related Experiences

Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peter's Basilica

Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peter's Basilica

4.59
Vatican Museums, Sistine Chapel & St Peter’s Basilica Guided Tour

Vatican Museums, Sistine Chapel & St Peter’s Basilica Guided Tour

4.48
Rome: Colosseum, Roman Forum, and Palatine Hill Guided Tour

Rome: Colosseum, Roman Forum, and Palatine Hill Guided Tour

4.49
Pompeii, Amalfi Coast and Positano Day Trip from Rome

Pompeii, Amalfi Coast and Positano Day Trip from Rome

4.51
Colosseum Underground & Ancient Rome Guided Tour

Colosseum Underground & Ancient Rome Guided Tour

4.39
Colosseum Arena Floor, Roman Forum and Palatine Hill Guided Tour

Colosseum Arena Floor, Roman Forum and Palatine Hill Guided Tour

4.41
Rome: Colosseum with Arena, Roman Forum and Palatine Guided Tour

Rome: Colosseum with Arena, Roman Forum and Palatine Guided Tour

4.24
Winner 2025 Rome Twilight Trastevere Food Tour by Eating Europe

Winner 2025 Rome Twilight Trastevere Food Tour by Eating Europe

4.91
Skip the line: Vatican Museums, Sistine Chapel & St Peters Tour

Skip the line: Vatican Museums, Sistine Chapel & St Peters Tour

4.48
Skip-the-Line Vatican, Sistine Chapel & St. Peter's | Small Group

Skip-the-Line Vatican, Sistine Chapel & St. Peter's | Small Group

4.88
Skip the Line: Vatican Museum, Sistine Chapel + Optional Basilica

Skip the Line: Vatican Museum, Sistine Chapel + Optional Basilica

4.70
Rome Highlights City Tour by Golf Cart with Gelato

Rome Highlights City Tour by Golf Cart with Gelato

4.92

Operated by Gray Line I Love Rome by Carrani Tours

A product of Trip Social Group

Australia: Pavel Australia Pty Ltd

Việt Nam: Công ty TNHH Trip Social

top-50

Winner - HO CHI MINH INNOVATIVE STARTUPS IN TOURISM 2022.

Quick links

Destinations

Contact us

  • zalo
  • whatpsapp
  • messenger
Travelling effortlessly, together

© 2025 Trip Social Group. All rights reserved.

    Accepted Payment Methods

  • visa
  • visa
  • visa