
5-Day Best of Italy: Assisi, Siena, Florence, Venice and more
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Non-refundable booking. Same price on Viator, Outty earns a commission.
Traveler rating
4.3/5
Based on 286 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more worth booking?
5-Day Best of Italy: Assisi, Siena, Florence, Venice and more is a 120-hour experience in Rome, Italy, from $917 per person. It scores 60 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.3/5 rating across 286 reviews. This booking is non-refundable, so pick your date carefully. Same-day spots are currently showing.
- Outty Ranking
- 60 / 100
- Rating
- 4.3/5 (286)
- Duration
- 120 hours
- From
- $917 per person
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,
What you get
About this experience
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.
What's included
Included
- 4 overnights in 4-star hotels
- Timed entry tickets for key attractions
- Guided tours with licensed local guides and headsets
- Lunch
- Dinner
- In-vehicle air conditioning
- Breakfast
- Spritz & “Cicchetti” Experience in Venice ( Light Lunch)
- Onboard WiFi
Not included
- Gratuities
- Meals not specified
- Hotel pickup on first day
- City tax
- Transportation to/from airports
Where it starts and ends
Meeting point
Rome
Hotel pickup is not included, however, please provide your hotel details when booking, to be kept on record for contact purposes only. If you do not indicate this at the time of booking, you will be required to call and advise them of this information directly.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Hotel pickup is not included, however, please provide your hotel details when booking, to be kept on record for contact purposes only. If you do not indicate this at the time of booking, you will be required to call and advise them of this information directly.
Options you can book
Tour in French
4-star accommodation
Tour in Spanish
4-star accommodation
Tour in English
4-star accommodation
Tour Portuguese
4-star accommodation
Before you book
- Cancellation
- 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.
- Languages
- pt, en, fr, es
- Ticket
- Mobile Only
- Runs on
- Mon, Sat
- Group size
- Up to 3 travelers per booking
- Operated by
- Gray Line I Love Rome by Carrani Tours
Know before you go
- 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
Photos






What travelers are saying
Outty’s summary of the themes that recur across 286 traveler reviews. Written by us, not quoted from reviewers.
The guide
6 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
3 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Traveler reviews
286 verified traveler reviews for 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more. Ratings and reviews provided by Viator and Tripadvisor.
Look into deeper if you...
Look into deeper if you think your tour includes front line tickets to attractions we only walked through outside of places
via Viator
Italy
Tour too relaxing and too much time for us to roam around on own. Half day tour and I prefer to go for scenic views
via Viator
5 Days Italy tour
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.
via Viator
Requires a lot of...
Requires a lot of walking! Comfortable shoes a must. The guides were fabulous. Clara, who led the group, was incredible.
via Viator
Must do and see to...
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.
Response from the operator: Felix - thank you so much for your wonderful feedback! It's rewarding you enjoyed the incredible stories, stunning views, and delicious food sampling on our 5-Day Best of Italy Trip with Assisi, Siena, Florence, Venice and more. Our Fantasia tours with Carrani Tours are specially designed to immerse travelers in the very best of Italy’s culture, history, and cuisine. These carefully crafted itineraries blend iconic landmarks with hidden gems, guided experiences with free time, and local flavors with breathtaking scenery — all to offer a perfect balance of discovery and relaxation. We’re glad you experienced the magic that makes Italy so unforgettable, and we hope to welcome you on another Fantasia journey soon! Sincerely, Carrani Tours
via Viator
Good to know
- Duration
- 120 hours
- Free cancellation
- Non-refundable
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Mon, Sat
- Price range
- $917 to $1437
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 100
- Verdict
- Worth a Look
Why this scores 60
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
5-Day Best of Italy: Assisi, Siena, Florence, Venice and more: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Rome.
How much does 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more cost?
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Prices start at $917 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Rome usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more take?
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Plan for about 120 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Rome is not rushed.
Is 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more worth it?
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It holds an Outty Ranking of 60 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.3/5 across 286 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable culture & history in Rome, and how flexible the cancellation terms are.
Can I cancel or reschedule 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more?
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No. This experience is sold on a non-refundable basis, so only book a date you are confident about. Similar experiences in the city do offer free cancellation if flexibility matters more than price.
Is 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 120-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more?
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Around 100 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Rome can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Rome and add a light layer if any part of the 120-hour experience runs outdoors or after sunset.
Where does 5-Day Best of Italy: Assisi, Siena, Florence, Venice and more start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Rome within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Rome?
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Rome runs on skip-the-line access. The Colosseum underground, the Vatican before opening, and the catacombs south of the walls all require a licensed operator, and the price gap between the good ones and the rest is smaller than you would expect. We rank by guide credentials, group size and how reliably the promised access actually materialises. On Outty we rank every Rome experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Rome Pasta and Tiramisu Class: Ravioli, Fettuccine & Fine Wine 5*, Pasta Making & Wine Tasting with Dinner in Frascati from Rome, Rome: Pizza & Tiramisu or Gelato Class with Flowing Fine Wine 5*. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Rome?
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April, May, September and October. August is hot and half the city is shut. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Rome?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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