5-Day Best of Italy: Assisi, Siena, Florence, Venice and more
Rome, Italy
- 5 days (approx.)
- Group discounts
- Mobile ticket
- Offered in: English
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Overview
Discover some of Italy’s noteable destinations without planning logistics yourself on this 5-day tour from Rome. With a mix of free time and guided tours, this is an ideal overview for travelers with various interests who want to see a lot in a short trip. Visit Assisi, Siena, and Montepulciano; soak up Florence’s art and architecture; and continue to Bologna before arriving in Venice, the city of canals.
- Relax with included accommodation, entrance fees and select meals
- Catch up on messages between stops with onboard WiFi
- Don't worry about missing what your guide is saying, with audio headsets
- Leave all the planning and logistics to your guide
Why Travelers Choose This Tour
Unlike single-day trips, this 5-day tour bundles hotels, transport, and some meals for ease.
What's Included
- Dinner
- Air-conditioned vehicle
- Onboard WiFi
- Guided tours with licensed local guides and headsets
- 4 overnights in 4-star hotels
- Spritz & “Cicchetti” Experience in Venice ( Light Lunch)
- Timed entry tickets for key attractions
- Lunch (5)Lunch
- Breakfast (4)Breakfast
- Gratuities
- Meals not specified
- Hotel pickup on first day
- City tax
- Transportation to/from airports
Meeting and Pickup
Meeting point
- Hotel St. MartinVia S. Martino della Battaglia, 58, 00185 Roma RM, Italy
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.
End point
This activity ends back at the meeting point.Itinerary
Your 5-day tour of Italy from Rome starts with the drive into the Umbria region, where you visit Assisi, a hilltop town and UNESCO World Heritage Site. Continue to Tuscany, one of Italy’s most beloved regions, to explore Siena and Florence, and pass iconic sights such as the Duomo along the way. Then move on to Bologna, Padua, and Venice.
Two nights of 4-star accommodation are provided in both Florence and Venice; most breakfasts and lunches are also included. Hotels are centrally located to provide easy access to the cities’ top attractions and activities.
When you’re with your guide, enjoy walking tours, skip-the-line entrance to attractions, and learning about these different regions and cities of Italy, from art and history to cuisine and way of life.
Please note: Rates do not include city taxes, which you pay directly at the hotels upon arrival or check-out according to the local city board procedure. Hotels are subject to availability at time of booking. During high season, this tour operates in English only.
Two nights of 4-star accommodation are provided in both Florence and Venice; most breakfasts and lunches are also included. Hotels are centrally located to provide easy access to the cities’ top attractions and activities.
When you’re with your guide, enjoy walking tours, skip-the-line entrance to attractions, and learning about these different regions and cities of Italy, from art and history to cuisine and way of life.
Please note: Rates do not include city taxes, which you pay directly at the hotels upon arrival or check-out according to the local city board procedure. Hotels are subject to availability at time of booking. During high season, this tour operates in English only.
Day 1
Rome- Assisi-Siena- Florence
2 Stops
1
Basilica Papale e Sacro Convento di San Francesco d'Assisi
1 hour • Admission Ticket Free
2
Piazza del Campo
1 hour • Admission Ticket Free
Accommodation: 4* Hotel in Florence
Meals: Dinner, Lunch
Day 2
Florence
3 Stops
1
Cathedral of Santa Maria del Fiore
45 minutes • Admission Ticket Free
2
Piazza della Signoria
1 hour • Admission Ticket Free
3
Basilica of Santa Croce
45 minutes • Admission Ticket Included
Accommodation: 4* Hotel in Florence
Meals: Breakfast, Lunch
Day 3
Florence - Bologna - Venice
2 Stops
1
Piazza Maggiore
1 hour • Admission Ticket Free
2
Basilica Di San Petronio
40 minutes • Admission Ticket Free
Accommodation: 4* Hotel in Mestre (Tourist Superior)
Meals: Breakfast, Lunch
Day 4
Venice
2 Stops
1
Piazza San Marco
3 hours • Admission Ticket Free
2
Ponte dei Sospiri
35 minutes • Admission Ticket Free
Accommodation: 4* Hotel in Mestre (Tourist Superior)
Meals: Breakfast, Lunch
Day 5
Venice - Montepulciano (Wine region) - Rome
2 Stops
1
Piazza Grande a Montepulciano
50 minutes • Admission Ticket Free
2
Rome
1 hour • Admission Ticket Free
Accommodation: Not included
Meals: Breakfast, Lunch
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Near public transportation
- Infants must sit on laps
- Travelers should have a moderate physical fitness level
- 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
- This tour/activity will have a maximum of 45 travelers
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Cancellation Policy
You can cancel up to 6 days in advance of the experience for a full refund.
Traveler Photos
Reviews
4.3
based on 288 reviews
Sort by: Most insightful
Look into deeper if you think your tour includes front line tickets to attractions we only walked through outside of places
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
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 walking! Comfortable shoes a must. The guides were fabulous. Clara, who led the group, was incredible.
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 Host, Jun 2025
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
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).
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
Fun activities! Great arrangements!! Tour guide Rossella and driver Luigi are friendly and professional. It was a memorable experience and wonderful trip!!!
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!
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.
It was our first time visiting italy. The 5 days trip was amazing! We had the chance to visit lots of cities in just couple of days.
Stefano was very organized, professional and super nice. He would answer all your questions and concerns before you even ask.
Our driver Luigi was the best.. safe drive and perfect timing!
Memorable trip
This tour is a great way to see places in Italy that are unique and beautiful. Is a medium pace tour with some parts of moderate walking. The optional tours to Pisa and Venice at night are a must to do. With this tour you will get a peak of these cities and this will give you a clear idea of what places to spend more time on your next time in Italy. The bus ride in between places is beautiful and very relaxing. If you haven’t seen any of this places this tour is a must.
This was an experience that exceeded our expectations and we were blessed to have Nicki as our tour guide.
Outstanding tour. Our tour director, Clara, was professional and entertaining; the local guides at the individual sites were all from the respective areas and very well versed in the history of the sites. This was a great way to see the highlights of northern Italy from Rome to Venice. The coach was comfortable and all the hotel stays were well located and accessible.
Great trip tailored with sightseeing, fun & food. Loved the spirituality, architecture and history. Excellent package
This was a great way to see most famous sites in Italy, well organized and relatively affordable. We also signed up for 2 out of 3 optional trips: Venice by night and Gondola ride (absolute must). Do you own research and pick activities for your free time, you can rest your feet later :) there's a lot of walking, so pack comfortable shoes, cloths that cover knees and shoulders for visiting churches, and sunscreen.
Taking one star off for 3 reasons: 1. We were expecting on-board bathroom on the bus, didn't get it; on-board wi-fi and USB chargers worked well enough and there were plenty of stops, but still would've been nice to have that option.
2. Hotels were decent, but too far from the center of the cities, especially the one in Venice, because it wasn't really in Venice. We would've settled for a smaller room but within the city limits, would've been much better option for exploring Venice instead of spending time commuting in and out of it.
3. Included meals were mostly ok, some good and some not so good, like an awful desert in the hotel near Venice. The idea is to feed tired tourists fast and plenty and send them on their way, so expect sustenance, not culinary fireworks. Luckily there are multiple resources available on where to find a great meal in each region of Italy, like Google maps, various travel blogs and TV shows, so please use them.
Nicky our tour director had a very stressful job of keeping the group together, on schedule and well informed, she did it well, answered all my questions, and I had many. I forgot a bag on the bus, contacted her and she responded without hesitation, so I got it back the next day. That's good service, thank you Nicky and Carrani tours!
Special note about our driver Luigi. Talk about the man who respects his job and it shows! Elegantly dressed and groomed, clean bus, he was never late, very friendly, always helped with luggage and most importantly, safe and confident driver, which is not an easy job especially in Italy. Mille Grazie, Luigi!
Overall, this trip was a very good value for a modest budget, a hassle free, safe way to move around the country, with decent accommodations, which enabled us to visit all the remarkable sites and experience the magic of Italy.
The tour went to so many wonderful places! The tour guide was absolutely amazing! She was very knowledgeable and helpful. There were additional charges for some extra activities but they were reasonably priced and worth it!
We had an awesome time on this trip. Highly recommend it. Patrizia was very knowledgable and friendly. We enjoyed her commentary and her sense of humour.
I really enjoyed this trip, it gives you an all around with all these different stops. Our tour guide Clara and driver Gigi were awesome, they our life easier and took care of our group all the time.
Following my sister's wedding in Sardinia, Italy this September (hotel Su Gologne is highly recommended, BTW!), I found myself with some (albeit not a lot of) extra time on my hands and a hankering to see more of Italy...What to do?
Though I didn't have enough time (or cardiovascular endurance) to take a cycling tour of Italy like I wanted to, I was fortunate to stumble onto this 5-day tour of Italy, which fit my schedule almost perfectly. The tour offers visits to many of the major sites of Northern Italy in the comfort of an air-conditioned bus, albeit one with shaky wi-fi at times (I'd recommend getting SIM card through Orange - only $65 Canadian for a ridiculous 20GB of Data).
Sure, with such a short timeframe, it's not easy to fully enjoy all the sites on offer (especially Rome and Venice - well worth a repeat visit, despite being overcrowded with tourists like us), but this is where a good tour guide comes in - and boy did we get a good one!
Sabrina, our chief tour guide was instrumental in not only smoothly coordinating the tour - no mean feat given the number of tour options, passenger requests, wandering/lost passengers, inevitable miscommunications, etc. etc.) but also in helping us to extract the maximum value out of our experiences - with helpful recommendations and tips for obtaining the best experiences given time and budget constraints (e.g., best restaurants, can't-miss sights and unique shopping experiences) at each stop. To be sure, this is what one would expect from a good tour guide, but Sabrina's knowledge and experience went beyond those of a typical guide's to include suggestions for less touristy experiences (especially in Venice), that was a welcome relief for me, at least!
Sabrina and her team coordinated all this in 3 languages (and counting!) whilst remaining light, fun and accessible while calmly dealing with hair-raising events (e.g., missing, lost or late passengers; "pressing" passenger requests). This serene attitude fostered a sense of community among the passengers on our bus and helped us to bond and make friends with each other. As a solo traveler, I really appreciated this.
Lastly, I loved the fact that Sabrina and Co. remained so knowledgeable about current/trends events in Italy (e.g., the impact of increased tourism on the lives of native Venetians).
So, for you Reddit fans out there: TLDR: Great overview tour of Northern Italy. Ask for Sabrina!
I loved this. I never would have been able to see and do all the wonderful things if I planned this on my own. The accommodations and selected restaurants were great choices with good food. Bus driver (Antonio) was awesome and our guide made sure we knew exactly where to be when. I highly recommend if you want to see a lot in a short period of time.
I recently completed this tour with Carrani Tours (English languages) on 11th September 2019. Our tour guide, Patrizia was professional, lovely and funny. She is an experienced tour guide and took care of us well. Antonio, the bus driver was nice and worked very hard to get all of our luggages in and out from the bus.
The itinerary is good overall for first timers especially to get the best of the places in Northern Italy. The only one big comment I want to emphasize here is Viator DID NOT state clearly that some of the tours to places have additional costs. Here's the options that you will need to pay extra, if you decide to join, which I believe, most of us will:
1) Florentine Museum - Academy Galley - guided tour - EUR 34
2) Pisa - to see the Leaning Tower - EUR 45
3) Venice tour at night - EUR 25
4) Venice - Gondola ride - EUR 35
I took all the options and Gondola ride is the best highlight. Totally worth the experience! Please be advised that most of us were staying in Mestre, rather than in Venice itself (if you book via Viator here). However, the hotel was nice and the dinner was delicious.
We were very happy with our 5-Day Italy tour! We saw so many places that we never would have been able to see on our own in such a short amount of time! Our guide, Carlos, was amazing! He was very accommodating to each individual in the group. He was informative and knew a lot about the places we visited. We had plenty of time to explore, but he helped guide us into places where he thought we would get the most out of our free time. The meals were great. Our hotels were nice. We would definitely recommend paying for the highest category for the hotels; it is worth it. This tour is not for the weak! And it is a tour with a group! It is a busy tour which explores a lot of area in a short amount of time. Please take that into consideration when booking. You have to be flexible and able to keep up with a group.
We took this tour because it was our first trip to Italy and included a lot of the places we were told to visit by friends who were familiar with Italy. Our tour guide was Mirjam and she was great! She was cheerful, knowledgeable and able to communicate clearly with us.Our tour was in English but she also spoke other languages . We especially enjoyed walking through the towns of Assisi and Montepulciano, where the buildings are hundreds of years old and built on hills. In Venice we went to a glass making factory, took an optional gondola ride and optional Venice by Night tour - all great!!. Everywhere you went there was something to see and appreciate the buildings, sculptures, paintings, churches, culture and food. We enjoyed everyday on tour and looked forward to what we would see and experience the next day. We booked our tour for the last week of April and 1st week of May. We didn't know May 1 was a holiday in Italy (labour day) so in some places it had a lot of people. We highly recommend this tour as a great introduction to Italy.
We have used Viator previously for European tours and have been very happy with them. This trip was no exception. Let me begin by saying our tour guide, Clara from Rome was outstanding and everyone on the trip loved her. She was like a mother hen to all of us, making sure every detail was covered in such a warm caring way. We got to see a lot in 5 days and one suggestion I would make is if they offer an upgrade package for hotels, I would definitely take it. The hotels are all nice but we took the upgrade based on other reviews and it was so worth it. Part of our group was housed in a hotel on the mainland in Venice and the upgraded group was housed on a beautiful hotel right on the island that was located directly on the canal. We could walk to everything and were in the center of the activated whereas the other group had to take a bus and then a boat to get to the island. Thank you Viator for the option, we would definitely do it again! We continue to trust in Viator for a wonderful vacation experience!
We were 4 adults and very happy we took the tour, covered a lot without hassle to move from one city to the other.
Our guide Sabrina was amazing. She was very friendly and knowledgeable of all the history as well of local shops/restaurants that allow us to taste all local cuisine. I had a mobility limitation and before every stop she always come and talk to me, give me details of the activity and make sure I will be able to make it back to the buss, including arranging taxi for us.
This tour is also perfect for people never been to Italy and want to make a quick visit then decide what region they will like to come back and explore in more details.
Highly recommend taking this tour. Clara our guide was amazing and very friendly. Thanks to Stephano who is a great driver brought us safely back to Rome. The best part of this tour was that we met so many friendly people from Australia, Canada, Lebanon and US.
You require good walking / comfy shoes as there is plenty of walking to do. All the cities were just beautiful and quaint especially Assisi and Montepulciano.
'The only downside was the cost of the Gondola ride which was a rip off for Euros 35 pp. 4 of us went locally and joined 2 students on the Gondola and we ended paying Euros 88 for 6 of us. I would recommend anyone going on this tour, to do the Gondola ride on your own.
This was such an amazing trip! Would highly recommend for those wanting to explore as much in a short time.
Great tour guide and bus driver. This was the best way to pack a lot of the Italian sites into a short amount of time.The accommodations were lovely but the included meals left much to be desired.
A great experience! We could not have had a better tour and tour guide. Stephano was fun, helpful, and patient with our diverse group.
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