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Visit some of Italy’s top destinations on this 5-day tour from Rome. You’ll head into the regions of Umbria and Tuscany to check out historical cities Assisi, Siena and Montepulciano. Enjoy Florence’s wealth of art and architecture, and then continue to Padua and Bologna before arriving in Venice, home to sights like St Mark's Basilica. With a mix of free time and guided portions, this is an ideal introduction to the best of Italy. Four nights of accommodation in Florence and Venice and round-trip transport by coach are included.


  • 5-day tour of Italy from Rome with hotel accommodation in Florence and Venice
  • Explore the UNESCO-listed town of Assisi, birthplace of St Francis of Assisi
  • Get to know Tuscany during visits to Siena, Florence and Montepulciano
  • Learn about Florence’s incredible Renaissance architecture on a walking tour, seeing Brunelleschi’s Dome and more
  • Discover the charms of Venice with your guide while exploring St Mark's Square
  • Four nights of centrally located hotel accommodation included
  • Enjoy the St Mark’s Basilica with skip the line ticket

Recent Photos of This Tour

What You Can Expect

5-Day Best of Italy Trip

Visit the most iconic monument of Padua, Basilica di St Antonio

Your 5-day tour from Rome starts with the drive into the Umbria region, where you’ll visit Assisi, a hilltop town and UNESCO World Heritage site. Over the next days, continue to Tuscany, one of Italy’s most beloved regions, where you’ll discover the delights of Siena and Florence, including iconic sights like the Duomo. Then move on to Bologna, Padua and Venice.

Two nights of accommodation in Florence and two nights in Venice are included at your choice of accommodation level (select when booking); some meals are included, and you’ll have free time to enjoy other meals on your own. Hotels are centrally located to provide easy access to the cities’ top attractions and activities. When you’re with your guide, enjoy walking tours and learn about these different regions and cities of Italy, from art and history to cuisine and way of life. See the Itinerary for details on each day of the tour.

Please note: Rates do not includes city taxes, which you’ll pay directly at the hotels upon arrival or check-out according to local city board procedure. City tax will change according to hotel category. Hotels are subject to availability at time of booking. In the rare event that the mentioned hotel is unavailable, you will be accommodated in another centrally located hotel of the same star rating. During high season, this tour operates in English only.


Day 1: Rome – Assisi Siena Florence (D)
Leave central Rome by luxury coach and travel north to the region of Umbria to the hilltop town of Assisi. A UNESCO World Heritage-listed town, Assisi is best known as the birthplace of Italy’s patron saint, St Francis of Assisi. Stop for a walk around town with your guide, seeing the incredible Basilica di San Francesco, which is dedicated to the saint, as well as Santa Maria degli Angeli Church where he is said to have worshiped.

Hop back on board your coach and travel west into Tuscany to visit the enchanting city of Siena. Surrounded by ancient walls, the city is best-known as the venue for the Palio (its colorfully chaotic horse race). Stroll around at leisure, exploring Piazza del Campo where the race takes place each year, and see other city highlights like Siena Cathedral and Palazzo Comunale—Siena’s elegant Gothic palace. Return to your coach and travel to Florence in time for dinner at your hotel.

Overnight: 1st Category (4-star) and 2nd Category (3-star) Grand Hotel Mediterraneo or Hotel Raffaello in Florence

Day 2: Florence (B, D)
After breakfast at your hotel, head out on a morning tour by coach with your guide. Taking in the city’s architectural highlights (of which there are many!), your tour visits places like Piazza della Signoria—home to majestic Palazzo Vecchio—and Piazza della Duomo to see Florence Duomo topped by Brunelleschi’s Dome. Admire Giotto’s Bell Tower and learn about Renaissance art in the city from your guide. Lunch in a typical Tuscan restaurant in Piazza Santa Croce 

Finish your tour back at your hotel, and then spend the rest of your day at leisure. Perhaps take a stroll across Florence’s magnificent bridge—the Ponte Vecchio—to visit the bohemian Oltrarno neighborhood, or relax in the beautiful Boboli Gardens (entry own expense). 

Overnight: 1st Category (4-star) and 2nd Category (3-star) Grand Hotel Mediterraneo or Hotel Raffaello in Florence

Day 3: Florence Bologna Padua Venice (B, D)
Check out of your hotel after breakfast and travel north out of Tuscany to Bologna in Emilia Romagna. Famously the birthplace of everyone’s favorite pasta dish—Spaghetti Bolognese—the foodie haven of Bologna has some pretty magnificent monuments, too. Walk around town with your guide, passing through Piazza Nettuno to see the Fountain of Neptune, and admiring lavish palaces like Palazzo Re Enzo and Palazzo del Podestà.

Leave Bologna after lunch (own expense), and relax on the journey northeast to Padua, the neighboring town to Venice. Enjoy time at leisure here to explore the city’s handsome streets, enjoy a coffee in the sun (own expense) or visit its most celebrated monument—St Anthony’s Basilica. Meet your guide at the pre-arranged time, and travel to Venice. Check in to your hotel and enjoy dinner.

Overnight: 1st Category (4-star) Hotel Carlton (Grand Canal) or 2nd Category (4-star) Hotel Delfino in Venice Mestre

Day 4: Venice (B, D)

Enjoy breakfast at your hotel, and then set out to discover the delights of Venice. On a walking tour admire highlights of the famous water-filled city like Piazza San Marco—home to Doge's Palace and St Mark’s Basilica with skip the line ticket—and the elegant Rialto Bridge. Discover where to go to buy the best Murano glass and then finish your tour either in town or back at your hotel.

Explore the city independently in the afternoon, and make the most of the opportunity to lose your bearings in one of the world’s most romantic cities; explore the footpaths lining the canals and cross from elegant bridge to even-more-elegant bridge as you get to know this incredible city. Return to your hotel in time for dinner and spend your night at leisure.

Overnight: 1st Category (4-star) Hotel Carlton (Grand Canal) or 2nd Category (4-star) Hotel Delfino in Venice Mestre

Day 5: Venice Montepulciano Rome (B)
Leave Venice after breakfast and return south to Tuscany, traveling by luxury coach. Rather than a city stop, your tour’s last visit is to the hilltown of Montepulciano in a picturesque area known as Val d’Orcia. As you explore the town independently, soak up the views of the gently rolling Chianti hills that surround you, and admire the gorgeous Renaissance architecture that abounds. The town is best known for its wine production, so make the most of your time here to shop for quality Tuscan wines. After enjoying lunch (own expense), return to your coach and travel south to Rome, where your tour ends.

Customer Reviews


5 star rating: Highly Recommended July 2016

If I could give this trip more stars I would. AMAZING. Stefano was the BEST guide. The entire trip was very well organized and you really feel like you've seen as much as you can see in the time you have in the cities visited. There are four optional tours one to the art gallery with the statue of David, one to Pisa, a night tour in Venice, and a gondola ride which amount to about 130 Euros and they're all SO worth it and make the experience even more amazing. I also paid extra to stay right on the island in Venice which personally I think was a must and I never spend extra money on hotel accommodations. All the local guides were great and there was a perfect mixture of guided tours and free time. I was actually sad when the tour was over it was so amazing. I've done other tours with Carrani as well and they are a great company, a thousand percent recommended!

Tammy W

5 star rating: Highly Recommended July 2016

The tour was full of great cities! I felt like I really got to see some of the best sites in Italy. Our tour leader Sabrina was so helpful and fun.


5 star rating: Highly Recommended June 2016

Loved the cities and churches on the tour. Hotel accomodations were good. Dinners in Venice were fabulous! The additional tours were worth the extra paid. We'd do it again.

Raymond G

5 star rating: Highly Recommended June 2016

You wil really enjoy if you get the right tour guide. Be prepared for lots of walking and long days.

Brian F

5 star rating: Highly Recommended June 2016

Good, guide Lucy was very helpful


5 star rating: Highly Recommended June 2016

This was a wonderful tour, if you want to see a lot of Italy in a short time. You go to so many places on the drive to Florence and Venice, it was great. Our tour guide was awesome she did a great job! Also it is well worth the money to get all the extras you will be so glad you did. Especially in Venice the upgraded room was awesome and the night tour was great. We felt like we were on a movie set. All the places you stop at is amazing! The Gondola ride was so much fun!!! This was one of my most favorite trips ever! Thanks so much to our tour guide and bus driver for getting us everywhere safely. Sherry

Rhonda United States of ... 

5 star rating: Highly Recommended June 2016

I loved all the stops in the small villages. It was also nice to have the add-on tours as an option. Had a very knowledgeable guide and bus drivers.

Maria Consuela G

5 star rating: Highly Recommended May 2016

Good hotels, good food, good guide!!!


5 star rating: Highly Recommended April 2016

Great tour for first timers to whet their taste of Italy. The local tour company organised the activities and timings perfectly. Just follow the tour director's advice and everything will be fantastic. A big thanks to Mirjam our Tour Director who made all the difference for our tour. Always helpful and gives great advice and always gives everyone a fun facts!!! TQTQ Mirjam. Also, our coach driver Sabatino a great driver. Always on time and helpful. Much appreciated! Cheers!


5 star rating: Highly Recommended April 2016

My family had a great time on the 5-Day Best of Italy tour. Our tour director, Mirjam, went out of her way to ensure that everyone on the tour had a memorable experience. The hotel in Florence and in Venice were nice along with the meals that were included with the tour. Overall, it was a very good tour.

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