Best of Italy in Autumn: 14-Day Romantic Tour

Trod the paths that were once walked by Cicero and Caesar during a visit to the Roman Forum

What to expect on this itinerary

This 14-day tour of Italy is designed to reacquaint you with the benefits of journeying at this time of year. Enjoy the November light as it reflects off the mirror of Lago Maggiore, truffle hunt through the changing colors of the Piedmont countryside, and indulge in a multitude of other adventures designed to capitalize on this bracing time of year. Autumn in Italy creates the perfect setting to enjoy the quieter and cozier side of this storied country.

Countries Visited

Italy

Places Visited

Turin, Florence, Rome, Stresa, Vatican City

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

Stresa – An Alpine Initiation

After arriving at Milan’s international airport, you will exchange the urban crowds for the rural spaciousness of the alpine foothills. Waiting curbside, a private driver will transfer you beyond the sprawl and congestion of Milan. Your destination is the Lake District of the Italian Alps, which is where many James Bond films have been made. Soon, you will arrive at the lakeside community of Stresa in style, and the splendor of the natural world around you will only add to the brilliance of your first-class accommodation.

What's Included:

Transfer
Accommodation
Day 2

Stresa – In the Footsteps of Napoleon

Day 3

Turin – Rendezvous in Northern Italy

Day 4

Turin – Hunting Truffles in Piedmont

Day 5

Turin – The City’s Royal Past

Day 6

Florence – The Jewel of Tuscany

Day 7

Florence – Exclusive Duomo Tour

Day 8

Florence – Tuscany’s Finest Export

Day 9

Florence – A Walk through the Renaissance

Day 10

Rome – Immersion in the Eternal City

Day 11

Rome – Italian Jazz

Day 12

Rome – St. Peter’s and the Vatican Museums

Day 13

Rome – Rome’s Republican Origins

Day 14

Rome – Departure

Trip Highlights

Detailed Description

Autumn in Italy could very well be its own country. Gone are the hordes of August, and what remains is a distillation of all the cultural, historical, and artistic artifacts that drew you to this brilliant nation in the first place. This a 14-day tour of Italy has been tailored to the bold traveler who wishes to acquaint themselves with what many would describe as the real Italy.

After arriving in Milan, the Lake District in the Italian Alps will provide a picturesque introduction to this season of change. The stunning peaks and glacial valleys that typify this region contain stories and secrets that are waiting to reveal themselves to you. After a brief detour to the region of Piedmont to participate in an annual truffle festival, you will make your way further to lower elevations and the birthplace of the Renaissance. In Florence, you will enjoy a crash course in Tuscan winemaking and the breathtaking artwork of masters, such as Michelangelo and Caravaggio. Your tour will conclude in the Italian capital of Rome. Whether walking the steps of Vatican City or contemplating the lives of gladiators at the Coliseum, your November arrival will ensure shorter lines and a quieter setting.

With peak season long gone, a November tour of Italy will reveal a side of the country that is seldom seen by tourists but is still very much a part of Italian life. Much of this itinerary includes seasonal festivities, and this should not discourage you from participating in additional activities that you want to experience or sites that you wish to visit.

Starting Price

$5,100 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.

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Verified Traveler Reviews

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Italy Trip Review: Rome, Florence, Tuscany, Amalfi Coast, Pope Francis’ Funeral, Wine, Cuisine, Culture, Museums, Relaxation, 10 Nights

Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!

We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.

Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us. 

Talk with our tour operator; you will be glad you did!

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Italy Travel Review: Rome, Florence, Naples, Ischia, Vatican Museums, Skywalk, Wine Tasting, Olive Oil Sampling, 2 Weeks

Kudos to Zicasso’s tour operator! This is our second time using them, and they didn’t disappoint us. They had to deal with two families, seven in all, all adults, with two separate trips. One trip for all seven to Rome and Florence. Two for Naples and Ischia.

The apartment in Rome was in a good location for us, as we usually stay near there. The only problem I found in this apartment was the smaller unit had a step down into the living room. The floors are dark, and the step needs to be highlighted so one remembers to step down. Several of us kept missing it, and luckily no one fell. Other than that, it was a nice apartment.

In Florence, our apartment was perfect. My husband and I would stay there again; however, it has four bedrooms, four baths, a nice kitchen, and a large living room, so it would be a little big for two people. It was perfect for families. It is on the third floor.

Since my husband and I have been to Rome and Florence many times, we did not have too many requests for tours. My cousin and her family were first-time visitors. I suggested a tour of the Vatican Museums, Ancient Rome, the Accademia Gallery, the Duomo Skywalk, a private tour of the Uffizi Gallery, the Vasari Corridor, and the Boboli Gardens. In Rome, all seven of us did a golf cart ride at night, which seemed to be a big hit. We also had a wine tasting and olive oil sampling in Chianti, which was very nice.

At one point, we thought we were going to have a wedding proposal. A place was planned for the proposal at one of the wineries. Unfortunately, the groom-to-be decided not to do it there since the future bride’s parents would not be there. I felt bad with all the work the travel company did to make this day special for the couple.

Since we were two families, all adults, sharing vacation rentals, the tour operator found two apartments to meet our needs. All of our drivers and guides were on time and very knowledgeable.

We made some last-minute changes on our trip from Florence to Ischia. Changes to the train tickets were made, but we were asked to check with the ferry service to see if they could take us earlier. Our driver went with us to the ticket office and was able to exchange our ferry tickets. Then we notified our travel agent, so they could call the hotel to send our driver earlier than planned.

We have used this tour operator before and would highly recommend them. The hotels they selected were excellent. We stayed at our hotel in Naples last year and asked for the same hotel again. The views were fantastic from our room, and the rooftop bar had views of Mount Vesuvius and the Bay of Naples. The staff were superb, and there was a wonderful breakfast.

We also asked for the same hotel in Ischia, but that hotel closed earlier this year. Another property was selected, our resort in Ischia. Unfortunately, we did not get a chance to use the spa this time, but the hotel had beautiful views from the restaurant, terrace, and our room. Both hotels were beautiful, and the staff were very attentive. Our resort in Ischia was not far from Ischia Porto. A bus stop was a short walk away, and the return stop was right in front of the hotel. The food and drinks were great, and we even walked into town one night, which took about 15 minutes.

I can’t wait to use the travel company again next year.

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Italy, Greece 45th Anniversary Review: Rome, Athens, Santorini, Florence, Colosseum, Vatican, Parthenon, Walking Food Tour, Tuscan Wine Region, 10 Nights

We enjoyed all of the planned tours in Italy and Greece. Favorites included the Vatican, Colosseum, Roman walking food tour, and a day exploring the Tuscany wine region.

We loved all of our hotels (favorites being our hotel on Via Emilia in Rome and then our hotel on Nikodimou Street in Athens). All of our drivers at our various locales were always on time, even early, and were friendly and engaging.

We did have various questions come up and any time of day/night, Zicasso's travel professional and the tour company were responsive and so helpful.

Our long-awaited 45th anniversary trip came off seamlessly. I appreciate all of the time and planning that went into planning our venture. I will happily recommend you to our friends and family.

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Italy Honeymoon Review: Rome, Sorrento, Florence, Venice, Vineyard, Wine Experience, 11-Night Trip

Zicasso's tour company did a wonderful job of planning our dream honeymoon! Our travel agent took into consideration our wants and wishes, and created half- and full-day activities for us throughout the trip. We were able to visit four locations (Rome, Sorrento, Florence, and Venice) while in Italy. The trip was a perfect mix of relaxation and exploration. The tour company took away the stress of traveling and allowed us to enjoy the days without worries.

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Italy Honeymoon Review: Florence, Rome, Venice, Sorrento, Private Walking Tour, Boat Ride, 2-Week Trip

This trip to Italy was a honeymoon trip for me and my husband. We had an amazing time and a wonderful experience with Zicasso's travel company! The planning phase was personalized and easy, and respected our budget. We went to Florence, Rome, Venice, and Sorrento over the course of two weeks. Every hotel was top-notch, the excursions were private, and the people we met were exceptionally kind and professional.

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Italy Travel Review: Turin, Rome, Puglia, Florence, Food Tour, Winery, Museums, History, Art, Culture, 2 Weeks

Zicasso's travel specialist asked for our interests, to which we replied history, art, food, and wine. When queried about accommodations, our preferences were that they have character and be varied. Our expectations were exceeded.  

We were two couples who had a spectacular survey trip of Italy. Our agent addressed our request for history by arranging private tours with expert guides. We visited multiple eras: ancient times at the Egyptian Museum in Turin and the Colosseum in Rome; medieval times at the Medici palazzos; Byzantine times with views of the frescoes in Puglia; and modern history during a delightful food tour of Turin that featured historical cafés renowned for their political meetings and plotting. 

We indulged in a smorgasbord of art and history, as it is readily available wherever you journey in Italy. The guides and drivers were knowledgeable, pointing out treasures in the palazzos, the Vatican, the public squares, cafés, the cathedrals, and churches. Food tours featured cheese, capicola and truffle tasting. Multiple types of wines and vineyards were sampled, the settings varied and the offerings enjoyed.  

Accommodations could not have been better chosen. We enjoyed staying at a converted fortified monastery and a historic 16th-century palace. We appreciated the sunset over Turin from the upper deck of the hotel and enjoyed hidden privacy in Rome in our suites.  

During the trip, our guide shepherded this complex trip and promptly addressed any issues that occurred (delayed trains and coordinating tour guides). Unequivocally, each tour was unique and well picked by our agent. We strongly recommend this agency to help you have a fantastic trip to Italy! 

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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