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

$6,300 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

Based on 555 reviews

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 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 Tour Review: Venice, Tuscany, Rome, Amalfi Coast, Capri, Cooking Class, Ferrari Experience, 2-Week Vacation

We had the best time during our wonder trip to Italy. We explored Venice, Tuscany, Rome, and the Amalfi Coast. Zicasso's travel agency arranged the most beautiful hotels, with exceptional service, and fun and exciting tours in each location.

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Italy Trip Review: Rome, Venice, Florence, Opera, Walking Tours, 10 Nights

We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.

I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.

Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.

As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.

I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.

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Italy Trip Review: Venice, Florence, Rome, Wine, Cheese Tasting, Olive Oil, New Pope, 11 Nights

I am so happy we worked with our Zicasso travel agent for our 11-night visit to Venice, Florence, and Rome. We had a wonderful Italian experience. Our agent was everything you hope for in a travel specialist: knowledgeable, thoughtful, helpful, gracious, and kind. 

Upon hearing our initial ideas for the trip, she quickly put together a plan on how best to allot our time. Thereafter ensued exchanges regarding hotels, sightseeing, guides, and transfers. She listened to our thoughts, desires, and questions, making many useful suggestions, including hotel choices. She always prioritized our wants and concerns. She organized the travels quickly, as we contacted her only two months prior to departure. 

Once we agreed to the program, she sent us a brochure PDF laying out details for each day of the trip that included hotel confirmations, transfer details, vouchers for museums, a cooking class, a Tuscany day trip with wine, cheese, and olive oil tasting, a gondola ride, Venice lagoon boat excursion, basilica entrance tickets, and guided tours of each city, the Vatican, and Colosseum. 

Upon arrival in Venice, our agent met us at the airport and escorted us to our water taxi. She kept in touch with us daily, texting a reminder of the next day’s schedule, along with numbers for guides and drivers if applicable. Everything she planned went smoothly, without a single hitch. 

When you begin the process with Zicasso, it feels akin to a shot in the dark. The site provides the names of two companies and you’re left to decide who to work with. I couldn’t be more pleased with the trip our agent designed. Book with her; you will be in the best of hands.

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Italy Vacation Review: Florence, Venice, Tuscany, Siena, Cooking Class, Tasting Tour, 9-Day Trip

From the moment we began working with Zicasso's trip planner, our every need was met. He listened and planned an epic trip based on our conversations. Then, for our trip, we worked with another trip planner who was extremely responsive and professional, especially when we were in Italy. Any questions we had were promptly answered. Everything they planned was pure luxury and fantastic. The private pick-ups, drivers, and tour guides were absolutely prompt and fantastic. Every tour was super-fun and informative. Highlights included the wonderful hotels, food tour in Florence, tour in Venice, cooking class, and tasting track in Tuscany. I would highly highly recommend. It was a five-star, wonderful trip!

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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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