Italian Jewels: Rome, Florence, Tuscany & Venice Tour

Villa Borghese is one of the richest in artistic and monumental Roman villas, Italy

What to expect on this itinerary

The rolling meadows of the Tuscan countryside and the famed Seven Hills of Rome. The soaring dome of the Duomo in Florence and the floating marvel of San Giorgio Maggiore in Venice. With the bucolic countryside and the bustling cityscape, the allures of fine food and the inspiration of fine art, this is the tour that will show you it all, offering an unmatched glimpse into the incomparable jewels of Italy.

Countries Visited

Italy

Places Visited

Rome, Vatican City, Pienza, Montalcino, Chianti, Castellina, Florence, Venice, Greve in Chianti

Suggested Duration

11 Days

Customizable Itinerary

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Day 1

Rome - Touching Down in the Eternal City

Today you land in regal Rome, the center of the Western world for centuries, and the heart of one of the most important civilizations in history. A private car will take you from the airport to your superlative hotel, situated in the heart of bustling Rome on the famed Via Veneto and featuring accommodations that have been earning it praise from movie stars and royalty since the 1920s. Your room features luxurious Egyptian cotton sheets, a stunning marble bathroom and a dazzling view over the Via Veneto or the hotel’s beautiful gardens.

Spend your afternoon exploring the incredible edifices and moving monuments mere steps from your hotel, like the romantic Spanish Steps and the spectacular Trevi Fountain. Or you can check out the best in Roman fashion and haute couture at the nearby Via Condotti, the home to the world’s most famous fashion houses. It is also where you'll find Caffe Greco, arguably the most famous café in the city, where literary lights like Stendhal, Goethe, Byron and Keats all stopped to enjoy a cup of coffee.

What's Included:

Transfer
Accommodation
Day 2

Rome - The Very Best of the Roman Empire

Day 3

Rome - Touring the Seat of Saint Peter

Day 4

Montepulciano - The Rolling Hills and Charming Towns of Tuscany

Day 5

Montepulciano - Experiencing the Finest of Italy’s Renowned Cuisine

Day 6

Florence - Italy’s Wine Country and the Center of the Renaissance

Day 7

Florence - Highlights in the Queen City of Tuscany

Day 8

Florence - High Culture and High Fashion

Day 9

Venice - Exploring Saint Mark’s City

Day 10

Venice - Visiting Venice’s Famous Lagoon and Romantic Canals

Day 11

Venice - Ciao, Italia!

Trip Highlights

  • Begin your adventure in mighty Rome, the site of some of the greatest architectural achievements and best-known monuments in the Western world and filled with reminders of why it is known as the Eternal City
  • Tour the massive art collection at the Vatican Museums, marvel at Michelangelo’s scintillating Sistine Chapel ceiling, and enter the hallowed halls of St. Peter’s Basilica as you spend a day exploring the Holy See
  • Experience all of the best in Tuscany, from fine wines to delectable food, from Renaissance towns to rolling hills, and from majestic art to magnificent scenery
  • Walk the streets of Florence, one of the great art cities in the world, where the reminder of the grandeur and genius of the Renaissance is never far away, from the galleries at the Uffizi to the crowning works that fill the Academy
  • Enjoy the one-of-a-kind romance of Venice, the Queen of the Adriatic and the home to some of the most beautiful sections of city in Italy, from the domes of St. Mark’s Cathedral and the puissant Doge’s Palace to the artisanal wares at Murano and Burano

Detailed Description

Italy is filled with unbelievable destinations, but few places in the country exert quite the hold on the imagination as Venice, Florence, Tuscany, and Rome. This 11-day tour will show you the best of these fantastic locales, from urban sophistication to natural splendor, and give you a glimpse into authentic life in inimitable Italy.

Walk the streets of the Caesars, marvel at the art of the Vatican, and be inspired by the unmatched art that fills the streets and city squares of Rome. Even cruise along the tranquil waters of one of Venice’s famed canals. Discover the masterpieces of the Italian Renaissance at the Uffizi Gallery and the Accademia of Florence, and encounter the inexpressible sumptuousness of a glass of Chianti in wine country. From medieval towns to rural villas, from the rolling hills of Tuscany to the shore of the Adriatic, you’ll experience it all.

This is a tour of Italy’s greatest hits, the best-known and best-loved cities and regions in the country, the home to famous cuisine and elegant wines, legendary leaders and monuments to the power of the human spirit. Whatever you’re looking for, wherever you’ve been, whoever you are, this is the vacation that will show you Italy in a way you’ve never imagined.

Starting Price

$5,000 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

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

4.9

Verified Traveler Reviews

Based on 928 reviews

Italy Travel Review: Venice, Florence, Tuscany, Cortona, Sorrento, Amalfi Coast, Capri, Pompeii, Rome, Vatican, Lagoon Boat Trip, Wine Tasting, Cooking Class, 2 Weeks

Our 16-day trip through Venice, Florence, Tuscany, Sorrento and the Amalfi Coast, and Rome was outstanding in every detail. Every transfer ran on time, every guide was knowledgeable and warm, and every hotel was a great choice.

Our favorites were the private lagoon boat trip in Venice, the Brunello wine and cheese tour, the pasta class at a Tuscan farm, Pompeii, the Capri cruise, and the Vatican tour. We couldn’t have asked for better planning or support. We highly recommend Zicasso's travel company.

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Italy Tour Review: Milan, Lake Como, Bologna, Ferrari Museums, Winery Visit, Food Tour, Cooking Class, Boat Ride, 12-Day Trip

Zicasso's travel specialist organized an amazing 12-day series of private tours, taking us from Milan to the lake regions (Como, Maggiore, and Garda) and down to Bologna. Our days were filled with visiting churches, museums (including the Ferrari and Enzo Ferrari museums), a winery, parmigiano, prosciutto, and traditional balsamic manufacturing, a cooking class, boat tours, and food tours.

Along the way, we saw testing at the Ferrari track and a small portion of the women’s Giro d’Italia. With all that, we still had sufficient downtime to search the streets to find our own gems.

Our trip coordinator checked in with us daily to confirm the daily itinerary and transportation. When we had questions or needed to make a change due to the weather, she was thorough, attentive, and responsive in a way that was reassuring and comforting. She was simply amazing.

I would highly recommend using this travel specialist and team for any of your Italian travel needs.

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Italy Trip Review: Rome, Florence, Tuscany, Cinque Terre, Venice, Pizza-Making Class, 2 Weeks

We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.

The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.

The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.

One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.

Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.

While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!

Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.

Every experience felt personal, meaningful, and special.

This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!

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Italy Travel Review: Tuscany, Siena, Montepulciano, Pienza, San Gimignano, Florence, Farm-to-Table Experience, 6 Nights

We had a fantastic trip, all thanks to our travel specialist. We spent a few days in Siena, touring different Tuscan towns like Montepulciano, Pienza, and San Gimignano, and then we spent a couple of nights in Florence. All of our drivers and guides were very thoughtful that we had my two-year-old nephew with us.

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Italy tour Review: Venice, Florence, Milan, Lake Como, Chianti, Cooking Class, Pasta Making, Wine Tasting, Boat Ride, 9 Days

This was our first time visiting Italy, and we were very excited to experience the country through a thoughtfully planned luxury itinerary. Overall, we had some wonderful experiences, but there were also several disappointments that affected our trip and that we feel are important to share.

Highlights

Venice was a highlight of our trip. We loved the atmosphere, scenery, and overall experience of being there.

The wine tasting experience in Tuscany was another major highlight. Our trip to Chianti from Florence was beautiful, and the Tuscan countryside was exactly the type of experience we had hoped for. Our cooking class with our instructor in Florence was also exceptional. Making fresh pasta and tiramisu while enjoying wine, music, and great conversation made it feel authentic and personal. These are experiences we will truly remember.

Areas That Fell Short

We would have appreciated much more advance guidance about how incredibly hot and crowded Italy would be during peak season in September. We experienced a significant heat wave and extremely limited air conditioning throughout the trip, including in hotels and fine dining restaurants. This made traveling much less comfortable than anticipated, particularly as first-time visitors to Italy.

We also visited four cities in just eight days, which in hindsight felt far too rushed. As first-time visitors, we were relying on the agency’s expertise to help us create a realistic itinerary. We would have appreciated being advised that this pace was too ambitious and that fewer destinations with more time in each would have made for a more relaxing experience.

We also did not particularly enjoy Milan and felt there was not much there that appealed to us. In hindsight, we would have preferred to spend more of our limited vacation time in destinations that were a better fit for us.

The Lake Como boat tour was canceled at the last minute because we were given the wrong pickup location. This was especially disappointing because it was an experience we had been looking forward to and had planned our day around. Having it canceled at the last minute due to incorrect pickup information was frustrating and felt avoidable. For a luxury travel itinerary, we expected a higher level of coordination and attention to detail.

Transportation was another area that fell short. The three-hour private drive from Venice to Milan was exhausting, particularly because the driver was blasting music throughout the journey. We also had a four-hour drive from Lake Como to Florence in cramped transportation with limited air conditioning, which was extremely uncomfortable given the heat. For a luxury itinerary, we expected transportation to be spacious, comfortable, and properly climate-controlled, especially for longer transfers.

The hotel in Florence was particularly disappointing. We found the atmosphere to be creepy and uncomfortable and did not feel that the property matched our preference for modern, understated luxury. The shower would not drain properly, and although maintenance told us they had fixed it, the problem continued. The hotel did have an excellent location, a balcony, and warm, attentive staff, which we appreciated, but the overall property was not a good fit for us.

Communication

One area where the agency excelled was communication. The team was consistently prompt and responsive through WhatsApp, which truly became our lifeline throughout the trip. Whenever we had questions or needed assistance, we were able to reach someone quickly, and we very much appreciated that level of accessibility and support while traveling.

Overall

Italy was beautiful, and we are grateful for the opportunity to experience it. However, the trip did not consistently feel like the luxury experience we had envisioned. For future clients, we would strongly recommend providing more candid guidance around itinerary pacing, September peak-season crowds, heat, limited air conditioning, hotel style, and destination selection, as well as ensuring greater attention to detail with transportation and excursions.

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Italy Vacation Review: Milan, Bologna, Florence, Venice, Codroipo, Prosecco Hills, Cooking Class, Ravioli, Wine Tasting, History, Culture, 12 Days

The cities we visited were wonderful. We really enjoyed the tours, especially the cooking class with our chef! I will be making homemade ravioli over the holidays.

The hotels were located close to the city centers. But the hotel in Bologna was very close to the university, with lots of graffiti and live music late into the night. The hotel, however, was quaint and very nice. The hotel staff was very friendly and accommodating.

The hotel in Florence was just weird. Our travel companions' room had no windows and was small. Ours was oddly laid out but much bigger. The desk person told us both rooms were the same when we first checked in. If we came back after 9 p.m., there was no hotel staff, and we had to use a code to walk through an apartment lobby.

The hotel in Venice was situated right in the middle of lots of restaurants and gelato! The hotel was by far the best one, with much nicer amenities and rooms. It had a bar and restaurant on-site. It was a good way to end our 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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