First-Time Traveler’s Tour of Italy: Venice, Florence, Rome

Walk through the historic city of Bologna to see one of the oldest universities in Europe

What to expect on this itinerary

Balance the stories of the ancients with the inspiring art of the Renaissance as you take in the opulent masquerades and intricate delicacies during your personalized Italy itinerary that is perfect for the first-time traveler.  Listen to the echoes of gladiators in the subterranean labyrinth of the Colosseum, and then watch as the gilded frames glisten as they border the masterworks found inside the Vatican Museum. Wander the hidden corridor that connects Florentine palaces and learn how to hand roll delicate pasta to make tortellini. From exploring medieval towns of the Tuscan region to learning the art of glassblowing, whether you are a novice visitor or seasoned vacationer, you will discover something new and exciting around every beautiful corner.  As you refine your own Italy travel itinerary, consider browsing our many tours as you consider your own dreamy vacation.

Countries Visited

Italy

Places Visited

Rome, Bologna, Siena, Florence, Venice

Suggested Duration

10 Days

Customizable Itinerary

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Day 1

Venice – Arrive in Venice for an Introductory Cruise on the Grand Canal

The labyrinthine city of Venice captivates visitors from around the globe with its rich history that embodies the style of the former Republic. The Grand Canal sweeps along the edges of the city over a winding two miles as the Byzantine domes of St. Mark’s Basilica adds a golden glow to the city’s beautiful skyline. The stone streets and arching bridges rise around the narrow canals for an unforgettable ambiance that fills the city entirely.

Your flight will land at Marco Polo Airport, and your private transfer will greet you upon your arrival. You will then make your way to the dock along the Grand Canal for your first striking view of the city on the lagoon. Vaporettos glide along the water leaving whitewater in their wake as speedboats cruise in the wide space of the Grand Canal, weaving around floating barges. The larger boats offer a reminder of the continued usage of the waterway as the main artery of transportation around the lagoon.

After you get into the city and settle into your hotel, you will then board a private boat for your official introduction to Venice’s 118 islands that are connected through 400 footbridges set across 170 canals. The scent of the water fills the air, accented by sporadic bursts of melted butter and confectionary sugar emanating from the freshly made bussolai buranelli, a cookie shaped like the Grand Canal. Your guide will bring you under the iconic Rialto Bridge.  The striking stone figure was erected in the 16th century to replace the earlier wooden bridge, and 6,000 timber piles support the arching stone that stretches more than 72 feet long.

What's Included:

Accommodation
Transfer
Tour
Day 2

Venice – Discover Iconic Venice with a Secret Tour and Mask Making Class

Day 3

Venice – Explore the Islands on the Lagoon with Glass Blowing Instruction

Day 4

Florence – Transfer to Florence for a Tour of Historical and Culinary Bologna

Day 5

Florence – Tour the Uffizi and the Markets of Florence

Day 6

Florence – Visit Stunning Siena, San Gimignano, and Pienza

Day 7

Rome – Traverse a Dairy Farm and Orvieto before a Walking Tour of Rome

Day 8

Rome – Experience Roman Culture with a Half-Day Tour of the Ancient City

Day 9

Rome – Enjoy a Tour of the Vatican and its Incredible Art

Day 10

Rome – Depart for Home

Trip Highlights

  • Uncover the secrets of Venice during private tour that will show the hidden chambers of the Doge’s Palace and isolated charms of St. Mark’s Basilica
  • Learn the coveted art of glassblowing during a private demonstration and instruction on the fabled island of Murano
  • Wander the gilded galleries of the Vatican Museums to find the works of master artist Raphael and the breathtaking frescoes of the Sistine Chapel
  • Enjoy a lesson in crafting homemade pecorino cheese, one of the favored cheeses of Tuscany during a private tour of a dairy farm
  • Witness the marvelous collection of paintings and sculptures on display in celebrated Uffizi Gallery in Florence
  • Traverse the historical city of Bologna to view one of the oldest universities in Europe before learning how to craft handmade tortellini with a private chef
  • Make your own Venetian mask during a crafty lesson to combine your personal style with the legendary grace and glamour of the Venetian Republic
  • Discover the unique mosaic floor panels that decorate the Cathedral of Santa Maria Assunta in Siena
  • Relish the historical towers, preserved medieval walls, and fabulous Renaissance architecture found in the small towns of Tuscany
  • Follow in the footsteps of the Medici as you traverse the hidden Vasari Corridor and San Lorenzo Basilica in Florence

Detailed Description

Italy displays tangible beauty with a soulful splendor that embodies the independent culture of ancient city-states while also celebrating a strong national identity. Your 10-day tour will excavate the past for an exciting, immersive experience for first-time visitors to the country as you journey through Venice, Florence, and Rome for an unforgettable visit. Your travels will begin with your arrival at Marco Polo Airport in Venice, and your private transfer will escort you to the water to board your vaporetto. Enjoy an introductory tour along the famous Grand Canal to view the palaces, bridges, and unique way of life along the lagoon as you travel into the city towards your hotel.

Your boat will moor at the private dock of your luxury hotel and you will quickly settle into the comforts of the city. Wake the next morning and your guide will lead you on a fantastic tour of Venice’s secret history. Explore the hidden chambers of the Doge’s Palace and the oft-overlooked artistry of St. Mark’s Basilica. Make your way next to an artisan mask maker’s studio to craft and decorate a personalized Venetian mask. The following day, you will board a small boat for a scenic journey and a private tour of the celebrated lagoon to visit the islands of Murano, Burano, and Torcello. Wander along the colorful homes, enjoy the verdant landscape and the lively art studios before learning how to craft a perfect memento with a glassblowing demonstration.

Move next to travel south towards Florence, with a stop in the region of Emilia-Romagna to explore the city of Bologna. Traverse the arcades and 11th-century University before partaking in a private cooking class focused on the celebrated tortellini. Once in Florence, you can visit the Church of San Miniato al Monte to hear the Gregorian chants at sundown. Visit the galleries of the Uffizi Museum the next day to fully appreciate the collection of art that represents the 13th to the 18th centuries. Travel the Vasari Corridor that connects the museum to the Pitti Palace across the Arno River, and then wander along the churches and boisterous stalls at San Lorenzo Market with an afternoon at your leisure.

The following day, you will have a private tour of Tuscany with a stop in the medieval cities of Siena and San Gimignano to view the towers, churches, and preserved culture. Enjoy the charms of the Renaissance town of Pienza before returning to Florence for the evening. As you travel the next day, stop at a dairy farm en route to Rome to learn how to make the preferred Tuscan cheese of pecorino. Continue to the town of Orvieto to view the cobbled lanes, historical homes, and dramatic location atop a volcanic plateau. Upon reaching Rome, partake in a private walking tour to view the fabulous squares and Baroque architecture.

Uncover the ancient world of Rome the next day with a private visit to the Colosseum and Roman Forum. You will also visit Capitoline Hill and the museum before enjoying the rest of the day at your leisure. The next day, your guide will lead you through the marvels of St. Peter’s Basilica and the Vatican Museum, and then a bike tour of the Appian Way to find the ancient tombs along the historical road that connects Rome to the southeast port of Bari. Your private transfer will meet you after breakfast the next day and escort you to Fiumicino Airport for your flight home.  You may also want to continue your travels into other regions of Italy, so consider reading how our best Italy travel agents and partners worked with our other travelers for the Italian vacation they had always dreamed of.

Starting Price

$4,500 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 1618 reviews

Italy Family Vacation Review: Venice, Verona, Florence, Tuscany, Siena, Rome, Biking, Cooking, Wine Tasting, Olive Oil Experience, 10 Nights

Zicasso's travel company planned the most amazing trip to Venice, Verona, Florence, Tuscany, Siena, and Rome for our family of five. It was the best trip I've ever taken, and having all the details covered by them and plans and tickets sent to us via WhatsApp allowed us to really live in the moment and not have to think about what was next. I loved every second. I cannot wait to plan another trip to Italy to experience the southern half of the country.

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Italy Trip Review: Milan, Florence, Lake Como, Venice, 11 Nights

When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.

Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.

Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.

A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.

Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.

When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.

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Italy Travel Review: Venice, Florence, Sorrento, Naples, Private Tour, Wine Tasting, Boat Ride, Cooking Class, 11 Nights

Wow, Zicasso's tour operator made our trip a dream! We were three friends celebrating a milestone birthday and it was our first time in Italy. We had no idea where to start in the planning process, but the tour operator guided us every step of the way and created the perfect itinerary.

Everything was thoughtfully arranged—boutique hotels, knowledgeable private drivers, and authentic local experiences. We visited Venice, Florence, Sorrento, and Naples, with memorable day trips, including a private tour of Pompeii (a must!), food tours, and wine tastings at a castle and at the foot of a volcano.

The itinerary was perfectly balanced, with one planned activity a day and time to explore on our own. You know the plan is perfect when you never have to reach out once for more information—everything just flowed.

We’d do it all again and highly recommend this tour operator for their knowledge, connections in local towns, and seamless planning for an unforgettable trip.

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Italy Vacation Review: Tuscany, Siena, Florence, Wine Tasting, Cooking Class, 11 Nights

The travel assistance from Zicasso's company was very helpful. All tour guides were wonderful, as well as the tours, with the exception of the all-day tour into Tuscany, ending in Siena.

As an elderly woman, I found it to be too long. Also, after the lovely lunch and wine tasting, it was difficult to go on a 3.5-hour walking tour, as well as walk a mile into Siena and a mile out of Siena. Also, the bus did not have great air conditioning and did not have a working bathroom.

The other issue I had was with the seven and nine flights of stairs in Venice and Florence in our hotels. With bad hips and knees, I was confined to going up and down the flights only once during the day. I suggest this be a question for guests in the future.

The travel company was very generous in paying for a wonderful dinner for me and my grandson due to my struggles.

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Italy Tour Review: Rome, Florence, Venice, Private Tours, 12 Nights

Our recent trip to Rome, Florence, and Venice, planned by Zicasso’s travel specialist and her team, was nothing short of exceptional. Every detail was handled with care, precision, and an obvious commitment to excellence. The hotels were truly top rate, perfectly located, and impeccably chosen to enhance the experience of each city. The tour guides were extremely knowledgeable, engaging, and clearly passionate, adding depth and context that made each destination come alive.

What truly set this trip apart was the level of service. From seamless transfers to on-the-ground assistance, everything felt effortless. The recommendations and tips provided along the way were incredibly useful and allowed us to experience each city with confidence and ease. The assistants who helped guide us through logistics and navigation were attentive, professional, and reassuring, making the entire journey feel like true white-glove service from start to finish.

The travel specialist and her team exceeded every expectation. Their planning, responsiveness, and attention to detail transformed an already incredible itinerary into an unforgettable experience. I would recommend them without hesitation to anyone looking for a flawlessly executed, high-end travel experience.

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Italy Trip Review: Rome, Florence, Venice, Pompeii, Tuscany, Private Tour, Vatican, Colosseum, Cooking Class, Organic Farm, Cheese Making, 8 Nights

Overall, this may be too much, but we were happy to have written it down as it allowed us to relive the experience. This was a wonderful trip and we absolutely recommend Zicasso and our travel agent. We are already thinking about our next adventure in Italy. Here are the details...

Planning: Zicasso’s travel agent did a wonderful job of helping us plan a trip, making adjustments and ensuring the adventure turned out perfectly. We interviewed several approaches to planning the trip and our choice with Zicasso’s tour company was the right one for us. The trip app was great and kept everything right at our fingertips. We will definitely reach out to this travel agent when we return to Italy.

Food: How is it that when we stopped on the highway to Florence for a coffee, the food was as good as any high-end restaurant in the United States—organic, fresh, and tasty. One of our crew is gluten sensitive in the United States… in Italy, it’s not the gluten, it’s the chemicals used in the United States. We ate bread at every meal and had no problems. We learned that more simple fare is better fare and just amazing. No need for exotic tasting of cheese, bread, wine, pasta, salad, olive oil, vinegar, with fresh vegetables in the sauce, is all one ever needs… until the gelato at least twice a day.

Logistics: The logistics were great and absolutely essential for first-time travelers. There were guides and drivers to meet us at every stop. They seemed to know what we looked like and were just so very helpful.

Guides: Great choices across the board! Their knowledge and love of their various cities was detailed and charming. It was clear that each city fancies itself as the origin of culture and much more. We loved the perspectives and personalities of the people, and of our guides in Rome, Florence, the Tuscan farm, Venice, the Venice water tour, and Pompeii.

Drivers: Our three drivers, especially the one who got stuck with us on the way to Florence due to an auto accident. He really had an extended day and we really appreciated his patience. We got to know him a little and he was delightful.

Travel by train: It was so easy, fast, and comfortable. We loved the time together and the scenery. The added benefit of the lounge made a big difference from the busyness of the train station. We loved this, all at 300 km/h!

Hotels: The hotels were exactly as described—centrally located, convenient, and very comfortable.

Rome: The best beds and staff!

Florence: The best location—convenient to shops/cafés and breakfast.

Venice: Great location, with window views of the canals; it was very nice, but a bit dated in decor in the lobby. We would still stay there next trip!

Planning and sites visited: Overall, each of the cities and sites were outstanding. They gave us a great insight into Italy as a country, as well as its culture and people. Everyone we engaged with (including hotel staff, restaurants, and locals) was friendly, helpful, and engaging. The pervasiveness of English speakers was incredible. Our single-language approach is something we need to work on in the United States! We always felt safe and well taken care of. The added benefit of this support was that it allowed all of us to focus on the city and countrysides, not the driving. It may cost a bit more, but we felt it was totally worth it.

Roma: Here is the only mistake we made in planning our trip. Doing the Vatican and ruins/Colosseum in the same day is too much. This was clearly our decision and our travel agent suggested that it was “a lot.” Having said that, the pre-purchase and guide is clearly the way to go in whatever city you visit. The three sites are incredible.

Pompeii: We thought this would be neat to see, but not as amazing as the other sites…we were wrong. Pompeii is an incredible site and the pace of the tour was just about right for us. This is a place where you can walk the streets where people have walked since long before Christ. The opulence of their living (steam baths, frescos, statues, and mosaics) is incredible.

Tuscan countryside: The organic farm and cheese-making visit, including a quick trip to Pienza, was an absolute highlight. The lunch was fantastic and inspired us to eat organic! We also loved that to get to the farm you had to travel on gravel roads (well maintained, by the way) and got to see working farms.

Pienza is a beautiful, small village where we could spend an entire day exploring. Next visit, we will carve out a day to shop there and spend the night. There was so much to do in a limited time!!!

Florence: It's just beautiful. The work by Michelangelo just defies explanation and leaves you breathless. The churches are a monument to the wealth and dedication of generations of craftsmen engaged in centuries of work. The cooking class was wonderful and fun, and there was so much food. Making your own tiramisu, pasta, chicken dishes, and sauces was just wonderful.

Venice: We skipped the gondola ride because the tour of the Grand Canal was just incredible. Some of us were a bit spooked by the narrow “streets” or, better yet, passageways. However, we all loved the tour and exploring. One of our crew took off later in the day after the tour and tried to get lost… successfully. But with a bit of iPhone maps and the kindness of the people, they found cafés, open-air markets, an antique shop, children playing football, and a delightful adventure.

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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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