Whirlwind 3-Week Tour of Italy

What to expect on this itinerary
Your customizable 3-week best of Italy tour captures the beauty, charm, elegance, and glamour of the most popular cities and towns and brings you from Venice to Rome, Bellagio to the Amalfi Coast. Discover the splendor of the Colosseum and the prestige of marble palaces rising out of the Grand Canal, and then Indulge in the complex flavors of treasured Tuscan wine and the ancient preserved life frozen in Pompeii. The dynamic architecture of Florence and fascinating artwork of Pisa will create lasting memories and a love affair with the captivating culture of Italy that will last a lifetime.
Customizable Itinerary
Venice – Arrive in Venice and Explore the City and Island Highlights
Venice embodies grace and audacity, grandeur and elegance as the charming gondolas and stunning marble palaces line the winding canals. With 118 islands consisting of six neighborhoods that are connected by approximately 400 bridges, Venice is a unique city that captures the hearts and the imaginations of visitors from all around the world. Your flight will land at Marco Polo Airport, where your private transfer will greet you upon your arrival. You will then travel by vaporetto across the famous Grand Canal to reach the private jetty of your luxury hotel that overlooks the quiet waters of a narrow channel. Three days in Venice provides a perfect amount of to discover and explore the splendors of the city and the marvels of the islands scattered across the Venetian Lagoon.
A private tour of Venice will immerse you in the iconic beauty of the Rialto Bridge, the cobbled walkways, and St. Mark’s Square. The Campanile towers over the public plaza at 323 feet tall are crowned with a golden figure of Archangel Gabriel. The five bulbous domes of eponymous Basilica reach 141 feet tall and reflect the mixture of Byzantine, Romanesque, and Gothic architectural styles that date back to the ground plan from the 11th century. More than 500 columns are crafted from rare marble, alabaster, and jasper that support the church accentuated by the gilded majesty of 45,639 square feet of mosaics. Your guide will offer incredible historical and cultural detail and give you the stories behind the adornments, including the geometrical and natural patterns of the inlaid marble floor that overtakes 22,593 square feet with the occasional animal or floral design molded from marble or glass.
Spending time in the Venetian Lagoon also offers the opportunity for visiting the famous islands of Murano, Burano, and Torcello, which are known for glassblowing, lacework, and a peaceful escape from the crowds of Venice respectively. When visiting Murano, you can wander along the cobbled lanes and stroll beside the canals where colorful fishing boats wade in the water. The island’s main attraction remains the glassblowers and their studios, which have been on the island since the 13th century after the Doge transferred the artisans from Venice out of fear their kilns would start a fire. Enjoy visiting one of the many artists on the island during a demonstration watching them heat the glass while using poles, rails, water, and thick cloths to shape the material into their desired form.
What's Included:
Milan – Visit Padova and Verona before the Night in Milan
Bellagio – Enjoy the Italian Alps and Towns of the Lakes Region
Monterosso – Relish the Charms of Cinque Terre and Gulf of Poets
Florence – Traverse the Famous Beauty and History of Tuscany
Rome – Visit Orvieto and an Immersive Exploration of Rome
Ravello – Traverse Naples and Delight in the Amalfi Coast
Naples – Depart for Home
Trip Highlights
- Explore the fascinating history of Pompeii as preserved in pumice and ash that captures the daily life of ancient Roman citizens
- Discover the captivating treasures on display in the Vatican Museums and St. Peter’s Basilica, including Michelangelo’s Pietà
- Wander the incredible galleries in the Uffizi, home to an impressive collection of masterworks including Caravaggio’s Bacchus
- Witness the unique outline of a master fresco in Pisa’s Campo Santo, the initial drawing completed by the master artist
- Traverse the exceptional natural beauty and charming ambiance captured in Monterosso al Mare and the neighboring coastal towns of Cinque Terre
- Bask in the elegance and grandeur of Italy’s Lakes Region when visiting the Baroque Borromean Palace on Isola Bella
- View the initial inspiration for the Early-Renaissance movement in Giotto’s fresco cycle that decorates the Cappella degli Scrovegni in Padova
- Delight in the letters that adorn the antique archway and atmospheric courtyard set beneath the iconic balcony of Juliet Capulet’s home in Verona
- Take in the dramatic design of the Colosseum on a tour of Rome’s renowned ancient sites
- Sample the distinctive flavors of Montepulciano’s Vino Nobile when uncovering the charismatic ambiance of Tuscany’s famous medieval towns
Starting Price
$9,500 per person (excluding international flights)
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.
Verified Traveler Reviews
Based on 999 reviews
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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We cannot recommend Zicasso's travel company enough!! Our family just got back from a two-week trip to Italy (starting in Venice, then Florence, Rome, and the Amalfi Coast). Our travel specialists did an incredible job planning our trip and it was an experience of a lifetime!! We had the best time in every city!
Everything was seamless, from the events and tours we had planned to the transportation from city to city. What we loved most was how our tour guides were all natives of the areas we were visiting, so they offered unique perspectives on every part of Italy. Also, our travel specialists, being local to Italy, helped us plan some really special things to do (walking wine-window tour, bike ride in Tuscany, boat taxi to Burano to visit the small town where lace is still being made, and a Capri boat tour). All of our guides were English-speaking and absolutely wonderful!
We had frequent communication with our travel specialists regarding scheduled plans and if we had questions, they were readily available via WhatsApp.
I also turned 55 while on vacation and our travel specialists were kind enough to send Prosecco, wine, and some wonderful Italian snacks to our room. This was, by far, the best family vacation we have ever taken and we will definitely be vacationing with them in the future. If you're considering vacationing with this travel company, don't hesitate! They are fabulous and leave no stone unturned to make sure you have the best experience possible!!!
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This was possibly the best trip of my life!
Once I arrived in Venice and put myself in the hands of Zicasso’s tour company, I was supremely well taken care of.
I left my passport on the plane, so I was held up in the airport for probably two hours. This was the first time I used the emergency number (or the chat app). The communication was answered immediately and we were able to let my first guide know I was being held up. I thought the first person who helped me was just someone to get me to the hotel, but she was also a guide in the sense that she described many of the things we saw on the way to the hotel. A very pleasant and gracious guide who made sure also that I was prepared for where to be the next day. It was a very great first experience of the tour company’s service.
Throughout this adventure, the guides were outstanding, the hotels were located practically on top of the interesting sites (especially in Rome) and very pleasant to be in.
Also, I continued to use the emergency number or the chat app multiple times. They were very responsive, very pleasant, and perfectly helpful each time. I don't know if I was high-maintenance compared to other clients the tour company has had, but though I felt like it in my mind, I was treated completely graciously each time.
I loved every destination and I loved having a structured tour, combined with a good portion of free time to explore on my own. Perfect.
I was very well guided on each travel day, being met by drivers to drop me off and to pick me up, and the train travel was very fun.
I think there was only one guide who I thought was just going through the motions, but all the other guides were the height of professionalism. I loved being met by our guides at Doge's Palace, which was absolutely outstanding. Walking around old Florence was great fun! The drive out to San Gimignano and Siena was well-planned and well-guided! In Rome, the guide who took us to the Colosseum and Palatine Hill was outstanding, and it was a great outing. (I had also already pretty much visited all the sights since my hotel was practically in the middle of it all.)
The trip to the Vatican was a whole other story. Unfortunately, I forget that guide's name. This guide was also excellent—entertaining, informative, approachable, and professional. The trip to the Amalfi Coast was a long train ride, followed by a very long car ride, but it was worth it. What a beautiful setting! My trip to Capri was absolutely fulfilling and I was a little sad to say goodbye to the guide—we connected with him so well. The next day was our boat tour from Sorrento to Amalfi and Positano. I absolutely enjoyed being guided by our guides! On the way back after that beautiful excursion, we were just cruising along the water, 1970s music playing, wind rushing by and I had a peak moment of happiness. Truly.
This trip was as if the tour company had read my mind and provided even more than I had imagined. I come away deeply grateful.
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Overall, the trip was perfect! The hotels were really nice and the itinerary was great.
A few things I would have changed. First, the Amalfi tour day. There was not enough time in Ravello or Positano. We needed more time to relax and shop.
The class of train could have been nicer for the Florence-to-Rome portion of the trip.
We've been to many wineries throughout Europe and the one we went to on our way to Siena was okay, but we have been to much nicer wineries, with better wine and food tastings. It was not a great wine tour experience.
Everything else was wonderful and we really enjoyed the trip with our sons!!!
Thank you!
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On the whole, we enjoyed our trip. However, we want to make note of a few things that could have been done better. When we landed in Naples, our driver was waiting for us. But instead of bringing the car to where we were, the 4 senior adults had to walk with luggage in the heat to get to his car. On our first full day in Naples, we were picked up for our cooking class. The driver did not speak any English, and when we arrived at the address, he expected us to get out of the car. We did not know where to go, and he was not able to assist us. Lucky for us, we met a nice lady who spoke English and was able to help us. The cooking class was wonderful. One of the highlights of the trip. The Capri boat tour was enjoyable. The tour of Pompeii was fascinating. The day we were taken to the Amalfi Coast was a holiday, and we mostly sat in traffic. Not anyone's fault but not very pleasant. On June 3 we were picked up very early to go to the port for the Hydrofoil to Ischia. At the port, we had to wait around for almost 2 hours. We were not sure why we were picked up so early. On June 6 we checked into our hotel in Naples, looking forward to our Jewish Heritage tour the following day. Our tour guide was lovely - 4 stars for her - but we learned there is no Jewish heritage in Naples, so that was quite disappointing. It would have been nice to establish realistic expectations.
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We had an incredible time in Italy! Thank you to Zicasso’s travel company! You thoughtfully planned our time in Sorrento and Rome to ensure we had the best experiences, while allowing for some free time to explore.
Our day-trip boat ride around Capri was beyond perfect. The boat captain and guide were very professional and truly charming. He gave us options on how to take in the sights and provided great commentary about the history and culture of the island. We selected to go to Marina Piccola for lunch, which was a great experience. The view from the restaurant was enchanting and the food was delicious. The grottos, Faraglioni rocks, and swimming in the Mediterranean were experiences of a lifetime.
We spent a day driving along the Amalfi Coast. We had a great driver on the mountainous winding roads. We visited charming Positano and beautiful Ravello. Our driver had great advice about where to visit and what to see. We enjoyed an amazing lunch, with a beautiful view, in Ravello.
On day three we enjoyed free time on the beach in the morning. Then we headed out for our limoncello experience! And it was a wonderful experience. The people we met in Schiazzano were very special. We loved the goal of the family businesses to keep and honor their traditions. Our pickup was prompt and we were served a drink at their general store. It is very touching that they began the tour in their church and shared the pride in their community. Then we were off up the hill, along narrow streets to the lemon groves. We learned about farming lemons from two enthusiastic young farmers, we smelled the lemon zest, and they served us fresh lemonade. Then we all got an exciting tuk-tuk ride up and down the very narrow streets to the hilltop farm, where we tasted olive oils, had a cheese-making demonstration, and tasted all the phases of cheese. Then we tasted the limoncello! We really enjoyed the spectacular view. Last, but certainly not least, we enjoyed making our own pizza using tomato sauce that was prepared by grandma that morning using freshly picked tomatoes. We tossed our pizza dough and used fresh mozzarella. The wood-fired oven cooked the pizzas perfectly. We enjoyed eating every bite. When we were planning our trip, I asked for limoncello tasting, but this experience was so much more!
We also had a wonderful time in Pompeii and at the Vatican, Colosseum, and Forum in Rome. All the history is so fascinating. There were many tourists in Pompeii and Rome, and all of our guides were terrific, energetic, and skilled at navigating the crowds.
All of the private transfers, train travel, and hotels were perfect. Thank you for your help and expertise with planning this once-in-a-lifetime trip!
We hope to travel to Italy in the future and would love to work with this travel company again to help us plan that next trip.
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