Hidden Trails of Italy Tour: An Escape to the Road Less Traveled

What to expect on this itinerary
The paths outside of Venice wind along the region of Italy rich with Renaissance art, succulent cuisine, and vibrant culture. Your custom tailored tour will take you from the Venetian Lagoon to the foothills of the Italian Alps to enjoy the splendors of the impressive architecture and the captivating landscape. Marvel at the lush cherry orchards and vineyards around Vicenza, and then delight in the aromas of sage and pumpkin near Soave. Follow the trails that connect the Venetian islands for a unique view of fishermen’s homes as well as marble palaces as you actively pursue grandeur while discovering around the region of Veneto.
Customizable Itinerary
Venice – Arrive in Venice and Enjoy an Introductory Walking Tour
Venice is the city of the Grand Canal and lavish architecture, labyrinthine lanes and opulent palaces. Your flight will arrive at Marco Polo International Airport, and your private transfer will greet you at baggage claim. You will venture to the edges of the waterway and board a private boat that leads you along Venice’s celebrated Grand Canal. The iconic bulbous domes of St. Mark’s Basilica rise above the elegant pillars that frame the edge of the piazza, which belongs to Doge’s Palace. Gondolas float on the water between speeding vaporettos as locals linger at tables that overlook the canals in view of brickwork homes accented with blossoming hydrangeas on the windowsills.
Large umbrellas cast shade over the café patrons as they enjoy their afternoon espresso. Your boat will moor at the hotel private dock, and you will step onto the quay and into luxury as you walk in the lobby of the Venetian palace turned hotel. Take your time to relax and settle into the comforts of your room before you meet your guide for an introductory walking tour. The scent of creamy risotto emanates from the restaurants hidden by the stone ledges and lion statues as bridges arch over the narrow canals of the backstreets off the main artery of the Grand Canal. The impressive white marble façade of the 16th-century Scuola Grande di San Rocco catches your eye. The interior contains décor equally as remarkable as the extravagant exterior with frescoes that drape across the walls with a ceiling painted by master Renaissance artist Tintoretto.
What's Included:
Venice – Embark on a Full Day Tour of the Brenta Canal and Villas a
Castelfranco – Explore the Town of Treviso en route to Castelfranco Veneto
Bassano del Grappa – Discover the Hills and Trails to Bassano del Grappa
Vicenza – Venture to Vicenza by way of Marostica and a Wine Tour
Vicenza – Relish the Scenery and Culture on Trails through the Berici Hills
Verona – Visit Soave for a Cooking Class before Reaching Verona
Venice – Return to Venice with an Encompassing Tour of the Grand Canal
Venice – Relax in Venice with a Day to Explore the Famous City at Leisure
Venice – Depart for Home
Trip Highlights
- Traverse the paths that connect the various islands and small towns around the Venetian Lagoon
- Enjoy the lavish landscape of Veneto as it leads from the foothills of the Italian Alps to the lush valleys carpeted in vineyards
- Explore the beautiful hills around the medieval walled city of Marostica and savor a private wine tasting experience
- Relish the beauty of the cobblestone streets and the stone walls of Soave before partaking in a private cooking lesson based on provincial favorites
- Witness the unique history and evolution of grappa in a town known for its production of the herbaceous liqueur
- Bask in the grandeur of Venice with a complete tour of the Grand Canal and the small network of canals that wind through the city
- Follow the Brenta Canal that leads from Padua to Venice on a mixture of paths and boat rides to enjoy the lush greenery of the countryside along with the opulent Venetian villas
- Follow the Old Roman Road around Monte Grappa in search of the same route Ernest Hemingway took during his tenure as an ambulance driver
Detailed Description
The fame of Veneto derives from the rich landscape and medieval towns, opulent palaces and extraordinary frescoes. Your 10-day tour offers you an exciting, active discovery of a region that touches both the Adriatic Sea and the Dolomite Mountains, and extends from the manmade canals to the Italian Alps. You will arrive at Marco Polo International Airport to meet your private transfer as a vaporetto will escort you from the canal shore to your hotel’s private dock. Your guide will greet you in the lobby ready to show you the beauty of Venice first-hand during your private introductory walking tour of the iconic architecture and labyrinthine streets. Next day, you will enjoy an excursion to the edge of Padua to wind along the canal-side paths that border the Brenta Canal. You will stop along the way to visit the small towns and lavish Renaissance villas that once belonged to Venetian aristocracy.
The next day, you will Venice behind and take the paths to Castelfranco, a 12th-century city surrounded by medieval walls. En route, you will make a stop in Treviso, a town with as much beauty as Venice, but much smaller and easier to navigate. Travel next to the small town of Asolo before you will reach Bassano del Grappa. Asolo stands on the foothills of Monte Grappa and lends itself to the pristine beauty of the countryside. Once in Bassano del Grappa, you will have a chance to enjoy the streets and museums, including the Grappa Museum, which culminates in a tasting of the famous liqueur. You will then trek along the old Roman Road, on which Hemingway once traversed in his ambulance during World War One.
Delight in a visit to the enchanting town of Marostica the following day, known for its life-sized chessboard and delicious cherries. Visit a local vineyard for a wine tasting experience before you continue to the gorgeous city of Vicenza. The next morning will bring you out into the Berici Hills to discover the hidden villages and remarkable history of the undulating countryside, and then on the following day, you will have a chance to tour Vicenza before moving on to the city of Verona. En route, you will stop at Soave, a captivating town known for unique regional cuisine. You will meet your private cooking instructor to create a luxurious and delectable lunch, and then continue to Verona and relax among the castles and cobbled streets. The next morning, you will enjoy a private tour of Verona before returning to Venice.
Next, you will board a vaporetto to explore the grandeur and impressive details of the Grand Canal. Take your time and enjoy the stunning culture and architecture of the islands on the lagoon. The evening is at your leisure to delight in the city as you desire, and the next morning your private transfer will meet you at the private dock of your hotel ready to escort you to Marco Polo International Airport for your flight home.
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.
Verified Traveler Reviews
Based on 686 reviews
Italy was fantastic! We visited Venice, Amalfi, Capri, Sorrento, Pompeii, and Rome.
Zicasso’s travel specialist was knowledgeable and patient with me when planning the trip. She was amazing at taking in the information I shared about my family and creating an itinerary that worked well for our family of five (our three children, ages 20, 20, and 22), including food-allergy limitations.
The chosen tours and tour guides were incredible, knowledgeable, engaging, attentive, thoughtful, and a pleasure with which to spend the day or half-day.
When we were in Italy, our travel specialists quickly responded to inquiries and to new requests for transportation needs resulting from unanticipated and good “extra” opportunities.
I highly recommend the travel company and our travel specialists.
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Our family of six just returned from the trip of a lifetime and we owe it all to our incredible Zicasso travel specialist. Every detail was thoughtfully planned, allowing us to simply relax, explore, and make unforgettable memories together.
Our journey began in Rome, where we stayed in beautiful hotels and were greeted by professional, reliable drivers who made every transfer seamless. From there, we traveled south by train to experience Mount Vesuvius, a truly breathtaking day that combined history, adventure, and spectacular views. Next came the Amalfi Coast, where we stayed in a stunning waterfront hotel. Waking up to the beauty of the Mediterranean each morning felt like something out of a dream. Every recommendation was perfect, from the accommodations to the transportation and, of course, the local restaurants.
One of the most meaningful parts of our journey was traveling to Moliterno, the hometown of my wife's family. Visiting the place where her family story began was an emotional and unforgettable experience. Our private driver made the journey comfortable and enjoyable, allowing us to fully appreciate the beautiful Italian countryside. From there, we continued to the ancient city of Matera, where we spent several incredible days exploring one of the most fascinating and beautiful places we've ever visited. Finally, we departed through Bari, enjoying one last glimpse of Italy's stunning Adriatic coast before heading home.
Throughout the entire trip, every hotel was exceptional, every driver was punctual and courteous, and every transition was effortless. The itinerary struck the perfect balance between iconic destinations, hidden gems, relaxation, and meaningful family experiences.
This wasn't just a vacation. It was a journey our family will treasure for the rest of our lives. We cannot thank our travel specialist enough for creating such a seamless, personalized, and unforgettable experience. If you're looking for someone who truly listens, plans with care, and delivers beyond expectations, look no further. We give our highest recommendation and are already dreaming about our next adventure together.
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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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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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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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Zicasso’s travel company helped us plan and execute a vacation to the Amalfi Coast. The travel specialists suggested sites and arranged hotels, ground transport, and guides. It was all accomplished flawlessly; we had a perfectly paced itinerary.
Not only were the drivers well experienced with the incredible labyrinth of roads along the coast and in Sorrento and Positano, where we stayed, but they were also great sources of local colorhighly experienced with the incredible labyrinth of roads along the coast and in Sorrento and Positano, where we stayed, but they were also great sources of local color and conversation, and, above all, they conversation, and, above all, showed their love for the country and region.
We had several guides who were spot-on, including an archaeology graduate for Pompeii and Herculaneum, and an incredible historian on a walking tour of Naples.
The hotels were wonderful, with experience and professionalism throughout.
The drive along the coast to Amalfi and Ravello was spectacular!
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