Tuscany Travel Guide

Picturesque rolling hills, terraced vineyards, and pebbled streets lined with cypress trees create the celebrated image of Tuscany. Medieval towns with soaring towers and cobblestone streets crown the bluffs, while beautiful estates offer samples of historic wines and luscious olive oils. The Renaissance takes on life among the museum galleries and preserved palaces, while hidden corners of the region retain their beauty through national parks and Unesco statuses. Our Tuscany Travel Guide has more information on how to enjoy the combination of expected wonders and surprising treasures during your trip.

Get Started
Rolling hills in Tuscany, Italy

Best Times to Visit Tuscany

With its Renaissance treasures, medieval walled towns, and enchanting landscapes, the allure of Tuscany is legendary. While beautiful year-round, the...
Farmhouse in the rolling hills of Tuscany, Italy

Top 7 Things to Do in Tuscany

The top things to do in Tuscany capture the endless beauty of its iconic landscape and the remarkable culture displayed in preserved medieval towns and...
Town of Pienza in Tuscany, Italy

10 Best Places to Visit in Tuscany

The best places to visit in Tuscany capture legendary beauty and remarkable history that you can discover during your Italy trip. The region’s finest...
Bistecca alla Fiorentina

5 Dishes to Try on Your Trip to Tuscany

The five dishes you need to try during your Tuscany trip are based on the traditional flavors using the freshest and simplest ingredients that pertain...
Basilica di Santa Maria del Fiore in Florence, Italy

4 Best Cities to Explore the Food of Tuscany

The best cities to explore the food of Tuscany capture the region's distinctive flavors and celebrate the remarkable terrain that forms a gastronomical...
Castello di Brolio in Gaiole, Italy.

Top 9 Castles to Visit in Tuscany

Tuscany is home to some of the most enchanting castles in Italy. With its beautiful rolling hills and timeless charm, the region is filled with history...
Golden Autumn Fields of Val d'Orcia in Tuscany

An Immersive Olive Oil Tour in Tuscany

An immersive olive oil farm tour in Tuscany offers you the unique opportunity to explore the region’s rich heritage and flavors firsthand. During a private...
Aerial view of luxury overwater bungalows on Bora Bora island in French Polynesia.

How to Plan Your Zicasso Trip Budget in 3 Easy Steps

Knowing your budget is an essential component of any trip-planning process. Whether the sky's the limit or you have specific parameters, a customized...
Balloons over Cappadocia in Turkey.

How to Plan Your Zicasso Trip in 4 Easy Steps

Explore the world with Zicasso by working with top travel specialists who will bring your dream vacation to life. Our primary goal is to make planning,...

4.9

Reviews of Zicasso's Tuscany Tours & Vacations

Based on 1360 verified traveler reviews.

Italy Vacation Review: Venice, Florence, Tuscan Hills, Pompeii, Rome, Amalfi Coast, Sorrento, Capri, Cooking Class, Lemon Farm, Wine Tasting, Olive Oil Tasting, 2 Weeks

We had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.

Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.

From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings. 

Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!

Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.

Summary:

Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.

Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.

Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)

Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.

We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.

See more

Italy Vacation Review: Tuscany, Siena, Rome, Amalfi, Capri, Pompeii, Boat Tour, Cooking Class, Private Tour, 11-Night Trip

Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.

In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.

Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.

We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!

See more

Italy Tour Review: Tuscany, Florence, Montalcino, Castellina, Chianti, Wine Tasting, Cheese Experience, Local Cuisine, Walking Tour, 9-Day Trip

We loved everything about our trip to Tuscany. We had great, comfortable hotels as bases to explore the beautiful countryside and towns. Our hotels had kind, welcoming staff. Zicasso's travel company provided helpful suggestions and reserved non-touristy restaurants and enjoyable, interesting activities: eating in Florence, wine tasting in Montalcino, and cheese making in Pienza.

See more

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.

See more

Italy Vacation Review: Cortona, Truffle Hunting, Cooking Class, Art, 11 Days

Overall, it was a very good trip. Zicasso’s trip planner was very responsive. In retrospect, I would have spent three days in Tuscany instead of six to see another area.

See more

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.

See more