Wonders of the Italian Renaissance Tour: Past & Present

Pisa cathedral and the leaning tower in a sunny day in Italy

What to expect on this itinerary

When imagining Tuscany, you can easily conjure up medieval towers and historic walls, undulating hills and vibrant sunflowers. Cities radiate historic artwork and the countryside bursts with vineyards. Step beyond the imagined, venturing past the veil of your imagination and into the true grandeur of history. Your custom tailored tour immerses you in the splendor of Tuscany and lets you experience the beatitudes of alpine foothills, overlooked Renaissance towns, and even poetic vendors, allowing you the chance to discover the character of life in every day Tuscany.

Countries Visited

Italy

Places Visited

Florence, Lucca, Pisa, Siena, Tuscany

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Florence – Beginning with the Renaissance

The signs of the past are written all over Florence, from the architecture beautifying the historic city-center to the statues in the public squares symbolizing an enlightenment of art and knowledge. The aroma of espresso beans and marzipan emanates from gilded cafes; their doors flank enticing display cases lining Via del Corso. The image of Palazzo Vecchio stands to watch over Piazza Signoria and was erected at the beginning of the 14th century. The Romanesque building continues to house the seat of Florentine government, and casts an imposing shadow over the square, stemming from its adorning tower standing more than 308 feet tall. When you arrive at Florence International Airport, your private transfer is there to greet you, ready to escort you to the city center.

You notice the historic city walls lining the outside of the city center, near Fortress da Basso, dating back to the 13th century, with the outline of the original walls surrounding the central square at Piazza del Duomo, constructed by the Romans. The city is unlike any other you have ever visited, bustling with youthful energy and vigor and brimming with history. Art and architecture students study Florence Cathedral. Sculptures examine the statue of Perseus holding the head of Medusa. Chefs taste the simple flavors of the cityscape, each paying tribute to the traditional tastes of Tuscany. You have just arrived and already feel the wave of the city’s wonders washing over you.

What's Included:

Transfer
Accommodation
Day 2

Florence – Inside the City Walls

Day 3

Lucca – Tuscany Deserves Attention

Day 4

Pisa – More than a Tower

Day 5

Siena – Searching the Hilltops

Day 6

Siena – Unexpected Siena

Day 7

Florence – More than Vibrant Hills

Day 8

Florence – Carrying the Renaissance Home

Trip Highlights

  • Witness the elaborate design and décor of the Siena Cathedral with an open view from the Gates of Heaven located in the ceiling
  • Enjoy a guided tour of often overlooked Renaissance towns, including the artistic and architecturally magnificent towns of Pistoia and Prato
  • Explore the historical reaches of the Etruscan rooted city of Volterra and learn how the city’s past inspired its Renaissance future
  • Experience the tranquility of an evening in San Gimignano and the welcoming familiarity of the locals along the charismatically lit streets
  • Visit the “Butcher Poet,” exclusive to Tuscany, who regales his customers with lines from the Divine Comedy, along with splendid flavors
  • Discover the inspiring resting places of some of the most treasured Tuscans in history at the church of Santa Croce in Florence

Detailed Description

There is always a delicate balance on Tuscan vacations between visiting the must-see attractions and experiencing the traditional wonders like a local. Your 8-day Italian Renaissance tour of Tuscany offers you the pleasures of both, combining the splendors of Tuscan cities that cannot be missed, along with the embracing culture and quieter marvels that make you feel like you see a completely new and unique side of the Italian province. The journey into the medieval and Renaissance times of Tuscany begins with your arrival in Florence.

The city continues to boast its artwork and artists with elegance. Stroll around the city getting your bearings, traversing the streets and visiting the exemplary church of Santa Croce. The following day, your guide leads you on a full day tour of the city, taking in the Uffizi Gallery, the Accademia, and the stunning, yet often passed-over artwork of the church of San Lorenzo. You make your way outside of the city to the charming smaller towns of Pistoia and Prato, both filled with remnants of the Renaissance and medieval histories.

You can also head into the Garfagnana, a sensational nature preserve along the valleys of the Apuan Alps. Continue to Lucca, where the antique ramparts of the city stand strong. After breakfast, you can take your time exploring Lucca under the stunning natural light of the day, followed by an excursion to Pisa to visit the Piazza dei Miracoli, home to the Leaning Tower, and fabulous palaces and churches beyond the legendary square. In Volterra, you immerse yourself in medieval charm and take a step further back in time to discover the Etruscan roots of the city before venturing to the hillside town of San Gimignano.

Traverse the reaches of San Gimignano, from the old city walls to the highest heights of the city towers. When you reach Siena, you will find a medieval city lying in wait, preserved with a tranquil character and a relaxing ambiance. On your tour of the city, you will venture up into the Gates of Heaven to witness a unique panorama of the Siena Cathedral. Journey through Chianti with a private guide, exploring the small towns of Greve, Castellina in Chianti, and Panzano, the latter housing the “Butcher Poet.” On your final day in Tuscany, your private transfer will escort you from your hotel to Florence International Airport for your flight home.

Starting Price

$3,600 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 827 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 Tour Review: Vatican, Colosseum, Roman Forum, Pompeii, Tuscany, Venice, Cheese-Making Experience, Cooking Class, 13 Nights

Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.

Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.

Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.

Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.

Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.

We travel a bunch and I would highly recommend using Zicasso's travel partner.

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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: 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.

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Italy Trip Review: Rome, Venice, Florence, Opera, Walking Tours, 10 Nights

We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.

I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.

Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.

As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.

I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.

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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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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews