Italy Vacation for Seniors: Rome to Venice

Villa Giovanelli along the Brenta Canal in Veneto, Italy

What to expect on this itinerary

The cultural and historical Italian Peninsula becomes an open-air museum filled with enchanting flavors and captivating stories that will enrich the deep corners of the cities, towns, and countryside during your personalized senior tour of Italy. The charm spreads from Rome to Venice, Florence to Verona accentuating the restored marvels of ancient life and the majesty of Renaissance works propelling Western Europe from the Middle Ages. Treasures glow in the sunlight revealing works by Giotto and Michelangelo, Raphael and Bernini. Discover traditional flavors and enjoy the local flare of Italy’s most fascinating destinations.

Countries Visited

Italy, Vatican City

Places Visited

Rome, Assisi, San Gimignano, Venice, Florence, Siena, Padova, Ravenna, Pisa, Vatican City, Verona

Suggested Duration

12 Days

Customizable Itinerary

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Day 1

Rome – Arrive in Rome with the Day a Relaxing Day at your Leisure

Rome is a city of captivating artwork with a welcoming culture inspired by the endlessly changing dynamics spanning more than 2,500 years. The wealth of history layers the streets with myths, legends, folklore, and religious retellings scattered across ancient ruins and vibrant churches. Restaurants serve dishes passed down through generations of homecooking and brings a variety of mouthwatering aromas into the lavish piazzas. Your flight lands at Fiumicino Airport, where your private transfer meets you at customs. Entering into the city brings a torrent of iconic images to the forefront passing the vast complex of the Diocletian Baths and soaring walls of the Colosseum. You can settle into the comforts of your luxury hotel in the center of city with the remaining to enjoy the sights, aromas, and pulse of Rome day at your own pace.

The renowned Mouth of Truth sits in the foyer outside of the doors of Santa Maria Cosmedin Church. The tall stone disc carved in the 1st century AD contains the face of a human with hollow holes in the eyes and mouth. Historians theorize the plate was used as a ceremonial well cover, a fountain decoration, and a manhole cover in ancient times. However, the unique history of the marble feature stems from the medieval superstition brought back to pop culture with Gregory Peck and Audrey Hepburn in the award-winning film Roman Holiday. A person would place their hand inside the mouth of the frieze, speak their truth, and the mouth would bite off the hand of liars.

What's Included:

Transfer
Accommodation
Day 2

Rome – A Guided Highlights Tour of Rome’s Fascinating History

Day 3

Rome – Remarkable Works and Artifacts of the Vatican

Day 4

Siena – The Charming Medieval Streets of Assisi en route to Siena

Day 5

Siena – The Tuscan Medieval Towns of Siena and San Gimignano

Day 6

Florence – Pisa’s Famous Monuments and Tour the Streets of Florence

Day 7

Florence – The Artistry of the Uffizi Gallery and Enjoy the Afternoon

Day 8

Ravenna – A Balsamic Excursion before Navigating Ravenna

Day 9

Padova – The Charming City of Verona before Reaching Padova

Day 10

Venice – The Beauty of Padova and a Brenta Canal Cruise to Venice

Day 11

Venice – Venice’s Grandeur on an Embracing Highlights Tour

Day 12

Venice – Depart for Home

Trip Highlights

  • Relish the sight of Renaissance artwork and architecture with a tour of the Vatican galleries featuring works of Raphael and Michelangelo
  • Witness the stunning artistry on display in Florence’s Uffizi Gallery ranging from the Byzantine era to the height of the Renaissance
  • Explore both the subtle and the robust flavors of traditional balsamic vinegar crafted in with custom, heritage, and taste in mind
  • Embrace the splendor of Venice on a walking tour revealing the stunning marble palaces, iconic canals, and shimmering gilded mosaics
  • Travel down the Brenta Canal on a serene cruise highlighting the wealth of the Venetian aristocracy through sensational preserved villas
  • Traverse the medieval streets of Siena for a charming vision of antique life in the famous Tuscan countryside
  • Follow in the footsteps of St. Francis in charismatic town of Assisi where the grand basilica dedicated to the saint retains captivating history and artwork
  • View the enchanting works of Giotto in the Cappella degli Scrovegni of Padua revealing artwork that inspired an emergence from the Middle Ages era of art
  • Discover the fascinating Byzantine architecture and mosaics preserved in Ravenna, the former capital of the Western Roman Empire
  • Uncover the hidden splendors of the Sacred Field in Pisa where the original sinópie is visible after World War II

Detailed Description

Embrace country roads and the scent of espresso, lavish art and an unhurried pace during your 12-day senior tour of Italy that will immerse you in the authentic charms of the country’s treasured culture. The heritage of the country dates back more than 3,000 years with ruins illustrating the grandeur of the Roman Empire and the artistic sensibilities of the Etruscan mourning rituals. Farmers’ markets glow with an array of vibrant colors and medieval towns retain a sense of wonder soaring above the charms of meandering verdant valleys.

The depths of your adventure in Italy will begin with your arrival in Rome, the contemporary capital of the county. Each day in Italy brings the best of a given city, town, or region and will open your eyes to the marvels of history as you experience the splendors left by the previous generations. Rome displays the grace, prestige, and ruthlessness of the former Papal State and empire with medieval buildings wrapping around the narrow warrens that lead to the open ruins. Baroque palaces, the fascinating engineering of the Colosseum, and the stunning architecture designed by the likes of Michelangelo and Vasari are all around, and the Vatican opens treasures of papal aesthetics and surprising artistic freedom moving from gilded scenes of heavenly presence to the humanistic representation of biblical characters.

Moving north into Tuscany will bring you through the charming Umbrian countryside and hillside town of Assisi. The walled streets lead up the slopes to a medieval fortress and down to a plateau on which the Basilica of St. Francis stands, gilded with remarkable frescoes by Giotto and other contemporary artists. The medieval scenery of Tuscany tops the hills with the preserved walls of Siena offering spectacular views of the verdant slopes, vineyards, and olive groves. Explore the city that is covered with radiant frescoes, and a unique grand piazza is set beneath the towering soaring hall. The towers of San Gimignano reflect the former affluence of the town situated on the popular pilgrimage route Via Francigena connecting France to Rome.

As you continue, Pisa will illustrate the prestige of maritime trade and the unique attributes of medieval architectural engineering while Florence embodies the grandeur of the Renaissance in design, artistry, philosophy, and cuisine. The Uffizi Gallery hosts artwork like Botticelli’s La Primavera and Brunelleschi’s sensational dome crowns the prestigious Duomo.

Outside of Florence, the stunning flavors of balsamic vinegar make their appearance on a family-owned property that has been passing down the secrets to producing the delicious condiment for generations. Sample the Italian specialty before discovering the Byzantine history of Ravenna, glowing with gilded mosaics, incredible frescoes, and the tomb of one of Italy’s most famous sons, Dante Alighieri. Visiting Verona accentuates the Romance encapsulated in the love of Rome and Juliet, as well as the lavish gardens of splendid villas.

Wandering Padova combines the quiet charms of a university town with the breathtaking frescoes decorating the walls and ceiling of the Scrovegni chapel. Travel down the Brenta Canal for a view of the art and aesthetic of Venetian aristocracy before the fall of the Republic among the historic villas decorating the water’s banks. The sites in Venice become ingrained as a wonder of Italy stemming from the masterful designs of St. Mark’s Square, the hidden history of the Doge’s Palace, and the treasured flavors of the city’s traditional cuisine.  Consider learning more about our senior travelers’ best Italy vacation experiences by reading their Italy travel reviews.

Starting Price

$5,400 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 1086 reviews

Italy Trip Review: Rome, Florence, Tuscany, Cinque Terre, Venice, Pizza-Making Class, 2 Weeks

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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Italy Travel Review: Tuscany, Siena, Montepulciano, Pienza, San Gimignano, Florence, Farm-to-Table Experience, 6 Nights

We had a fantastic trip, all thanks to our travel specialist. We spent a few days in Siena, touring different Tuscan towns like Montepulciano, Pienza, and San Gimignano, and then we spent a couple of nights in Florence. All of our drivers and guides were very thoughtful that we had my two-year-old nephew with us.

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Italy Travel Review: Venice, Florence, Tuscany, Cortona, Sorrento, Amalfi Coast, Capri, Pompeii, Rome, Vatican, Lagoon Boat Trip, Wine Tasting, Cooking Class, 2 Weeks

Our 16-day trip through Venice, Florence, Tuscany, Sorrento and the Amalfi Coast, and Rome was outstanding in every detail. Every transfer ran on time, every guide was knowledgeable and warm, and every hotel was a great choice.

Our favorites were the private lagoon boat trip in Venice, the Brunello wine and cheese tour, the pasta class at a Tuscan farm, Pompeii, the Capri cruise, and the Vatican tour. We couldn’t have asked for better planning or support. We highly recommend Zicasso's travel company.

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Italy Vacation Review: Milan, Bologna, Florence, Venice, Codroipo, Prosecco Hills, Cooking Class, Ravioli, Wine Tasting, History, Culture, 12 Days

The cities we visited were wonderful. We really enjoyed the tours, especially the cooking class with our chef! I will be making homemade ravioli over the holidays.

The hotels were located close to the city centers. But the hotel in Bologna was very close to the university, with lots of graffiti and live music late into the night. The hotel, however, was quaint and very nice. The hotel staff was very friendly and accommodating.

The hotel in Florence was just weird. Our travel companions' room had no windows and was small. Ours was oddly laid out but much bigger. The desk person told us both rooms were the same when we first checked in. If we came back after 9 p.m., there was no hotel staff, and we had to use a code to walk through an apartment lobby.

The hotel in Venice was situated right in the middle of lots of restaurants and gelato! The hotel was by far the best one, with much nicer amenities and rooms. It had a bar and restaurant on-site. It was a good way to end our trip.

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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 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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Customizable Itinerary

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

37,000+ Verified Traveler Reviews