Lose yourself in luxury, history and romance as you effortlessly drift through Italy and Greece on this three-week tour. Beginning in the Venetian canals, we lead you through the hearts of opulence in Lake Como and the Italian Riviera before you find yourself at peace on the whitewashed island of Santorini in the Aegean Sea. Complemented by authentic Tuscan feasts and quiet seaside Italian towns, this three-week tour will reveal all that is magical, timeless and positively cherished in these two...
Customizable Itinerary
Day 1
Venice - Romance Beings in the Canals of Venice
Touching down in Venice, not a moment of romance or adventure is wasted. Upon arrival, you will connect with a water taxi that will transfer you through these infamous canals, arriving eventually at your hotel. Perched on the edge of the Riva delgi Schiavoni – mere steps away from St Mark’s Square and the Doge Palace, the white Istria stone façade of the hotel shimmers in the lagoon below. The hotel has retained the original Biedermeier furnishings inside, which creates an elegant and relaxed atmosphere that feels almost untouched by time. As you enter your unique suite, you will catch your first soaring view of this effervescent city, building excitement for all that lies ahead.
What's Included:
Day 2
Venice - Exploring a Rare and Authentic Venice
Day 3
Venice - The Art and Antiquity of the Islands in the Venice Lagoon
Day 4
Lake Como - Travel by Train to the Opulent Shores of Lake Como
Day 5
Lake Como - Weaving and Wandering Bellagio
Day 6
Lake Como - Acquaint Yourself with the Romance of Lake Como
Day 7
Portofino - Travel by Ferry and Train to Your Villa in Portofino
Day 8
Portofino - Explorations of Portofino’s Landscape, Culture and Indulgences
Day 9
Portofino - Trave to Cinque Terre to Explore Seaside Terraced Villages
Day 10
Florence - Disappear into the Heart of Tuscany
Day 11
Florence - Feel the Inspirational Power of Val d’Orcia
Day 12
Florence - Explore the Heart of the Renaissance
Day 13 - 15
Florence - Sink into the Rhythm of Florence
Day 16
Santorini - Travel via Rome to Greece
Day 17
Santorini - Casual Explorations of Santorini
Day 18
Santorini - The Beaches of the Aegean Cyclades
Day 19
Santorini - Dipping Below the Surface of the Aegean Sea
Day 20
A Lighthouse and Sunset in Akrotiri Caldera Beach
Day 21
Santorini - A Final Blissful Day in Greece
Day 22
Santorini - Return Home
Trip Highlights
- Glide through the Venetian canals on a gondola, admiring the impossible romance of this ancient city
- Sail across Lake Como to the pinnacle of luxury, finding your rhythm in the lakeside town of Bellagio
- Find yourself between sea and olive tree as you wander between the five colorful and historic towns of Cinque Terre
- Lose yourself in the heart of the Renaissance, wandering and feasting your way across the rolling hills of Tuscany
- Find total relaxation in the Agean Sea, spending six blissful days between whitewashed buildings and delicately powerful views
- Indulge in every Italian and Grecian delicacy conceivable, as you move effortlessly between wine lands, olive fields, ocean and village
Detailed Description
Blissful, passionate, and utterly comprehensive, this three-week itinerary shares with you every ounce of romance, opulence and adventure that Italy and Greece have to offer. From the canals of Venice through to the shores of Santorini, and every vineyard, restaurant, gallery and alleyway that lies between, you will not only visit – but also experience – the most coveted sights in the region. Traveling between luxury accommodation by rail, ferry and plane, there are few opportunities more decadent than this.
Beginning in Venice, Italy first captures your imagination with her Venetian masks, island-based glass blowers and delicate lace shops. After strolling the alleyways and drifting on gondolas, you then move onto the utterly exclusive shores of Lake Como and the Italian Riviera, where luxury and charm intersect beneath the mountains. From there, you travel through the ever-charming villages of Cinque Terre, moving on to the rolling hills of Tuscany. Vineyards, the Renaissance and a stream of Tuscan flavors will characterize your remaining days in Italy, before you eventually travel onwards to Greece by way of Rome.
Your adventure concludes with a full week on the whitewashed island of Santorini. Adored for her simple elegance and timeless character, a visit here requires little more than drifting between sunsets with ouzo in hand. Days are filled just as much as you desire – with many opting to slip into lagoons, wander beneath windmills and savor the fresh flavors emerging out of taverns. Innumerable beaches, each more unique and stunning than the next, are sure to entice you in the late afternoon. Here, you can wait for sunset to turn a whitewashed lighthouse a dusty shade of pink, before you reviews eventually return back to reality – just a little more enchanted.
For more itinerary options, browse the Italy tours and Greece tours on Zicasso.
Starting Price
$9,400 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.
Reviews of Zicasso's Referral Service
4.91 stars based on 8257 reviews.
We booked an amazing trip with Zicasso's travel partner and his travel team, which, pleasantly, far exceeded our expectations. Every detail was perfectly planned out, from the moment we were greeted at the airport in Naples by our driver to the private tours, boat excursions, and Amalfi drive. Our accommodations were top-notch.
He made planning this trip stress-free, and we enjoyed every moment. It was first-class treatment all the way, without the hassle of trying to coordinate all of the logistics ourselves. Thanks to our agent for providing us with an amazing, personalized, trip of a lifetime!
Reviewed By Jeanine P.
The trip was magical and I couldn’t be happier with the itinerary or the tour company. Zicasso's travel agent was on top of everything and available at a moment’s notice.
Reviewed By Michael B.
Zicasso's tour partner helped put together the trip of a lifetime. She provided many great suggestions of things to do and places to visit in Italy. I was very pleased with her ability to coordinate the details of the trip, from hotel reservations to private transportation and excursions/tours. We were so busy that by the end of the day, we were worn out. When we plan our next trip, I am going to personally ask to work with her again, she became part of our family with her personalized service.
Reviewed By Robert C.
We had a fantastic time in Greece on our honeymoon. Zicasso's travel designer and team had our trip mapped out perfectly and everything went extremely smoothly. We highly recommend using Zicasso for all Greece trips!
Reviewed By Josh M.
The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.
Reviewed By Philip S.
Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.
One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.
To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!
Reviewed By tony B.