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3 Week Italy Itineraries & Tour Packages

Ratings of Zicasso's Service
<p>From the Venetian lagoon and the Eternal City of Rome to the rolling Tuscan hills and the seaside villages of Sicily, your Italian escapade is best done through a customized tour. Discover iconic landmarks, unmatched food and wine, distinct local identities, and much more with a 3-week Italy itinerary from Zicasso. Inquire now to talk to the best local experts.</p>

From the Venetian lagoon and the Eternal City of Rome to the rolling Tuscan hills...

From the Venetian lagoon and the Eternal City of Rome to the rolling Tuscan hills and the seaside villages of Sicily, your Italian escapade is best done through a customized tour. Discover iconic landmarks, unmatched food and wine, distinct local identities, and much more with a 3-week Italy itinerary from Zicasso. Inquire now to talk to the best local experts.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
The main square, Piazza Ferrari in Genoa, connects the historic center and the more modern part of the city, Northern Italy.

Northern Italy Three-Week Itinerary: Venice to Genoa

Places Visited: Venice, Padua +20 more
Places Visited: Venice, Padua, Verona, Lake Garda, Milan +17 more

21 Day Custom Tour

From $9,500

Matera, Italy

Perfect Three-Week Italy Vacation: Southern Italy & Sicily

Places Visited: Bari, Lecce +19 more
Places Visited: Bari, Lecce, Alberobello, Taranto, Otranto +16 more

21 Day Custom Tour

From $9,500

Family in Venice, Italy

Exploring the Italian Peninsula Tour for Families

Places Visited: Venice, Murano +26 more
Places Visited: Venice, Murano, Burano, Torcello, Padua +23 more

21 Day Custom Tour

From $9,600

Discover Bellagio, a small but very picturesque town on the shores of Lake Como

Whirlwind 3-Week Tour of Italy

Places Visited: Venice, Murano +29 more
Places Visited: Venice, Murano, Burano, Torcello, Milan +26 more

21 Day Custom Tour

From $9,500

Soul of Sicily Tour: Palermo, Taormina & Syracuse

Places Visited: Palermo, Salina +12 more
Places Visited: Palermo, Salina, Lipari, Taormina, Syracuse +9 more

21 Day Custom Tour

From $9,600

Romantic Italian Escapade: Intimacy & Seclusion

Places Visited: Rome, Perugia +21 more
Places Visited: Rome, Perugia, Florence, Bologna, orvieto +18 more

21 Day Custom Tour

From $9,600

Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Reviews of Zicasso's Referral Service

4.9 stars based on 5891 reviews.

Italy Vacation Review: 9 Nights

Zicasso's travel agent helped to make our trip to Italy truly memorable. He listened to our interests and formulated a vacation that was unforgettable.

Reviewed By Barbara M.

Italy Tour Review: Amalfi Coast, Ischia, Capri, Positano,...

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.

Italy Tour Review: 10-Day Trip

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.

Italy Trip Review: Rome, Amalfi, Positano, 12 Days

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.

Italy Travel Review: Lake Como, Ostuni, Private Boat Tour,...

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.

Italy Tour Review: Calabria, 11 Nights

Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.

Reviewed By Evan C.