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3 Week Italy Itineraries

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.

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Sample Itineraries

You can have any trip tailor made for your private travel.

Northern Italy Three-Week Itinerary: Venice to Genoa...

21 Day Custom Tour

From $5,770

Delight in the charming villages, the artistic masterpieces, and the authentic flavors discovered during your custom-tailored tour of Northern Italy. From the reflective waters of Lake Como to the serene footpaths of Cinque Terre, the aristocratic marble palaces of Venice to the maze-like lanes of Genoa’s ancient port, you will experience the luster of Northern Italy’s rich past and dynamic present. Traverse elaborate Renaissance and Baroque palaces, and then experience extraordinary churches decorated with artistry crafted by master painters. Sip Prosecco, dine on savory white truffles and bask in the elegant ambiance of Northern Italy’s famous cities, enchanting towns, and serene countryside.
Perfect Three-Week Italy Vacation: Southern Italy &...

21 Day Custom Tour

From $5,770

Relish your introduction to the must-see beaches, the majestic history, and incredible cuisine during your custom-tailored tour of Southern Italy and Sicily. Savor your time in the white sands that lead to clear turquoise waters in Calabria, and then learn about the complexity of flavor in traditional Pugliese olive oil. Explore the enchanting ambiance of cave-dwellings in Basilicata, and then traverse the fuming craters of an active volcano in Sicily. The endless marvels of Southern Italy hold captivating layers that showcase both elegance and rustic charm, ancient Greek aesthetic and preserved Roman customs intertwined with the vibrancy of contemporary life.
Exploring the Italian Peninsula Tour for Families

21 Day Custom Tour

From $5,770

Intrigue and excitement will guide you through your customizable Italy family tour that will immerse you in the majesty of the ancient world and marvels of the Renaissance. Traverse the grandeur of Venice on the canals and explore the distinctive ambiance of Rome. Uncover the fascinating flavors of handmade pasta in Bologna, and then learn the art of crafting homemade pizza in Naples. Family comes first in Italy, and your kid-friendly tour will embrace the fun of discovery with custom-tailored scavenger hunts and picturesque views, the thrill of climbing a leaning tower and the magic of bringing rich history and tangible heritage to life.
Trip of a Lifetime: Italy Tour in Three Weeks

21 Day Custom Tour

From $5,770

Your customizable 3-week best of Italy tour captures the beauty, charm, elegance, and glamour of the most popular cities and towns and brings you from Venice to Rome, Bellagio to the Amalfi Coast. Discover the splendor of the Colosseum and the prestige of marble palaces rising out of the Grand Canal, and then Indulge in the complex flavors of treasured Tuscan wine and the ancient preserved life frozen in Pompeii. The dynamic architecture of Florence and fascinating artwork of Pisa will create lasting memories and a love affair with the captivating culture of Italy that will last a lifetime.
Soul of Sicily Tour: Palermo, Taormina & Syracuse...

21 Day Custom Tour

From $5,770

Idyllic beaches, enchanting ancient mythology, breathtaking islands, and a welcoming culture will define your custom-tailored tour of Italy that captures the incredible culture and history of Sicily. You will be delighted by the legendary cuisine and the fantastic coastal scenery as you follow dramatic trails to volcanic craters and wander along labyrinthine-cobbled lanes to reach aristocratic piazzas. Alluring Norman architecture and Arab designs will become distinctive features that will connect the island’s distant villages, towns, and cities. You will also discover the natural grandeur, embracing tranquility, and history between Palermo, Taormina, and Aeolian Islands.
Romantic Italian Escapade: Intimacy & Seclusion...

21 Day Custom Tour

From $5,770

The passion of history and culture will enchant you during your custom-tailored romantic tour of Italy. Your affection for each other and for Italy will grow in the charismatic towns and villages that preserve tradition within elegant, medieval, Renaissance, and Baroque architecture. Beautiful artwork celebrates the virtues of love and private rendezvous. Grand castles and sophisticated palaces will provide a fairytale ambiance while countryside scenery will embody the idyllic charms for which Italy is known. You will indulge in a couple’s visit to a natural thermal spring, bask in the rich flavor of local wine, and enjoy crafting delicious traditional meals as you share a dreamy Italian romance.

Reviews of Zicasso's Referral Service

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4.88 stars based on 4493 reviews. See all our reviews.

Travel Review: Luxury Italy Vacation, Amalfi Coast, Puglia,...
As mentioned on the Zicasso website, they connected me to

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Reviewed By Marilou P.

England, France & Italy Review, 3-Week Luxury Tour,...
Very complicated 3 week itinerary with just a few issues,

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Reviewed By Robert H.

Travel Review: Italy Vacation, Sestri Levante, Cinque Terre,...
Our family had a remarkable time touring Italy for the 3

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Reviewed By Laurie S.

Italy, England & France Review: Luxury 3-Week Family...
This travel company created the most magical

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Reviewed By Franco D.

Italy Vacation Review: Culture, History & Experiences,...
Our trip s very well planned and we had an amazing experience.

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Reviewed By tom s.

Travel Review: Italy Vacation, Venice, Rome, Naples, 2-Week...
We're senior citizens with mobility walking issues so we

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Reviewed By Cynthia I.

Italy Review: Luxury 3-Week Tour, Lake Como, Ravello, Boat...
BEST TRIP EVER. Our trip planner arranged every detail and

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Reviewed By Jodi T.

Travel Review: Italy Trip, Rome, Vatican, Sistine Chapel,...
We would have to say that this travel company was the best

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Reviewed By Harold M.

Travel Review: Luxury Italy Vacation, Cortona, Florence,...
Our travel consultant planned an amazing trip! It was our

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Reviewed By Calla F.

10-Day Honeymoon to Italy Travel Review
Our travel planner walked us through everything. My now

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Reviewed By Mikayla S.

Travel Review: Italy Vacation, 3-Week Trip
The trip was planned by them based on our preferences, time

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Reviewed By Robert &.

Travel Review: Italy Vacation, Varenna, Bologna, Lake Como,...
Just back from an amazing three weeks in Italy.Zicasso hooked

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Reviewed By Fremio B.