Isola Bella in the middle of Lake Maggiore, Italy.
Isola Bella in the middle of Lake Maggiore, Italy.
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Italy Vacation Ideas

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It is hard to know where to start when planning a vacation. Zicasso’s Italy Vacation Ideas is here to provide you with the inspiration you need to create a personalized experience tailored to your interests. From wine tasting in Tuscany to trekking in the Dolomites and swimming in the Mediterranean, a grand trip awaits. Explore the endless opportunities with the sample itineraries below.

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Sample Itineraries

Get inspired with our sample trips below. You can have any trip tailor made for your private travelAny number of days.
Any departure date. Any experience you want.

Admire the splendor of Lucca's walls and the charming central tower with a secluded garden.

Romantic Italy Getaway: Art, Food, Gondolas & More

7 Day Custom Tour

From $1,920

Italian masterpieces embody love and grace. Romance and spirit passed through the ages and experienced during your customizable, couple’s tour of Italy that celebrates storybook architecture and immerses you in the treasured culture. Sample incredible cuisine that captures the essence of passion, and cruise down candlelit canals. Delight in delicious wines that have been produced on scenic, coastal cliffs, and stroll along remarkable medieval fortifications. Whether discovering ancient foundations in Florence or sophisticated, Renaissance villas in Venice, you will enjoy the pleasures of Italy that can be found in the endless romance that is highlighted through Italy’s classic ambiance.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Explore the ancient Roman city of Pompeii, near Naples

A Serene Senior’s Tour of Southern Italy and Sicily

7 Day Custom Tour

From $1,920

Discover the breathtaking towns, stunning landscapes, and the delicious cuisine of Southern Italy and Sicily during this amazing week-long vacation crafted especially for seniors. Exclusive experiences and private tours await at every destination as you uncover the history, culture, and ideal lifestyle of the area. Wander through the historic streets of Palermo, venture to the majestic island of Capri, and experience the fascinating city of Pompeii.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Trevi Fountain in Rome, Italy on a beautiful day with blue skies

Italy Family Vacation: Coastline, History, and Food

10 Day Custom Tour

From $2,745

Experience history and culture as it comes to life during your custom-tailored family tour through Italy that highlights the monuments, landmarks, and customs from the Amalfi Coast to Bologna, Rome, and Florence. Your immersive experience captures the splendor of Renaissance art and the brawn of ancient gladiators, offering a unique perspective of the past. Make delicious pizza as a family, scour for treasures in celebrated museums, and participate as classic cities become interactive galleries that display ancient ruins and magnificent architecture. Whether sampling delicious cheese or wandering through a hidden corridor, your family-friendly tour through Italy will reveal tradition and unforgettable adventure.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Explore the streets of Renaissance Florence, Palazzo Vecchio.

Highlights of Italy Tour 2021-2022: Venice to Sorrento

13 Day Custom Tour

From $4,025

The endless variety of Italy is highlighted on this custom tailored tour along the country’s best sites, within marvelous cities and magnificent landscapes. Witness the intricate detail of Michelangelo’s David. Wander through the antiquity of Rome, where the sensational Colosseum continues to tower over the columns of the Forum. From the romantic canals of Venice to the astounding remains of Pompeii, you will wander along Italy at its best, immersing yourself in exceptional coastline and breathtaking cliff sides, and a different world of which many have only dreamed.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Statues of saints on top of St. Peter's Basilica in Rome, Italy

Best of Italy Tour: Rome, Florence, Tuscany, Venice

10 Day Custom Tour

From $2,745

Inspiring art and mouthwatering cuisine offer a glimpse of the cultural majesty that you will experience during your custom-tailored, best of Italy tour that immerses you in the splendor of bustling Rome, Florence, and Venice. You marvel at these breathtaking cityscapes while also indulging in the majesty of the Tuscan countryside. You will wander beneath the gilded mosaics of St. Mark’s Cathedral, sample the bold and layered flavors of the celebrated Brunello di Montalcino wine, and gaze up at the masterful ceiling of the Sistine Chapel. Throughout your once-in-a-lifetime journey, you will undoubtably discover the unparalleled treasures of Italy’s captivating highlights.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

Freshly made Italian pizza with eggplant, tomato and basil | Salad and garlic bread in the background

Italy Tour for Food Lovers

12 Day Custom Tour

From $3,295

Your custom-tailored food tour of Italy provides insight into the importance and diversity of the gastronomy of the Italian peninsula, immersing you in the luxury of culinary excellence, authenticity of regional cuisine, and splendor of traditional culture. From the canals of Venice to the maritime cliffs of the Amalfi Coast and the charming hills of Tuscany to the dramatic walls of Rome’s Colosseum, you will travel between illustrious cities and across the enchanting countryside. You will also transform cuisine into artistic pleasures, which derive from a black truffle pasta that is coated with guanciale wine that also emits aromas of sweet tobacco and gelato, erupting with fresh strawberries.

This is a customizable tour. It’s simply a starting point for inspiration and ideas. Each trip is personalized uniquely for you, based on what you want, for your private travel.

Customize

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Helpful Content

Reviews of Zicasso's Referral Service

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Review photo submitted by christine G.
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"[Our travel planner] listened to my requests of having...

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"The staff was wonderful work with, immediately responsive,...

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