Isola Bella in the middle of Lake Maggiore, Italy.

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Italy Vacation Ideas: 14 Amazing Italy Itinerary Packages

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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Let these itineraries inspire your personalized travel experience

10 Day Trip IdeaFrom $4,500

Italy Family Vacation: Coastline, History, and Food

Sorrento, Pompeii, Positano, Rome, Florence +2 more

Civita di Bagnoregio is one of the most unusual sights in Italy.

12 Day Trip IdeaFrom $5,400

Immersive Italy Vacation: North to South

Milan, Venice, Florence, Bologna, Rome +4 more

Medieval city of Matera in Southern Italy during a sunset

12 Day Trip IdeaFrom $11,700

Exclusive Southern Italy Vacation: Sorrento, Matera, Ostuni

Sorrento, Capri, Herculaneum, Paestum, Matera +7 more

Mountain side village of Castelmezzano in the Potenza Province of Southern Italy

10 Day Trip IdeaFrom $4,500

10 Days Off the Beaten Path Tour of Southern Italy and Sicily

Naples, Sorrento, Palermo (City), Matera, Cosenza +1 more

9 Day Trip IdeaFrom $6,600

Gems of the Mediterranean Italy Vacation

Capri, Ischia, Ponza, Ventonete, Rome

Couple taking sunset gondola ride on the Grand Canal in Venice, Italy

7 Day Trip IdeaFrom $3,200

Romantic Italy Getaway: Art, Food, Gondolas & More

Florence, Pisa, Lucca, Vernazza, Riomaggiore +3 more

1.Share Your Travel Dreams
Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.
2.Meet Your Travel Specialists
To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.
3.Design Your Perfect Journey
Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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Explore the ancient Roman city of Pompeii, near Naples

7 Day Trip IdeaFrom $3,200

A Serene Senior’s Tour of Southern Italy and Sicily

Palermo (City), Taormina, Sorrento, Naples, Matera

Explore the streets of Renaissance Florence, Palazzo Vecchio.

13 Day Trip IdeaFrom $5,900

Highlights of Italy Tour: Venice to Sorrento

Venice, Florence, Siena, Chianti, Pisa +7 more

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

10 Day Trip IdeaFrom $4,500

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

Rome, Florence, Sorano, Montalcino, Siena +5 more

12 Day Trip IdeaFrom $5,400

Italy Tour for Food Lovers

Venice, Florence, Rome, Tuscany, Sorrento

11 Day Trip IdeaFrom $5,000

Essence of Italy Tour: Cities, Ruins, Canals, History & Beauty

Rome, Naples, Pompeii, Assisi, Deruta +4 more

St. Francis of Assis Basilica in Umbria, Italy

17 Day Trip IdeaFrom $7,000

Perfect Italy Vacation for Senior Travelers

Milan, Bellagio, Santa Maria delle Grazie, Pinacoteca de Brera, Venice +9 more

More Vacation Ideas Near Italy

Aerial panorama of a church on top of the cliffs with views of the beach and mountains in Principality of Asturias, Spain.

Spain Vacation Ideas

Beautiful bay in the Algarve region of Portugal.

Portugal Vacation Ideas

Saint Jean Castle and Cathedral de la Major and the Vieux port, Marseille France.

France Vacation Ideas

View of Atrani on the Amalfi Coast in the Campania region of south-western Italy.

Mediterranean Vacation Ideas

Beautiful castle like Kylemore Abbey reflected in lake at the foot of a mountain in Connemara, Ireland.

Ireland Vacation Ideas

Chateau de Chenonceau in the Loire Valley, France.

All European Vacation Ideas

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Reviews of Zicasso's Italy Vacation Ideas: 14 Amazing Italy Itinerary Packages

Based on 1858 verified traveler reviews.

Italy Family Vacation Review: Sorrento, Naples, Matera, Puglia, Positano, Capri

"Our travel agent at at this company helped us to plan a great itinerary."

Review: Italy Family Vacation, Rome, Tuscany, Florence, Amalfi Coast, Sorrento, Positano

"Our agent crafted a set of amazing experiences for our family..."

Luxury Anniversary Vacation Review: Italy, Florence, Venice, Amalfi Coast, Cinque Terre, Tuscany, Verona

"The initial response I received from my agent was immediate and continued right up until our actual trip while we were in Italy."

Italy Travel Review: Naples, Capri, Sorrento, Vieste, Polignano, Monopoli, Lecce, Matera, Historic Sites, Winery, 12-Day Trip

"The hotels were in great locations, all near or in the historic sites."

Travel Review: Italy Trip, Rome, Sorrento, Florence, Naples, Pompeii, Herculaneum, Ravello, Siena, San Gimignano, Farm & Food Tour

"We wouldn't hesitate to recommend this company to help others plan the vacation of a lifetime."

Review: Italy Family Vacation, Milan, Rome, Florence, Venice, Parma, Modena

"...I would like to comment you and your team on having planned an excellent trip that not only met each and everyone's interest and expectation but truly exceeded it."