Isola Bella in the middle of Lake Maggiore, Italy.
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Italy Vacation Ideas: 14 Amazing Italy Itinerary Packages

Design My Dream Trip
Verified Traveler Reviews

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.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Positano, Italy

10 Day Trip IdeaFrom $4,475

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 $5,371

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 $11,695

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 $4,475

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

Naples, Sorrento, Palermo (City), Matera, Cosenza +1 more
Aragon Castle on Ischia Island.

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 $3,131

Romantic Italy Getaway: Art, Food, Gondolas & More

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

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 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. 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. 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 $3,131

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 $5,819

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 $4,475

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

Rome, Florence, Sorano, Montalcino, Siena +5 more
Italy Tour for Food Lovers

12 Day Trip IdeaFrom $5,371

Italy Tour for Food Lovers

Venice, Florence, Rome, Tuscany, Sorrento 
Frediano castle in Florence, Italy

11 Day Trip IdeaFrom $4,923

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 $6,914

Perfect Italy Vacation for Senior Travelers

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

4.9

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

Based on 6971 verified traveler reviews.

kavita A.
Italy Tour Review: Rome, Venice, Tuscany, Chianti, Vespa Tour, Boat Ride, Cooking Class, 20 Days

Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.

The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.

The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!

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Carles P.
Italy Travel Review: Assisi, Tuscany, 15-Day Trip

Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.

I was able to add an additional city on short notice!

We had knowledgeable local city guides and all drivers were professional.

We had a wonderful family trip!

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Jeff S.
Italy, France Vacation Review: Rome, Florence, Venice, Paris, Bayeux, Normandy, 18 Nights

We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.

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Dorothy K.
Italy Tour Review: Rome, Florence, Amalfi Coast, Pompeii, Mount Vesuvius, Ancient Sites, Cooking Class, 1 Week

I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.

Here are some highlights:

Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!

Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.

Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.

While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.

This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!

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Laura M.
Italy Trip Review: Florence, Amalfi Coast, Uffizi Gallery, 9 Nights

The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.

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Margaret K.
Italy Vacation Review: Lake Garda, Verona, Milan, Boat Trip, Gastro Tour, 1 Week

Our trip was a 10 out of 10! There is no way it could have been any better. Zicasso's travel expert and the tour company's team were incredibly responsive (not that we had any issues) and the itinerary was so impeccably curated.

Every greeter, driver, and tour guide was incredibly knowledgeable and professional, and hotels were immaculate. It was such a relief to know that every last detail was taken care of and we didn't have to worry about anything.

We highly recommend our travel company and would definitely use them again.

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