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Italy Tours & Vacations in September

Embrace the plentiful charms of Italy as you explore legendary cities, tranquil countrysides, and indulge in tantalizing cuisine. September is one of the best times to visit Italy because of pleasant weather, smaller crowds, and local experiences. When you design your September tour with Zicasso your trip will be created alongside the best Italian experts.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Cathedral of Palermo in Italy

14 Day Trip IdeaFrom $6,300

Two-Week Highlights of Southern Italy Tour

Naples, Pompeii, Sorrento, Amalfi, Positano +3 more
Discover the endless charm of the Tuscan countryside near Florence in Italy

8 Day Trip IdeaFrom $7,800

Enticing Flavors of Italy Tour: Private Cooking Courses, Wine & Olive Oil Tasting

Rome, Trevi, Tuscany, Florence, Umbria 
City view and Arco della Pace at Piazza Sempione, Milan, Italy

8 Day Trip IdeaFrom $3,600

The Great Escape to Tuscany Tour

Florence, Lucca, Apuan Alps. Greve, Mutigliano, Bagni di Pisa +1 more
Skyline of Florence, Italy

15 Day Trip IdeaFrom $6,800

Best of Italy and Sicily Tour

Rome, Pisa, Florence, Venice, Assisi +6 more
The Faraglioni rock formations of Capri, Italy

8 Day Trip IdeaFrom $3,600

Romantic Escape to Italy: Amalfi Coast, Rome, and Venice Tour

Ravello, Rome, Vatican City, Venice, Amalfi Coast 
Manarola on the cliffs of the Cinque Terre in Italy

15 Day Trip IdeaFrom $14,200

Private Northern Italy Vacation Package

Milan, Verenna, Bellagio, Verona, the Dolomites +7 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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4.9

Reviews of Zicasso's Italy Tours & Vacations in September

Based on 6098 verified traveler reviews.

Ken M.
Italy Vacation Review: Florence, Private Tour, 10 Nights

Working with Zicasso’s tour operator and the travel specialist was outstanding. The travel specialist not only listened to what we needed, but delivered. Thanks for everything.

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Linda H.
Italy Tour Review: Vatican City, Cooking Class, 9-Day Trip

We were very pleased with the reservation experience. Zicasso’s trip coordinator was helpful many times and was able to guide us through our first visit abroad.

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Olivia K.
Italy, France Trip Review: 2 Weeks

Zicasso’s tour operator created a wonderful trip for us to Italy and France! All of the transportation and tours arranged were professional, timely, and made us feel comfortable traveling in foreign countries.

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Todd L.
Italy Travel Review: Cooking Class, 1 Week

Zicasso's travel specialist was perfect. She did everything, from tracking down lost sunglasses to making sure all our rides were available and on time. Our trip was very eventful.

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James B.
Italy Tour Review: Vatican Museum, Cooking Class, 2 Weeks

Zicasso's tour company did a wonderful job meeting our requirements. The individual guides were amazing. They were all subject-matter experts, who spoke English with an accent, but were very understandable. They were all full of additional tips and recommendations, including where to eat and tourist traps to avoid when shopping for souvenirs.

The cars were always clean and the drivers were very professional. The specialized tours were amazing, especially the pasta-making/cooking class. It was above and beyond our expectations.

There was just one minor hiccup, which the tour operator rectified immediately and above our expectation.

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Robin M.
Italy Trip Review: Rome, Florence, Tuscany, Food Tour, Wine Tasting, Art, 9 Nights

It was the trip of a lifetime! Zicasso’s travel agency planned the perfect vacation for us. Our travel specialist listened to what we wanted and delivered. It was perfect!

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