29,000+ Verified Traveler Reviews

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 6141 verified traveler reviews.

Tracy S.
Italy Trip Review: Bike Tour, 5 Nights

It was a great experience! Every activity was fun and interesting. The guides and drivers were wonderful. You made our trip so easy.

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Judy B.
Italy Trip Review: Rome, Milan, Venice, Lake Como, 1 Week

Everything went perfectly. We had such a good time. All our tour guides were expert historians. All the car pick-ups and trains went smoothly. We added a last-minute tour in another city and Zicasso's travel specialists were so accommodating. I highly recommend them.

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Michael W.
Italy Vacation Review: Florence, Tuscany, Umbria, Local Cuisine, Museums, 14-Day Trip

My wife and I recently returned from our first trip to Italy and want to highly recommend Zicasso's travel specialist and her company for creating the perfect vacation for us. It was a two-month process of back and forth, but no matter what we asked of her, she delivered several options.

We had a perfect mix of historical Florence and its museums, and wonderful restaurants, and the Tuscany and Umbria countryside experience. And on our first day, when our flight into Florence got diverted to Milan, we had the peace of mind that our travel specialist was there to help with her much appreciated support.

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Jess G.
Italy Tour Review: Mount Etna, Ravello, Wine Tasting, ATV Tour, Local Cuisine, 1 Week

Working with Zicasso’s travel specialist and the team was easy and wonderful. Our group enjoyed all of our excursions and tours. The drivers and guides were all wonderful, kind, and informative. Our arrangements for staying were clean, accessible, in great locations, and with incredibly friendly staff. The daily reminders were perfect and the few times we had questions, the response was timely and helpful.

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Richard S.
Italy Tour Review: Florence, Montepulciano, Tuscany, Pompeii, Cooking Class, Wine Tasting, Olive Oil Experience, 11 Nights

From start to finish, this was an amazing trip! All the accommodations were excellent, the tour guides were knowledgeable and engaging, our drivers were friendly and helpful, and the experiences (walking food tours, cooking class, wine tastings) were just what we wanted! We are extremely happy with the help we received from Zicasso's travel specialists, all the arrangements that were made, the communication throughout our stay—the entire trip!

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Sarah K.
Italy Travel Review: Local Cuisine, 3 Weeks

We loved our itinerary! We gave the locations we wanted to visit to Zicasso’s tour operator and they fit everything in. They were with us every step of the way and listened to feedback about any adjustments, and stayed within budget.

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