30,000+ 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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Reviews of Zicasso's Italy Tours & Vacations in September

Based on 752 verified traveler reviews.

Italy Luxury Anniversary Tour Review: Sorrento, Tuscany, Cinque Terre, Venice, Gondola Ride, 3 Weeks
"Zicasso’s travel agency carefully and creatively designed our dream vacation to Italy and delivered an outstanding compilation of experiences."

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Italy Tour Review: Venice, Tuscany, Rome, Amalfi Coast, Capri, Cooking Class, Ferrari Experience, 2-Week Vacation

We had the best time during our wonder trip to Italy. We explored Venice, Tuscany, Rome, and the Amalfi Coast. Zicasso's travel agency arranged the most beautiful hotels, with exceptional service, and fun and exciting tours in each location.

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Italy Honeymoon Review: Rome, Sorrento, Florence, Venice, Vineyard, Wine Experience, 11-Night Trip

Zicasso's tour company did a wonderful job of planning our dream honeymoon! Our travel agent took into consideration our wants and wishes, and created half- and full-day activities for us throughout the trip. We were able to visit four locations (Rome, Sorrento, Florence, and Venice) while in Italy. The trip was a perfect mix of relaxation and exploration. The tour company took away the stress of traveling and allowed us to enjoy the days without worries.

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Italy Trip Review: Naples, Apulia, Lecce, Otranto, 13-Day Trip

We had the good fortune to be introduced to Zicasso's travel consultant in 2024. She planned for us a perfect trip through Amalfi and Sicily. We were so impressed with her professionalism, attention to detail, and communication that we did not hesitate to seek her out for Naples and Apulia in June 2025. Her guides (who were always special) and drivers are dedicated to her.

Last year, I recall saying you should stay away from Google, tell her your vision, and let her do the rest. She will present every option. We did want to fine-tune a few small preferences this time, but overall, I would give the same advice. We find her to be exceptional and have told her so.

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Italy Trip Review: Rome, Florence, Tuscany, Amalfi Coast, Pope Francis’ Funeral, Wine, Cuisine, Culture, Museums, Relaxation, 10 Nights

Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!

We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.

Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us. 

Talk with our tour operator; you will be glad you did!

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Italy Travel Review: Florence, Tuscany, Pompeii, Sorrento, Positano, Amalfi Coast
"What can we say… our two-week trip to Italy was just wonderful. Everything was terrific, with not a single issue."

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