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Italy Tours & Vacations in September

Ratings of Zicasso's Service
<p>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.</p>

Embrace the plentiful charms of Italy as you explore legendary cities, tranquil...

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.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
Cathedral of Palermo in Italy

Two-Week Highlights of Southern Italy Tour

Places Visited: Naples, Pompeii +6 more
Places Visited: Naples, Pompeii, Sorrento, Amalfi, Positano +3 more

14 Day Custom Tour

From $6,300

Discover the endless charm of the Tuscan countryside near Florence in Italy

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

Places Visited: Rome, Trevi +3 more
Places Visited: Rome, Trevi, Tuscany, Florence, Umbria 

8 Day Custom Tour

From $7,800

City view and Arco della Pace at Piazza Sempione, Milan, Italy

The Great Escape to Tuscany Tour

Places Visited: Florence, Lucca +4 more
Places Visited: Florence, Lucca, Apuan Alps. Greve, Mutigliano, Bagni di Pisa +1 more

8 Day Custom Tour

From $3,600

Skyline of Florence, Italy

Best of Italy and Sicily Tour

Places Visited: Rome, Pisa +9 more
Places Visited: Rome, Pisa, Florence, Venice, Assisi +6 more

15 Day Custom Tour

From $6,800

The Faraglioni rock formations of Capri, Italy

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

Places Visited: Ravello, Rome +3 more
Places Visited: Ravello, Rome, Vatican City, Venice, Amalfi Coast 

8 Day Custom Tour

From $3,600

Manarola on the cliffs of the Cinque Terre in Italy

Private Northern Italy Vacation Package

Places Visited: Milan, Verenna +10 more
Places Visited: Milan, Verenna, Bellagio, Verona, the Dolomites +7 more

15 Day Custom Tour

From $14,200

Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

We Work With the Best Italy Travel Agents for September Tours

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4.89 stars based on 4962 reviews.

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