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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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Reviews of Zicasso's Referral Service

4.9 stars based on 5912 reviews.

Italy Trip Review: Rome, Tuscany, 2 Weeks

Zicasso's was an excellent travel company. The attention to all trip details by our tour operator was amazing. We enjoyed all the tours, the guides, the accommodations, the drivers, the Italian train system, and restaurant recommendations, and his itinerary information that we downloaded on our iPhones was extremely valuable throughout our entire trip. I would not hesitate to recommend him to anyone. I would definitely consider using him for future travel.

Reviewed By Kathy D.

Italy Travel Review: Boat Ride, Cooking Class, Pompeii,...

Hi! Zicasso's travel planner organized everything perfectly. He was very helpful and patient as we planned the itinerary with him. He had great suggestions and the trip could not have gone better. Zicasso checked in with us daily and sent reminders, etc. We felt very taken care of. Any questions during the trip were answered very promptly.

All of the excursions were wonderful. Our guide and the boat around Capri was our favorite. He was a wonderful guide. The cooking class in Sorrento was the best, with wonderful hosts. We had a blast. The guides for Pompeii, the Vatican, and the Colosseum were super.

All of the hotels were perfect regarding location, amenities, staff, food, and rooms. We were upgraded twice.

We would highly recommend Zicasso to our friends (already have). We couldn‘t have asked for a more professional group.

Thanks for making my dreams come true.

Reviewed By Julie M.

Italy Vacation Review: 9 Nights

Zicasso's travel agent helped to make our trip to Italy truly memorable. He listened to our interests and formulated a vacation that was unforgettable.

Reviewed By Barbara M.

Italy Tour Review: Amalfi Coast, Ischia, Capri, Positano,...

We booked an amazing trip with Zicasso's travel partner and his travel team, which, pleasantly, far exceeded our expectations. Every detail was perfectly planned out, from the moment we were greeted at the airport in Naples by our driver to the private tours, boat excursions, and Amalfi drive. Our accommodations were top-notch.

He made planning this trip stress-free, and we enjoyed every moment. It was first-class treatment all the way, without the hassle of trying to coordinate all of the logistics ourselves. Thanks to our agent for providing us with an amazing, personalized, trip of a lifetime!

Reviewed By Jeanine P.

Italy Tour Review: 10-Day Trip

Zicasso's tour partner helped put together the trip of a lifetime. She provided many great suggestions of things to do and places to visit in Italy. I was very pleased with her ability to coordinate the details of the trip, from hotel reservations to private transportation and excursions/tours. We were so busy that by the end of the day, we were worn out. When we plan our next trip, I am going to personally ask to work with her again, she became part of our family with her personalized service.

Reviewed By Robert C.

Italy Trip Review: Rome, Amalfi, Positano, 12 Days

The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.

Reviewed By Philip S.