Interior architecture of historic Abby of Montecassino in Italy

In the Footsteps of Italian History Tour: From Antiquity to Contemporary

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited

Italy

Places Visited

Rome, Anzio, Montecassino, Naples...

See all

Suggested Duration

8 Days

The Second World War forever changed Europe, from Britain in the north to Sicily in the south, leaving trails in the form of stories now illuminated in Italy, leading you from Rome to the Amalfi Coast. Your custom tailored tour brings history to life, from the Italian beaches on which the allies landed to the former German Embassy in Rome that the SS turned into a jail, imprisoning members of the Italian Resistance. From occupation to liberation, you will explore and discover the unique stories...

Customizable Itinerary

Expand All

Trip Highlights

  • Experience the thrill of walking on the beaches the Allies landed on during their operations to take back Italy from German forces in World War II
  • Traverse the renovated grounds of the Abbey at Montecassino, home to a decisive battle and bombing due to its proximity to the Gustav Line
  • Wander the opulent grounds of Caserta Palace where Germany signed their unconditional surrender, bringing the European war to an end
  • Discover the unique stories and tumultuous history of Rome during World War II in the Museum of the Liberation of Rome
  • Relish a day at leisure in the beauty of the Amalfi Coast to enjoy the Mediterranean Sea, gorgeous landscape, and visit to ancient Pompeii
  • Traverse the Amalfi Coast to reach the city of Salerno, the temporary capital of Italy before the liberation of Rome
  • Tour the beauty of Rome with a private guide for insight into the opulent history of the Eternal City, highlighting the importance of what was worth saving from Nazi destruction

Detailed Description

Your 8-day tour takes you from Rome to the Amalfi Coast, visiting the beaches of Anzio and the Abbey of Montecassino in the footsteps of large battles and hidden retaliations led by the Italian Resistance. The landscape, accompanied by museum galleries, offers unique insight into the true stories of the war fought across Europe. The journey begins with your arrival in Rome at Fiumicino Airport. Your private transfer escorts you to an opulent hotel that was once a palace in the historic city center.

Follow your guide on a half-day tour of Rome’s historic beauty highlighting the importance of the art, architecture, and culture in need of saving from occupation. The next day, you visit the Museum of the Liberation of Rome on Via Tasso for a detailed perspective of what was once the German Embassy before it became the SS headquarters. Your private transfer meets you at the hotel the next morning and escorts you to the coast at Anzio, where the Allied forces staged their landing. Explore the caves, Museum of Anzio, and American Monumental Cemetery before embarking on a private cruise for a view of the shoreline in an attempt to see the coast as the Allies had.

Next, you transfer to Montecassino to tour the abbey once bombed by Allied forces in an attempt to break through the Gustav Line. Your guide will point out the German stronghold, along with the elements of the abbey restructured over the decades. Then, you travel south to Naples, stopping for a tour of the Palace of Caserta, where the Germans signed their unconditional surrender. Reach your luxurious palace-style accommodations in Positano to enjoy the remainder of the day at your leisure.

Next, you travel the length of the Amalfi Coast with a guide, visiting small towns at your whim and pleasure before reaching the Salerno. The coastal city once served as the capital of Italy before the liberation of Rome. The following day is at your leisure to enjoy, relax, and discover at your preferred pace. Traverse the streets of Positano, venture to the island of Capri, or wander the vast grounds of the ancient city of Pompeii. On the final day, your private transfer meets you at the hotel in Positano and escorts you to Naples International Airport for your flight home.

Starting Price

$3,600 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.9 stars based on 5928 reviews.

Italy Trip Review: Guides, 9 Nights

Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!

Reviewed By Anita L.

Italy Tour Review: Pompeii, Capri, 10-Day Trip

The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.

Reviewed By Marci M.

Italy Vacation Review: Tuscany, Siena, Rome, Amalfi, Capri,...

Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.

In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.

Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.

We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!

Reviewed By Kent S.

Italy Anniversary Travel Review: Tuscany, Local Cuisine,...

Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!

Reviewed By Rajesh J.

Italy Family Trip Review: Lake Como, Amalfi Coast, 2 Weeks...

Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!

Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.

Reviewed By Sally F.

Switzerland, Italy Solo Vacation Review: Zurich, Lucerne,...

My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.

Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.

Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.

Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.

What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.

Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.

As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.

Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.

The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.

This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.

Reviewed By tasmia S.

Your Dream Vacation

in 3 simple steps

  1. 1

    Describe your dream trip

  2. 2

    Get matched with top travel specialists

  3. 3

    Book the trip

Free service - no credit card required