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

Interior architecture of historic Abby of Montecassino in Italy

What to expect on this itinerary

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 of Italy preserved on the shores, in the hills, and exhibited in local museums.

Countries Visited

Italy

Places Visited

Rome, Anzio, Montecassino, Naples, Positano, Amalfi, Ravello, Vietri sul Mare, Conca dei Marini

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Rome – A World of the Classics

Rome is a city that has watched the world change for more than 2,000 years, evolving with new times, new kingdoms, and new ways of thinking. With each large-scale change in the world, the city of Rome remains constant, giving it the nickname the “Eternal City.” Your flight lands in Fiumicino International Airport. Your private transfer meets you at baggage claim and escorts you into the historic city center to your hotel. The marble bath and large terrace provide perfect introductions into the beauty of Rome’s elegant past with a hint of the types of lavish embellishments the Roman aristocracy enjoyed.

After settling into the comforts of your room and the view from your balcony overlooking the Seven Hills of Rome, you meet your private guide in the hotel lobby for an introductory tour. The iconic images of Rome come to life, beginning with the Trevi Fountain. The 18th-century adornment stands on the back of Palazzo Poli with a height of 86 feet tall and more than 160 feet wide. The sound of trickling water emanates from the widespread waterfall falling into the waiting, iridescent pool. Oceanus stands at the center of the fountain surveying the water atop his shell chariot. People stand with their backs to the fountain and throw coins over their left shoulder. They listen for the splash of the coin hitting the water, which, according to legend, means the person will return to Rome.

What's Included:

Transfer
Tour
Accommodation
Day 2

Rome – Partisans and Troops

Day 3

Anzio – Landings and Liberations

Day 4

Monte Cassino – In the Air of Paratroopers

Day 5

Positano – History in the Halls

Day 6

Positano – Italy’s Former Capital

Day 7

Positano – Leisure on the Coastline

Day 8

Positano – Leaving History Behind

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.

4.9

Verified Traveler Reviews

Based on 682 reviews

Italy Trip Review: Sorrento, Positano, Amalfi, Ravello, Pompeii, Herculaneum, Naples, 5 Days

Zicasso’s travel company helped us plan and execute a vacation to the Amalfi Coast. The travel specialists suggested sites and arranged hotels, ground transport, and guides. It was all accomplished flawlessly; we had a perfectly paced itinerary.

Not only were the drivers well experienced with the incredible labyrinth of roads along the coast and in Sorrento and Positano, where we stayed, but they were also great sources of local colorhighly experienced with the incredible labyrinth of roads along the coast and in Sorrento and Positano, where we stayed, but they were also great sources of local color and conversation, and, above all, they conversation, and, above all, showed their love for the country and region.

We had several guides who were spot-on, including an archaeology graduate for Pompeii and Herculaneum, and an incredible historian on a walking tour of Naples.

The hotels were wonderful, with experience and professionalism throughout.

The drive along the coast to Amalfi and Ravello was spectacular!

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Italy Honeymoon Trip Review: Tuscany, Venice, Sorrento, Rome, Amalfi Coast, Pasta Cooking Class, Wine Tasting, Limoncello Tour, Local Cuisine, 10 Nights

My wife and I consulted with a handful of travel agencies in order to pick the right one for us to curate our dream honeymoon, and I could not be happier with our final decision to trust Zicasso’s tour company with this task.

Our travel agent was amazing throughout the process of building our itinerary, choosing experiences that fit exactly what we were looking for in an Italy honeymoon.

Start to finish, our overall experience was seamless. We decided to pack a lot into 10 nights, visiting Tuscany, Venice, Sorrento, and finishing the trip with one night in Rome. The tour company perfectly constructed our itinerary in a way that did not make our experience feel rushed in any of these locations. We had ample time to relax and explore these beautiful places on our own, while also fitting in world-class experiences specific to the region in which we were staying, all hand-selected by the tour company and their local expertise.

Every experience we had was incredible. From a private pasta cooking class and wine tasting in Tuscany to a limoncello tour in a quiet, picturesque village along the Amalfi Coast, each will be an experience my wife and I will never forget.

I would recommend this travel company to anyone visiting Italy for the first time or even those who have been to Italy, but want to experience breathtaking excursions curated by a local team of experts.

Our honeymoon was all we dreamed of and more, and I look forward to having the opportunity to use them for our next adventure.

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Italy Travel Review: Rome, Ravello, Amalfi Coast, Positano, Sorrento, Naples, Pompeii, Capri, Mount Vesuvius, Cooking Class, Local Cuisine, 20 Days

My husband and I were thrilled with our recent trip to Italy that Zicasso’s travel designer put together. We began by attending a family friend’s wedding, held in Ravello, on the Amalfi Coast. Due to my husband’s mobility issues, we were met by a driver and headed to the Amalfi Coast. The driver was first class and the trip was very comfortable.

After the wedding festivities, we were able to have the most wonderful experiences visiting the towns of Amalfi and Positano, and our base for one week was in beautiful Sorrento. We attended a cooking class and enjoyed eating what we prepared. We had in-depth learning opportunities in Naples and Sorrento. Every guide we had spoke excellent English and was so knowledgeable. We especially enjoyed Pompeii! A super-fun day was had on the small group tour of Capri. The crew was fantastic and very accommodating in consideration of my husband’s mobility issues.

From beginning to end everything went well. The use of a messaging app was great for making sure everyone was on the same page.

The only thing that was a disappointment was the pizza in Naples. It wasn’t the best.

The hotel in Sorrento was phenomenal - it couldn’t have been better. The view of Mt. Vesuvius from our balcony helped create memories we will have forever. The hotel in Rome was also very nice. It was right in the middle of the main attractions.

We are very happy with our experience with this travel company and would not hesitate to recommend it!

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Italy Tour Review: Rome, Bari, Positano, Sorrento, Naples, Amalfi Coast, 2-Week Trip

We had an amazing 2 weeks in Italy, from Rome, to Bari, Positano, Sorrento, and Naples. The planning and execution of our trip through Zicasso’s tour operator was flawless! They worked with me quite a bit in the planning phase to make sure this was going to be our dream trip.

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Italy Vacation Review: Rome, Naples, Ravello, Amalfi Coast, Pompeii, Colosseum, Vatican, Wine Tasting, Local Cuisine, Private Guide, Private Boat Ride, 8-Day Trip

Zicasso matched us up with two Italian travel agencies. We provided our dates of travel and approximate travel budget per person. Each agency gave us a preliminary itinerary. We were able to request changes to the itinerary and then chose the one that we preferred. The communication through the Zicasso website was easy and comprehensive.

Our entire trip went off without a single problem. We stayed at a very nice apartment in Rome, 1,000 feet from the Colosseum. We had very knowledgeable private tour guides for the Colosseum and the Vatican, allowing us to skip all of the entrance lines. We had private transfers from the airport to the apartment and from the apartment to the train station. We took a train from Rome to Naples and had another private transfer to a very nice hotel in Ravello. We did a private boat tour of the Amalfi Coast with a captain and a first mate. Drinks and snacks were included. We did a guided hike, which ended at a farm-to-table lunch. We spent a morning in Pompeii, followed by a local wine tasting and lunch.

Every part of the vacation exceeded our expectations. The accommodations were fantastic. The planned activities were just what we were looking for. We still had enough free time to explore on our own and choose which restaurants we wanted to eat at each evening. I feel like we got a great deal for what we paid and would definitely book a vacation through Zicasso again.

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Italy Tour Review: Venice, Florence, San Gimignano, Siena, Rome, Vatican, Amalfi Coast, Capri, Sorrento, Positano, Doge's Palace, Colosseum, Palatine Hill, Boat Ride, 12 Days

This was possibly the best trip of my life!

Once I arrived in Venice and put myself in the hands of Zicasso’s tour company, I was supremely well taken care of.

I left my passport on the plane, so I was held up in the airport for probably two hours. This was the first time I used the emergency number (or the chat app). The communication was answered immediately and we were able to let my first guide know I was being held up. I thought the first person who helped me was just someone to get me to the hotel, but she was also a guide in the sense that she described many of the things we saw on the way to the hotel. A very pleasant and gracious guide who made sure also that I was prepared for where to be the next day. It was a very great first experience of the tour company’s service.

Throughout this adventure, the guides were outstanding, the hotels were located practically on top of the interesting sites (especially in Rome) and very pleasant to be in.

Also, I continued to use the emergency number or the chat app multiple times. They were very responsive, very pleasant, and perfectly helpful each time. I don't know if I was high-maintenance compared to other clients the tour company has had, but though I felt like it in my mind, I was treated completely graciously each time.

I loved every destination and I loved having a structured tour, combined with a good portion of free time to explore on my own. Perfect.

I was very well guided on each travel day, being met by drivers to drop me off and to pick me up, and the train travel was very fun.

I think there was only one guide who I thought was just going through the motions, but all the other guides were the height of professionalism. I loved being met by our guides at Doge's Palace, which was absolutely outstanding. Walking around old Florence was great fun! The drive out to San Gimignano and Siena was well-planned and well-guided! In Rome, the guide who took us to the Colosseum and Palatine Hill was outstanding, and it was a great outing. (I had also already pretty much visited all the sights since my hotel was practically in the middle of it all.)

The trip to the Vatican was a whole other story. Unfortunately, I forget that guide's name. This guide was also excellent—entertaining, informative, approachable, and professional. The trip to the Amalfi Coast was a long train ride, followed by a very long car ride, but it was worth it. What a beautiful setting! My trip to Capri was absolutely fulfilling and I was a little sad to say goodbye to the guide—we connected with him so well. The next day was our boat tour from Sorrento to Amalfi and Positano. I absolutely enjoyed being guided by our guides! On the way back after that beautiful excursion, we were just cruising along the water, 1970s music playing, wind rushing by and I had a peak moment of happiness. Truly.

This trip was as if the tour company had read my mind and provided even more than I had imagined. I come away deeply grateful.

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Customizable Itinerary

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

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