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 2678 reviews

Review: Luxury Italy Family Vacation, Rome, Venice, Florence, Tuscany, Chianti, Verona, Milan

My husband and I, along with our 2 children (age 20 and 17), enjoyed a wonderful Italian vacation booked through Zicasso and this travel agency.  Our travel consultants listened to my ideas and arranged for us a fantastic custom itinerary.   They stayed within the budget allotted, offered choices for beautiful hotels and private tours, and made several revisions as per our request.  We departed from New York on our 25th anniversary, and spent 10 days traveling the country within the month of November.  This off-season time proved to be a great decision as reservations were easy to obtain, crowds were minimal (mostly all locals), and the weather was conducive for walking and sightseeing (average 60 degrees F).  Transportation and the personal drivers were top notch; with Mercedes SUVs or minivans to take my family from Milan-Chianti-Florence-Verona-Venice and then the high speed train down to Rome.  Accommodations arranged for us were phenomenal!  We stayed in a 12th century castle in Chianti, in the heart of the city center in Florence, and near the Spanish Steps in Rome.  The personal tour guides were friendly and knowledgable, and were happy to recommend eateries preferred by locals.  All in all, everything was flawless. We plan to return some day to see the Amalfi coast, Positano and Capri.  We would absolutely recommend these travel consultants, and the travel company team to anyone who is looking for a personalized Italian vacation.

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Italy Trip Review: Vietri sul Mare, Palermo, Taormina, Naples, Pompeii, Sorrento, Ravello, Capri, Organic Farm Visit, Mt Etna Tour

We had a fantastic trip that exceeded our expectations. We had an excellent trip planned with Marilisa and she was open to our ideas and to our requested changes and implemented them quickly and got back to us with the confirmation that it was done. The travel arrangements at the airports and daily for tours and excursions were always on time and with great drivers who were helpful and had fun conversations about where we were going and in-depth history. Their skills in driving the vans along the Amalfi coast was amazing and we were all so glad that we were in the hands of expert drivers on these extremely tight and curvy congested roads. Each tour guide was extremely knowledgeable about the area we went to. More commentary on the tour guides below.The hotels that were provided were great for the two groups. Each one had a good reason why they chose them. In Naples it was right in the center of the old town beaming with life and restaurants. The hotel had a fantastic breakfast room and a great bar service in the afternoon. The rooms were ok, nothing special.The hotel in Vietri sul Mare was a gem. Great location, great views of the ocean, friendly and helpful staff and had some great restaurants nearby. The hotel in Palermo was also right in the middle of the city center with great restaurants in walking distance, but the rooms were just ok, and the breakfast area was very tight to move around. The Resort in Taormina was fantastic also. Same owner as the hotel in Vietri sul Mare. Great location on the beach, easy to get to downtown Taormina. A great bar cafe on the beach and the breakfast area was overlooking the beach. A great place to spend our two free days at the end of the trip. The hotel in Naples was also beautiful for our last night, but we didn't get to use it much as it was the last night before flying home. Our only real disappointment was the first transportation of the trip from Naples airport to the hotel. The driver seemed to be in a hurry when getting us to the hotel. He didn't know the area very well and said he couldn't get any closer to the hotel due to the small roads. He pointed up the road and said it should be up there. We all had two bags to drag around while searching for the hotel. Luckily, we had our phones to use. He wasn't even on the right street, and we had to walk around to find it. The next morning our driver was right outside the hotel, so there was no problem with the road. 

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Travel Review: Italy Trip, Rome, Sorrento, Florence, Naples, Pompeii, Herculaneum, Ravello, Siena, San Gimignano, Farm & Food Tour

We experienced a fabulous twelve night first trip ever to Europe staying in Rome, Sorrento, and Florence with day visits to Naples, Pompeii and Herculaneum, a drive with stops and photo-ops through the beautiful Amalfi coast villages to Ravello, and a day trip to historic Siena and San Gimignano through the Chianti region of Tuscany. Our travel consultant and her colleague at the company in Rome, proved to be perceptive to our interests, resourceful in finding spot-on solutions within our budget and patient professionals as we explored various itinerary options. Both women spoke and wrote english very well to thoughtfully help us plan our itinerary for three adults with private transportation and guides. Our private guides in Rome; in Pompeii and Herculaneum; in Naples; one a Canadian ex-pat in Florence; and in Siena, informed our discovery of each locale and its many treasures.  We also did two small group tours. First, a farm/food tour near Sorrento with an incredibly informative and entertaining guide, and catacombs at Saint Sebastian with a nameless guide and small group of 9 during our Appian way visit and final full day in Rome. At times we were chaperoned in private vehicles with english speaking drivers knowledgeable of their territories. In Rome, in Naples, in the Bay of Naples Sorrento area, in Tuscany, and in Amalfi. We wouldn't hesitate to recommend this company to help others plan the vacation of a lifetime.

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Italy Anniversary Vacation Review: Amalfi Coast, Capri, Sorrento, Florence, Rome, Tuscany, Culinary Tour, Cooking Class, Farm Tours

We used this Italy travel agent. Our agent was the best!!!  Love her...She was not only very professional but very knowledgeable about our requests. She herself is from Italy and was full of generous information. Every question asked  was responded too.  

We had never been to Italy before. Our family had roots from Italy and some of our relatives had visited there before. It was now our time.  It was a life goal to do this trip and we planned it as our 25th wedding anniversary, taking along with us our best friends (couple). We wanted tours that were private and exclusive to the four of us. This is the only way to go. Well worth the money cause the guides and transport people were top notch!!!  We wanted an experience that was tailored to our speed and areas that we wanted to concentrate on seeing. We wanted some fun activities too... cooking classes, farm tours, certain wineries  etc.. our agent worked extra hard to help this come true along with making suggestions for on the ground local points of interest, from restaurants to shopping to sites to see!! She stayed in contact with every stage of the way. All the tours, transfers, guides, hotels and more were seamlessly arranged.

We stayed 12 nights / 13 days. Rome to Sorrento (Positano/Ravello/Amalfi) to Florence (Radda in Chianti and the Tuscany valley) back to Rome. We use private transportation, fast trains, luxury buses and some foot work. All were an excellent way to get our travels in.  Most days planned with tours and events and some days were just to ourselves. It was a great mix.

Highly recommend this travel agency......... Thank you

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Review: Italy Family Vacation, Rome, Tuscany, Florence, Amalfi Coast, Sorrento, Positano, Pompeii, Pisa, Vatican Papal Mass

Our family of five just got back from the most wonderful vacation in Tuscany and Rome.  Our agent crafted a set of amazing experiences for our family from the private tour guides to Florence, Pisa and Lucca; a private wine tasting lunch at the Capannelle Winery and vineyards in Chianti; tickets to the Papal mass at the Vatican; to a tour beneath the church of San Clemente to see the excavations of a byzantine and then a Roman street neighborhood; a day excursion to the Amalfi coast to visit Positano, Sorrento and Pompeii; and more! Our agent and the guides found excellent restaurants from a simple salumeria where the locals ate to some high end restaurants.  The hotels were right in the center of Florence – on the piazza della Repubblica - and Rome – between the Piazza del Popolo and the Spanish Steps.  Our agent was attentive to our plans and made excellent suggestions.  Everything went extremely smoothly.  All the guides drivers were very friendly, spoke English and were very knowledgeable about art, history and the local culture.  We saw so much every day because everything was so well planned.  Simply the best travel experience ever!

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Italy Tour Review: Venice, Sienna, San Gimignano, Rome, Revello, Amalfi, Pizza Making Class, Winery
TRIP OF A LIFETIME!!! We have wanted to travel to Italy for a long time and have encountered many different tour groups/agencies. We were going back and forth for a while trying to figure out what our *must sees* were, how much time we should spend in one place, and Transportation (do we want to drive by in a bus and just wave at the sights or actually be able to get out and learn/experience Italy with just our small group). When talking on zoom with the travel agent (many many and did I say many times) she was able to provide so much knowledge and listened to what we wanted to do. We were able to go over the itinerary and change things with them over zoom. It was nice to have the agency based out of Italy because they would know best (where to stay, what to visit, where to eat). They created a group chat before we left for our trip and we were able to contact them along our journey with any questions we had. The whole team (including the tour guides and drivers) were amazing and we are so thankful for all the work they put in to make our trip amazing! We were provided first-class treatment every day,  our transfers, tour guides, and accommodations were truly amazing!! As for the trip, we had two weeks to travel around Italy, starting in Venice, Florence, Rome, and the Amalfi coast. From Florence we were able to take a couple of day trips to some really cool and historic towns, We visited Sienna and San Gimignano and we also visited a boutique winery in the Chianti region. In Rome, we visited the Vatican with our private tour guide, We also went to the colosseum the next day with her. She timed it so nicely that we were the first ones in the colosseum and it was absolutely breathtaking. Later on, in Rome, we had a pizza-making class with a small group of people which was a really fun experience. Lastly, we headed to the Amalfi coast making stops in Sorrento, Positano, Revello, and of course Amalfi. Absolutely stunning! And the view from our hotel room was even better, looking right over the Amalfi coast. Truly Beautiful! 

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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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