Logo
Expeditions
OpenPrivateOrganizations
Blog
About
Expeditions
OpenPrivateOrganizations
BlogAbout

Home

Open

Private

Organizational

About

Blog

Newsletter

Terms

Privacy Policy

Code of Conduct

Contact us

Subscribe to get the latest news

Follow us online

© Copyright Essential History Expeditions 2026. All rights reserved.

ROAD TO ROME

THE LIBERATION OF SICILY & ITALY IN WWII, 1943-44

Sep. 9-17, 2028

Rows of white marble crosses at the Sicily-Rome American Cemetery near Nettuno, Italy. This beautiful resting place honors thousands of American soldiers who died during the Italian Campaign in World War II.

Overview

ROAD TO ROME: THE LIBERATION OF SICILY & ITALY IN WWII, 1943-44

September 6-14, 2028

 

This fully-guided immersive trip will explore the people and places of the Italian Campaign from July 1943-June 1944, that began Europe’s liberation from Nazi rule. We will walk the beaches and follow the operations from the Sicilian landing zones to the desperate fighting along the Gustav Line and Monte Cassino and on to the Anzio-Nettuno landings and the liberation of the Italian capital, the famed Eternal City. We are at the 85th anniversary of these events and there are precious few Soldiers left to share their experience. An 18 year old in 1943 will be 103 in 2028.

 

The events of 1943-44 continue to inspire long after the guns have fallen silent. This Italy expedition will bring us to the beaches, mountains and fields; and villages, towns and cities where the Greatest Generation made their most indelible mark. From the Rangers at Licata and Gela, to the American infantrymen assaulting the beaches at Paestum; from American paratroopers holding the key Biazza Ridge, and in the dizzying heights and intense fighting at Altavilla to the brutal slugfest fighting along the Rapido at San Pietro, and Monte Cassino to the 3rd Infantry Division and the Ranger Force at Anzio-Nettuno and the final Ranger battle at Cisterna. Then, we will arrive in Rome to discuss the liberation of that city on June 4th and 5th, 1944.  

 

This WWII expedition unfolds over nine days and eight nights with stories of all the Allied participants as well as those of the German defenders. In addition, we will see numerous examples of ancient Greek and Roman civilization – the heart of the Western World’s legacy. Along the way we will have several breaks in the itinerary to explore the magical towns, vineyards, beaches and cities. We will also be immersed in gorgeous scenery in the provinces of Sicilia, Campania and Lazio, and enjoy some of the world’s finest cuisine and wines. Our lodging and meals are in truly spectacular and famed locales – including Siracusa, Taormina, Pompei and Rome.

more european expedition dates

$1,000 per person

StartSeptember 9, 2028
EndSeptember 17, 2028
Book Now

$1,000 per person

Book Now

Expedition Itinerary

  • Wednesday, September 6, 2028

    • Arrive at Catania airport in the capital of Sicily.
    • Check-in to Romano Palace Luxury Hotel near Catania International Airport.
    • We will have a welcome social and dinner with an overview of the expedition.
    • Hotel: Romano Palace Luxury Hotel (or similar).
  • Thursday, September 14, 2028

    • Breakfast, followed by departures and onward journeys.

Inclusions

  • Nine days and eight nights of in-depth guided tours.
  • Full-time professional historian.
  • All museum and other entrance fees per itinerary.
  • Daily transportation on luxury bus.
  • Full-time tour director for personalized support.
  • Meals as identified on the itinerary, including all breakfasts.
  • Wine tasting.
  • Commercial flight from Catania to Naples.

Exclusions

  • Flights to/from Europe.
  • Airport transfers.
  • Alcohol, unless specifically included in the itinerary.

Please note that our expedition begins in Catania, Sicily and ends in Rome.

Pricing

Reserve your space on this expedition with a deposit of $1,000 per person today!

  • The per person pricing for this expedition will be available on our website at www.historyexp.com 12-18 months before the expedition start date.
  • We will contact reserved guests when we have released updated trip pricing.
  • You may cancel or update your booking with no penalty when we release trip pricing.
  • All deposits will be applied to your final invoice.

your expedition leaders

Dr. Brian DeToy and Sheryl Ranking Shafer, Essential History Expedition founders

Dr. Brian DeToy & Sheryl Rankin Shafer

EHE Founders

Dr. Brian DeToy

Expert historian and expedition guide, Brian is a retired U.S. Army Infantry Officer who graduated from the University of Notre Dame with a BA in History and holds a PhD from Florida State University in European History.



While on active duty, he served as Director of the Defense & Strategic Studies program at the United States Military Academy, West Point, Assistant Professor in the Academy’s History Department, Chief of Research and Publications in the Combat Studies Institute at Fort Leavenworth, Kansas, and Professor of Military Science at the University of Kansas. He also served as the theater Command Historian for the Multi-National Corps-Iraq out of Baghdad.



Brian draws on his deep knowledge of military history and experience in the field to give EHE guests the most in-depth, personal look at not only the lessons of historical battles around the world but the cultures of the people who fought them.

Sheryl Rankin Shafer

Sheryl holds a Bachelor of Arts in English from Texas A&M University, a Master of Arts in Education Leadership, Policy and Politics from Columbia University’s Teachers College and a Master of Nonprofit Management from Regis University.



Sheryl has significant leadership experience in the start-up phase of multiple corporate and nonprofit businesses, including roles as consultant and board of directors president, vice president and member. She played a significant role in creating and building a K-12 charter school, which has consistently been recognized as one of the top schools in the country. Her published writing is in the education sector.



Sheryl serves as EHE COO and expedition director, committed to meeting the unique needs of each group and creating meaningful travel experiences for all guests. She has always been passionate about exploring worldwide cultures through travel. She has planned expeditions and organized group travel with EHE for more than 12 years, building a wealth of experience in locations worldwide.



See more in this Voyager Denver article here.

Expedition types

Open Expeditions

Join a scheduled expedition

Private Expeditions

We custom build your expedition

Organizational Expeditions

Meet your mission

Contact Us
Catania skyline with the majestic, snow-covered Mount Etna in the background, Sicily. First stop on our Road to Rome WWII expedition.

Thursday, September 7, 2028

  • Breakfast
  • Depart lodgings and drive west into the American landing zone.
  • Visit the landing beaches of George Patton’s US 7th Army, with the Ranger Battalions and the 3rd Infantry Division at Licata and Gela. The Sicily invasion was the war’s largest in numbers of men landed on D-Day.
  • Walk the Gela streets and waterfront where Colonel Darby and his Rangers hunted German tanks.
  • Lunch on your own in Gela.
  • In the afternoon visit the 1st Infantry Division’s inland battle site at Casteluccio di Gela.
  • We will visit sites of the American advance inland, including Jim Gavin and the 505th PIR holding the key Ponte Dirillo Bridge and Biazza Ridge. Some of the stiffest fighting for the 82nd Airborne in the entire war! The 45th Infantry Division also saw hard action nearby at Piano Lupo.
  • Return drive through the mountains to Siracusa in the British and Canadian zone.
  • Social hour at the hotel.
  • Dinner on your own in one of the many wonderful restaurants in Old Town Siracusa.
  • Hotel: Ortea Palace by Autograph Collection (or similar)
American troops and landing craft on the beaches of Gela, Sicily, during the Allied invasion in Operation Husky, July 1943. Iconic image from the opening days of the Sicily campaign featured on our Road to Rome tour.
Sunlit Piazza Duomo in Siracusa with the grand Baroque Cathedral of Syracuse on the left. One of Sicily’s most beautiful squares, visited on our Road to Rome: The Liberation of Sicily & Italy in WWII tour.

Friday, September 8, 2028

  • Breakfast, checkout of hotel and load luggage on bus.
  • Visit British Commando and glider battle sites at Ponte Grande Bridge and on the Maddalena Peninsula as the British and Canadians attempt to gain a foothold. Visit the Commonwealth War Graves Commission Cemetery
  • Drive north along the British 8th Army route to the strategic Catania Plain, the focus of the British advance.
  • Visit the incredible dayslong battle site at Primosole Bridge, perhaps the toughest British action in the war.
  • Check-in at Catania Airport for flight to Naples. Lunch on your own at the airport.
  • Afternoon flight to Naples, where we will meet our bus and drive south to the ancient Greek town of Paestum.
  • Hotel: 5-star Mec Paestum Hotel
Dr. Brian DeToy discusses historical memory at the Commonwealth War Graves Commission in Sicily as part of the Road to Rome tour.
General Montgomery and Lieutenant General Patton studying a map of Sicily during the Allied campaign in 1943.

Saturday, September 9, 2028

  • Breakfast.
  • It was on this date, 9 September 1943, that the Allied invasion of mainland Italy began at Salerno.
  • Explore the landing beaches of Mark Clark’s US 5th Army, especially the 36th Division at Paestum in Operation AVALANCHE.
  • We will be fortunate to attend the festive and memorable official 85th commemoration activities with both US and Italian political and military delegations.
  • We will next visit the ancient Greek ruins there. This Magna Graecia site is one of the oldest, largest and best-preserved in the ancient world. Older than the Parthenon atop Athens’ Acropolis!
  • Lunch on your own at the ancient site at one of the several nearby restaurants.
  • Group wine-tasting tour and dinner at Azienda Agricola Marino, an award-winning winery in the Campania region. “For three generations, the Marino family has cultivated a true passion for wine in Agropoli, in the Cilento National Park, with a profound respect for nature and tradition. Founded in the 1970s by Lorenzo Marino and his son Raffaele, the vineyard has become a symbol of winemaking excellence in Campania.” (or similar)
  • Return to lodgings in Paestum.
  • Hotel: Mec Paestum.
American soldiers of the 143rd Infantry Regiment coming ashore at Salerno, Italy, as part of Operation Avalanche in 1943.
Ancient Greek temples at Paestum, one of the best-preserved Magna Graecia archaeological sites in Italy. These exceptionally well-preserved Doric temples date back over 2,500 years.

Sunday, September 10, 2028

  • Breakfast
  • Visit other crucial small-unit battles sites including the Tobacco Factory complex, and the tough fight in the clouds at Altavilla with elements of the 82nd Airborne and 36th IDs.
  • Drive up the coast past Salerno to Pompei on the outskirts of Naples.
  • Afternoon on your own to explore the incredible ancient ruins of the Roman town destroyed by the eruption of Mt Vesuvius in 79 AD. Lunch on your own in Pompei.
  • Check-in to our 5-star lodgings at Habita 79, a Tribute Collection Hotel.
  • Dinner on your own in Pompei.
  • Hotel: Habita 79
Ruins of Ancient Pompeii stand in the foreground with Mount Vesuvius looming behind it. Enjoy time exploring this incredible location on the Sicily and Italy Campaign expedition.
Late evening view of the Neo-Baroque bell tower of the the Pontifical Shrine of the Blessed Virgin of the Rosary of Pompei from the rooftop of the Habita 79 , one of the hotels on our Road to Rome tour.

Monday, September 11, 2028

  • Breakfast and load luggage and check-out of hotel.
  • Depart for San Pietro Infine and Cassino.
  • At San Pietro Infine, we will observe the brutal fight against a formidable enemy and equally formidable terrain. The 36th Division sustained many losses but took the town (though totally destroyed and this day a national park). Famed war correspondent Ernie Pyle wrote his most eloquent dispatch about this fight – “The Death of Captain Waskow.” John Huston made an acclaimed war documentary during the battle.
  • Our next stop is the Rapido River crossings at Sant Angelo in Theodice. The battle here, to break the stalemate at Cassino, resulted in one of the bloodiest setbacks of the war in Italy.
  • Box lunch along the riverside.
  • In the rebuilt city of Cassino, we will discuss the four attacks by Americans, New Zealanders, Indians and finally Poles to capture the high ground behind.
  • We will visit the amazing Abbey of Monte Cassino, one of the most important sites in all Christendom (the home of the Patron Saint of all Europe – Saint Benedict) and one that dominates the road to Rome. Its destruction by allied bombing remains one of the most controversial decisions of the entire war.
  • We will also experience the nearby Polish Cemetery where we can observe the final fight up the forbidding terrain resulting in its capture.
  • On our way into Rome, we will visit St Paul’s Gate, site of Rome’s June 1944 liberation by the US-Canadian 1st Special Service Force, as well as battles against the Germans by Italians in September 1943.
  • Check-in to lodgings.
  • Dinner on your own in Rome.
  • Hotel: 5-Star Eitch Borromini, located on the beautiful Piazza Navona. (or similar)
Ruins of a stone building in the devastated town of San Pietro Infine along the Reinhard Line, captured at heavy cost by the 36th Infantry Division in 1943 and famously documented by war correspondent Ernie Pyle.
Panoramic view of the Liri Valley from inside the historic Abbey of Monte Cassino, a key strategic site in the Allied advance toward Rome in 1944.

Tuesday, September 12, 2028

  • Breakfast
  • Drive to Nettuno beachfront.
  • In the pre-dawn darkness of January 22, the Ranger Force landed at Anzio and quickly seized the vital port, spearheading the invasion in Operation SHINGLE, an attempt to turn the Germans out of their Gustav Line positions. The main American force landed at nearby Nettuno and we will visit the beach.
  • Group lunch in Aprilia at the wonderful El Asador Argentinian restaurant.
  • Our next stop is one of the most pivotal actions for the Rangers in WWII. At Cisterna, on January 30th, Darby’s Ranger force faced overwhelming odds in a fierce battle that few survived. The remains of the 1st, 3rd and 4th Battalions were dismantled and the survivors sent back stateside to train new Rangers.
  • Visit the nearby Sicily-Rome American Cemetery where more than 7,000 Americans lie in a spectacularly beautiful resting place maintained by the American Battlefields Monuments Commission.
  • Continuing back to Rome, we will follow the May 1944 breakout from the beachhead by MG Lucian Truscott’s VI Corps.
  • Dinner on your own in Rome.
  • Hotel: Eitch Borromini
The moving Brothers in Arms memorial at the Sicily-Rome American Cemetery, commemorating fallen U.S. soldiers of the Italian Campaign.

Wednesday, September 13, 2028

  • Breakfast
  • Walk through central Rome to Via Rasella, site of April 1944 Resistance attack. Discuss the operation and subsequent events.
  • Our next stop will be the moving Ardeatine Cave Massacre site and memorial. Italian civilians were brutally murdered here in April 1944 by German SS in retaliation for a partisan ambush in Rome.
  • Finally, we will visit the vibrant Jewish Quarter and its Synagogue and Holocaust museum.
  • Afternoon on your own to explore Rome!
  • Final group dinner and farewells.
  • Hotel: Eitch Borromini
Ponte Fabricio, the ancient bridge connecting the Tiber Island to the Jewish Quarter in Rome, reflected in the Tiber River at sunset.
The Pantheon in Rome illuminated at the front on a summer evening.
The iconic Colosseum in Rome, one of the greatest architectural wonders of the ancient world and a highlight visit on our Road to Rome tour.