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May 23-30

Experience one week of Italian fine dining, wine, culture, and retrace the steps of Allied forces from their landing in southern Italy, through their advance and devastating battles to secure Rome.  Visit the iconic monastery, Monte Cassino, and learn about one of the most brutal battles of World War II.

A 7-night trip and experience to follow the path of our World War II heroes from the Mediterranean coast through the mountains of Italy, where one of the bloodiest battles of World War II was fought.  This experience will focus on key aspects of the Italian Campaign by walking along the coast, through the mountains, and understanding the battles based on first-hand accounts of those who were there.  Four days will be spent re-tracing their steps, and three days will be spent intermingling local Italian culture such as world-class wineries, restaurants, Italian cooking classes, an archeological excavation, and other Italian experiences not accessible to the general public. Guests will stay at a villa along the Mediterranean Coast and all transportation, meals (breakfast and dinner), and experiences will be included. 


  • An immersive experience, led by Veterans, and supporting Veterans, to walk and understand the path of our heroes (not just see it, but feel it.)

  • 7 nights at a World Class Villa on the Mediterranean (with pool, bar, and other Italian amenities)

  • 4 days of walking the path of our heroes including Anzio, Monte Cassino, Salerno, and the mountains, which made Italy one of the most difficult series of battles during WW2.

  • Exclusive access to the Monte Cassino Monastery, Vineyards/Wineries, Ceremonies, and other events not available to the general public

  • Winery Visits/behind the scenes tours

  • Archeological Excavation

  • World Class Dining:  All breakfast and dinner meals are included

  • Transportation to/from Rome (pickup and dropoff location of your choosing  hotel, airport, etc)

  • Private transportation throughout the tour

  • A special gift to commemorate your experience

The tour will be led by U.S. Veterans, and 100% of the proceeds benefit U.S. Veterans.

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7 days & 6 nights

Single Traveler:  $6,000

Couple:  $9,500


  • May 23:  Pick up in Rome, Gourmet Italian Dinner at the Villa.  Trip overview


  • May 24:  Coastal tour, landing sites, and overview of Italian Campaign​​

  • May 25:  The Winter Line Tour/Overview/Mountains​

  • May 26:  81th Anniversary of the Battle of Monte Cassino.  Monte Cassino Monastery/Abbey Visit and Tour.​

  • May 27:  Local Winery visits.  Italian cooking class.​

  • May 28:  Hiking within the mountains surrounding Monte Cassino.  Winery visit #2

  • May 29:  The ULTIMATE Italian Culture Experience​

  • May 30:  Return Transportation to Rome



All guests will stay in an iconic villa situated along the hills and mountains above the Mediterranean Sea.  

The villa includes 7 guest suites, a bar, pool, private chef, and views for miles.  This amazing symbol of Italian architecture and culture will make a fitting home base for our amazing Italian experience.

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