Our top suggestions for what to do in
Italy + where.


  • Opera in Verona
  • Private gondola ride in Venice 
  • Murano glass + Burano lace tour
  • The Last Supper painting in Milano
  • Sailing on the Italian Riviera
  • Ferrari and Lamborghini rides in Modena
  • Vermouth + Wine Tours in Piedmonte
  • Italian Chocolate Experiences
  • Hiking the Italian Alps (Dolomites)
  • Food tours in the Bologna and Emilia Romagna region



  • Olive picking during olive oil harvest
  • Grape stomping during wine harvest
  • Private cooking lessons in a Tuscan Villa
  • Drink local wines in Montepulciano and Montalcino
  • Eat pecorino cheese in Pienza 
  • See the David at the Accademia and stroll the Ponte Vecchio in Firenze (Florence)


  • Enjoy a week in a rustic, renovated Italian farmhouse
  • Hike in Cinque Terre
  • Explore the Colosseum and the Vatican with a private guide
  • Drive the Abruzzo countryside in a vintage Fiat
  • Spend a day in the "Under the Tuscan Sun" town of Cortona
  • Sunflower drives + vespa rides through Tuscany


  • Taste world-famous pizza in Napoli
  • Go back in time with our acclaimed Pompeii guides
  • Tour the breathtaking Amalfi Coastline by helicopter or private car
  • Relax on a privately chartered boat around the island of Capri
  • Week-long mediterranean cruise in a luxury yacht 
  • Discover the magical conical Trulli houses  
  • Luxury dining at the world famous cave restaurant
  • Taste cannoli in Sicily
  • Hike Mt. Etna
  • Conclude a custom Sardegna tour with sunset viewing on the Emerald Coast
  • Savor locally made mozzarella



  • Food Tours
  • Cooking Tours
  • Heritage Tours
  • Wine Tastings at local vineyards
  • Multi-lingual local private guides and drivers
  • Accommodation: 4 and 5 Star Hotels, Villas, Castles, and Luxury B&Bs
  • Deluxe vehicles with professional drivers for city transfers and tours
  • Private jet, yacht, and helicopter tours or transfers
  • Exclusive access and no waiting in line to museums, churches, and historical sites
  • Reserved seats for special events
  • Vacation Photography shoot

Experience Italy like a local with the comforts of a traveler. 

“I cannot say enough about how valuable Cassandra’s help was with planning our trip. We didn’t waste any time figuring out the where, how, and what. She did this all for us while we sat back and enjoyed the experience! We saw and felt the beauty of Firenze because of Cassandra and I am forever grateful and in love with Italy.
— Bessie C., Ontario, Canada

Special thanks to our friends, bloggers, + photographers for SELECT photos throughout this website: History in High Heels, Prosecco + Palmtrees,Olga  MakarovaKelsey Sagen Photography, Courtney Dalton,Tina Bee,Giorgio Nardini, Cassie Prena, (All TEDx Photos by joerg kropp)