At The Italian Insider, we believe travel should be more than checking off destinations — it’s about experiencing Italy in a way that is authentic, personal, and unforgettable. Every journey we create is thoughtfully curated to blend iconic, "must see" destinations with local flavors, cultural experiences, and the people and places that make this country so special - giving you a true insider’s perspective on Italy.
Italy is a country that reveals itself slowly — through its various landscapes, its regional gastronomy, its history, and its people. Our journeys are designed to help you experience the heart and soul of Italy. You won't just travel and visit Italy, you will slowly unfold into the Italian way of life.
CHAT WITH NICOLE ABOUT TRIPS!
You want to experience Italy, not just see it.
You love food, wine, and authentic local moments.
You’re inspired by art, culture, and connection.
You appreciate comfort, balance, and thoughtful details.
You prefer small groups and genuine experiences.
You’re ready to see Italy the insider way.
You prefer large group tours with rigid schedules.
You’d rather stick to familiar food and tourist hotspots.
You want to see everything in one trip — even if it means rushing.
You’re not interested in slowing down, savoring, and connecting.
You’re seeking a checklist vacation, and cramming as much in as possible.
START THE CONVERSATION →
Every great Italian adventure begins with conversation. Start by exploring our upcoming journeys and scheduling a personal chat (either online or in person) with Nicole to ensure the trip — and travel style — are the perfect fit for you.
Once you’ve found your dream itinerary, you’ll review and sign your travel agreement before submitting your deposit. Your spot is then officially reserved for an unforgettable small-group experience.
With your place secured, you’ll receive your detailed insider trip packet and exclusive preparation guide (packing tips, travel tips, group Zoom chat). All that’s left is to pack your bags, pour yourself a glass of wine, and start dreaming of la dolce vita.
BOOK A CHAT WITH NICOLE
" I highly recommend traveling with The Italian Insider. It is a tour to appreciate the Italian culture. Its activities allowed us to meet the locals, delight our palate tasting so many delicious typical Italian food. Must add that Nicole explained the plate characteristics. It is also very nice to travel on a van so one can appreciate the landscape. "
"I highly recommend The Italian Insider to anyone wanting a semi concierge-type experience while visiting Italy. You will be in good hands from beginning to end as Nicole and Elisa will make sure you are taken care of from the time you arrive at the airport to the time you leave Italy. "
"Love Italy 🇮🇹 The last time I was in Italy was 40 years ago. This time it was different; as I am 63 years old. I still have the energy to explore and go with the flow. I had a blast! 💥 Loved meeting new friends. It was an awesome fun trip that was very well organized and planned. Delicious Italian food and Vino! Amazing trip! Thanks Nicole and Elisa. 🇮🇹🍷💚 Look forward to the next one!"