How to create a memorable, stress-free Italian getaway for celebrations, anniversaries, and once-in-a-lifetime trips
Italy is one of those places that just…sticks with you. The sun spilling over the Tuscan hills, sipping wine in a quiet vineyard, wandering the streets of Florence or Rome… it’s breathtaking. And it’s the perfect place for a milestone trip. But here’s the thing: planning a trip like that? It can be overwhelming. Flights, hotels, transfers, activities… it adds up fast, and suddenly what should feel exciting starts to feel like a second job.
That’s exactly why I help people plan these trips. I take care of the messy details, so you can focus on the fun parts: the laughter, the memories, the moments that make a milestone trip unforgettable.
Start With What Matters to You
Before you book anything, think about what this trip really is for. Do you want a slow, indulgent escape in a villa with stunning views? Or a lively, immersive city adventure? Maybe a mix of both? Knowing what you want — and what you don’t — helps every other decision fall into place.
Tailored Itineraries That Actually Work
Italy has endless things to see and do. But packing too much into each day can leave you exhausted rather than inspired. I help create itineraries that match your pace: a lazy morning coffee in a piazza, a private wine tasting, a guided museum tour at the perfect time of day. It’s about balance, so every day feels enjoyable, not rushed.
Take the Stress Out of Logistics
Flights, trains, transfers, tickets — trying to organize all of that on your own can drain the excitement from the trip. I handle all of it, from start to finish, so you can just show up and enjoy. No last-minute scrambling, no endless research. Just peace of mind.
Insider Access & Little Extras
Some of the most memorable experiences are the ones you can’t just Google: private tours, hidden gems, off-the-beaten-path dining, or a quiet moment in a spot only locals know. I make sure your trip includes those touches that make it feel extra special: the kinds of details that you’ll remember forever.
Support While You Travel
Even the best-laid plans can have surprises. I’m here for my clients every step of the way, from pre-trip guidance to on-the-ground support. I track your flights while you travel, and am just a text away during my waking hours. When in Italy, you’ll also have any local emergency contacts in your digital itinerary depending on what you book. So if anything comes up, you don’t have to stress: you just keep making memories.
Make It Truly Yours
A milestone trip should feel effortless, meaningful, and unforgettable. With the right planning and guidance, your Italian getaway becomes a collection of moments you’ll treasure: without the stress, the chaos, or the endless Google searches.