Michelle Barry
She/Her
Based in Boston, Massachusetts
English
Passports & Plans
Ask us about
Our Story
Hi, I’m Michelle—travel enthusiast, product manager, and the person in every friend group who has already researched the best hidden gems, food, and perfect golden-hour spots before the trip even begins. One of my favorite things about traveling is simply wandering—letting a new place reveal itself through its pace, its people, and the moments you never could have planned. That wonder is what drew me to travel advising, and it’s what I want every one of my clients to feel. With 5+ years in product management, I’ve built a career around turning complex projects into seamless experiences—and I bring that same meticulous, detail-obsessed approach to every itinerary I craft. Whether it’s a solo adventure through Ireland, a romantic escape to the Amalfi Coast, or a family trip that creates memories kids will talk about for years—I’ll handle every detail so that by the time you arrive, all you have to do is show up and enjoy. Let’s plan something worth remembering—reach out and let’s start the conversation.
Travel Style
I plan trips the way I love to take them—thoughtfully researched, beautifully paced, and deeply personal. Before I ever start building your itinerary, I take the time to truly understand what you want out of a trip: the vibe, the pace, the non-negotiables, and the moments you’re secretly hoping for. I believe travel is about more than a destination—it’s about connecting with a place and the people you’re sharing it with. That looks different for everyone. Maybe it’s a solo adventure where you wander cobblestone streets at your own pace. Maybe it’s a family trip where the kids are wide-eyed at something they’ve only ever seen in a textbook. Maybe it’s just finally slowing down somewhere beautiful. Whatever it is, I’ll build around it. I factor in everything—dietary needs, accessibility considerations, group dynamics, and all the little details that turn a good trip into an unforgettable one. Curated, not cookie-cutter. Always.
Stay connected
Travel ideas (1)
Florence: A Living Museum
Florence is one of the most extraordinary cities in the world—the cradle of the Renaissance, where art, architecture, and human ambition converged to reshape Western civilization. Walking its streets feels like moving through a living museum: Brunelleschi's Dome still dominates the skyline, Michelangelo's David stands in breathtaking silence, and the Uffizi holds centuries of genius within a single building. But Florence rewards those who slow down—the smell of leather drifting through the San Lorenzo market, a lampredotto sandwich from a street cart, the golden light settling over the Arno at dusk from the Ponte Vecchio. Its position at the heart of Italy makes it an ideal base for the whole country, with Rome, Venice, Milan, and Lake Como all just a train ride away. And just beyond the city limits, Tuscany unfolds in all its timeless beauty: rolling hills, ancient hilltop villages, and sun-drenched vineyards made for savoring la dolce vita. Florence is a city that insists you pay attention—to craft, to beauty, and to the sheer, stubborn persistence of human creativity across time.
Florence: A Living Museum
Florence is one of the most extraordinary cities in the world—the cradle of the Renaissance, where art, architecture, and human ambition converged to reshape Western civilization. Walking its streets feels like moving through a living museum: Brunelleschi's Dome still dominates the skyline, Michelangelo's David stands in breathtaking silence, and the Uffizi holds centuries of genius within a single building. But Florence rewards those who slow down—the smell of leather drifting through the San Lorenzo market, a lampredotto sandwich from a street cart, the golden light settling over the Arno at dusk from the Ponte Vecchio. Its position at the heart of Italy makes it an ideal base for the whole country, with Rome, Venice, Milan, and Lake Como all just a train ride away. And just beyond the city limits, Tuscany unfolds in all its timeless beauty: rolling hills, ancient hilltop villages, and sun-drenched vineyards made for savoring la dolce vita. Florence is a city that insists you pay attention—to craft, to beauty, and to the sheer, stubborn persistence of human creativity across time.
Florence: A Living Museum
Florence is one of the most extraordinary cities in the world—the cradle of the Renaissance, where art, architecture, and human ambition converged to reshape Western civilization. Walking its streets feels like moving through a living museum: Brunelleschi's Dome still dominates the skyline, Michelangelo's David stands in breathtaking silence, and the Uffizi holds centuries of genius within a single building. But Florence rewards those who slow down—the smell of leather drifting through the San Lorenzo market, a lampredotto sandwich from a street cart, the golden light settling over the Arno at dusk from the Ponte Vecchio. Its position at the heart of Italy makes it an ideal base for the whole country, with Rome, Venice, Milan, and Lake Como all just a train ride away. And just beyond the city limits, Tuscany unfolds in all its timeless beauty: rolling hills, ancient hilltop villages, and sun-drenched vineyards made for savoring la dolce vita. Florence is a city that insists you pay attention—to craft, to beauty, and to the sheer, stubborn persistence of human creativity across time.
Florence: A Living Museum
Florence is one of the most extraordinary cities in the world—the cradle of the Renaissance, where art, architecture, and human ambition converged to reshape Western civilization. Walking its streets feels like moving through a living museum: Brunelleschi's Dome still dominates the skyline, Michelangelo's David stands in breathtaking silence, and the Uffizi holds centuries of genius within a single building. But Florence rewards those who slow down—the smell of leather drifting through the San Lorenzo market, a lampredotto sandwich from a street cart, the golden light settling over the Arno at dusk from the Ponte Vecchio. Its position at the heart of Italy makes it an ideal base for the whole country, with Rome, Venice, Milan, and Lake Como all just a train ride away. And just beyond the city limits, Tuscany unfolds in all its timeless beauty: rolling hills, ancient hilltop villages, and sun-drenched vineyards made for savoring la dolce vita. Florence is a city that insists you pay attention—to craft, to beauty, and to the sheer, stubborn persistence of human creativity across time.
Travel photos
