meet brenna
Hi, I’m Brenna! I was born and raised on the South Shore of Massachusetts and now call the coastal town of Fairfield, CT home. Before recently settling here, I spent six incredible years in NYC—an adventure in itself and a city that will always hold a special place in my heart.
I truly believe travel is one of life’s greatest privileges, and my passion for it was sparked during a study abroad semester in London. That experience opened my eyes to the world, taking me to six countries and eleven cities in just five months—and igniting a lifelong love for exploring the beauty of new places, cultures, and cuisines.
Growing up by the beach, I naturally gravitate toward coastal destinations. Whether it’s the Mediterranean, Caribbean, or New England, my ideal itinerary always includes a dip in the ocean and sunset drinks with a view.
I love curating the perfect trip—blending seamless logistics with unforgettable experiences. Whether it’s an impeccably designed hotel, cocktails at a vibey bar, hidden local gems, the best vistas on a hike, or scoring that impossible-to-get dinner reservation, I thrive on the details that make a trip feel extraordinary.
Most memorable travel experience to date? My husband and I spent 10 days in Greece this past summer for our honeymoon and had the most amazing time exploring Paros, Mykonos, and Santorini. It was the perfect mix of relaxation and exploration, set in one of the most romantic places I’ve ever been. Some highlights of the trip were:
eating lunch at The Rooster in Antiparos, a small island off of Paros. It’s remote, intimate, beautifully designed and set atop the hills with breathtaking views of the ocean.
a semi-private boat cruise in Mykonos where we took a dip in the bluest water and made friends with fellow passengers from around the world.
hiking from Fira to Oia while in Santorini, 6.5 miles in the heat but the views were worth it! And I’d be remiss to leave out the sunset drinks at the stylish Canaves Epitome - the best and most unobstructed view (in my opinion). Santorini sunsets are truly unforgettable.
Where do you dream of traveling next? Next on my bucket list is Portugal and Mallorca, Spain - which we will luckily be crossing off this May! After that, I’d love to go to Hawaii or an island in the Caribbean like St. Barth’s!
What makes a hotel stand out to you? I’m drawn to design-forward, boutique hotels that beautifully reflect the destination’s unique vibe. I love a place that feels both intimate and stylish, and bonus points if they have a nice view or delicious restaurant!
Who do you love to travel with most? I love to travel with my husband, Ben. We actually first started dating while we were studying abroad in two different countries, him in Florence and I in London. We were wary of doing long distance at first but it ended up being the perfect excuse to visit each other’s new cities, and travel has been a big part of our life together since!
What is your very first travel memory? One of my first travel memories was taking a bus from Boston to NYC to visit my aunt when I was in elementary school. It was my first time being in a big city and although it wasn’t love at first sight, I’ll never forget going to see my first Broadway musical, Hairspray, and filling buckets of candy at the OG Dylan’s Candy Bar (iykyk). Now, more than 20 years later, NYC is a place I’ve called home and one of my favorite cities in the world.
Travel tip? Three words: TSA Pre-Check
What’s on your travel playlist? Kacey Musgraves, Peach Pit, Taylor Swift, Fleetwood Mac
Favorite Travel Quote: The world is your oyster!
Go to Karaoke Song: Unwritten - Natasha Bedingfield
