About Me

Alyssa Loss,

Curator & Founder of The Fifth Hour

Over the years, I became the go-to person for trip planning among my friends and family — from finding the best places to stay and eat to mapping out thoughtful, balanced itineraries. I realized there are so many people, especially busy professionals, who want to travel well, but don’t have the time or energy to plan it all. That’s why I created The Fifth Hour — to bring personalized, design-forward itineraries to people who value beauty, ease, and meaning in the way they travel.

What you can expect with me

I personally curate every itinerary. From the first idea to the final detail, I’m hands-on every step of the way to ensure your trip feels thoughtful, cohesive, and completely tailored to you.
It’s not just about where you go, but how it all flows. I carefully consider the timing, energy, and balance of each day — so your travel feels effortless, never overwhelming. Every reservation, route, and recommendation has a purpose.
I design with a thoughtful eye — seeking out places and experiences that are stylish, local, and elevated.