About Rare Seasons
The idea behind it all.
Rare Seasons began with a simple idea. Bring accomplished, like-minded people together in one of a kind places, inside luxury accommodations, with movement and wellness at the heart of the experience.
A message from the founder
How Rare Seasons began.
They say the best businesses are born from personal frustration. For Rare Seasons founder Aaron, it started with a simple dilemma. He loved traveling with friends, but schedules rarely aligned. He thrived on the serendipity of solo travel, yet had outgrown the hostel scene.
He had come to prefer upscale, private places with real amenities, the kind of stay that feels considered. But those rooms could be quiet in the wrong way. They were not built for meeting anyone. And some of the best parts of any trip are the people you meet along the way, the conversations, and the friendships that outlast the flight home.
Aaron envisioned something different. An upscale way for accomplished, like-minded people to connect in extraordinary settings, with wellness at the core. After a decade managing high-stakes partnerships in tech, he stepped away to build it: a luxury, social, wellness experience.
In the end, the goal is simple. To share the experiences, the memories, and the joy of travel with others.





What guides us
Built for the rare seasons of life
Good company
Every guest is vetted. A room of accomplished people you want to know.
Wellness at the core
Strength training, Pilates, Yoga, and daily movement led by professionals. Balanced, never punishing.
Nothing left to you
White glove service, every detail arranged in advance. You simply arrive.
Private by design
Boutique hotels, never shared villas. Considered rooms, real amenities, your own space.
Rare places
Singular destinations chosen for their character, the kind you would not find on your own.
A note from Aaron
The best part of any journey was never only the place. It was the people.
Aaron Guido
Founder, Rare Seasons
Rare Seasons
Don't spend another year thinking about it.
A vetted group, considered places, and nothing left to you.
Apply for a place