Every Pillars experience is a lesson worth crossing the world to learn. It's woven into every detail. Every meal shared around the table. Every morning. Every conversation. Every experience. The women who join often don't realize how deeply they've absorbed it until they're home again, suitcase unpacked, back in their routines.
Saint Lucia was about connection.
Portugal taught us to savor.
Colombia reminded us to wonder.
The destination is simply where we go to learn it.
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Six days of cultural immersion, feminine ritual, and radical beauty. Traditional ceremonies, sacred spaces, and the quiet permission to let someone take care of you for once.
Bali, Indonesia
November 2026
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Strip away what isn't you.
Six days of salt air, slow mornings, ancient feminine wisdom, and the particular freedom that comes when you stop performing for everyone around you.
AHANGAMA, SRI LANKA
JULY 2027
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Let beauty inspire you.
Six days in one of the most quietly beautiful corners of the Mediterranean, working with your hands, wandering through villages, and rediscovering what sparks something inside you.
Deia, mallorca
november 2027
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Experience life in full color.
Six days immersed in the sights, sounds, flavors, and culture of Zanzibar, where every day brings a new adventure.
Zanzibar, tanzania
may 2027
Hi, I'm Alyssa. I've traveled to more than 50 countries, taken solo trips across the world, gotten lost in places I couldn't pronounce, and learned that the best parts of travel are rarely the ones you can plan for. They're the conversations that change you, the people who expand your world, the lessons you carry home long after your suitcase is unpacked.
I created Pillars while pregnant with my daughter, Lola. These experiences were never just about beautiful destinations. They're about building a beautiful life.
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Six days of island hopping, barefoot dinners, poolside afternoons, and the kind of joy that's easy to forget as an adult. Creativity, connection, and a reminder that life is meant to be enjoyed.
Tolu, colombia
June 2026
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Six days spent lingering over meals, wandering through vineyards, creating beautiful things, and remembering that life is meant to be tasted, not rushed through.
Douro Valley, portugal
march 2026
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Six days of ocean views, meaningful conversation, Caribbean sunsets, and the kind of friendships that make you feel instantly at home. A week dedicated to connection, community, and belonging..
SoufriEre, saint lucia
December 2025
"It healed something in me that I didn't know needed healing. Through being in the company of so many amazing women I found myself again. How Alyssa managed to do all that in one week, I will never know, but I am forever grateful."
"There is something so freeing about not having to plan anything at all. Everything is taken care of and all you have to do is show up and be present."
"If you want to experience belly laughing at the kitchen table until 6am, Pillars is the experience for you."
"Alyssa is like your second mom. You can tell how much intention and love goes into every part of the experience."
