
about
syd
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my mission
I turn decision fatigue into seamless experiences so you can feel fully present, wildly celebrated, and completely yourself.

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#DGAFWeddings
Here's the thing about weddings:
There are no rules. If you want to exchange vows cliff-side, say "I do" under a waterfall, or throw a weekend-long party that feels more like a festival than a formal dinner -- I'm your person. #DGAFweddings are kind of my specialty. Your story is yours, and your celebration should feel like it.
I'm Sydney Bosshart, and I've been planning trips and events for over 25 years. From destination weddings to honeymoons to multi-generational group travel, I've seen what works, what doesn't, and what absolutely shouldn't be templated. I have a degree in event management, deep roots in hospitality, and expertise across Hawaii, Mexico, Costa Rica, the Caribbean, and beyond.
Love looks different for everyone, and I'm here to honor yours exactly as it is. Your story is valid, important, and deserves to be celebrated on your terms -- not Instagram's, not your family's. Yours.
Why This Matters
Your wedding isn't just a moment -- it's an experience your people will carry with them. Guests don't remember the price tag or how trendy the florals were. They remember how intentional everything felt. The details that proved you thought things through. The parts that were unmistakably, unapologetically you.
I've watched too many couples compromise themselves into a celebration that looked great on paper and felt like a performance. They spent months making everyone else comfortable and ended up strangers to their own wedding day.
That's why I do this work. When you plan with intention instead of obligation, something shifts. You stop performing and start actually living it. Your guests feel your authenticity -- they witness something real, something that could only ever be yours. And you walk away with memories that matter because they were true.
I'm here to make sure you never have to perform your own wedding.
What you get with me:
Logistical mastery so you never have to sweat the details. A vendor network built over 200+ events across dozens of destinations -- not a templated list. Someone who handles both travel and events so nothing gets lost in translation. And an unapologetic partner who'll push you to show up exactly as you are, every step of the way.
Colorado-based, globally minded, obsessed with meaningful experiences and terrible at mornings unless there's coffee and a view involved.
If smoking herb offends you, I'm probably not your planner.
Ready to create memories that actually matter.
