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Come relax, connect and play! Let us take care of all the rest.

All we ask is that you let us know a little about yourself, your visit and what you are looking for in your Willamette Valley escape.

Our job will be to curate the perfect day for you and take care of all the little details from planning, reservations, transportation day of and whatever else may come up.

You take care of everyone else, time to invest in YOU.

We love what we do and can't wait to show you around.


This was one of those dreams that unfolded, like a vista on a hike that surprises you.  There was a seed of a thought that said, "Where do you want to go now?"  I didn't know the answer then, but I knew to start looking.

In my search, I was exposed to a treasure right under my nose...Oregon wine country.  I fell in love and when I love something, I can't NOT share it.  So began my foray into the wine industry, first by working in tasting rooms, then driving wine tours, and ultimately, creating a business I love.

My whole family is in on this with me and I'm so grateful.  My husband is my rock, cheerleader and forever my hero; my son is both my technical/financial adviser and my friend who gets me; and last but not at all least, my rockstar daughter Hannah, who is my partner, chief adviser and I couldn't do any of this without her.  Her "official" title is Operations Manager and she is also responsible for keeping us on brand and for Serendipity's social media presence.  Hannah is the one I lean on the most and she is talented, steady and kind.  It's a gift beyond words to be supported like this and to be in a safe space while in the creative process.

You know about what we do, but you may not know why we do it.  We want to take care of people in a way that expands their perception of the beauty and joy and kindness that is still alive and well in this world of ours.  We want to provide a platform and experience where new perspective can be attained.

You see, I said yes to a journey and it brought me here to you.


My serendipitous hope:  that your yes connects us. 



Serendipity wine tour guides are more than drivers, they possess the value of hospitality, the knowledge of the area, the nurtured relationships with others in the wine industry and the genuine desire to create an experience that our guests will treasure for years to come.  They love what they do and it shows. 

Holly Kirby

Holly Kirby

Owner/Wine Tour Guide

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