Because you shouldn’t have to get married or be the star of a romantic comedy to enjoy a day that has been perfectly personalized to suit your fancies.
Serendipidays are extraordinary San Francisco outings custom curated just for you.
We are a service that streamlines the process of planning a day out. You don’t have to suffer the decision fatigue choosing what to do. You don’t have to organize any logistics. You don’t have to worry that you’re spending your precious free time on something that’s not worth it.
We’ll design a customized day out for you and your +1. We pick what you’ll be doing, where you’ll be eating and drinking, what special hidden gem you’ll get to explore. We’ll also organize all the details, then throw in a surprise or two. You and your date get to enjoy the experience together without any complications getting in the way of your good time.
How Does It Work?
This is the part you do:
Pick a date, time, and +1.
Answer a few questions to tell us about your ideal day.
Fill out a quick checklist so we know about your preferences and needs.
This is the part we do:
Everything else
Based on what you tell us, we select off the beaten track highlights of San Francisco for you to visit.
We organize all the logistics, so that you won’t have to worry about a thing.
We’ll arrange exclusive happenings and special surprises just for you.
You just show up.
Come for the thrill of having plans that you didn’t have to make yourself.
Each detail is already taken care of. You won’t have to pick up your phone, open your wallet or pay attention to anything except the company you keep.
Leave with a day you can’t stop talking about.
Expect carefully chosen destinations, exclusive happenings, moments of meaning and cute little treats sprinkled along your way.
Frequently Asked Questions
Is it really SO easy?
Yes! There are just two stages to the sign up process. It should take under 10 minutes, start to finish, to plan your date night, friend hang, family visit or special celebration.
What is included?
3 – 4 hours when you don’t have to pull our your wallet, check your phone or think about the outside world. You’ll always get to explore a unique place, have a little snack or drink, and enjoy a little treat waiting for you somewhere on your journey.
Where will i go?
IEach serendipiday is customized, so there’s no answer to that question yet. When you share what you want out of your experience, we’ll personalize it just for you.
can i tell you what i want to do?
You get to choose the kind of date you want to have, any bucket list items you’d like to check off, and info about any occasions you are celebrating. We will choose the rest based on what you want. Serendipidays are chances to embrace the unexpected and enjoy the thrill that comes with not knowing everything about what is going to happen next.
i’m not sure if I’ll like it.
Imagine going to a dinner party at a friend’s house. You don’t know what the menu will be. You’re not sure what the vibe will feel like. But you go because you enjoy the company and camaraderie that comes with gathering together. Your host has your best interests in mind, and wants to share with you the very best time that they can imagine for you.
can you accommodate my ACCESSIBILITY needs, allergy, or other special request?
Yes! We can make sure to design a date for you that meets any particular needs. Just let us know when you sign up that you have some non negotiables. We’ll get in touch if we need to know more so that we can consult together and make sure your day is just as easy and relaxing as can be.
Each Serendipiday is custom created, so we can’t tell you what yours will look like.
But I can tell you that it will feel a little something like this.
About Me
Hi. I’m Casey.
I decided to start Serendipidays when I noticed I was getting the same question over and over again: “How do you know about all this cool stuff going on in San Francisco?”
I’ve spent my whole career curating and experiences, leading groups and guiding tours about all the off-the-beaten-track treasures here. I know this place extraordinarily well.
But I know it can feel overwhelming to know where to start.
I founded Serendipidays because I wanted to solve this problem for my fellow locals.
There is nothing I enjoy more than using this expertise to help others fall in love with this city like I have.
This means that on your serendipiday, you’ll get to experience the kind of day I would design for myself, but customized just for you.
DOES PLANNING YOUR WEEKEND EVER LEAVE YOU FEELING LIKE THIS?
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What are you waiting for?
LAUNCHING IN SUMMER 2025
Now is the perfect time to get on the waiting list. As soon as we launch, you’ll be the first to hear about opportunities to test out new ideas before they’re available to the public.
