We are a family of three and receive a large box every other week year-round. We split the cost and produce with another family.
I agree with a LOT of what mrs_mandolini wrote.
We have been with our CSA just under a year and we've had three different families split with us in this period of time. We're picking up the last box with family #2 this week and family #3 starts in two weeks. Family #1 got tired of the repetition and they diverted the funds to orthodontia work. Family #2 doesn't cook much and was wasting most of the food. Picking up the box was challenging for both families long-term, also. Family #3 shall be interesting. They don't eat many veggies from what I have observed over the years and only the husband cooks. He is very excited about the idea, but we'll see how it translates to reality. LOL
In our family, DH cooks more than I do and he gets into creative moods often and sticks to standard fare other times. When I cook, I typically do one dish type meals, which are perfect for CSA produce. DH grew up in the midwest and pretty much only thought corn and potatoes were veggies. I grew up all over and am MUCH more adventurous in my veggie love. DH has learned to like a lot more veggies since meeting me, but his list is really short IMO. DD is more like me in this regard.
Everyone gets excited by fruit in the CSA box!!!
We live in an area with year-round growing opportunities, but our seasons are very different than the rest of the country. One of my reasons for joining a CSA is to learn more about our local growing seasons. We have a tiny townhome yard, but I make use of all the space I've got. I cannot really learn about gardening from the standard books because they are all written for the majority of the country. I have checked out dozens and dozens of gardening books from the library over the years. Local classes and a few local authors are the best sources. The CSA has been awesome for learning our growing seasons.
Find a niche in your area and fulfill that.
I did a lot of research before choosing this particular CSA. This one had the highest reviews for variety and fruit. Freshness (not wilted) was mentioned a few times when folks were comparing previous CSAs. We have quite a few CSAs here, but most are full and hard to get into. We got lucky because they had just opened a new location right in our community and it wasn't full yet. Most of their locations are full.
Receiving a CSA box is like Christmas! We pick up in a very small local market and we bring our own box or bags. Unpacking and repacking could be super fast, but it can often take awhile (when no one else is waiting) because DD & I love opening every brown paper bag and seeing what is in them all! So much FUN! Receiving the exact same thing for weeks on end is not fun, though. Even strawberries, which we love. I had to start tossing 1/2-3/4 of every container into the freezer immediately because we were just burned out on strawberries. One of our playgroup moms finally taught us all how to make jam and I brought half the strawberries for a large group of us just from the CSA stash I had. It was cool. I brought 5 cups of mashed strawberries and came home with 5 cups of homemade strawberry jam (low-sugar). DH doesn't care for fresh strawberries, but he has gobbled up quite a bit of the jam!
As far as I am concerned, CSAs work best for the adventurous types (long-term).