Family Day-Sailor (in Colorado)
RE Family day sailor
Up here in Alberta we have about the same sailing conditions as you do down there so there are a bunch of boats We think are suitable to your needs. But first you have to decide cruising type boat or dingy type boat. Small and light swing keel cruisers would incluid the Sirun, DS16, DS20, Sandpiper, and a few others. Thay are all real light and easy to rig and launch from a trailer, easy to step the mast big enuff for your whole gang BUT slow and kinda piggy.
The catalina and caprie size boats are a little bigger and a little faster but they are a pig to rig for a day sail from a trailer no matter what anyone tells ya. The 2 year old aint going to help step the mast.
Then theres the dingy option. Light easy to rig some can hold the whole fammily. Faster and more fun but a lot more tippy.
I know down there folks go for the Caprie 16 and 18 type boats but they are heavyer and less fun than some. My wife runs a sail school and what we get folks into is Albacores Verry fast verry light 250 lb, and bench seats for the kids. When the family would rather be on the beach. Grab some guy ( or that girl in the bikini) and go Blast some screaming reaches! Better yet leave the kids with the girl in the bikini and get you wife out there rocketing with ya.
Lots of time for the piggy boats when your 70.
Albacore has a good web page if your interested, with lots of 2nd hand boats and you can buy a fleet for the price of a catalina 22