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We do almost the same thing quite often in our San Juan 23.
I have infant twins and a 3 yr old and we spent over a week in the San Juans this summer. The twins are small but for babies, we bring a TON of stuff.
Before this boat (and the twins) we cruised on a Venture 17 - now that was SMALL! overall, we are finding that its a lot easier to plan on staying 2-3 nights in one place rather than moving around a whole lot with the kids. It lets you get to know a place and gives the kids more time to run, play, dig, swim, fish, etc. We sometimes bring a tent and camp on shore when we have additional guests with us or when our boat feels a bit too small. (we have a very big tent)
Its taken us type A people a while to realize that the kids care less about seeing a lot of things while being constantly on the go and more about what they do when they are there. Thus our slow down and smell the roses approach to cruising now.
If you are moving around a lot and sleeping on the boat it does get a little tight. A boom tent might help but I'd be worried about kids falling over at night. Its probably good to mix up boat nights and camping nights. Most state parks have good facilites for camping.
We trailer up to anacortes or Bellingham (preferred) and launch there. it knocks about 4 days round trip off of the trip and allows more time in the islands.
Some of our favorite places up there are Sucia, James Island, Jones Island and Indian Bay on Stewart. All have great camping facilities and beaches and trails for the kids. Friday harbor is a good stop for ice cream also.
Its way easier with kids if you can get a spot at the state park docks than anchoring out or using a mooring bouy. Try to time your arrivals for when people are leaving the docks for the day.
However, If you are seattle based we have found we enjoy the south sound as much if not more than the san juans..and its closer.
Whatever you decide, GO FOR IT, you guys will have a BLAST. We don't see enough cruising families here in Washington. It always feels like we are the ones on the smallest boat with the most kids!
Last edited by JM3; 12-16-2010 at 08:17 PM.