I have no idea what the itinerary is yet
Worst decision I ever made in a sailboat was to follow an itinerary. We were short on time due to a delay and made a cut diagonally across Lake Ontario. Got punched with a squall and thunderstorm six hours from Oswego and had a wild ride. The mast was down as we were planning on taking the canal to the NYS Barge Canal & from there to Cayuga Lake. We were punching into west to east seas trying to fight southwest, surfing down the backside of waves to make southward way and turning to face every third wave that was larger and that were burying us up the the shrouds when we bottomed out in the troughs and stalling our forward motion . . . and then the mast worked loose in the crutches. We'd been driven down into the region of shallow Mexico Bay as we couldn't make headway westward and I was running out of lake to the south. And because the lake was shallowing near the bay the waves were building and breaking even worse. By now I'm wet, cold, dead tired and even the adrenaline has run out. At this point I'm thinking "I really screwed the pooch this time" and knew we were in trouble.
We anchored (there were no protected spots in the SE corner of Ontario) maybe five miles downwind from Oswego, our destination, long enough to re-secure the mast well and for everyone to throw up over the side and it was a slamming, pounding tug-or-war. In just 20 minutes showing chafe wear on or 5/8" rode at the fairlead, and much worse than running with it, so we raised anchor.
I said "screw the schedule" and ran downwind - calling ahead for a marina that could accomidate us (most on the charts showed too shallow). We ended up backtracking 15 miles downwind and surfing into the Salmon River at Selkirk with following waves that were breaking halfway up the 20 ft Selkirk Light. The marina harbors a fishing fleet of charter powerboats and the harbormaster said "When you enter the breakeater it's narrow so you'll have to punch it to keep off the downwind rocks". I radioed back on our RAM mike "I'm already flat out at 7.1 knots. There's no "punch" left!"
Every time I watch "The Perfect Storm" where they turn the boat I am reminded of the thrill and fear of maneuvering sideways through waves breaking over us. They might have been small by ocean standards but they were stacked up close together. Standing at the helm of our Catalina 34 they were another six or eight feet over my head, though only two boat-lengths apart, and looked plenty large to me! It's a weird feeling being in a hole that deep with all that water above you.
My chest was black & blue for a month from where I had repeatedly hit the wheel; from when we bottomed in a trench or when a following wave pooped us.
Moral: Best to have some flexibility in your schedule.