Hi tom depends we’re you want the first night and which way round you go as said I live on iom we get morn boat to heysham,, it’s a boring drive up motorways ect first leg so we go up to Pitlochry for first night poss around 250 miles leave heysham around 1 o’clock so get to Pitlochry 5-,5,30 poss stop once on way up ,,so gives chance for nice shower and walk into town for a drink and a nice meal plenty of good places ,, also plenty of accomadation at diff prices if you book early , then as said don’t bother with east coast go over towards sky area up west coast then poss down to Lairg area then again a boring run back down to heysham. ,,but no other way really but well worth the trip enjoy derek