Olive oil is delicious, and I've always loved acidic foods

so long as there's yummy dressing on the salad, sign me up.

Just get in the habit of making simple dressing, e.g., EVOO, red or balsamic vinegar, Dijon mustard, salt & pepper. (Mustard helps with emulsification.) Yes oil is caloric, but afaik this is much healthier than drowning your salad in ranch or Thousand Island or whatever.

Olive oil can make you feel full, too, so even though you're eating fat, it can be a net win.

A Mediterranean diet is delicious, vegetarian/vegan compatible and, I think, fairly healthy. But mostly it's the delicious that counts.