Roasted Broccoli and Grape Salad

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Salad:

2 heads broccoli, chopped into florets

1/2 red onion, sliced thick (1/4-inch-ish) 

2 tablespoons olive oil 

Kosher salt 

3/4 cup golden raisins

6 tablespoons sherry vinegar 

2 cups red seedless grapes, quartered 

1 cup chopped celery 

1 cup sliced almonds, toasted 

Dressing:

1/2 cup mayonnaise

2 tablespoons whole milk 

1 tablespoon sugar 

1 tablespoon white wine vinegar 

Kosher salt and freshly ground black pepper