[Garcia]

I can't come up with just 3-5 songs but here's some groupings:

Grateful Dead - He's Gone, The Wheel, Scarlet Begonias/Fire on the Mountain, China Cat Sunflower/I Know you Rider, St. Stephen

Bruce Springsteen - most anything pre 1990

Four Seasons - December, 1963 (Oh What a Night) - seems odd, but a great song on the water

Allman Brothers - Blue Sky

Jimmy Buffet - Margaritaville, Scarlet Begonias, Southern Cross, Fins, Changes in Latitudes, Changes in Attitudes

Forgot first album. Supertramp, Breakfast in America. There were 45's before that, though!