I will take 1959-1964, and 1973-1978.
The first will get me from Marty Robbins Gunfighter Ballads, Howlin' Wolf Moanin' in the Moonlight, Buddy Holly Story 1 +2, The Beach Boys up until All Summer Long and the Xmas album (the classic surf period). It also gets me Roy Orbison up until 'It's Over' and 'Pretty Woman', and kinda ends with the Shangri-las and the Ronettes. Too much great jazz to mention in that period too, and there's also a fuck-ton of exotica like Arthur Lyman, Martin Denny, Les Baxter etc. which should be good for my island vibe.
1973 - 78 give me Innervisions to Songs in the Key of Life, Burnin', to Babylon by Bus, The New York Dolls, all the best Ramones albums, Marquee Moon, Parallel Lines, Roxy from For Your Pleasure thru to Manifesto, Brian Eno's song-based albums, loads of Krautrock (Phaedra, NEU2 and NEU75, Autobahn, Future Days, Aguirre) the bulk of good disco, Herbie Hancock' Headhunters period, Meatloaf's Bat out of Hell, Springsteen's The Wild... thru to Darkness..., Waylon Jennings from 'Lonesome, On'ry and Mean' thru to 'I've Always Been Crazy', and Willie Nelson's Red-Headed Stranger.