Just before my 21st birthday I sold my '61 LP/SG Custom and early Vox AC30 (and my motorbike!) to fund my travels. Spent most of my 21st and 22nd year alive traveling with a $15 pawnshop Suzuki nylon-string acoustic.
Slept on beaches, on boat decks in the rain, Asian trains and buses, paddled a canoe once. I loved that guitar. Changed the strings once in 18 months.
Wrote a few good songs on it too.
Had an ibanez musician and bsx upright electric (basses) still have them and they rock. Had an ancient classical, spanish made (still have it and it is sweet) and a washburn dreadnought (still have it and its okay, only dread i have)
Also had a fender mim tele. Sold it, dont regret it. I like a beefier electric.