Green’s Dictionary of Slang

1. (US) to wander around.

1791		J. O’Keeffe Wild Oats II iii: I’d teach ’em to bring a gentleman’s son tramboozing about the country.
1815		D. Humphreys Yankey in England Epilogue: Some years ago, I landed near to Dover, / And seed strange sights, trampoosing Ingland over.
1824		R.B. Peake Americans Abroad I i: I’m pretty plaguily tired trampoosing the Atlantic.
1840		T. Haliburton Clockmaker III 57: I had been down city all day a-skullin’ about, and trampoosing everywhere.
1845		W.T. Porter Big Bear of Arkansas (1847) 44: We trampoosed along down the edge of the swamp.
1866		Cincinnati Commercial Sept. in Schele De Vere (1872) n.p.: The sergeant has successfully trampoosed this, the whole South, with the Stars and Stripes fluttering in the breeze, but, beyond the mere bravado of having done so, it is hard to tell what good he or his friends can imagine to have been accomplished by the exploit.
1872		Schele De Vere Americanisms 645: Trampoose, to, an enlargement of the English ‘to tramp,’ is a genuine Americanism, and means, to wander about listlessly.

2. (W.I.) to go out on the town; thus trampoosing n.

1926		E. Walrond Tropic Death (1972) 174: Me gwine put my foot down once an’ far-all ’pon dem trampoosin’s.
1995		Francis-Jackson Official Dancehall Dict. 52: Trampooze out on the town: u. to trampooze wid mi bredren.