I towed my '61 Bambi with an '85 Toyota long bed 4cyl auto 2WD pickup. The dry weight as advertised on the '61 Bambi is 1860lbs. Assuming that the Highlander is rated to tow 3500lbs, my reservation towing with a Highlander would be the short wheelbase and light weight of the tow vehicle relative to the Bambi. That said, I currently tow a 16' Scamp custom deluxe that weighs 2600lbs dry with a '94 Toyota extended cab 4WD pickup with the 3.0l v6 and an automatic. It tows the Scamp very nicely, but again has a significantly longer wheelbase than the Highlander.
AIR 2053 Current: 2006 Born Free 32 RQ Kodiak Chassis, & 1995 Coachmen B-van
Former Airstreams: 1953 Flying Cloud, 1957 Overlander, 1961 Bambi, 1970 Safari Special, 1978 Argosy Minuet, 1985 325 Moho, 1994 Limited 34' Two-door, 1994 B190 "B-Van"