Having had the '97 T100 with the 3.4l six AND a '94 Compact truck with the 3.0l six, AND an '87 compact truck with the 22RE four, and now having an '02 Tundra with the 3.4l six, AND having towed various trailers with all of them, I'd say your T100 with the 22RE isn't up to a Cruiser. I towed a '61 Bambi 16' at roughly 2,000 lbs with the '87 Toyota 22RE in the flatlands of Iowa, and while it got the job done, it wasn't impressive. Doubling the weight of the truck along with doubling the weight of the trailer, and I doubt you'll like it at all.
I towed two '53 Flying Cloud 21' trailers with the '94 Compact Truck with the 3.0l six and it wasn't particularly impressive either. The 3.4l six in the T100 and now in the Tundra would probably do OK with the Cruiser tho... I've been impressed with it's performance in both trucks. I don't think I'd try to tow a Cruiser with any of the Compact Trucks or the Tacomas simply because of their light weight compared with the T100/Tundra.
I hope that helps...
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"