I have been to --
For Families:
London
Orlando
The Ahwahnee Hotel, Yosemite Valley, California
New York City
For Culture Vultures:
The Musikverein, Vienna
Lenox, Massachusetts (Tanglewood!)
The Rodin Sculpture Garden, Stanford, California Hell yeah! 
For Sightseers:
Bucks County, Pennsylvania
For Sporty Types:
Banff and Lake Louise, Banff, Canada
Provence, France (I passed through on a train, so maybe this only counts as half credit)
The Tongariro Northern Circuit, New Zealand
Cooperstown, New York
The Snake River, Wyoming
For History Buffs:
Mount Vernon, Virginia
The Freedom Trail, Boston, Massachusetts
Antietam, Maryland
For Romantics:
Montreal
Brussels
Napa Valley, California
Lake Wanaka, New Zealand