Have you been to Canada before?
Toronto (TO) is as good a place to start as any. Think of it as Canada's NYC. Most NYC themes have been emulated in some form in TO.
The water front is better than any in Manhattan, go to Queen's Quay, the Red Rocket (street car) will get you there. On a sunny day it's good to kick back and have a beer on a patio. Good shopping too.
Queen's Street West is a funky area, analogous to the East Village. A must see, ranked second coolest community in the world, after some place in Japan.
Dundas-Yonge Square is like Times Square, walk up and down Yonge.
Good shopping at Eaton Centre, the downtown multi-story indoor mall. Nothing quite like it in Manhattan, most closely resembles the Mall of America.
King's Street West is the nightclub area and has live stage productions ala Broadway/off-Broadway.
CN tower: TO's answer to the Empire State and World Trade Centre. Go for the view, there is a rotating restaurant.
The Canoe: purest Canadian fine dining you'll ever find anywhere. All wines from Canada. 54 stories up, great views. I can't recommend any particular dish, it's all good.
Bloor St and Yonge (Yorkville) is the tony upscale shopping area, like Fifth Avenue just south of the park. Royal Ontario Museum is in this area, a poor man's version of the Metropolitan Museum.
The cool university area is around the downtown campus of U of Toronto (College Ave), same feel as Columbia or NYU.
For beach time, go to the Beaches, take the Red Rocket east on Queens.
Going further out, the Toronto Zoo is one of the world's finest, it's on the edge of the city.
If you like amusement parks, check out Canada's Wonderland. Much better than, and cleaner than, Coney Island.
The subway is less grimey than NYC, not as extensive, but will take you far and wide. Koreatown is in North York, almost at the end of the Yonge Street line.
Parks are not a strength of TO. Hyde Park is your best bet, feels a little like Park Avenue around there.
Ontario Science Centre is an idea, best to take a taxi there. It is kind of kid-oriented.
Hotels? Hhhmmm, can you be more specific? TO has every type. You can't lose with the Four Seasons. Queen St West has some cool hotels, similar to the Ace or the Pods in NYC, if that's your taste.
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That will get you started. But there is so much more to Canada than TO. For something unique, your next stops should be Montreal and Quebec City. NOW you're experiencing cultural diversity!