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100 things to do in Toronto

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  1. Lie face down on the glass floor at the CN Tower
  2. Sit upstairs at Union Station during rush hour
  3. Skate at Nathan Phillips Square
  4. Tour the Steam Whistle Brewery
  5. Have a hot chocolate at Soma in The Distillery District
  6. Do a bike tour of Toronto Island
  7. Go shopping at Honest Ed’s
  8. Walk the boardwalk at The Beach
  9. Go to Dundas Square

10. Dine at a famous chef’s restaurant
11. Take a city walking tour and check out jane's walk
12. Get out of the downtown core
13. Ride the 501 Queen Streetcar
14. Go shopping in Chinatown
15. Have a coffee in Kensington Market
16. Window shop in Yorkville
17. Eat corn on the sidewalk in Little India in the summer
18. Take a train ride through High Park
19. Walk the entire PATH
20. Check out a local band
21. Sample honey at St. Lawrence Market
22. Tour the CBC building
23. Eat Souvlaki on The Danforth
24. Have dinner in Little Italy
25. Read in the garden at Casa Loma
26. Come face to face with a dinosaur at the ROM
27. Visit the AGO for free
28. Sample free beer at the Mill St Brewery in the Distillery District
29. Explore the Toronto alleys
30. Go to the Ontario Science Center
31. Check out the parks running north from the Don Valley - (ride a bike from the lake through the Don Valley all the way up through Serena Gundy Park and all the way up to Sunnybrook Park or Edward's Gardens or something - there are trails all the way up, lots of cool stuff in there.)
32. High Park is also pretty cool
33. Cherry Beach
34. Sunnyside Park beaches
35. Tommy Thompson Park
36. Bluffers Park
37. Ice skating between Toronto Islands
38. spent the last Sunday of the month (only from May to October)at Kensington Market - Pedestrian-only streets
39. Go buy some Whiskey Cheddar from Global Cheese in Kensington Market and eat it because I just had some and this stuff is seriously delicious. (as stated by ROB_K)
40. historical post office on adelaide st east
41. any historical house, ie: mackenzie, spadina, etc..
42. riverdale farm/cabbagetown especially when the festivals are on
43. tobogganing down riverdale park east hill.. the west side has a baseball diamond now.. may be a bit dangerous!
44. sunbathing at hanlan's point clothing optional beach
45. Watch a movie at one of Toronto's many film festivals
46. Walk around Toronto dressed as a zombie
47. Have a coffee in the cafe at the corner of Baldwin and Augusta before 8AM on a weekday and watch the people who pass before they go to work
48. Visit LCBO Summerhill to glory in the past, marvel in the present, as the immaculately restored North Toronto Railway Station (Circa 1916) is now the largest and most fascinating wine & spirits store in Canada.
49. Fair Trade coffee & delicious sandwiches at Tinto's on Roncesvalles
50. Join the Caribana Parade
51. Brickworks Farmer's Market (May - Oct) and for that matter, biking in and around the Brickworks
52. Checking out the view of Toronto from hill next to Brickworks
53. Check out where Lake Ontario meets Scarberia (near Port Union Station)
54. Watch the sun rise/set from the end of the Leslie Spit
55. The Junction Arts Fest in September (one of Toronto's best kept secrets)
56. Bike the Humber River Trail
57. Picnic in Morningside Park
58. Bonfire on beach out in Scarborough (near Morningside I think)
59. Promise Party at the Beaches
60. Sunnybrook Park (horses are in the back of the park, in the stables)
61. Biking the Ex at night during spring when no one is around, spooky.
62. go to for an ice cream at the Dutch Cafe (funny building and awesome assortment of ice cream!)
63. dive into pomegranate deliciousness
64. take a walk from the beaches westward to sunnyside park on the boardwalk (or bike)
65. take the carillon tour with Gerald from CS.
66. Get your hands on the ceramic wheel at the Gardiner Museum on Fridays and Sundays
67. Enjoy an aperitif with view from the rooftop bar of the Park Hyatt
68. Go to a concert at the beautiful Roy Thomson Hall (and find discounted tickets on sale the same day)
69. Watch Rocky Horror Picture Show at Bloor Cinema on Halloween at midnight
70. Read a book in Queen’s Park Spring/Summer/Fall which is also home to Ontario Legislative Assembly
71. Mutahdi’s Drumming Festival (July – Queen’s Park)
72. Kick Ass Karaoke
73. Brunch in St. Lawrence Market
74. Picnic on Toronto Islands
75. Plant trees in with Bring Back the Don
76. The AIDS Memorial (behind the 519 on church)
77. Eat at Zelda's
78. Play a round of manhunt
79. Visit Ireland Park down at the waterfront
80. Audit a lecture by one of Toronto's (semi-)famous professors: Mark Kingswell, Nick Mount, etc
81. Might even recommend visiting a couple subway stations as destinations in and of themselves: Museum and Dupont for starters.
82. Pay a visit to 401 Richmond
83. the actual Distillery District
84. Watch the real pros play basketball at Harbourfront Community Centre outdoor courts
85. Wychwood Barns an exciting project they have going with the STOP
86. Harbourfront Festivals (any weekend starting from May - September) there's Hot N Spicy, Ukranian, Askenazi, Chinese... showcases the diversity of Toronto.
87. Sample Polish or Ukranian desserts in roncesvalles/Bloor West Village
88. Eat at the world's only Hungarain Thai restaurant in Kensington Market
89. Participate in Improv at Bad Dog Theatre
90. Museum of Inuit Art on your way to Harbourfront
91. Check out Matador's a late night after hours club
92. Jazz festival in the Beach
93. Check out one of the many historical churches in the city like; St. Michael’s, St. James’, St. Patrick’s, etc..
94. check out the Fringe Fest
95. “Dream in High Park” plays presented during the summer.
96. Shop at Active Surplus
97. Check out drummers in exile; summer: trinty-bellwood park, winter:annex wreck room
98. Check out theGay Pride Parade
99. Check out WinterCity
100. Sneaky Dee’s