Here’s my list of 100 date ideas. It's broken into 8 date categories. The checkmarks (✔️) show which of these dates ideas I've done over the years. There are plenty of other things that I tried over the years that did not make the list, because they were too complicated or too lame.
Go Outside
1. Go on a walk ✔️
2. Bike Ride
3. Feed ducks at a pond ✔️
4. Fly kites ✔️
5. Throw a frisbee ✔️
6. Disk Golf
7. Tennis
8. Canoeing ✔️
9. Paddle boarding
10. Spelunking
11. Nature Hiking ✔️
12. Geocaching
13. Orienteering
14. Surfing
15. Build a sandcastle
16. Build a snowman
17. Watch the sunset
18. Stargazing ✔️
Arts and Crafts
19. Take a painting class
20. Take a ceramics class ✔️
21. Bead art
22. Make greeting cards
23. Paint picture frames ✔️
24. Tie-die-shirts
25. Carve pumpkins
26. Shadow box
27. Origami ✔️
28. Gingerbread house ✔️
29. Christmas tree
30. Light photography ✔️
Get Silly
31. Food fight✔️
32. Shaving cream fight
33. Snow ball fight ✔️
34. Water gun fight
35. Nerf Gun fight
36. Goofy clothes ✔️
37. Tell spooky stories✔️
38. Real Angry Birds ✔️
39. Real Fruit Ninja ✔️
40. Film funny skits✔️
41. Reenact movies✔️
42. Crazy science
43. Shoot fireworks
44. Photo Safari ✔️
45. Game show ✔️
46. Be Tourists
47. Weird pizzas ✔️
48. Iron Chef ✔️
49. Karaoke
50. Lip sync battle
Play Games
51. Loaded questions
52. Mad Gab
53. Cranium
54. Uno
55. Dominoes
56. One Night Werewolf✔️
57. Charades
58. Ping Pong
59. Mario Kart
60. Mario Party✔️
Couples Dancing
61. Swing dancing✔️
62. Salsa dancing
63. Tango dancing✔️
64. Waltz dancing
65. Cultural dance
Volunteer
66. Food bank
67. Soup kitchen
68. Snack packs ✔️
69. Run in a 5K
70. Help at a 5K
Road Trips
You should tell them ahead of time
71. Visit a small town✔️
72. Visit the beach
73. Visti a monument
74. Visit a national park
75. Visit a festival
Attractions
76. Bowling
77. Mini Golf ✔️
78. Batting Cage
79. Arcade
80. Museum✔️
81. Zoo✔️
82. Aquarium✔️
83. Ice skating Rink
84. Roller skating Rink
85. Indoor Rock wall
86. Bungee Jumping
87. Trampoline Park
88. Laser Tag
89. Racquetball
90. Escape Room
91. Go Karts
92. Carnival
93. Archery Range
94. Haunted House
95. Music concert
96. Pro sporting event
97. Paint Ball
98. Skiing
99. Skydiving
100. Big Theme Park