Do you want the date to be just the two of you or would also like friends to come along?
You might also like to contact him one way, then follow up with another way, just to confirm his affirmation to going on the date, and the time, etc.
“Are you doing anything this weekend? I have an idea for something we could do together. " “Any chance you’re free this coming Thursday night? There’s something I’d like to suggest we do together. " “Would you be free next week? I’d like to go somewhere together for a few days of the vacation if you are. "
Leave off asking him again for at least a week. That way, you won’t seem pushy or desperate.
Other possibilities include going to the park, the beach, out of town, etc. Another option is to ask him what he’d rather do. However, it’s a good idea to offer your ideas first, to show you’ve really thought about this. [5] X Research source
If he keeps declining your suggestions, it’s a good idea to ask him what he’d rather do. If you feel you can’t ever make suggestions, you might need to rethink the viability of the relationship, as all relationships are about give and take.