I’ve done a whole bunch of sponsored tours and long form dates that span between 8 and 12+ hours, both with women I’ve met just the one time and with women I’ve seen 5+ times.
Depending on when your date starts, either take her to a coffee shop or a place to sit and grab something light to eat first, then go back to the hotel, or just meet at the hotel first. Figure out what she’d prefer, and then do that. Then hang out, talk, play, etc. for a few hours at the hotel, then go out and grab a lunch/dinner and walk/sightsee/shop. Then go back to the hotel and play some more.
Most importantly, if you’re in communication with her beforehand, find out what types of things she’d like to do and where she’d like to eat. Let her interest drive your agenda. If she wants to go to an expensive steakhouse and share a bottle of wine? Do it. If she just wants pizza or burgers and beer? Do that. If she tells you a specific place she wants to go to eat, make a reservation. If she’d rather play it by ear, then do that. Some women are fine hanging out in a hotel room all day and only going out for one meal, and enjoying each other’s company, bodies and conversation. Some would prefer to go shopping and sightseeing for hours and only play a few rounds for a couple of hours.
If she’s anything like the women I’ve spent time with like that, make the entire day about her comfort and interest and she’ll make your entire day worthwhile.
