. - Conference ticket/registration- Hotel Room- Flight + other transportation- Meals on-site, etcConference experience costs are much more than just the registration fee. 

If I want to eat healthier, I assign more points to the positive habit I want to focus on, but also reward myself for NOT doing that bad habit.

It sounds like you might already be aware of this, but the only time you can put a rental property on a Schedule C is if you provide those "hotel-like hospitality services" that you mentioned, which means things like not just cleaning between guests, but daily cleanings during guest stays, and/or providing them with things like meals or entertainment during their stay. 

Can I write off all expenses from the trip, such as hotel, meals and travel costs like gas, or airfare?

Plus entertain him when he comes to town ( I get to tag along for a very nice meal as well LOL )  

But since I am wanting to provide substantial services, laundry, meals, cleaning, it looks like I do not even have the option of reporting on Schedule E. 

I understand this is the way syndication works with multifamily properties because the operations are generally only a few people, however, in senior living, the operations are much larger and more litigious because we are providing 24-hour care, medication management, meals, transportation, activities, etc. 

Eating healthier, working out and making the right choices.

If our kids go with us and we drive to LA on a Sunday, all of our direct car related expenses are tax deductible even though the kids are in the car including 1/2 of the meals for my wife and I.  

That's why you asked the question the way you did.The reasons SHOULD be healthier than what I listed above.