Fresnel,
As is evident by three pages of replies in a day, you aren't alone. I still travel with both a film camera and a digital. I use the digital to dial in my lighting in difficult situations (it replaces polaroids) and for shots where digital makes more sense. I use the film where it works best (for me that is portraits, architecture, and landscapes). I'm still not a 100% confident that it'll turn out who I envision (especially since I use a lot of expired film but am not looking for the lomo asthetic), but I have learned to embrace unexpected results. Despite shooting the majority of my honeymoon, last year's road trip (and a wedding) through BC and Alberta, and this year's roadtrip through Quebec and New Brunswick on film, I have far fewer misses than I ever would have expected.
You asked for advice, so here my advice. Chose your format (35mm or Medium Format, B&W or Colour) and buy a big stock of the cheapest and most forgiving film you can, and shoot a lot of it in situations where it doesn't matter. For colour 35mm I suggest Superia 400 or Kodak Gold 400. For colour MF I'd go with Porta 400 (Ektar is cheaper, but not forgiving. Lomo has a cheap ISO400 colour film, I know nothing about it, but would guess it would work well). For Black and White everyone has a favourite: Kentmere 400 is good and dirt cheap 35mm, Tri-X and HP5+ are staples for a reason, and Tmax 400 is the most forgiving film ever made (it has an extra stop of latitude up and down so you can shoot ISO 200, 400 and 800 on the same roll - oh, and it is the cheapest 120 film I can find these days).
Okay, how do you shoot a lot? Be Young and Stupid

Take a weekend trip someplace with some friends; bicycle, motorcycle, car, or bus. Just go someplace new or different. Get excited and go with a sense of adventure. Make up your plan as you go along, and be open to the photographic opportunities that appear. Take snap shots. Take serious photos. Take every photo you feel like (but only take that photo once, maybe twice if it really matters) Make a point of using the sunny 16 rule as much as possible; when in doubt over expose.
When you get your prints back (or develop your film yourself) you'll be amazed at how well everything turned out. C41 film in particular is so forgiving you'll quickly start to trust it. If you do your own dark room work, you'll learn that even a badly misjudged (3 stop off) B&W film shot can be brought back from the abyss with a bit of playing in the dark room.
I did say get your prints back, not scans. For me, prints are what make film so great. Feelign them in your hands, holding them up and passing them around you'll forgive imperfections that you probably wouldn't on the screen.
I now trust film to the point of carelessness. I'll wing my settings more than I should. So far it hasn't bitten me. So far, I've had only a tiny handful of failed shots. I am not content to walk around with a meterless camera and only pull out the pocket meter (or phone-app that does the same thing) for the shots that really matter to me (and I'm finding my guess and the meter are usually pretty close these days).