£317 is not bad for 4 nights over a weekend, re $20 trick, rooms are much of a muchness tbh so there isn't much to gain other than a better view
Re $1/2 poker , it's everywhere, near you Flamingo and Ballys are soft games though Planet Hollywood prob softest
All tourneys below $100 are crapshoots, above that I would recommend the one at A ria and really recommend a trip to Binions on a Saturday/Sunday for the deepstack
The Gun Store on Tropicana is fine for your shooting needs, there are others but I have always gone to that one
3 Steakhouses for you to choose from IMO based on your budget, none are cheap and (prices are for starter, main,side and 2 or 3 beers or a shared bottle of wine, included tax and tip)
Circus Circus steakhouse (don't worry about where it is, its independently owned) would be around $80 per person
Del Frisco would run out at about $110 per person
and the best would probably be Prime but this will be around $130 per person
would recommend a trip to
http://hotnjuicycrawfish.com/ for a cheap pig out, messy but great fun
Can give you other recomendations if you let me know sort of thing you are looking for
re "gentlemans establishments" Spearmint Rhino or Olympic Gardens, don't go in a taxi as the lub pays them around $50 for bringing you and you will then be charged admission, ring the club, they will send limo , tip driver $20 and you will get in for nothing, they are topless only
Nightclubs, XS/Tryst/Marquee/Chateau/Haze
Clubs are normally hard for blokes on own to get into but you should be ok in Ja, will be pricey though, $10 beers/ $15 spirits, if you want a table you will need bottle service $300+