1. Guns & Guts in Alaska
Outfits such as Turnagain Trails and Alaska Bush Adventures feature grizzly bear and moose hunts as well as fishing expeditions. But to truly kill in style, go with Alaska Coastal Marine. They offer guided boat-based black bear hunting trips straight out of Homer. On the skiff (big enough for a party of six at $3,500/person), you’re fed like kings and spend evenings in the lounge boozing with your buds. Want to creep out your new bride on your return? Guides will help you skin a kill, and taxidermy for a Burt Reynolds bearskin rug is a mere $1,200. alaskacoastalhunts.com

2. Macao’s Casino Lisboa
The former Portuguese colony sits on the South China Sea and, like Hong Kong, is largely independent of the “no fun” rules of mainland China. The flashy Grand Lisboa Casino just opened in February 2007, but its predecessor lingers across the street. Built in 1970, Casino Lisboa and its glitzy roulette wheel roof look like Vegas before it went corporate. It’s still the den of dice, but every other vice is easily accessible at hot spots like Hotel Fortuna’s nightclub, with 24 VIP massage rooms and more than 30 karaoke rooms.crosspointcruises.com, hotelfortuna.com

3. Drinkin’ & Drivin’ in Napa
The Solage Calistoga resort ($450 per night) features acres of wine country and a mud bar where groomsmen can get “plastered” with volcanic clay. Nearby, Bennett Lane Winery’s  “Put a Cork in It” program ($175/person) brings you via limo to a private tasting that ends with your personal vino blend. Then head for nearby Infineon Speedway for the Jim Russell Racing Drivers School, where you’ll be strapped into a Formula 3 car for laps around the 2.52-mile circuit. Your one-day Grand Prix Master Program runs $2,495, solagecalistoga.com, jimrussellusa.com, bennettlane.com

4. Loco in Los Cabos
First, catch a chartered jet at Teterboro. Six first-class hours later, two chauffeured Escalades drive you to the beachfront villas at One&Only Palmilla Resort, where your oceanside tee times beckon. The next day a private yacht takes everyone deep-sea fishing for prize marlin, followed by 90-minute deep-tissue massages. Sick of the heavy dude-time? A table reservation awaits at the exclusive Esperanza hotel for dinner and drinks. At $14,125 per person for this eight-man getaway, it’s not a trip for the faint of wallet. fourhundred.com, oneandonlyresorts.com