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Welcome! That's a lot of criteria to fit, but I'll do my best. You'll definitely want a mountain sled, whether it be a summit, RMK, etc. I've never heard of a 2-up mountain sled, but I do know you can add on a second seat, but that'll hamper your mountain climbing and side-hilling abilities with the extra weight. But, if you do get a 2-up model, definitely look into a paddle track with deep lugs (2 inches). Hope this helps!
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Winter: 
2006 Arctic Cat Crossfire 600 EFI 136" MINE!
1999 Ski-Doo Mach 1 Triple 700
2002 Polaris Edge X 800
2001 Arctic Cat ZR 600 EFI
1989 Yamaha SRV 540
Summer:
1999 Polaris Trailblazer 250 Quad
2004 Yamaha Wolverine 350 4x4 ATV
2001 Caravelle Interceptor 21' Boat
Past Machines
2000 Ski-Doo Formula Deluxe 380-9/29/09
 She will be missed 
1991 Suzuki LT 80-9/08
1990 Yamaha Sno Scoot-2007
1996 Larson 16' Bowrider-2007
www.snobusters.com
LET....IT....SNOW!!
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