The Baja Marine 277 Islander 2013 vs Baja Marine 35 Outlaw Poker Run Edition 2006 comparison sits squarely in the category of decisions where specs alone won't tell the whole story: intended use, storage, and long-term ownership costs all factor in.
Size is the most obvious dividing line here. The Baja Marine 35 Outlaw Poker Run Edition 2006 measures 35,0 feet overall (2006), giving it roughly 7,6 additional feet of deck space compared to the Baja Marine 277 Islander 2013 at 27,4 feet (2013). Weight tells a clearer story for trailering families: the Baja Marine 35 Outlaw Poker Run Edition 2006 tips the scales at 6 900 lbs - 1 800 lbs less than the Baja Marine 277 Islander 2013 at 5 100 lbs. That difference is meaningful if you're working within a half-ton or three-quarter-ton truck's tow rating, especially once you factor in a motor, gear, and fuel.
For family outings this is probably the sharpest distinction between the two. The Baja Marine 277 Islander 2013 is rated for 10 passengers, while the Baja Marine 35 Outlaw Poker Run Edition 2006 caps at 8. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Baja Marine 277 Islander 2013 could be the deciding factor.
Bottom line: Choose the Baja Marine 277 Islander 2013 if your priority is putting more people on the water - it handles 10 passengers and at 27,4 ft it has the deck room to back that rating up comfortably. The Baja Marine 35 Outlaw Poker Run Edition 2006 is the smarter pick if you want a lighter, easier-to-trailer boat rated for 8 that costs less to run day-to-day.